Dennis Port, MA Vacation Rentals

Explore 361 vacation rentals, homes, and villas in Dennis Port, MA for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Free Parking and Family-Friendly Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $113 per night and featuring up to 11 bedrooms and 10 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

361 Vacation Rentals in Dennis Port

400 Yards to the Beach! Dogs Welcome!

Dennis, MA, US
3 Bedrooms 6 Guests
Sep 19 - 21
$464 night

19910 - Hidden Gem: 400 Yards to the Beach! Dogs Welcome! Located in a quiet neighborhood in seaside Dennis Port, Hidden Gem is the perfect place to stay if you want the full Cape experience. Walk less than 400 yards down the street to Raycroft Beach, where you will enjoy lovely views and nice soft sand. Also within walking distance is the popular waterfront restaurant The Ocean House, which offers award winning cuisine overlooking Nantucket Sound. Grab some fantastic ice cream on those hot summer days at Sundae School Ice Cream, breakfast at Wee Packet, or visit the local watering hole Wooden Shoe; all just a short walk away. Inside our home, you will find on the first floor an updated and fully equipped kitchen with island seating, six seat open dining area that leads into the living room featuring a large mounted flat screen TV and sectional couch seating, another small living area with a mounted TV, and full bathroom. The three bedrooms are upstairs, as two include queen beds and the third has two twin beds, as well as a full bathroom located between the queen bedrooms. A small private yard and three season sunroom are also features of our property. Other amenities include WiFi, cable TV/smart TV, window A/C units in the bedrooms, washer/dryer on the first floor, outdoor shower, gas grill, and fresh linens and bath towels provided at no extra cost.<br> <br>*Located in a quiet neighborhood. No parties or late night noise*<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 6<br>-2 Floors<br>-2nd Floor Bedroom #1: 1 Queen Bed<br>-2nd Floor Bedroom #2: 1 Queen Bed<br>-2nd Floor Bedroom #3: 2 Twin Beds<br>-Window A/C Units in Bedrooms<br>-Cable TV/Smart TV<br>-WiFi<br>-Washer/Dryer on 1st Floor<br>-Tub<br>-Outdoor Shower<br>-Private Yard<br>-Gas Grill<br>-Walk to Nantucket Sound<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0415300750

Pet-Friendly Yard! Fun Family Home in Cape Cod

Harwich, MA, US
3 Bedrooms 8 Guests
Sep 21 - 23
$322 night

Ready for a relaxing beach vacation? This 3-bedroom, 2-bathroom vacation rental home is the perfect place to embrace Cape Cod’s laid-back lifestyle. The home features both a living room and a basement family room, so there is plenty of space to lounge with a book in the central A/C. In the fenced-in yard, you’ll find comfortable chairs and a fit pit. Pack up the beach towels and head to Sea Street Beach, less than a mile away. Book today and let the Nantucket Sound wash your worries away! -- THE PROPERTY -- C0369050750 | Outdoor Shower | Furnished Deck Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Family Room: Queen Futon | Additional Sleeping: Pack ‘n Play INDOOR LIVING: 6 Smart TVs, board games, books OUTDOOR LIVING: Private yard, beach cart & towels, beach umbrella, fire pit, gas grill, beach chairs KITCHEN: Blender, coffee maker, cooking basics, microwave, refrigerator, stovetop/oven GENERAL: Dog waste bags, free WiFi, central A/C, washer/dryer FAQ: Pet fee (paid pre-trip), steps required to access, 2 bedrooms and 1 bathroom on the 1st floor PARKING: Driveway (2 vehicles), EV charger in garage -- THE LOCATION -- BEACHES: Sea Street Beach (0.8 miles), Raycroft Beach (0.8 miles), Belmont Road Beach (1.0 miles), Pleasant Road Beach (1.6 miles), Bank Street Beach (3.5 miles), Veterans Park Beach (10.3 miles), Sandy Neck Beach (19.1 miles) GOLF: Blue Rock Golf Course (4.0 miles), Cranberry Valley Golf Course (5.1 miles), The Captains Golf Course (10.4 miles), Olde Barnstable Fairgrounds Golf Course (17.1 miles), The Ridge Club (20.2 miles) EXPLORE CAPE COD: The Cape Playhouse (7.0 miles), Cape Cod Museum of Art (7.1 miles), Nauset Lighthouse (20.1 miles), Wellfleet Cinemas (20.4 miles), Sandwich Glass Museum (23.9 miles), Heritage Museums & Gardens (24.6 miles), Pilgrim Monument and Provincetown Museum (40.9 miles) DINING: The Ocean House Restaurant (0.7 miles), Clancy’s Restaurant (1.3 miles), Clean Slate Eatery/ La Tacodilla (1.9 miles), Sesuit Harbor Cafe (7.5 miles), Mac's Shack (25.9 miles), Moby Dick's Restaurant (26.6 miles), The Glass Onion (30.4 miles) AIRPORT: Boston Logan International Airport (81.2 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, max 2 dogs) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: There are 2 steps to access the front door and stairs to access the yard. There are 2 bedrooms and 1 bathroom on the 1st floor

Antique Dennis getaway with firepit & EV charger, Dog friendly!

Dennis, MA, US
5 Bedrooms 11 Guests
Sep 29 - Oct 1
$199 night

19941 - Cape Costa: Antique Dennis getaway with firepit & EV charger, Dog friendly! Dennis Port at its finest, this fantastic home invites you to embark on a charming Cape Cod getaway. With downtown and the beach within easy walking distance, this is your ideal base for exploring all that this picturesque Cape Cod destination has to offer. Step out on foot to immerse yourself in the quaint shops and eateries that are downtown Dennis Port. A leisurely walk takes you to the sandy shores, where you can bask in the sun and savor the gentle waves of Nantucket Sound. For those with an adventurous spirit, the Cape Cod Rail Trail, spanning an impressive 25 miles, awaits your exploration.&lt;br&gt;&lt;br&gt;Inside this delightful abode, you’ll find two comfortable sofas in the living area, creating the perfect ambiance for relaxation. In the evening, settle in to stream your favorite shows on the 65-inch smart TV. The upgraded kitchen is a culinary haven, boasting granite countertops and a full suite of stainless steel appliances. While dinner simmers, gather in the adjacent sitting area for lively conversations. When it’s time to dine, choose between the kitchen bar or the dining table to enjoy your meal.&lt;br&gt;&lt;br&gt;Outside, the deck features an inviting lounge area with seating for eight, perfect for savoring the fresh sea air. As the sun sets, fire up the gas grill to sizzle steaks and veggies, then dine alfresco. The private, grassy yard is an ideal setting for outdoor fun and games, while an outdoor shower offers convenience after a day at the beach. Wrap up your day with stargazing around the wood-burning firepit, adding a touch of magic to your Cape Cod evenings.&lt;br&gt;&lt;br&gt;A mere 10-minute stroll takes you to the beach, where you can savor leisurely days by the shoreline and the temperate waters of Nantucket Sound. For family fun, Sea View Park, offering a playground and fun activities, is just 0.5 miles away. &lt;<br&gt;&lt;br&gt;Discover the coastal charm of Dennis Port and make lasting memories in this inviting home. Secure your stay today!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 11&lt;br&gt;-2 Floors&lt;br&gt;-5 Bedrooms&lt;br&gt;-1st Floor: 1 Queen Bed&lt;br&gt;-1st Floor: 1 Queen Bed&lt;br&gt;-1st Floor: 1 Queen Bed&lt;br&gt;-2nd Floor: 1 King Bed&lt;br&gt;-2nd Floor: 1 Twin Trundle(Two Twins) + 1 Single Twin&lt;br&gt;-1 Full Bathroom + 2 Half Bathrooms&lt;br&gt;-1st Floor: Half Bathroom&lt;br&gt;-2nd Floor: Half Bathroom&lt;br&gt;-2nd Floor: Full Bathroom w/ Shower&lt;br&gt;Other Amenities &lt;br&gt;-Outdoor Shower&lt;br&gt;-Split AC/Heat +Window Unit ACs&lt;br&gt;-WiFi&lt;br&gt;-Cable/Streaming&lt;br&gt;-Washer/Dryer&lt;br&gt;-Propane Grill &lt;br&gt;-Wood Firepit (please bring your own wood)&lt;br&gt;-Please note outdoor amenities are available seasonally&lt;br&gt;-Sheets and Bath Towels Provided with Beds made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0283750750

Renovated Classic Cape w/ Guest House, Game Room!

