Vacation rentals in Dennis Port, MA with free parking

Explore 356 vacation rentals, homes, and villas with free parking in Dennis Port, MA for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Family-Friendly Homes and Best Affordable Homes. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $88 per night and homes offering up to 11 bedrooms and 10 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

356 Homes with Free Parking in Dennis Port

400 Yards to the Beach! Dogs Welcome!

Dennis, MA, US
3 Bedrooms 6 Guests
Sep 6 - 8
$259 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
Aug 29 - 31
$554 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 -- Evolve 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 8 - 10
$207 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

1 Mile to Nantucket Sound Beaches!

Dennis, MA, US
6 Bedrooms 11 Guests
Aug 27 - 29
$697 night

19937 - Ebb and Flow: 1 Mile to Nantucket Sound Beaches! Travel to your own private compound in the heart of Dennis, where your dog can run free on a sprawling yard while your family and friends will have plenty of space to relax and enjoy your vacation. With incredible amenities in both the main house and guest house, as well as a centralized location to everything the Mid Cape has to offer, you’ll be happy to go with the Ebb and Flow. &lt;br&gt;&lt;br&gt;Step onto the farmers porch of the main home with ample seating and a beautiful tree stump coffee table while taking in the colorful hydrangeas. Push open the front door into the home’s formal dining room, which provides a great space for an evening meal, morning coffee, or family game night. The TV room’s spacious sectional gives plenty of comfort for movie nights, while just past that, a formal living room with a unique curved sofa is the perfect space to read a book in peace and quiet. &lt;br&gt;&lt;br&gt;On the opposite side of the home a dine-in kitchen with wooden countertops and round dining table awaits your vacation meal creations. The home’s deck is accessed off of the kitchen, with outdoor dining for meals in the summer sun or under the stars. &lt;br&gt;&lt;br&gt;Back indoors, The first floor has a cozy room with a twin daybed, as well as a bedroom with a full size bed. Upstairs, you’ll find the remaining bedrooms. At the front of the house a set of stairs (NOTE: Stairs are very steep), leads to a spacious bedroom with a king bed and reading nook. The next bedroom, acessed through the first room, also has a king bed. Finally, at the rear of the home, there is a third bedroom with a queen bed, an additional seating area, writing desk, the views of the backyard, and it’s own staircase down to the first floor.&lt;br&gt;&lt;br&gt;Just across the yard, a stunning guest home provides more privacy for any additional guests. Stepping across the wrap-around deck, you’ll enter into an open concept dining room and living room, with a large sectional and dog themed trinkets that will make your four-legged friend feel right at home. &lt;br&gt;&lt;br&gt;Easy access to the home’s beautiful kitchen is just off of the living room, with a large sink and beautiful wooden countertops. Accessed off of the kitchen or through the front door is your own personal wrap-around deck with outdoor dining, as well as a private fire pit meaning you never have to leave the added privacy of this oasis. &lt;br&gt;&lt;br&gt;Upstairs, an absolutely stunning bedroom can be found, with vaulted ceilings, exposed wood beams, and an additional seating area across from the four post bed.&lt;br&gt;&lt;br&gt;Other amenities include an outdoor shower, and propane grill at both the main house and guest house. &lt;br&gt;&lt;br&gt;It’s time to fall in love with Cape Cod, it’s time to go with the Ebb and Flow!&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 Dwellings (Main House + Guest House)&lt;br&gt;-Main House: 2 Floors (1st Floor + 2nd Floor)&lt;br&gt;-Guest House: 2 Floors (1st Floor + 2nd Floor)&lt;br&gt;-1,726 Sq Ft&lt;br&gt;Bedrooms&lt;br&gt;-Total 6&lt;br&gt;Main House&lt;br&gt;-1st Floor Bedroom: 1 Full Bed&lt;br&gt;-1st Floor Bedroom: 1 Twin Daybed&lt;br&gt;-2nd Floor Bedroom: 1 King Bed&lt;br&gt;-2nd Floor Bedroom: 1 King Bed (pass-thru)&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;Guest House&lt;br&gt;-2nd Floor Bedroom: 1 Queen Bed&lt;br&gt;Bathrooms&lt;br&gt;-Total 2.5&lt;br&gt;Main House&lt;br&gt;-1st Floor: Half Bathroom&lt;br&gt;-1st Floor: Full Bathroom w/ Tub/Shower Combo&lt;br&gt;Guest House&lt;br&gt;-1st Floor: Full Bathroom w/ Shower&lt;br&gt;Other Amenities&lt;br&gt;-Fully Equipped Remodeled Kitchen&lt;br&gt;-Window A/C Units&lt;br&gt;-Space Heaters provided&lt;br&gt;-Smart Lock/Self Check-In&lt;br&gt;-WiFi&lt;br&gt;-Smart TV&lt;br&gt;-Side by Side Washer & Dryer (Main House)&lt;br&gt;-Stacked Washer & Dryer (Guest House)&lt;br&gt;-Propane Grill (Main House and Guest House)&lt;br&gt;-Outdoor Shower (Main House and Guest House)&lt;br&gt;-Indoor Fireplaces are not for guest use (fines remitted)&lt;br&gt;-Deck with Outdoor Dining (Main House and Guest House)&lt;br&gt;-Farmers Porch with Outdoor Lounging (Main House)&lt;br&gt;-Fire Pit (Main House and Guest House)&lt;br&gt;-1 Mile to Raycroft Beach&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0268330750

