Family friendly vacation rentals in Cotuit, MA

Explore 123 family-friendly vacation rentals, homes, and villas in Cotuit, MA for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. 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 comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

123 Family-Friendly Homes in Cotuit

Mashpee River Adventures! Serene Family Retreat

Mashpee, MA, US
4 Bedrooms 8 Guests
Sep 30 - Oct 7
$273 night

Dogs Welcome w/ Fee | 2 Mi to Shops & Eateries Embark on an epic family getaway and book this 4-bedroom, 2-bathroom vacation rental home in Mashpee, MA. The charming property boasts a can't-beat location on the riverfront, so bring a kayak and explore the waterways, or take a scenic walk down to the shore. Afterward, gather on the deck for a hearty dinner and play board games in the game room. Cape Cod is calling! -- THE PROPERTY -- C0518721720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 2 twin beds MAIN FEATURES - Gas grill (natural gas provided) - Furnished deck, private yard - Outdoor shower, beach gear, life vests - Piano, 2 Smart TVs - Fireplace (decorative only) - Board games & books - Dining table, high chair - Dock KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Drip coffee maker - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi (laptop friendly) - Washer & dryer, iron/board - Central A/C & heating (forced gas) - Linens/towels, complimentary toiletries - Hair dryer FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) - No swimming on-site ACCESSIBILITY - 2-level home, 4 steps to enter - All bedrooms & full bathrooms on 1st floor PARKING - Driveway (8 vehicles) - RV/trailer parking allowed on-site -- THE LOCATION -- - Quiet location w/ direct access to Mashpee River - Across the street from Mashpee River Woodlands: bird watching & hiking - 1 mile to Cape Cod Children's Museum - 2 miles to Mashpee Commons - 3 miles to Popponesset Island - 27 miles to Martha's Vineyard Airport & 70 miles to Boston Logan Int'l Airport -- 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 - No Electric Vehicle Charging - Pet friendly w/ $100 fee (+ fees & taxes, 2 dogs max) - No events, parties, or large gatherings - Must be at least 30 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-level home requires 4 steps to enter; all bedrooms and full bathrooms are on the 1st floor - Swimming is prohibited on-site - The fireplace is decorative only and not for guest use - The garage is not available for guest parking - Your safety matters. This property features 2 exterior security cameras. There is a Ring doorbell device with an exterior security camera on the garage facing the driveway and another one on the back of the house facing the deck. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion or when the video doorbell buttons are pressed Licence number: STR-25-0005

Spacious Stone Fire Pit Game Room!