Dennis, MA, US
7 Bedrooms 14 Guests
Sep 17 - 19
$311 night

19929 - Sands of Time: Renovated Classic Cape w/ Guest House, Game Room! Located in the heart of beautiful Dennis Port, this incredible property offers a unique opportunity to large groups looking to vacation in one of the most sought after areas of Cape Cod. With professional interior design work completed in early 2022 to lovingly restore this antique home, this home sleeps 14 total guests and features a 2700 square foot main house with a separate 774 square foot guest house, along with a huge half acre of fenced in yard. Conveniently situated directly south of Main St, you will be right around the corner from many of the great restaurants and shops of Dennis Port, like Red Nun, Oyster Company, and Rory’s Kitchen. Best of all - you will be 7/10 mile from a number of gorgeous sandy beaches on Nantucket Sound like Inman Road Beach and West Dennis Beach!&lt;br&gt;&lt;br&gt;This home sleeps 10 in the main house across two floors, and features a cozy living room and spacious kitchen. Please note, the stairs up to the second floor are steep. The guest house sleeps 4 guests across two bedrooms and has it’s own kitchen. A game barn located in the backyard is the perfect place to spend a rainy day or unwind after dinner. The huge fenced in backyard is great for yard games, lounging in the sun, and your dogs! Other amenities include window A/C units in all the bedrooms, a propane grill, WiFi, and sheets and bath towels provided at no extra cost with beds made upon arrival. Don’t miss out on the opportunity to stay at this incredible property!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog&lt;br&gt;-Sleeps 14&lt;br&gt;Bedrooms&lt;br&gt;-Total 7&lt;br&gt;Main House:&lt;br&gt;-Bedroom #1: 1 Queen Bed, 1st Floor&lt;br&gt;-Bedroom #2: 1 Queen Bed, 1st Floor (walk-through bedroom).&lt;br&gt;-Bedroom #3: 2 Twin Beds (bunk beds), 1st Floor&lt;br&gt;-Bedroom #4: 1 King Bed, 2nd Floor&lt;br&gt;-Bedroom #5: 2 Twin Beds, 2nd Floor&lt;br&gt;Bathrooms&lt;br&gt;-Total 3.5&lt;br&gt;-Bathroom #1: Full Bath w/ Shower, 1st Floor&lt;br&gt;-Bathroom #2: Full Bath w/ Shower, 1st Floor&lt;br&gt;-Bathroom #3: Half Bath, 2nd Floor&lt;br&gt;Guest House: &lt;br&gt;-Bedroom #1: 1 Queen Bed&lt;br&gt;-Bedroom #2: 2 Twin Beds (bunk beds)&lt;br&gt;- Bathroom #4: Full Bath w/Shower, 1st Floor&lt;br&gt;-Window AC units in bedroom&lt;br&gt;-Game Room&lt;br&gt;-WiFi&lt;br&gt;-Smart TVs&lt;br&gt;-Washer/Dryer &lt;br&gt;-Propane Grill&lt;br&gt;-Indoor Fireplaces are not for guest use(fines remitted)&lt;br&gt;-Please note outdoor amenities are available seasonally&lt;br&gt;-Please note there is a security camera facing the driveway&lt;br&gt;-Walk to Downtown&lt;br&gt;-Short Drive to Nantucket Sound Beaches&lt;br&gt;-Sheets and Bath Towels Provided with Beds made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;-Parking for 6 cars maximum&lt;br&gt;-C0463930750&lt;br&gt;&lt;br&gt;&lt;br&gt;&lt;br&gt;&lt;br&gt; Please note there is a security camera facing the driveway and the stairs to the second floor are steep

Walk to Nantucket Sound Beaches!

Dennis, MA, US
3 Bedrooms 8 Guests
Oct 4 - 6
$208 night

19920 - Le Petit Chateau: Walk to Nantucket Sound Beaches! Le Petit Chateau in Dennis Port, MA, offers an enchanting getaway, just half a mile from the sun-kissed Depot Street Beach. This delightful 3-bedroom, 2-bathroom home comfortably accommodates up to 8 guests. Spend your days splashing in the waves at Depot St Beach, just a half mile walk away. Come home from a day in the sun to enjoy the central air in the inviting living room or prepare a family feast in the updated kitchen.&lt;br&gt;&lt;br&gt;Outside, a serene, fully fenced yard with a bocce ball court beckons, perfect for lounging or playing with your furry friend. Let your worries drift away as you relax in the hammock or indulge in a luxurious soak in the tub. &lt;br&gt;&lt;br&gt;Venture beyond this charming abode to explore Dennis Port’s vibrant local scene. Stroll to the Sundae School Ice Cream Parlor, savor breakfast at Wolfies, or delight in a delectable lunch at The Wee Packet. Nearby, grab a casual dinner Red Nun and The Den. Make a reservation at The Ocean House for a tantalizing dining experience.&lt;br&gt;&lt;br&gt;Le Petit Château invites you to embrace the timeless allure of Cape Cod, where leisurely days and starry nights await. Don’t miss out on this captivating escape—book your stay today and create cherished memories with loved ones.&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 8&lt;br&gt;-2 Floors&lt;br&gt;-2nd Floor Bedroom: 1 King Bed&lt;br&gt;-2nd Floor Bedroom #2: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom #3: 2 Twin Bunk Beds (4 beds total)&lt;br&gt;-Central Heat & A/C &lt;br&gt;-Smart TV w/ Streaming&lt;br&gt;-WiFi&lt;br&gt;-Washer & Dryer (kitchen closet)&lt;br&gt;-Outdoor Shower&lt;br&gt;-Private Yard&lt;br&gt;-Propane Grill &lt;br&gt;-Fenced-In Yard&lt;br&gt;-Bocce Ball Court&lt;br&gt;-Walk to Dennis Port Village&lt;br&gt;-Walk to Depot St & Sea St Beaches&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0439140750

Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10!

Harwich, MA, US
5 Bedrooms 10 Guests
Sep 21 - 23
$205 night

17753 - Capeside: Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10! In the heart of serene Harwich, discover the inviting retreat of Capeside, just 0.6 miles from the pristine shores of Inman Road Beach. This charming vacation home offers ample space for every guest.&lt;br&gt;&lt;br&gt;Inside, find cozy nooks and crannies perfect for unwinding, with a selection of board games ensuring delightful moments for all. The expansive deck beckons families to bask in the sun or enjoy al fresco dining together. For quieter moments, the screened porch provides a relaxing setting for sipping coffee and delving into a good book.&lt;br&gt;&lt;br&gt;Venture out and explore the nearby attractions - Sea View Park where children can enjoy playing, and the renowned Ocean House restaurant offering breathtaking views and memorable dining experiences. Indulge in a sweet treat at Sundae School Ice Cream, conveniently located just down the road. You are conveniently located to explore both the best of Dennisport and Harwichport. &lt;br&gt;&lt;br&gt;At Capeside, every detail is designed to enhance your vacation experience, from the sun-dappled deck to the evenings enjoying the fire pit under the stars. Whether you’re sunbathing, stargazing, or simply savoring the peaceful ambiance, this charming retreat ensures a perfect blend of relaxation and adventure for your Cape Cod getaway.&lt;br&gt;&lt;br&gt;&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 10&lt;br&gt;Bedrooms&lt;br&gt;-Total 5&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom: 2 Twin Beds&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom: 2 Twin Beds&lt;br&gt;Bathrooms&lt;br&gt;-Total 2&lt;br&gt;-1st Floor: Tub and Shower&lt;br&gt;-2nd Floor: Shower&lt;br&gt;Other Amenities &lt;br&gt;-Split System/ Window A/C&lt;br&gt;-WiFi&lt;br&gt;-Cable TV w/ Streaming Service &lt;br&gt;-Washer/Dryer &lt;br&gt;-Propane Grill&lt;br&gt;-Firepit (wood)&lt;br&gt;-Outdoor Shower &lt;br&gt;-Indoor Fireplaces are not for guest use( fines remitted)&lt;br&gt;-Please note outdoor amenities are available seasonally&lt;br&gt;-Sheets and Bath Towels Provided with Beds made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;-Parking for 4 cars maximum&lt;br&gt;

Sleeps 14 Home w/ Pool Great for Families!

Harwich, MA, US
6 Bedrooms 14 Guests
Sep 27 - 29
$502 night

17743 - Casa del Sol: Sleeps 14 Home w/ Pool Great for Families! Soak up the sun this summer, at Casa del Sol! Enjoy the brand new hot tub, or cool off in the pool!&lt;br&gt;&lt;br&gt;Walk across the home’s front porch and push open the door into a beautiful living room, where three sofas giving plenty of space to sit and relax as you watch your favorite flick on the wall mounted TV. At the rear of the home, a dining room with natural light spilling in has easy access to the home’s kitchen, where meal creation is a breeze.&lt;br&gt;&lt;br&gt;Out back, a spacious yard gives plenty of space for your four-legged friends to run around. Anchoring the yard, an in-ground swimming pool offers the perfect place to cool off in the summer sun. Once done swimming, there’s plenty of areas to lounge and dine outdoors as well.&lt;br&gt;&lt;br&gt;This sleeps 14 home has four bedrooms on the first floor, and two bedrooms on the second floor. The second floor is a great space for the kids to hang out with their own bedrooms separated by a foosball table and TV room. Other amenities include two sets of washers and dryers, a covered porch at the front of the home, and an outdoor shower. Harwich, Cape Cod, is a beloved destination for visitors seeking a quintessential New England experience. With its picturesque harbors, sandy beaches, and quaint village center, Harwich has something to offer for everyone. Come enjoy the idyllic scenery, warm hospitality, and laid-back atmosphere that makes Harwich a treasured gem of Cape Cod, at Casa del Sol!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 14&lt;br&gt;-2 Floors (1st Floor + 2nd Floor)&lt;br&gt;-Hot Tub (NEW for 2025)&lt;br&gt;-2,442 Sq Ft&lt;br&gt;Bedrooms&lt;br&gt;-Total 6&lt;br&gt;-1st Floor Bedroom: 1 King Bed&lt;br&gt;-1st Bedroom: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom: 3 Twin Beds&lt;br&gt;-2nd Floor Bedroom: 3 Twin Beds&lt;br&gt;Bathrooms&lt;br&gt;-Total 2.5&lt;br&gt;-1st Floor: Tub/Shower combo&lt;br&gt;-1st Floor: Shower&lt;br&gt;-2nd Floor: Half Bathroom&lt;br&gt;Other Amenities&lt;br&gt;-Fully Equipped Kitchen with Dishwasher&lt;br&gt;-Central A/C&lt;br&gt;-Fireplace is NOT for guest use&lt;br&gt;-Smart Lock/Self Check-In&lt;br&gt;-WiFi&lt;br&gt;-Smart TV with Streaming&lt;br&gt;-2 Sets of Full Washer & Dryers (1st Floor)&lt;br&gt;-Patio with Outdoor Dining and Built-In Seating&lt;br&gt;-In-Ground Unheated Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)&lt;br&gt;-Propane Grill&lt;br&gt;-Outdoor Shower&lt;br&gt;-Private Yard&lt;br&gt;-1.3 Miles to Pleasant Road Beach&lt;br&gt;-1.6 Miles to Swan Pond&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C1554918503

Luxurious Estate, Private Heated pool!