Renovated Classic Cape w/ Guest House, Game Room!

Dennis, MA, US
7 Bedrooms 14 Guests
Aug 28 - 30
$750 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
Sep 16 - 18
$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
Aug 30 - Sep 1
$246 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;

Luxurious Estate, Private Heated pool!

Harwich, MA, US
6 Bedrooms 12 Guests
Aug 22 - 24
$3,105 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

Sleeps 14 Home w/ Pool Great for Families!

Harwich, MA, US
6 Bedrooms 14 Guests
Sep 1 - 3
$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

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

Dennis, MA, US
4 Bedrooms 9 Guests
Sep 25 - 28
$340 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 -- Evolve 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

Mins. to Beach & Town Great Outdoor Space!

Dennis, MA, US
2 Bedrooms 5 Guests
Sep 27 - 29
$154 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
Sep 28 - Oct 1
$437 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 -- Evolve 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

Stylish Getaway! Easy walk to Pleasant Rd Beach!

Harwich, MA, US
3 Bedrooms 6 Guests
Sep 13 - 15
$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

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
$2,134 night

This property is professionally managed by Pretty Picky Properties 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 $245.00. 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! ®

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

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

Brewster, MA, US
10 Bedrooms 20 Guests
Aug 30 - Sep 2
$2,468 night

This property is professionally managed by Pretty Picky Properties 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 or canoe 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 $245.00 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! ®

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

Chatham, MA, US
3 Bedrooms 6 Guests
Sep 28 - Oct 1
$924 night

This property is professionally managed by Pretty Picky Properties 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 $ 245.00 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 Pretty Picky Properties - 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

Water Views Private Pool, Hot Tub, Access to Cove!