Barnstable, MA, US
4 Bedrooms 8 Guests
Aug 22 - 25
$395 night

21009 - Perfect Peach: Spacious Stone Fire Pit Game Room! Marston’s Mills is one of the many Barnstable Villages world famous for their quaint New England downtowns, access to beautiful beaches and bringing the beauty of Cape Cod to your fingertips. You’ll be elated by all you can experience this vacation, at the Perfect Peach! <br><br>The sunshine yellow front facade welcomes you into the u-shaped driveway, bringing immediate warmth to your vacation. Walking through the navy blue front door, you’ll notice the beautiful formal living room to your left, with a dining seating area in the back awaiting your morning coffee. To the right of the front door, the formal dining room gives access to the large kitchen, with a breakfast bar center island and a cut through window to the living room at the rear of the home. The home’s second living room is past the kitchen, with large sectional, exposed wood beams and vaulted ceiling with large skylight and patio doors to back deck. Head down to the basement of the home, where you’ll find a game room with poker table, a private office area and a half bathroom, as well as access to the backyard through sliding glass doors.<br><br>Upstairs in the home, you will find 4 bedrooms to choose from to refuel for your next vacation day. The primary bedroom is located to the right of the staircase, with a king bed and an ensuite bathroom with shower. To the left of the stairs is a queen bedroom. The third bedroom is also on this side of the home, with a queen sized bed, overlooking the backyard. A final bedroom with two twin beds and built-in cabinetry can be found to the right of the stairs. Straight ahead from the staircase is a full bathroom with double vanities and a shower/ tub combo. There is also an additional sleeping space with a queen bed and separate entrance above the garage. (Please note there is no AC in above the garage - heat only). <br><br>Outdoors, the home’s massive backyard provides lots of space and privacy. Huddle around the fire pit and watch the stars, or let your pups run around in the summer sun. You can even enjoy a meal outdoors at the outdoor dining table on the elevated deck. <br><br>Other amenities include a washer and dryer, propane grill, and an outdoor shower. See what a true Cape Cod vacation is all about, at the Perfect Peach!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-3 Floors (1st Floor + 2nd Floor + Walkout Ground Floor)<br>-2,436 Sq Ft<br>Bedrooms<br>-Total 4<br>-2nd Floor Bedroom: 1 King Bed w/ en suite Bathroom<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 2 Twin Beds<br>-There is an additional queen bedroom above the garage with Heat only. No AC. <br>Bathrooms<br>-Total 3.5<br>-1st Floor: Half Bathroom<br>-2nd Floor: Full Bath room w/ Shower (en suite King Bedroom)<br>-2nd Floor: Full Bathroom w/ Tub/Shower Combo<br>-Ground Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Fully Equipped Kitchen w/ Island<br>-Central A/C in bedrooms only<br>-Smart Lock/Self Check-In<br>-WiFi<br>-Smart TV<br>-Washer/Dryer (1st floor)<br>-Home Office<br>-Game Room w/ Ping Pong Table (ground floor)<br>-Deck w/ Outdoor Dining<br>-Propane Grill<br>-Stone Fire Pit<br>-Outdoor Shower<br>-Indoor Fireplaces are not for guest use (fines remitted) <br>-Private Yard<br>-Located South of Route 28 in Desirable Neighborhood<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0407190200

Swing Set, Plunge pool, and large yard await!

Barnstable, MA, US
3 Bedrooms 8 Guests
Aug 29 - 31
$617 night

21012 - Oyster Circle: Swing Set, Plunge pool, and large yard await! Over the bridge to Osterville, just a stone’s throw away from the picturesque East Bay, lies a meticulously maintained vacation home awaiting the arrival of discerning vacationers. This haven has been artfully renovated from top to bottom, thoughtfully curated with the comfort and enjoyment of guests in mind. A newly built plunge pool invites you to bask in the warmth of the sun and indulge in moments of leisure. For the little ones, a charming swing set awaits, ensuring endless hours of joy while parents orchestrate a delightful BBQ feast, crafting memories along with delicious meals. As twilight descends, retreat indoors to the embrace of the spacious sofa, tailor-made for cozy movie nights or streaming your favorite shows, providing the perfect den for relaxation and unwinding after a day of exploration. Strategically located just a mile from the pristine shores of Craigville Beach and a mere 1.4 miles from the allure of Dowses Beach, sun-seekers and beach enthusiasts alike will delight in this convenient and stylish location. Meanwhile, Main Street in Osterville awaits, offering an array of culinary delights to tantalize the taste buds, with renowned eateries such as CRISP and Five Bays Bistro a mere 0.7 miles away. Embark on a journey of tranquility and rejuvenation in this meticulously curated home, where every detail is crafted to elevate your stay into an unforgettable experience of comfort, leisure, and cherished moments. Please note there is a pool house on the property that is unavailable to guests due to a small fire. Home Details: -No Dogs (Fines remitted) -Sleeps 8 Bedrooms -Total 3 -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 1 Full Daybed with 1 Twin Trundle, 1 Twin Bed -1st Floor Bedroom: 2 Twin Beds Bathrooms -Total 2 -1st Floor: Shower -1st Floor: Tub and Shower Other Amenities -Outdoor rinse station (Cold water only) -Central AC -WiFi -Smart TV -Streaming Service (Apple TV) -Unheated Plunge Pool (Available from Memorial Day - Labor Day) -Washer/Dryer -Propane Grill -Fire Pit -Indoor Fireplace is not for guest use(fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum -C0468350200 Please note there is a pool house on the property that is unavailable to guests due to a small fire.