Harwich, MA, US
6 Bedrooms 12 Guests
Sep 24 - 26
$990 night

17718 - The Secret Garden: Luxurious Estate with Private Heated pool! Indulge in a world of enchantment at the Secret Garden in Harwich, where every detail exudes whimsical charm and luxurious comfort. Step into this stately home and prepare to be mesmerized by its meticulous design, where each room is a testament to craftsmanship and artistic flair.&lt;br&gt;&lt;br&gt;Begin your journey in the exquisite mudroom, a vibrant oasis of color and warmth, complete with heated floors and captivating artwork. Follow the path to the heart of the home, where a thoughtfully designed kitchen awaits, seamlessly blending elegance and functionality. Adjacent to the dining room, an expansive sun porch beckons with its panoramic views and inviting ambiance, perfect for poolside gatherings and al fresco dining under the Cape Cod skies.&lt;br&gt;&lt;br&gt;Venture upstairs to discover three sumptuous bedrooms, each boasting en suite full bathrooms and private viewing porches offering breathtaking ocean vistas and refreshing sea breezes. The remaining bedrooms, including a delightful kids’ retreat with a twin-over-full bunk bed, promise restful nights and tranquil escapes.&lt;br&gt;&lt;br&gt;Outside, the wonders continue with an outdoor oasis that rivals the home’s interior splendor. Delight in morning espresso amidst the lush gardens or channel your inner chef in the outdoor kitchen, complete with a pizza oven and full prep station, where gourmet delights come to life in the open air.&lt;br&gt;&lt;br&gt;But the pièce de résistance awaits with the heated pool, nestled within immaculate gardens, inviting you to bask in the sunshine and indulge in moments of relaxation and rejuvenation. With amenities such as a washer and dryer, propane grill, and central A/C ensuring comfort and convenience, every moment at the Secret Garden is a celebration of luxury and serenity.&lt;br&gt;&lt;br&gt;Experience the epitome of Cape Cod elegance and hospitality, where every day is a fairy tale come true. With luxury service provided throughout your stay, including daily cleaning and towel exchange, your vacation dreams are about to unfold at the Secret Garden.&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-No pets (fines remitted)&lt;br&gt;-Sleeps 12&lt;br&gt;-3 Floors (1st Floor, 2nd Floor + 3rd Floor)&lt;br&gt;Bedrooms&lt;br&gt;-Total: 6&lt;br&gt;-Bedroom #1: 1 Queen Bed w/ En Suite Full Bathroom, 2nd Floor&nbsp;&lt;br&gt;-Bedroom #2: 1 Queen Bed w/ En Suite Full Bathroom, 2nd Floor &nbsp;&nbsp;&lt;br&gt;-Bedroom #3: 2 Twin Beds w/ En Suite Full Bathroom, 2nd Floor&nbsp;&lt;br&gt;-Bedroom #4: 1 Queen Bed, 3rd Floor&nbsp;&lt;br&gt;-Bedroom #5: 2 Twin Beds - Twin Bed with twin Trundle, 3rd Floor&lt;br&gt;-Bedroom #6: 1 Twin-over-Full Bunk Bed, 3rd Floor&lt;br&gt;Bathrooms&lt;br&gt;-Total: 5.5&lt;br&gt;-Bathroom #1: En Suite Full Bathroom with Shower, 2nd Floor&lt;br&gt;-Bathroom #2: En Suite Full Bathroom with Shower, 2nd Floor&lt;br&gt;-Bathroom #3: En Suite Full Bathroom with Shower and Tub, 2nd Floor&lt;br&gt;-Bathroom #4: En Suite Full Bathroom with Shower, 3rd Floor&lt;br&gt;-Bathroom #5: En Suite Full Bathroom with Tub, 3rd Floor&lt;br&gt;-Bathroom #6: Half Bathroom, 1st Floor&lt;br&gt;Other Amenities&lt;br&gt;-Central A/C&lt;br&gt;-TV with Cable&lt;br&gt;-Smart Lock/Self Check-In&lt;br&gt;-WiFi&lt;br&gt;-Washer and Dryer&lt;br&gt;-Heated Pool (Pool Open from Memorial Day to Oct 1)&lt;br&gt;-Outdoor Kitchen with Pizza Oven&lt;br&gt;-Stunning Outdoor Spaces&lt;br&gt;-Propane Grill&lt;br&gt;-please note outdoor amenities are available seasonally&lt;br&gt;-please note there are exterior cameras on the entrance door and driveway that are not recording during the rentable season&lt;br&gt;-Water Views&lt;br&gt;-2-minute Walk to Beaches&lt;br&gt;-There is parking for a maximum of 4 cars&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;-C0434931260 -please note there are exterior cameras on the entrance door and driveway that are not recording during the rentable season

Walk to Haigis Beach: Cape Cod Retreat w/ Deck!

Dennis, MA, US
4 Bedrooms 9 Guests
Sep 28 - Oct 1
$334 night

Book your trip to Dennis and discover year-round destinations and activities in the heart of Cape Cod! This 4-bedroom, 2-bath vacation rental is equipped with modern appliances, cozy furnishings, and spacious living areas to host your crew. Spend your days lounging on the deck, or walk less than .5 miles from this home to catch some rays on Haigis Beach. The fun continues just a day trip away at Provincetown or Martha&#39;s Vineyard - prime spots for shopping, dining, hiking, fishing, and more! -- THE PROPERTY -- C0479270750 | 1,500 Sq Ft | Off-Street Parking | Outdoor Living Space Whether you&#39;re a group of friends or family looking to discover relaxation and entertainment in Cape Cod, this home has you covered with its ideal location near beaches, trails, historic sites, and family-friendly attractions! Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Bunk Beds INDOOR LIVING: 2 Smart TVs, dining table, wood-burning fireplace, vaulted ceilings KITCHEN: Well-equipped w/ stainless steel appliances, cooking basics, drip coffee maker, toaster oven, blender, teapot OUTDOOR SPACE: Deck, patio, dining table, gas grill, outdoor shower, beach chairs, bikes GENERAL: Free WiFi, central A/C &amp; heating, linens/towels, complimentary toiletries, washer/dryer, hair dryer FAQ: Stairs required, Ring doorbell camera PARKING: Driveway (2 vehicles), home front (2 vehicles) -- THE LOCATION -- BEACHES: Haigis Beach (0.3 miles), Glendon Road Beach (0.6 miles), West Dennis Beach (1.9 miles), Seagull Beach (7.0 miles), Cape Cod National Seashore (11.9 miles) OUTDOOR ACTIVITIES: Cape Cod Waterways Kayak Rentals (1.0 miles), Holiday Hill Miniature Golf (1.5 miles), Bass River Golf Course (3.3 miles), Chatham Lighthouse (11.5 miles), Cape Cod Rail Trail (11.5 miles), Nickerson State Park (12.5 miles), Dolphin Whale Watch (42.5 miles) THINGS TO SEE &amp; DO: Cape Cod Museum of Art (8.1 miles), Cape Cod Children&#39;s Museum (22.1 miles), Heritage Museums &amp; Gardens (22.6 miles), Woods Hole Science Aquarium (33.2 miles) DAY TRIPS: Hyannis Cruise Terminal-Nantucket and Martha&#39;s Vineyard Ferries (8.2 miles), Provincetown (41.6 miles) FOOD + DRINK: Sundae School Ice Cream (1.1 miles), Kream &#39;n Kone (1.2 miles), First Crush Winery (4.8 miles), Brax Landing Restaurant (4.7 miles), Cape Cod Beer (10.4 miles) AIRPORT: Boston Logan International Airport (80.6 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Massachusetts Tax ID: ROC-13071594-003 | C0247210750 - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device or when the video doorbell button is pressed Licence number: C0247210750;C0479270750

1/2 Mile to Nantucket Sound Beaches!

Dennis, MA, US
3 Bedrooms 6 Guests
Sep 27 - 29
$144 night

19921 - Seashells by the Seashore: 1/2 Mile to Nantucket Sound Beaches! Updated and contemporary, the condo has an open-concept living room, kitchen and dining area. Off the kitchen is the entrance to the fully fenced-in backyard retreat, which has a patio with table seating, an outdoor shower and a fire pit placed in a cozy corner with seating for four. This condo has two bedrooms, each with a queen-size bed, plus another bedroom with a twin trundle that sleeps two. &lt;br&gt;&lt;br&gt;Nearby attractions include Dennisport village center a little over a mile away, where you’ll find many dining and shopping opportunities. Grab burgers at the Red Nun, pad thai from Thai Ocha, a slice of gluten-free pizza at Knockout Pizza or a plate of fried seafood at Original Seafood -- all located in the Dennisport Center. For date night, try a half dozen oysters on the half shell at The Oyster Company, which raises and harvests their own local oysters, or a romantic dinner by the sea at the highly acclaimed Ocean House restaurant, which offers sweeping views of Nantucket Sound.&lt;br&gt;&lt;br&gt;&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-No Dogs (fines remitted)&lt;br&gt;-Sleeps 6&lt;br&gt;-1 Floor&lt;br&gt;-1st Floor Bedroom #1: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom #2: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom #3: 1 Twin Trundle&lt;br&gt;Bathrooms&lt;br&gt;-Total: 1&lt;br&gt;=1st Floor Bathroom: Full Bath w/ Tub/Shower Combo&lt;br&gt;&lt;br&gt;-Central Heat and Air Conditioning&lt;br&gt;-Gas Fireplace&lt;br&gt;&lt;br&gt;-WiFi&lt;<br&gt;br>-Smart TV w/ Youtube TV subscription<br><br>-Washer/Dryer (In bedroom #3)<br><br>-Gas Grill <br><br>-Deck with Furniture<br><br>-Private Yard<br>-Outdoor Shower<br>-No electric vehicle charging allowed on premise<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0414050759

Mins. to Beach & Town Great Outdoor Space!