Dennis, MA, US
4 Bedrooms 10 Guests
Aug 22 - 24
$1,289 night

19908 - Grand Cove: Water Views Private Pool, Hot Tub, Access to Cove! This gorgeous West Dennis home, located on Grand Cove in Bass River, is the perfect place for your next luxury vacation! Two huge wrap around decks offer spectacular water views of the cove, and with direct water access, you are just steps from being able to kayak, paddleboard, or swim in this beautiful body of water. After your adventures on the cove, walk back to our private fenced in yard, which features an in-ground pool complete with a waterfall, as well as a poolside patio. If the backyard wasn’t spectacular enough, the large front yard is grassy and a great place to play a classic game of summer whiffle ball. &lt;br&gt;&lt;br&gt;Inside, you will find an eat-in kitchen with brand new appliances, and a large formal dining area that opens into a family room (with a large, sectional leather couch and flat screen TV) with a slider out to a large deck - perfect for summer cookouts. The top level master suite features a king size bed under a vaulted, pine planked ceiling with bright skylights, and a slider leading to another large, wrap around deck with panoramic views of the cove. There are two more bedrooms upstairs, one with a king bed and en suite full bathroom and the other with two full beds, as well as another full bathroom. The fourth bedroom is located on the first floor and has a queen bed, with a third full bathroom down the hall.&lt;br&gt;&lt;br&gt;Downstairs is the Game Room with a foosball table, couches, flat screen TV, and slider that steps out to the pool and the private yard. Other amenities include smart TV, WiFi, washer/dryer in the basement, air conditioning, an outdoor shower, and linens and bath towels provided for each guest. Take your next vacation in style and book our gorgeous vacation home now!&lt;br&gt;&lt;br&gt;Home Details:&lt;br&gt;-Sleeps 10&lt;br&gt;-3 Floors&lt;br&gt;-3,624 Sq Ft&lt;br&gt;Bedrooms&lt;br&gt;-Total 4&lt;br&gt;-Bedroom #1: 1 Queen Bed, 1st Floor&lt;br&gt;-Bedroom #2: 1 King Bed, 2nd Floor&lt;br&gt;-Bedroom #3: 1 King Bed w/ en suite Full Bathroom,, 2nd Floor&lt;br&gt;-Bedroom #4: 2 Queen Beds 2nd Floor&lt;br&gt;Bathrooms&lt;br&gt;-Total 3&lt;br&gt;-Bathroom #1: Full Bath w/ Shower, 1st Floor&lt;br&gt;-Bathroom #2: Full Bath w/ Shower, 2nd Floor&lt;br&gt;-Bathroom #3: Full Bath w/ Tub/Shower Combo, en suite, 2nd Floor&lt;br&gt;-Fully Equipped Kitchen&lt;br&gt;-Central A/C & Mini-Split A/C Systems&lt;br&gt;-Smart Lock/Self Check-In&lt;br&gt;-Smart TV&lt;br&gt;-WiFi&lt;br&gt;-Washer/Dryer&lt;br&gt;-NO Pets (fines remitted)&lt;br&gt;-Hot Tub (Open from Memorial Day to Labor Day - may be longer but not guaranteed)&lt;br&gt;-Outdoor Shower &lt;br&gt;-Private Yard&lt;br&gt;-Private Saltwater Pool (no heat) (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)&lt;br&gt;-Gas Grill&lt;br&gt;- Fire Pit&lt;br&gt;-Game Room!&lt;br&gt;-Air Hockey&lt;br&gt;-Pack Man&lt;br&gt;-Water Views&lt;br&gt;-Multiple Decks&lt;br&gt;-Direct Access to Grand Cove&lt;br&gt;-Sheets and Bath Towels Provided with Beds Made Upon Arrival&lt;br&gt;-Cleaned with Hospital Grade Disinfectant&lt;br&gt;C0346480750

Breakwater Acres 164-B Luxurious Estate by the Bay in Brewster

Brewster, MA, US
8 Bedrooms 18 Guests
Aug 29 - Sep 1
$1,746 night

This property is professionally managed by Pretty Picky Properties Luxurious Estate by the Bay in Brewster: Sleeps 20 with Expansive New Pool, Walk to Beach, Walk to Town Rents Saturday to Saturday in Peak Summer Off-Season Weekends and Partial Weeks Available Choose this vacation headquarters and give your group of up to 20 the best of all options. A main house plus separate guest house on nearly an acre and a half of level yard for play space. A stunning new 20’ X 60’ heated saltwater pool with large stone patio. A three-minute walk to Brewster’s Breakwater Beach. And an eight-minute walk to the iconic Brewster Store and Main Street/Route 6A, where you’ll discover some excellent restaurant choices. The main house, just completed in 2020, offers elegance without pretense, centered on its spacious, thoughtfully outfitted chef’s kitchen. Here you’ll appreciate the large center island with high boy seating, beautiful granite and tile, as well as abundant counter space bathed in natural light. The kitchen opens to a TV lounge, which walks out to the expansive patio and pool. There is also a good-sized dining room here, as well as a handy half bath and laundry. The main house has sleeping for up to 12 in five bedrooms, two of which are king masters, one on the main level, the other upstairs. Each master has its own private full bath en suite. The separate guest house offers single level living and sleeps up to eight in three bedrooms with a full bath. You have a full eat-in kitchen here, as well as a TV lounge. Your outdoor summer living is optimized on the oversized patio which envelops the big pool. There’s also a hot tub, a large gas grill, a fire pit and an enclosed outdoor shower. Each house is centrally air conditioned, has cable TV, a SONOS Sound system and high speed Wi-Fi. 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 $ 245.00 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 Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