Private Saltwater Pool, Game Room, near Beaches!

Barnstable, MA, US
4 Bedrooms 8 Guests
Sep 21 - 23
$214 night

21017 - Salt Wind: Private Saltwater Pool, Game Room, near Beaches! Your Cape Cod escape begins here, where sun-drenched days by your private saltwater pool and evenings of laughter in the finished game room create unforgettable memories. Located in the charming village of Osterville, this spacious four-bedroom retreat is perfectly positioned between three stunning beaches—Craigville Beach (3.8 mi), Dowses Beach (3.9 mi), and Wianno Beach (4.3 mi)—offering endless seaside adventures.<br><br>The heart of the home is the main mid-floor living space, where rustic wood floors, exposed ceilings, and inviting décor set the scene for relaxed gatherings. A fireplace warms the comfortable seating area, while the open-concept chef’s kitchen—complete with a gas range, modern appliances, and dishwasher—makes dining effortless.<br><br>Downstairs, the finished basement transforms into an entertainment hub, featuring soft seating, a TV, and a billiards table for friendly competition. With high-speed WiFi, remote workers and students can stay connected when needed.<br><br>Beyond the home’s welcoming interiors, the expansive deck invites al fresco dining and poolside picnics in your private backyard oasis. When you’re ready to explore, indulge in local flavors just over three miles away—sip a famous Mudslide at The Chart Room at Crosby’s or savor an authentic seafood feast at Wimpy’s Seafood Cafe.<br><br>Designed for multigenerational families and groups, this home offers comfort for everyone, with a first-floor bedroom featuring a wheelchair-accessible sink and shower. The second floor hosts three additional bedrooms, including a bunk room with a private entrance.<br><br>Cape Cod’s coastal magic is calling—book your stay today and create lasting memories by the shore!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 2 Twin Beds<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Full Bed, 1 Bunk (Twin over Full)<br>Bathrooms<br>-Total 2<br>-1st Floor: Shower<br>-2nd Floor: Tub/Shower Combo<br>Other Amenities <br>-Game Room w/Billiards<br>-Window A/C<br>-WiFi<br>-Smart TV<br>-Streaming Service<br>-Washer/Dryer <br>-Propane Grill<br>-Saltwater Pool (Unheated) (available Memorial Day to Labor Day)<br>-Gas Fireplace <br>-Please note outdoor amenities are available seasonally<br>-Please note there is/are an exterior camera on the property that records front of house/driveway/entry door<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 3 cars maximum<br>-C0368660200<br> Please note there is/are an exterior camera on the property that records front of house/driveway/entry door

2 Mi to Beach: Retreat w/ Pool & Grill in Mashpee!

Mashpee, MA, US
2 Bedrooms 6 Guests
Sep 27 - 29
$285 night

Central Location | Private Fenced Yard | 5 Mi to Regal Mashpee Commons & Mini Golf Enjoy a coastal winter retreat with a stay at this 2-bedroom, 2-bath Mashpee vacation rental! Tucked away in a quaint village in New Seabury, this picturesque home combines a prime location with coveted amenities like a gourmet kitchen, fenced yard, and more. Close to shopping, dining, and nature trails, it offers the perfect balance of comfort and convenience for your winter escape. -- THE PROPERTY -- MassTaxConnect ID #C0387561720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed, 1 twin bed - Second Living Room: 1 sleeper sofa OUTDOOR LIVING - Private patio - Heated seasonal swimming pool (open mid-May-end of September) - Gas grill - Dining area MAIN FEATURES - 4 Smart TVs - 6-person dining table - Ceiling fans KITCHEN - Cooking basics, dishware & flatware - Microwave, stove/oven - Refrigerator, dishwasher - Keurig coffee maker - Ice maker, water filter - Spices GENERAL - Free WiFi - Central A/C & heating - Towels/linens - In-unit washer/dryer, iron/board - Hair dryers - Hangers - Trash bags - Starter supplies (4 rolls toilet paper, 2 rolls paper towels & a few laundry detergent pods) - Dishwasher soap, dish soap ACCESSIBILITY - Single-story home - Step-free access PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Peaceful neighborhood near beaches & hiking - Close to golf courses - 2-3 miles to Popponesset Marketplace & Cape Cod Children's Museum - 15 miles to Nobska Lighthouse - 30 miles to Martha's Vineyard via ferry - 34 miles to Plymouth - 16 miles to Cape Cod Gateway Airport - 73 miles to Boston Logan International Airport (73.3 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 or vaping of any kind - 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 offers step-free access - All TVs in the house are equipped with Roku for your convenience. - The private heated pool is open seasonally, from mid-May to the end of September. It is heated to a comfortable and refreshing temperature between 80–84°F (please note this is a swimming pool, not a hot tub) - Starter supplies are provided, including 4 rolls of toilet paper, 2 rolls of paper towels, and a few laundry detergent pods