Dennis, MA, US
2 Bedrooms 5 Guests
Sep 27 - 29
$144 night

19906 - Portside Five A: Mins. to Beach & Town Great Outdoor Space! This beautifully updated, classic Cape Cod condo is a wonderful choice for your next getaway. Thoughtfully refreshed throughout, the home features updated kitchen appliances, comfortable beds and furnishings, Smart TVs, and beach essentials including chairs and a wagon for guest use—everything you need for an easy and enjoyable stay.&lt;br&gt;&lt;br&gt;Located in the seaside town of Dennis Port, just south of Route 28, you’ll be within a 10 minute walk to Haigis Beach, and only a short drive from other Nantucket Sound favorites like South Village Beach and West Dennis Beach. Main Street is also just a few minutes away, offering a variety of dining and entertainment options, including local favorites like Clancy’s, Ocean House, and The Pelham House.&lt;br&gt;&lt;br&gt;When you’re not at the beach, relax on the spacious back deck, perfect for BBQs and evening drinks, or unwind indoors with movies, games, or time spent together in the lounging in the living room. The home also features a full kitchen, two bedrooms—one with a queen bed and the other with a queen and twin—and a full bathroom.&lt;br&gt;&lt;br&gt;Additional amenities include central A/C, WiFi, TV, washer/dryer, and an outdoor shower, along with fresh linens and bath towels provided with beds made upon arrival—a rare convenience that makes your stay even more seamless.&lt;br&gt;&lt;br&gt;Join us in Dennis Port this season for an amazing Cape Cod experience!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-No pets (fines remitted)&lt;br&gt;-Sleeps 5&lt;br&gt;-1 Floor&lt;br&gt;Bedrooms&lt;br&gt;-Total 2&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed + 1 Twin Bed&lt;br&gt;Bathrooms&lt;br&gt;-Total 1&lt;br&gt;-1st Floor: Full Bathroom w/ Shower/Tub combo&lt;br&gt;Other Amenities&lt;br&gt;-Central A/C&lt;br&gt;-Smart TV&lt;br&gt;-WiFi&lt;br&gt;-No pets (fines remitted)&lt;br&gt;-New Kitchen Appliances updated in 2022&lt;br&gt;-New Beds, Mattresses, & Furniture updated in 2022&lt;br&gt;-Outdoor Shower&lt;br&gt;-Washer/Dryer&lt;br&gt;-Large Deck&lt;br&gt;-Gas Grill&lt;br&gt;-Beach Chairs & Wagon&lt;br&gt;-Walkable to Haigis Beach&lt;br&gt;-Minutes to Multiple Nantucket Sound Beaches&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0404790750

Oceanfront Gem w/ Sunroom & Fireplace in Cape Cod

Dennis, MA, US
3 Bedrooms 6 Guests
Oct 25 - 28
$330 night

Escape to Dennis Port, MA, for the ultimate beach retreat at &#39;Sea Watch,&#39; a pet-friendly 3-bedroom, 2-bathroom cottage nestled along the ocean. The nautical vacation rental has Old Cape Cod charm, plus essentials like high-speed WiFi and flat-screen TVs. It also offers semi-private beach access on-site! Admire the ocean views from the living room, relax on the balcony, or take the fun down to the furnished patio for a BBQ by the beach. You&#39;ll have the best of Cape Cod living at your fingertips! -- THE PROPERTY -- MassTaxConnect ID: C0086650750 | Ocean Views | Outdoor Dining Area | Pet Friendly w/ Fee Bedroom 1: Full Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed OUTDOOR LIVING: Semi-private beach access, no pets 9:00 AM-5:00 PM), furnished patio, gas grill, beach chairs, umbrella, balcony w/ ocean views INDOOR LIVING: 2 flat-screen TVs w/ streaming (Netflix included), sunroom, electric fireplace, books, games, jetted tub KITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware &amp; flatware, drip coffee maker, blender GENERAL: Free WiFi (high speed), in-unit laundry, linens/towels, window A/C units, detergent, soap, paper towels, toilet paper ACCESSIBILITY: 3 exterior stairs for entry, 1st-floor bedroom &amp; bathroom, multi-level home, stairs to access FAQ: Pet fee (paid pre-trip) PARKING: Driveway (2 vehicles) -- THE LOCATION -- BEACHES: Semi-private beach (on-site), Sea Street Beach (0.8 miles), West Dennis Beach (2 miles), Mayflower Beach (9 miles), Cape Cod National Seashore (12 miles) OUTDOOR RECREATION: Cape Cod Rail Trail (4 miles), Cape Cod Inflatable Park (6 miles) DAY TRIPS: Nantucket and Martha&#39;s Vineyard Ferries (33 miles), Provincetown (43 miles) AIRPORTS: Barnstable Municipal Airport (9 miles), Boston - Logan International Airport (81 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with $100 fee (+ fees &amp; taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Pets are not permitted on the beach between 9:00 AM and 5:00 PM - NOTE: The property has stairs from the yard to access the beach - NOTE: This multi-level property requires 3 exterior stairs for entry and features bedrooms and a bathroom on the 1st floor, but additional stairs are required to access the 2nd-floor bedroom Licence number: C0086650750

Newly Updated Home Stone Patio & Fire Pit!

Dennis, MA, US
3 Bedrooms 7 Guests
Sep 28 - 30
$138 night

19932 - Irish Cape Coddage: Newly Updated Home Stone Patio & Fire Pit! Live the vacation you’ve been day dreaming about! Escape to South Dennis, a minute walk from Fresh Pond Conservation Land, a five-minute drive to Wilbur Park on the Bass River, and only two miles from numerous Nantucket Sound beaches, this dog-friendly property is sure to have plenty of outdoor activities for both you and your furry friend. &lt;br&gt;&lt;br&gt;Enter into a convenient mudroom, perfect for keeping sand from the beach out of the rest of the beautiful interior. Rich hardwood floors run throughout the home, including in the fully equipped, eat-in kitchen, which greets guests off of the mudroom entrance. Also on the first floor, a quaint living room allows you to unwind after a long day of Cape Cod fun. The finished basement has beautiful exposed wood ceilings and rich hardwood floors, providing a nice escape to relax after a long day in the sun. Please note the basement bedroom does not have any air conditioning. &lt;br&gt;&lt;br&gt;Comfortably sleeping seven, two of the home’s three bedrooms are on the first floor. The master bedroom has a queen bed, walk-in closet, and ensuite full bathroom, with the second bedroom housing two twin beds. A final ground-floor bedroom completes the sleeping arrangements with one queen and one twin bed. Besides the ensuite master bathroom, a second full bathroom can be found on the first floor, complete with full tub/shower combo.&lt;br&gt;&lt;br&gt;Take your relaxation outside to the beautiful stone fire pit and patio, great for a night under the summer sky. Swan Pond, Fresh Pond, Grand Cove, and the Bass River are just minutes away from this secluded property. Enjoy the large yard surrounding this classic Cape home, assuring your vacation is full of the outdoors. Other amenities include an outdoor shower, washer and dryer, stone patio with furniture, and a propane grill. &lt;br&gt;&lt;br&gt;Don’t wait, book your South Dennis vacation as soon as you can! Cape Cod is calling! &lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 7&lt;br&gt;-2 Floors (1st Floor + Finished Basement/Ground Floor)&lt;br&gt;Bedrooms&lt;br&gt;-Total 3&lt;br&gt;-1st Floor Bedroom: 1 Queen Bed w/ Walk-In Closet & en suite Full Bathroom,&lt;br&gt;-1st Floor Bedroom: 2 Twin Beds&lt;br&gt;-Ground Floor Bedroom: 1 Queen Bed + 1 Twin Bed&lt;br&gt;Bathrooms&lt;br&gt;-Total 2&lt;br&gt;-1st Floor: Full Bathroom w/ Shower (en suite Queen Bedroom)&lt;br&gt;-1st Floor: Full Bathroom w/ Tub/Shower Combo&lt;br&gt;Other Amenities&lt;br&gt;-Fully Equipped Eat-In Kitchen w/ New Stainless Steel Appliances&lt;br&gt;-Window A/C Units in Bedrooms except ground floor bedroom&lt;br&gt;-Central Heating System&lt;br&gt;-Smart Lock&lt;br&gt;-WiFi&lt;br&gt;-Smart TV/Streaming&lt;br&gt;-Washer/Dryer (ground floor)&lt;br&gt;-Stone Patio w/ Furniture&lt;br&gt;-Propane Grill&lt;br&gt;-Outdoor Shower&lt;br&gt;-Stone Fire Pit w/ Seating&lt;br&gt;-Private Yard&lt;br&gt;-2 Miles to Beaches on Nantucket Sound&lt;br&gt;-Less Than 1 Mile to Dining/Shopping on Main St&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0413340750

Julien Estate:105-H Spectacular Harwich Port Waterfront Retreat on Nantucket Sound

Harwich Port, MA, US
5 Bedrooms 14 Guests
Sep 17 - 20
$1,461 night

This property is professionally managed by Property Manager, Inc. Spectacular Harwich Port Waterfront Retreat on Nantucket Sound NEW Listing for 2026! Sleeps 14 in 5 bedrooms plus bonus sleeping area Linens included, beds made Pets considered (up to 25lbs) Rents Saturday to Saturday in the summer months Experience the ultimate Cape Cod escape at this extraordinary 5-bedroom, 6.5-bath waterfront estate in coveted Harwich Port. Set on expansive acreage with a private beach on Nantucket Sound, this newly constructed home offers sweeping water views, a peaceful setting, and effortless coastal elegance—just minutes from town. Designed for both comfort and entertaining, the open-concept main level showcases a sun-filled living area, spacious dining room, and beautifully appointed chef’s kitchen, all flowing seamlessly toward the water. Step outside to an expansive deck and screened porch overlooking the Sound, perfect for morning coffee, afternoon breezes, and unforgettable sunset gatherings. A main-level primary suite features a king bed and spa-like ensuite bath, offering serene privacy and convenience. Upstairs, four additional ensuite bedrooms provide luxurious accommodations for family and guests. One bedroom features a king bed plus a twin trundle, two bedrooms offer a queen bed, and the final bedroom upstairs includes two queens and two twins—ideal for groups traveling together. The walkout lower level extends the living space with a comfortable TV lounge, two additional twin beds, and a full bath—perfect for kids, teens, or overflow guests. Outside, the property unfolds into a sweeping lawn leading to your private sandy beach, creating an idyllic setting for swimming, sunbathing, paddleboarding, or simply relaxing to the sound of gentle waves. Despite its tranquil setting, this exceptional home is just a 5-minute drive to Harwich Port village and 10 minutes to Chatham, offering easy access to charming shops, acclaimed dining, and classic Cape Cod attractions. This is waterfront living at its finest—an unforgettable retreat where luxury, privacy, and natural beauty converge. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. ​​​​​​​ It’s your vacation. Get Picky! ®

Stylish Getaway! Easy walk to Pleasant Rd Beach!