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

Harwich Port, MA, US
5 Bedrooms 14 Guests
Sep 7 - 10
$1,299 night

This property is professionally managed by Pretty Picky Properties, 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 $ 245.00 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! ®

The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool

Chatham, MA, US
8 Bedrooms 18 Guests
Aug 22 - 25
$3,995 night

This property is professionally managed by Pretty Picky Properties Chatham Landmark Estate, Awesome Barn/Guest House, Pool Sleeps 18 8 Bedrooms, 7.5 Bathrooms Rents Friday to Friday during peak season Linens included, beds made Pets Considered Pool is open from Memorial Day through Columbus Day weekend. As you roll up the extended driveway and catch your first glimpse of the homes, you realize the impressive individuality of this property. From the Federalist style side gambrel roof on the expanded Colonial main house to the thoroughly exposed wood posts, beams and rafters inside, this place retains the unique charm demanded by its original sea captain owner 220 years ago. First, soak in the location and setting. Here you have 1.61 acres of artfully landscaped privacy, abutting the upscale Eastward Ho! private golf course, with beautiful Pleasant Bay beyond. The carefully kept, expansive lawns make a wonderful and safe play space for children. Note the line of grape arbors leading to an unexpected wishing well. Your private, heated pool is a large one, complete with its own freestanding and well equipped cabana. When you need some beach time, it’s only a two-minute drive over to Jackknife Cove Beach on Pleasant Bay. Or go in the opposite direction for a minute more and discover Strong Island Landing Beach. Inside the two story main manor house, centuries’ old charm mingles perfectly with thoughtful renovation for the best of beauty, function and comfort. The completely updated and outfitted kitchen adjoins a handy breakfast nook and flows into one of the most impressive dining rooms you’ll ever experience. There are three separate lounge and gathering places on the main level, a living room, sitting room and family room. Two of the main house’s six bedrooms and 2.5 of its baths are located here as well. The upper level provides another four bedrooms, including two primary suite bedrooms with ensuite baths and two other bedrooms, one with two queens and one with king size bed. There is also another full bath upstairs. Enter the nearby Guest House/Barn, and it’s hard not to gape at the expanse and sheer visual impact of the great room, so aptly named. It’s positively gigantic in every way, accentuated by the soaring ceiling with its dramatic exposed beams and rafters. The rest of the Guest House includes a second fully equipped kitchen, two more bedrooms and two more full baths. ** Please note that the Guest House (Barn) is fully winterized (closed) from Mid-October through April for off-season stays each year. As a result the property only has 6 bedrooms and 5.5 bathrooms sleeping a maximum of 14 guests. ** The 4,350 square feet of the Main House and Guest House combined are centrally air conditioned or serviced by high efficiency split units. There is also high speed Wi-Fi, as well as several smart flat screen TVs with cable. NOTE: the main part of the barn is not air conditioned, just the bedrooms and the kitchen/living room area. 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 $245.00 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 and 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 Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #584

Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

Chatham, MA, US
7 Bedrooms 15 Guests
Sep 7 - 10
$1,745 night

This home is professionally managed by Pretty Picky Properties Gorgeous Chatham Estate with heated pool, walk to Town or Beach Sleeps 15 7 bedrooms, 5.5 baths Rents Friday to Friday during peak season Linens Included, beds made Pool is open from Memorial Day through Columbus Day weekend If you appreciate the timeless charm of a meticulously preserved, spacious home circa 1848, but insist on all the modern comforts and conveniences, your group of up to 15 will be thrilled to spend your Chatham vacation at this property. Here, wood floors with various width planks, Federalist period glass doorknobs and randomly exposed brick from the original home blend appealingly with today’s tile, granite and stainless steel. It’s hard to find a better location anywhere in Chatham. It’s only a 0.3 mile, five minute walk to Oyster Pond Beach (Children’s Beach) for swimming with the kids. Or go the other way and your walk to the shops, restaurants and all the fun of Main Street, Chatham is only 0.4 mile or eight minutes. Even closer to the house: quaint little Chase Park with its Godfrey Windmill and the challenging Chatham Labyrinth. And every time you head out, you’re strolling safely on sidewalks through one of Chatham’s most beautiful, upscale neighborhoods. This property offers the joys of warm weather outdoor living in a variety of spaces. There’s a large covered porch on one side of the house with an adjacent patio with a dining table and chairs. On the opposite side of the house, there’s a small brick patio where you’ll find the large gas grill and outdoor shower. No doubt, the majority of your outdoor time will be spent on the new patio and in the heated pool at the rear of the property. Here you’ll also enjoy soaking in the hot tub and later, star gazing as you gather your group around the gas fire pit. All of these outdoor spaces are hidden from a curb view for your private enjoyment. What about the kids? When they’re not splashing in the pool, they’ll love the game room over the garage with its ping pong, foosball, arcade game and TV lounge all their own. Inside this extraordinary home you’ll be delighted with all 4,500 square feet of comfy upscale living space. Start with the large chef’s kitchen, fully equipped with topline appliances and everything else you’ll need to operate in style. There’s a large kitchen dining table with seating for eight, with the even larger primary dining table in the adjacent dining room. The main level also has multiple lounges, several smart/cable TVs, and a half bath off the kitchen. One of three primary suites is located on this level as well. It offers a king size bed and private full bath ensuite. There are two stairways up to the second level, which makes sense with so much second level to access. There are a total of six bedrooms upstairs. First, there’s the primary suite, unusually spacious with a king size bed and full private bath and views of the pool. The home’s third king primary suite with private full bath is located on the second level as well. Then you will find a king bedroom that shares a full bath with a bedroom that has a pair of comfy twins. Then there are two bedrooms with bunk beds, each with a full size double on the bottom, one with a pull out trundle under the bottom bed. The washer and dryer are upstairs as well. The home has central air conditioning and high speed Wi-Fi. 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 $245.00 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! ® Town of Chatham Registration #153

Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w/Hot Tub, Walk to Town/Beach

Chatham, MA, US
4 Bedrooms 10 Guests
Sep 8 - 11
$1,414 night

This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Hot Tub, Walk to Town/Beach Rents Friday to Friday in Peak Season Linens Included, Beds Made Pets Under 25 Pounds Considered Pool is open from Memorial Day to Columbus Day weekend If you relish the charm of Chatham but love modern amenities, here’s the resort style vacation destination for your group. The acre-plus property provides two separate structures with sleeping for up to 10. The in-ground heated pool is the focus of summer outdoor living here, further embellished by the hot tub. The property’s location is ideal. You can walk or bike to the restaurants, shops and entertainment unique to Chatham Village. Or slip into your swimsuit, grab a towel and head to nearby Oyster Pond Beach or famous Lighthouse Beach, your choice. Each less than a 15-minute walk. The larger main house features a big covered outdoor patio with a dining table, plenty of seating and a gas grill. The patio overlooks the pool house and pool less than 100 feet away. The pool house adjoins the surprisingly large pool, surrounded by a roomy stone deck with a dining table, plenty of lounge and other seating, an outdoor shower, gas grill and beverage center, fire table and, of course, the tempting spa. Inside the main house, you’ll be delighted by the fully outfitted, renovated kitchen with granite counters and a center island with built-in gas range top. The kitchen walks out to the patio for convenient serving when you dine outside. You’ll also find a handy half bath just off the kitchen. There’s a good sized dining room with a patio view. The large, comfortable living room adjoins the dining room and offers a flat screen TV. The main level also has a small den/office with a another TV seating area for the kids to watch shows/movies. The home has high speed Wi-Fi, a SONOS system, and is centrally air conditioned. The primary bedroom suite is also on the main level and includes a big king size bed and a remodeled full bath en suite. There is also a flat screen TV. On the upper level of the main house, there are two bedrooms, one with a king size bed. The other bedroom has four twins. These two bedrooms share a roomy full bath. The pool house offers rustic, lodge-like charm with exposed beams and vaulted ceiling in the full kitchen and adjoining family room/TV lounge. The kitchen is fully equipped and includes a round dining table and chairs. The pool house has a main level bunk room with four twins. There is also a ping pong table on the main level and a full bath. The upstairs sleeping area has a small lounge area with another TV and a step-up section with a comfortable king size bed. That upper level walks out to a second level deck overlooking a natural vista of undeveloped woodlands. 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 $245.00. 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! ® Town of Chatham Registration #286

Vacation Rentals in Dennis Port by Amenities & Features

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Vacation Rentals Near Dennis Port

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