Harwich, MA, US
3 Bedrooms 6 Guests
Sep 20 - 22
$363 night

17748 - Summer Crush: Stylish Getaway! Easy walk to Pleasant Rd Beach! Discover a coastal haven in West Harwich, nestled half way between Pleasant Road Beach and Grey Neck Beach. This charming Cape-style retreat beckons with its adorable exterior and a backyard tailor-made for entertaining under the sun. &lt;br&gt;Step inside, and every detail speaks to the essence of a perfect vacation. Leathered Granite countertops, bespoke upholstery, and the artistry of designer Phillip Jeffries adorn the interior, creating a space that seamlessly combines luxury with comfort.&lt;br&gt;&lt;br&gt;Start your day with breakfast and coffee on the inviting back patio, a tranquil space that sets the tone for relaxation. Embark on a leisurely stroll down Shore Rd to Grey Neck Beach on one side, or venture 0.4 miles in the opposite direction to discover the beloved Pleasant Road Beach. Both coastal gems offer idyllic settings for sun-soaked days.&lt;br&gt;&lt;br&gt;For a change of pace, a mere 5-minute drive takes you to Dennis Port, where culinary delights await. Indulge in the flavors of The Oyster Company or the laid-back ambiance of Red Nun Bar & Grill, ensuring your evenings are as memorable as your beachside days.&lt;br&gt;&lt;br&gt;This vacation rental effortlessly marries convenience with coastal charm, promising a retreat where every moment is designed with your relaxation and enjoyment in mind. Whether you’re savoring the sea breeze on the nearby beaches or exploring the culinary scene in Dennis Port, this West Harwich gem is your ideal Cape Cod getaway.&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-No Dogs (Fines Remitted)&lt;br&gt;-Sleeps 6&lt;br&gt;Bedrooms&lt;br&gt;-Total 3&lt;br&gt;Main house&lt;br&gt;-1st Floor: 1 Queen&lt;br&gt;-1st Floor: 2 Twins&lt;br&gt;-1st Floor: 1 King&lt;br&gt;Bathrooms&lt;br&gt;-Total 2&lt;br&gt;-1st Floor: Shower/Tub Combo&lt;br&gt;-1st Floor: Shower(En-Suite king Bedrom)&lt;br&gt;Other Amenities &lt;br&gt;-Split System AC &lt;br&gt;-WiFi&lt;br&gt;-Smart TV&lt;br&gt;-Washer/Dryer &lt;br&gt;-Propane Grill &lt;br&gt;-Outdoor Shower&lt;br&gt;-Detached Garage is not available for guest use. &lt;br&gt;-Please note outdoor amenities are available seasonally&lt;br&gt;-Sheets and Bath Towels Provided with Beds made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;-Parking for 2 cars maximum&lt;br&gt;C0460981260

1 Mi to South Village Beach: BBQ-Ready Retreat

Dennis, MA, US
3 Bedrooms 6 Guests
Sep 17 - 19
$517 night

Dine Al Fresco | Private Green Space | Near Kayaking &amp; Boating | Swan River Views Beach days, boating, and classic Cape Cod charm await at this 3-bedroom, 3-bathroom West Dennis vacation rental. Located along the Swan River, which leads to Nantucket Sound, this home offers a relaxing space to unwind after exploring the coast. Rinse off sand in the outdoor shower, then gather around the fire pit. Later, catch a stunning sunset or explore local shops and seaside dining. -- THE PROPERTY -- C0139500750 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Deck w/ water views - Patio, private yard  - Outdoor shower - Gas grill, fire pit, outdoor dining area INDOOR LIVING - Flat-screen TV - Board games, books - Shower/tub combo, 2 walk-in showers KITCHEN - Stove/oven, refrigerator, microwave - Drip coffee maker, toaster, toaster oven - Dishware &amp; flatware - Paper towels, trash bags - Dining table GENERAL - Free WiFi - Keyless entry - Central heating &amp; A/C - Linens &amp; towels, washer &amp; dryer, iron &amp; board - Complimentary toiletries, hair dryer FAQ - 1 Ring doorbell camera (facing out) ACCESSIBILITY - Single-story home - 3 exterior steps to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 2 miles to West Dennis Beach &amp; Bass River Cruises - 6 miles to Scargo Tower &amp; Cape Cod Museum of Art - 9 miles to Cape Cod Rail Trail - 8 miles to Cape Cod Gateway Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 3 exterior steps to enter - This property runs on a septic system; it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet - Your safety matters. This property features a Ring doorbell device with an exterior security camera on the front exterior facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when activated by motion Licence number: C0139500750

Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

Brewster, MA, US
10 Bedrooms 20 Guests
Sep 20 - 23
$2,259 night

This property is professionally managed by Property Manager Magnificent Mansion, Privacy, Pool, Water Views in Brewster Come for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included The newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King’s Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis. You’ll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it! Inside, you’ll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you’ll likely choose to eat outside most summer days on the deck and patio. The lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it’s show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers. The ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. **Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests*** *** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)*** ****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.**** Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Wychmere Heights: 003-HK Magnificent Harwich Port Estate, Heated Pool, Walk to Beach & Village

Harwich Port, MA, US
9 Bedrooms 20 Guests
Oct 12 - 15
$2,032 night

This property is professionally managed by Property Manager Magnificent Harwich Port Estate, Heated Pool, Walk to Wychmere Harbor and Village Sleeps 20 Linens Included, beds made Rents Friday to Friday during peak season Pets considered Pool is open Memorial Day weekend through Columbus Day weekend Just across the street from picturesque Wychmere Harbor, “Wychmere Heights” offers unique and private accommodations in the heart of Harwich Port. The 6800+ square foot property is located on a large acre lot and features tremendous indoor and outdoor living spaces for your group of up to 20. Featuring 9 bedrooms, 7 full baths, and 2 half baths there is ample room for groups to spread out and have their own space inside. Outside your focus will no doubt be the heated 20x40 saltwater pool and surrounding spacious patio. The property also has a lush, irrigated lawn for recreation or relaxation. Interior Living Space The property’s main level is comprised of a spacious living and dining room. There is seating for 18-20 at two dining tables. The living room has a TV, ample seating and has a slider out to the pool area. The updated kitchen is adjacent to the dining rooms and features new appliances, 2 full size refrigerators, 2 ovens, 2 dishwashers, a waterfall granite counter, and a spacious bar area. The roomy kitchen area is ideal for entertaining and has a slider to the pool area. There are two primary bedroom suites on this level as well. Both rooms have private baths and king-size beds. Finally, there is a private wing off the other side of the kitchen that has a small den, two bedrooms with a queen bed in each plus a full bath. This area may be ideal for a young family or anyone who may need some extra privacy from the rest of the group. In all, the main level has four bedrooms. The lower level is set up with a King bedroom suite with a spa-like private bath, a secondary TV lounge plus a game room. There is also a half bath down here. Upstairs, you’ll find 4 additional bedrooms. There are two primary suites (Orleans Room & Brewster Room) each with a king size bed. The Dennis Room features a double bed plus a twin. The final bedroom upstairs is the "bunk room" and in here you will find 3 XL twin beds plus a queen size bed. There is a full bath in the hallway up here as well. Outdoor Space The heated pool is surrounded by a spacious patio with plentiful lounging and seating. The dining area has seating for up to 18-20 and features chaise lounges to soak up the sun. The pool includes an auto safety cover that can be closed with a flick of a switch. This keeps the pool safe for any young ones and also helps to keep debris out and heat in the pool. You will also find a stand alone hot tub and a gas firepit. There is a playset on the side yard for the kids to enjoy. Harwich Port From the house, you can head west into Harwich Port Village, about a 7-minute walk. The village has several dining and bar options to choose from. There’s also ice cream, boutiques, and art studios to browse. It’s a charming village center that features Port Summer Nights on Wednesdays in the summer. The streets are closed to vehicle traffic and the area is festive with live music, food trucks and other attractions. Saquatucket Harbor You can also head just east to Saquatucket Harbor. There are waterfront dining options here as well as a great selection of charter boats on which to get out on the water with a rod and reel. Or, head out to Nantucket for the day! The Freedom Ferry will have you over to the island in just over an hour. Don’t forget the beach! You can walk across the street and down Snow Inn Road to Merkel Beach, about a 10-minute walk from the house (half a mile). Here you have an expansive Nantucket Sound beach with the calm warm waters of the sound massaging the shoreline. Wychmere Harbor Wychmere Harbor is a stone’s throw from the property and is one of the most photographed vistas on the Cape. Wychmere is also home to the Wychmere Beach Club. The club is private but is very popular for weddings and events. “Wychmere Heights” is uniquely set up to welcome guests of events for long weekends in the shoulder seasons. Though large events are not permitted at “Wychmere Heights”, modest dinner gatherings or the like are considered with approval. Experience the best of Cape Cod at “Wychmere Heights” with all your favorite people! Please enter in your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum stay outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for rental on Cape Cod. It’s your vacation. Get Picky! ®

Shore Daze: 096-C Luxury Living in Chatham with Pool and Hot Tub

Chatham, MA, US
3 Bedrooms 6 Guests
Sep 28 - Oct 1
$919 night

This property is professionally managed by Property Manager Luxury Living in Chatham with Pool and Hot Tub Pool open for the season as of May 1st till Columbus weekend Sleeps 8 3 Bedrooms plus flex bonus room, 3.5 Bathrooms ​​​​Rents Friday to Friday during peak season Linens Included, Beds Made Small Dogs Considered Here’s your Chatham summer home --- for a week, a month or possibly all summer long! Built in 2020, everything here is fresh, new and top of the line. Outdoor warm weather living doesn’t get any better. Whether you’re lounging on the expansive deck or travertine patio watching the kids splash in the heated saltwater pool, or firing up the built-in gas grill with granite counters to enjoy a perfect dinner al fresco. Later on, you’ll want to gather around the handsome fire table for gazing at the stars. You’ll also find a handy outdoor shower plus a sizable pool cabana. Drive just four minutes to popular Oyster Pond Beach and 2 miles to Hardings Beach. Or leave the car at the house and take a short, easy walk up to Main Street – only six minutes to Mac’s Fish & Lobster. Inside this home you’ll be charmed by the open floor plan with all brand new high-end furnishings, appliances and appointments. The sparkling chef’s kitchen is right out of a magazine feature story, where practical functionality and beautiful design join forces to create a meal preparation experience you will long treasure. The adjacent dining area elevates the cheery, open impression still more, as does the large living room with appealing, comfortable lounge seating and upscale appointments. This home has central air conditioning, high speed WiFi, cable, as well as smart TV and a Sonos® sound system – all brand new. The first of two primary room suites is on the main level. It is spacious and luxurious with a new king size bed. There’s a roomy private full bath en-suite. The upper level serves up the other king master suite, full bath included. Upper level guest room with a king size bed. A flex bonus room has a private balcony with water views equipped with twin beds in addition to the king. There are 3.5 baths in all at the house. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a three-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. Be sure to search this site for more Property Manager - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #675

Close to Beach, Fire Pit, and Hot Tub!

Dennis, MA, US
4 Bedrooms 8 Guests
Sep 22 - 24
$288 night

19945 - Octopus’s Garden: Close to Beach, Fire Pit, and Hot Tub! Welcome to Octopus’s Garden, a completely remodeled stylish vacation home featuring a newly designed fire pit area, perfect for cozy evenings under the stars. This inviting space offers a private deck where you can savor alfresco dinners and unwind in a serene atmosphere.&lt;br&gt;&lt;br&gt;The home also features an air hockey table, perfect for kids. Enjoy multiple sitting areas, where you can relax with a cup of coffee in a high back chair, or lounge and watch TV on one of the many comfortable couches throughout the home. The upstairs loft bedroom also has a window seat, perfect for enjoying a cat nap or reading a book in the sun. &lt;br&gt;&lt;br&gt;Just 2 miles from West Dennis Beach and other Nantucket Sound Beaches, you can spend your days in the sand and surf and come home to enjoy the evening breeze off the deck. Located conveniently near local favorites, you’ll find delightful dining options like the Chapin’s Fish & Chips for a casual meal, Sundae School Ice Cream Parlor for a sweet treat, and Good Friends Cafe for a delightful breakfast. &lt;br&gt;&lt;br&gt;At Octopus’s Garden, you’ll experience the perfect blend of modern comfort and Cape Cod charm, making it an ideal getaway for families and friends alike. Your unforgettable coastal escape awaits!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Dogs Welcomed (w/fee of $40/night per dog)&lt;br&gt;-Sleeps 8&lt;br&gt;Bedrooms&lt;br&gt;-Total 4&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;-2nd Floor Bedroom: 1 King&lt;br&gt;-3rd Floor Bedroom: 1 King&lt;br&gt;Bathrooms&lt;br&gt;-Total 4.5: 4 Full Bathrooms, 1 Half Bathroom&lt;br&gt;-Ground Floor Bathroom: Full Bathroom w/ Shower&lt;br&gt;-1st Floor Bathroom: Half Bathroom&lt;br&gt;-2nd Floor Bathroom: Full Bathroom w/ Shower (en suite King Bedroom)&lt;br&gt;-2nd Floor Bathroom: Full Bathroom w/ Tub/ Shower Combo&lt;br&gt;-3rd Floor Bathroom: Full Bathroom w/ Shower (en suite King Bedroom)&lt;br&gt;Other Amenities &lt;br&gt;-Game Room with Air Hockey&lt;br&gt;-Hot Tub (available year round!)&lt;br&gt;-Air Conditioning via Mini-Splits&lt;br&gt;-Central Heat&lt;br&gt;-WiFi&lt;br&gt;-Smart TV &lt;br&gt;-Washer/Dryer &lt;br&gt;-Propane Gas Grill&lt;br&gt;-Fire Pit&lt;br&gt;-Outdoor Shower&lt;br&gt;-Indoor Fireplaces are not for guest use(fines remitted)&lt;br&gt;-Please note outdoor amenities are available seasonally&lt;br&gt;-Please note there is an exterior ring camera on the property that records the entry door&lt;br&gt;-Sheets and Bath Towels Provided with Beds made Upon Arrival&lt;br&gt;-Please note there are exterior cameras on the property that record the driveway and basement door&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;-Parking for 4 cars maximum Please note there are exterior cameras on the property that record the driveway and basement door

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

Chatham, MA, US
8 Bedrooms 16 Guests
Sep 27 - 30
$1,696 night

This property is professionally managed by Property Manager Sleeps 16 Eight Bedrooms, Nine Baths Rents Friday to Friday during Peak Season Linens Included, beds made Pool is open from Memorial Day through Columbus Day weekend This totally renovated former Bed & Breakfast, known as the Chatham Gables Inn, brings a new level of luxury and comfort to a Chatham vacation for your group of up to 16. Not that you will ever feel the need to leave the property, but should you choose to venture out, it’s good to know you’re close to everything you love about Chatham. Bring or rent bikes! That’s all you’ll need with so much, so close. Bike five minutes to Lighthouse Beach, Chatham’s biggest and best. Or ride two minutes to Oyster Pond Beach (aka Children’s Beach), a smaller, more sheltered beach. Or walk down to the Chatham Pier Fish Market, where you can take home the catch of the day, fresh off the boat. And it’s only a few-minutes’ walk to Main Street, Chatham Village, for shops, restaurants, galleries, concerts, Cape League baseball, playground, tennis courts, ice cream parlors and much more. The 4,200+ square foot house presents the perfect intersection of classic New England charm and leading-edge creature comforts and convenience. Exposed beam ceilings, heated wide plank wood floors and tasteful choices of furnishings, fabrics, paint and wallpaper all combine to create a one-of-a-kind living experience. The home’s centerpiece is the gleaming white farmhouse kitchen with its expansive center island with second sink. All appliances are new and commercial grade. The kitchen flows into the charming conservatory, which in turn, opens to the patio beyond. Your outdoor living will, of course, center on the beautiful, heated pool and adjacent hot tub. There is also a gas fueled fire pit, so your outdoor pleasure extends beyond sunset. The gas grill lives out here, as well, and you’re likely to prepare and serve most meals using the outdoor kitchen-area and patio dining table and chairs. This home offers multiple inviting lounge areas, each as comfortable and appealing as the next. Sleeping accommodations include eight bedrooms, each with its own name such as “Surfside,” “Nantucket” or “Great Point.’ Each has bedding for two. There are five kings, one queen and two bedrooms each with two twins. Each bedroom has its own private full bath en suite, and each has a smart TV. The lower level includes an oversized laundry with two washers and two dryers plus an additional refrigerator. And to complete its resort-like amenities, there is a game room down here as well. There is cable/smart TV and high-speed Wi-Fi, of course. The home is cooled via an ultra quiet system, which allows customized climate control for each bedroom. It also features Lutron Lighting® allowing guests to automatically or manually adjust the level and even the color of the LED light to create the ideal environment for any living space. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #152

Serenity by the Sea: 162-C Chatham Waterfront w/heated Pool, Stunning Views of Oyster Pond

Chatham, MA, US
4 Bedrooms 8 Guests
Sep 17 - 20
$1,612 night

This property is professionally managed by Property Manager Chatham Waterfront with Pool, Stunning Views of Oyster Pond, Chatham Villa Sleeps Eight Four Bedrooms, Four Baths Rents Friday to Friday during Peak Season Linens Included Pool operational from Memorial Day to Columbus Day ​​​​​​​ The pool is great, the house is lovable, but what truly sets this property apart is its location directly on picturesque Oyster Pond. Sit back in your lounge chair overlooking the pool and marvel at the sails in the foreground, with the one-of-kind view of Chatham Village beyond. Bring your kayak and take a tour of the pond and river. Another nice thing you’ll notice when you’re hanging out at the pool: it’s quiet and very private, because you’re at the end of a neighborhood road with no outlet and next to no traffic. The large new deck provides another special outdoor living space with water views, especially thanks to its built-in fire pit where you’ll gather when the sun goes down for gazing at the stars. There’s also a good sized dining table here that seats eight for meals al fresco, and an awning to provide shade when needed. Inside, you’ll quickly discover that the floorplan was created with the water views in mind, especially noteworthy from the dining table which seats eight. The open kitchen is spacious, very social and nicely equipped (including a Nespresso Machine!). The living room provides plenty of comfy lounge seating, and there’s a bathroom here where you’ll find a small washer and dryer. There’s another full bath just off the pool deck which essentially serves as an outdoor shower. Sleeping quarters on the main level include one bedroom with a queen size bed and another with twin beds. Walk upstairs to discover a second, lounge area with a large TV. There are two more bedrooms on this level, including the spacious master suite with a King size bed, full bath en suite and amazing elevated views of the water. The home’s fourth bedroom provides a queen size bed. There’s another full bath off the upstairs hall that’s used by the occupants of the queen bedroom and has been recently upgraded. You’ll also find another laundry here with a full-size washer and dryer. The home has central air-conditioning, high-speed Wi-Fi and cable/smart TV. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for more Property Manager - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #778

Eileen’s Escape: 021-C Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated

Chatham, MA, US
5 Bedrooms 12 Guests
Sep 21 - 24
$1,065 night

This home is professionally managed by Property Manager Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated Rents Friday to Friday during peak season Linens Included. Beds made. Sleeps 12 Pool & Hot Tub open from Memorial Day to Columbus Day Be one of the first to stay in this masterfully renovated home with a brand-new saltwater pool under a mile (.7 mile) to Ridgevale Beach in Chatham. The 5-bedroom home plus bonus room has been totally updated from top to bottom and features brand new furniture throughout. The focal point of course is the custom saltwater pool with a built-in hot tub. The outdoor living space is stunning with an expansive travertine patio, plenty of lounge seating and an outdoor kitchen set up with a grill and granite counter. Don’t forget to use the outdoor shower after the beach! Inside, the attention to detail is evident from the coffered ceilings to custom local art on the walls. The main living area is open to the kitchen and dining area. The kitchen is of course fully equipped with all you’ll need to prepare any meal. The main level is also home to the primary bedroom with a King-sized bed and exquisite private bathroom. There are two additional bedrooms on the main level: one with a queen and one with 2 twins. There is a full bath for these rooms as well. Finally there is a second vaulted living area with additional lounge seating and a TV. Upstairs features a classic Cape set up with a full bathroom at the top of the stairs. There are bedrooms on either side. Both bedrooms feature custom ship-lapped walls and ceilings and have King beds with a twin trundle. Even more living space awaits on the fully finished lower level! There is another TV lounge area plus a workspace and an exercise area. There is a flex sleeping area down here which houses 2 queen beds. A brand-new full bath on the lower level completes the space. A 15 minute walk or a very short bike ride brings you down to one of Nantucket Sound’s most desirable beaches: Ridgevale Beach. Relax on the beach, have the little ones play in the creek flowing into the Sound and grab a bite to eat at the snack bar. A 6-8 minute drive brings you to both Chatham and Harwich Port Villages for pedestrian friendly shopping and dining. There are ample dining and shopping opportunities along Route 28 closer to the house as well. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Lower Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #STR-562

Stones Throw: 052-CS Alluring Chatham in-town home with pool, walk to it all

Chatham, MA, US
4 Bedrooms 10 Guests
Sep 20 - 23
$1,246 night

This property is professionally managed by Property Manager Alluring Chatham in-town home with pool, walk to it all Sleeps 10 Rents Friday to Friday during peak season Linens included, beds made Pool & Hot Tub open from Memorial Day to Columbus Day Here you’re close to everything that counts in Chatham. Walk 0.4 mile (8 minutes) to popular Oyster Pond Beach. Walk five minutes to the unique shops, restaurants and galleries of Main Street. You can order amazing take-out sushi from Blue Fins and be home with it before the edamame cools off! Consider your outdoor living options at this property. When you’re not splashing with the kids in the large, heated in-ground pool, you’ll be lounging in the shade of several large poolside umbrellas. Or serving appetizers and drinks on the superb screened porch, cooled by a perfectly placed ceiling fan. Maybe you’ll fire up the gas grill, after rinsing off the beach sand and salt in the outdoor shower. Or jump in the hot tub and enjoy the starry evening. It’s amazing how much privacy you have in these outdoor spaces, given your location in the heart of Chatham. Inside, this home provides 2,800 square feet of the most upscale, yet unpretentious accommodations you could ever hope for in a summer vacation home. The well-outfitted chef’s kitchen is big and bright with custom cabinets, stainless steel and granite throughout. There’s highboy seating at the large center island, encouraging a pleasantly social meal prep experience. The kitchen flows into the elegant dining room, embraced by two walls almost entirely comprised of oversized windows, adding to the cheery ambience. The dining area, in turn, flows into the living room and TV lounge with its comfy seating and large flat screen smart TV. There’s one bedroom on the main level. It’s roomy with a generous king size bed. You’ll find a full bath with a combination tub/shower directly across the hall. The rest of the main level is allocated to a mud room back entry, laundry and a second stairway that leads up to a huge primary bedroom over the garage. The primary has a king size bed plus a twin bed with trundle underneath. There’s a luxurious full bath en suite, offering a twin sink vanity and step-in shower. Another second level bedroom has a queen size bed plus a twin with trundle. Down the hall you’ll find a bedroom with two twins, each with a trundle. There is also a loft at the top of the main stairway which features a desk, for those zoom calls, and a queen size sleep sofa. For those days when the weather doesn’t cooperate there is a wonderful game room for kids of all ages in the lower level. Down there you’ll find a foosball table, air hockey, a pop-a-shot hoops game plus comfy seating and a large flat screen TV! There’s even a table for playing cards or board games. Overall the home has four bedrooms and three full baths. It sleeps up to 10. It has central air conditioning, high speed Wi-Fi and cable/smart TVs. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a three-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #151

Vacation Rentals in Dennis Port by Amenities & Features

Get to Know Dennis Port

Dennis Port, a quaint village in the heart of Cape Cod, Massachusetts, is a charming seaside destination that offers a quintessential New England experience. With its picturesque beaches, family-friendly atmosphere, and laid-back vibe, Dennis Port is a favorite among those looking to escape the hustle and bustle of city life. The village's crown jewel is its stunning coastline, featuring some of the most beautiful beaches on the Cape. Visitors can bask in the sun at Haigis Beach, Sea Street Beach, or Glendon Road Beach, where the soft sand and gentle waves create the perfect setting for relaxation and recreation. These beaches are ideal for swimming, sunbathing, and beachcombing, and during the summer months, the warm waters of Nantucket Sound are particularly inviting. For those interested in outdoor activities, Dennis Port offers a variety of options. Kayaking and paddleboarding are popular ways to explore the scenic waterways, while the Cape Cod Rail Trail provides miles of paved paths for biking and walking, winding through lush forests and along marshes. The village's Main Street is lined with charming boutiques, art galleries, and antique shops, perfect for an afternoon of leisurely shopping. The local dining scene is equally appealing, with a range of eateries serving up fresh seafood, classic American fare, and international cuisine. Don't miss the opportunity to indulge in a lobster roll or some clam chowder, two of the region's culinary staples. Dennis Port is also known for its vibrant arts community. The Cape Cod Museum of Art and the Eventide Theatre Company are cultural hubs that offer a glimpse into the local art scene, with exhibitions, performances, and workshops that celebrate the creative spirit of the Cape. For a touch of history, the Jericho House and Barn Museum provides a window into the past, showcasing the village's heritage and the maritime traditions that have shaped the region. Family-friendly attractions, such as the West Dennis Library and various mini-golf courses, ensure that visitors of all ages will find something to enjoy. And with a variety of accommodations ranging from cozy bed and breakfasts to family resorts, Dennis Port caters to a wide range of preferences and budgets. In essence, Dennis Port is a delightful destination that combines the allure of the sea with the charm of small-town New England. Whether you're seeking a peaceful beach getaway, an active outdoor adventure, or a cultural experience, Dennis Port is a place that offers a little bit of everything for the discerning traveler.
Dennis Port, Massachusetts, nestled along the Nantucket Sound, offers a classic New England coastal climate with distinct seasons that attract visitors year-round for various activities and experiences. Summer, from June to August, is the peak season in Dennis Port, with warm and often humid conditions. Average high temperatures hover in the upper 70s to low 80s Fahrenheit, providing ideal weather for beachgoers and outdoor enthusiasts. The warm Nantucket Sound waters are perfect for swimming, sailing, and fishing. While occasional heatwaves can push temperatures higher, the ocean breeze typically keeps the climate comfortable. Autumn, from September to November, sees a gradual cooling with average highs ranging from the mid-60s in September to the low 50s by November. This season is a favorite for many, as the humidity drops and the coastal landscape is painted with vibrant fall foliage. It's an excellent time for scenic drives, cycling, and enjoying the quieter side of Cape Cod. Winter, from December to February, brings colder weather with average highs in the upper 30s to low 40s and lows often dipping below freezing. Snowfall can vary, but the Cape's maritime influence often leads to lighter snow compared to inland areas. While it's off-season for beach activities, the winter charm and holiday festivities make it a cozy time for visiting local shops and restaurants. Spring, from March to May, is a time of renewal with temperatures gradually warming from the mid-40s in March to the mid-60s by May. The season starts off cooler and can be damp, but as it progresses, the town begins to bloom, and outdoor activities become more appealing. It's a quieter season before the summer crowds arrive, ideal for those looking to enjoy the natural beauty without the bustle. The most popular weather conditions are prevalent in the summer months when the town is bustling with tourists and the weather is perfect for traditional beach vacations. However, the shoulder seasons of late spring and early fall offer pleasant temperatures, fewer crowds, and the opportunity to experience the town's charm more intimately. For those seeking the most pleasant climate, late spring through early fall provides the best balance of warm temperatures and enjoyable outdoor conditions, making it an ideal time to explore the beauty of Dennis Port and its surroundings.
Dennis Port, a quaint village in the heart of Cape Cod, Massachusetts, offers a serene and culturally rich getaway for travelers who revel in the arts, history, and local customs. While Dennis Port may not boast the grand museums of a major city, its charm lies in its intimate cultural experiences and the natural beauty of its coastal setting. Begin your cultural exploration at the Cape Cod Museum of Art, located in the nearby town of Dennis. This museum is dedicated to preserving and showcasing the work of local Cape Cod artists, offering a unique insight into the region's artistic heritage. The museum's seven galleries feature a variety of media, including paintings, sculptures, and mixed media pieces, reflecting the vibrant and diverse art scene of the Cape. For a touch of history, visit the Jericho Historical Center in Dennis, where you can learn about the 19th-century life in the area. The center includes the 1801 Captain Theophilus Baker House, the 1800 Barn, and the 1780 Jericho House, all of which provide a glimpse into the past with their period furnishings and historical artifacts. Live music can be enjoyed at the Cape Playhouse, known as America's Oldest Professional Summer Theatre. Here, you can catch a musical performance or a play in a charming and historic setting. The playhouse has been a cultural staple since 1927, attracting both local and national talent. Art galleries dot the area, with local artists displaying their work in various mediums. A stroll through Dennis Port's streets will lead you to these small galleries, where you can often meet the artists and learn about their inspiration drawn from the sea and the natural beauty of Cape Cod. Local customs are best experienced through the town's events and festivals. The Dennis Festival Days, for example, is a summer-long celebration featuring concerts, craft fairs, and parades that showcase the community's spirit and traditions. The Cape's maritime heritage is also celebrated during events like the annual Cape Cod Maritime Days, which include lighthouse tours, nautical art exhibits, and talks on maritime history. Dennis Port's coastal location also means that you can enjoy the cultural practice of beachcombing, sailing, and sampling fresh seafood, which is an integral part of life on the Cape. The village's relaxed atmosphere, combined with its cultural offerings, makes it an ideal destination for those seeking a peaceful yet enriching cultural experience.
Dennis Port, Massachusetts, is a delightful seaside village that offers a treasure trove of activities for families traveling with children. Nestled on the shores of Nantucket Sound, this Cape Cod destination is a haven for beach lovers and outdoor enthusiasts. The warm waters of the Sound are perfect for young swimmers, and the town's beaches, like Haigis Beach and West Dennis Beach, provide ample space for sandcastle building and beachcombing. The shallow waters and gentle waves make for a safe and enjoyable environment for the little ones to splash around. For a break from the beach, take the family to the Cape Cod Inflatable Park. This unique attraction features a range of inflatable rides, including water slides, obstacle courses, and bouncy houses. It's a place where kids can burn off energy and parents can relax, knowing the environment is designed with safety in mind. If your children are fascinated by sea creatures, a visit to the Cape Cod Museum of Natural History in nearby Brewster is a must. The museum offers interactive exhibits and nature trails that provide an educational and fun experience. Kids can learn about the local marine life and even participate in guided beach walks during low tide. For a taste of adventure, consider a family-friendly fishing trip. Many local charters offer excursions that are suitable for children, giving them the chance to catch their own fish and learn about the local marine ecosystem. Mini-golf is another popular pastime in Dennis Port, with several themed courses that promise a fun challenge for all ages. After a round of mini-golf, treat the family to some homemade ice cream at one of the local parlors, a perfect way to end a sun-filled day. For a cultural experience, the Cape Cod Theatre Company – Home of the Harwich Jr. Theatre offers performances that enchant audiences of all ages. Their family-oriented productions are a great way to introduce children to the magic of live theater. Dennis Port's charm extends beyond its attractions. The village's family-friendly restaurants often feature kids' menus and casual atmospheres, making dining out with children a breeze. With its mix of natural beauty, engaging activities, and welcoming community, Dennis Port is a destination that ensures a memorable family vacation on Cape Cod.
Dennis Port, a charming village in the town of Dennis on Cape Cod, Massachusetts, is a delightful destination for outdoor enthusiasts and nature lovers. With its picturesque New England landscapes, serene beaches, and a variety of outdoor activities, Dennis Port offers a tranquil escape into nature's embrace. The village's prime attraction is its beautiful beaches, with Nantucket Sound providing warm waters that are ideal for swimming, kayaking, and paddleboarding. Haigis Beach, Sea Street Beach, and Glendon Road Beach are popular spots where you can soak up the sun, build sandcastles, or simply enjoy the gentle sea breeze. For those who love to explore the marine environment, Dennis Port offers excellent opportunities for fishing, whether from the shore or on a chartered boat. The waters are teeming with striped bass, bluefish, and flounder, making for an exciting day out for anglers of all levels. Nature trails and conservation areas around Dennis Port are perfect for hiking and bird watching. The Swan Pond River area, with its marshes and woodlands, is a serene place to observe a variety of bird species, while the Cape Cod Rail Trail, a 25-mile paved path that runs through Dennis, is ideal for biking, walking, and inline skating amidst scenic views. For a more relaxed outdoor experience, visit the local gardens and parks. The Johnny Kelley Recreation Area offers walking paths, sports fields, and a playground, making it a great spot for a family outing. Meanwhile, the Cape Cod Lavender Farm, located just a short drive away in Harwich, is a fragrant and picturesque spot to wander among the lavender fields and enjoy the peaceful surroundings. Golf enthusiasts will find several courses in and around Dennis Port, where they can enjoy a round surrounded by the natural beauty of Cape Cod. The Dennis Pines and Dennis Highlands golf courses are just a couple of the options available for a memorable golfing experience. Lastly, Dennis Port's proximity to other Cape Cod attractions means that nature lovers can easily venture out to explore the Cape Cod National Seashore, with its pristine beaches, dunes, and trails, or take a whale watching cruise from nearby Provincetown. In Dennis Port, the combination of coastal charm, outdoor activities, and natural beauty creates a perfect setting for those seeking to connect with nature and enjoy the great outdoors.
Dennis Port, a charming village in the town of Dennis on Cape Cod, Massachusetts, offers a quaint and serene getaway with a variety of transportation options for visitors. While the village itself does not have its own airport or train station, travelers can easily access Dennis Port through several nearby transportation hubs. The closest major airport is Boston's Logan International Airport, which is approximately a 1.5 to 2-hour drive away, depending on traffic. From Logan, visitors can rent a car, take a bus, or use a ride-sharing service to reach Dennis Port. Another option is the Barnstable Municipal Airport in Hyannis, which is about a 20-minute drive and offers regional flights, including connections from Boston and New York. For those who prefer the scenic route, bus services such as the Plymouth & Brockton Street Railway Co. offer routes from Boston to various locations on Cape Cod, including stops near Dennis Port. Once in the area, the Cape Cod Regional Transit Authority provides the Breeze bus service, which can be used for local travel within the Cape. Driving is a popular option for getting to and around Dennis Port, as it allows for flexibility and the ability to explore the picturesque Cape Cod region at your own pace. Car rentals are available at the airports and in nearby towns. The scenic Route 28 runs directly through Dennis Port, making it easily accessible by car. Dennis Port itself is a walkable destination, with many of its attractions, such as the beautiful beaches, local eateries, and charming shops, located within a comfortable walking distance for a typical visitor. The village's compact nature and quiet streets make it ideal for leisurely strolls. Biking is also a pleasant way to get around, with bike rentals available and several bike trails in the area, including the Cape Cod Rail Trail. For those looking to explore the waters, Dennis Port offers opportunities for kayaking and paddleboarding, with rentals available for water-based adventures. In summary, while Dennis Port may not have its own major transportation hubs, it remains easily accessible and navigable for visitors. Whether you're arriving by air, bus, or car, and whether you choose to explore on foot, by bike, or by local bus services, Dennis Port's charm and relaxed pace make it a delightful destination for a Cape Cod experience.

Dennis Port FAQs

Dennis Port offers a variety of activities for visitors. You can relax on the beautiful beaches like Haigis Beach or West Dennis Beach, explore the Cape Cod Rail Trail by bike, enjoy fresh seafood at local restaurants, visit the Cape Cod Museum of Art, or take a scenic drive along the coast. For families, there's the Cape Cod Inflatable Park and for history buffs, the Jericho Historical Center offers a glimpse into the area's past.
The best time to visit Dennis Port is during the summer months from June to August when the weather is warm and all the tourist attractions are open. However, if you prefer a quieter visit with fewer crowds, the shoulder seasons of late spring and early fall are also pleasant times to go.
Yes, Dennis Port hosts several events throughout the year. The summer season is particularly lively with events like the Dennis Festival Days, which includes parades, concerts, and craft fairs. In the fall, the annual Seaside Festival features arts and crafts, a 5K road race, and a parade.
Dennis Port boasts a variety of dining options ranging from casual to fine dining. Seafood is a specialty, with many restaurants offering fresh, locally caught fish and shellfish. There are also options for Italian, American, and other international cuisines. Don't miss trying a lobster roll or clam chowder, which are regional favorites.
Dennis Port offers a range of accommodations to suit different preferences and budgets. You can find cozy bed and breakfasts, family-friendly motels, vacation rentals, and beachfront resorts. Many places reflect the charming Cape Cod style and provide a comfortable base for exploring the area.
Absolutely, Dennis Port is very family-friendly with its calm beaches, parks, and attractions like the Cape Cod Inflatable Park. There are also many ice cream shops, mini-golf courses, and family-oriented restaurants that cater to visitors of all ages.
The most convenient way to get around Dennis Port and the surrounding Cape Cod area is by car. However, there are also bike rentals available for those who wish to explore the Cape Cod Rail Trail. During the summer, a local trolley service operates and can take you to various points of interest in the area.

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Dennis Port

Saved Home Image
Sign in or join now to view and save the homes you love