Center Of It All: 454-Cv Sea Captain’s Estate with Heated Pool and Pickle Ball Court

Centerville, MA, US
8 Bedrooms 20 Guests
Sep 7 - 10
$1,776 night

This property is professionally managed by Pretty Picky Properties. Sea Captain’s Estate with Heated Pool and Pickle Ball Court Sleeps 20 in 8 Bedrooms, 4.5 Baths Linens Included and Beds Made Rents Saturday to Saturday during the summer months Pets considered up to 40lbs. Pool Heating Fee Prior to June 22 and after September 13 Labor Day Weekend 4-night minimum stay From its rooftop Victorian cupola perfect for stargazing to its classically coffered ceilings and gleaming hardwood floors, this one-of-a-kind, historic grand manor warms your heart the minute you step onto the property and pass under the towering linden trees that define the expansive front yard. Originally built in 1856 for Sea Captain Russell Marston, the 5,600-square-foot property has been fully renovated and modernized over the past decade, retaining the character of a grand estate while featuring tasteful décor and elegant finishes. The result is the perfect balance of historic charm and modern amenities, comfortably and memorably accommodating up to 20 guests. The home’s central location in mid-Cape puts it in the charming Centerville Historic District, less than a mile from Craigville Beach, known for its wide sandy shore and stunning views of Nantucket Sound. Owners offer a beach pass if you prefer to drive to other area beaches! It’s a short walk along the sidewalk to the water, or a quick two-minute drive. Just five minutes down Main Street, you can enjoy award-winning Four Seas Ice Cream, perfect for a treat at any time or after dinner. Nearby, you’ll find the 1856 Country Store, which still sells “penny candy" along with gifts and souvenirs, as well as the library and a new playground. While your group may prefer staying on the grounds, the home offers easy access to all parts of Cape Cod. It’s just 5 minutes to upscale shopping and dining in Osterville, 10 minutes to the variety of options in downtown Hyannis and the ferries to the Islands, and 15 minutes to trendy Mashpee Commons. You’re also close to excellent local markets, bakeries, and coffee shops, along with convenient stores like Whole Foods and Trader Joe’s. It truly offers the best of everything! The main level of this home offers a common space that is remarkably open for a home of this vintage, including a bright, thoughtfully equipped kitchen with high-end appliances and an impressive great room with plush seating and a large smart TV for movie nights. There’s a full dining room and an additional dining area just off the great room and kitchen, which could easily host family game nights. In addition, several living spaces complete the expansive first floor and are ideal for your large group to spread out. There is an elegant lounge perfect for reading by day or for hosting cocktails by night, as well as a more contemporary family room, ideal for kids and teens, with a large smart TV, an Xbox gaming system, and a selection of board games. The main level also includes a sunroom with access to the spacious grounds, a half bath, and a mudroom with two sets of washers and dryers. The home offers various sleeping arrangements across eight bedrooms on three levels. The main level features a spacious bedroom with a King bed and an ensuite bathroom with a step-in shower. Ascending the grand, winding staircase, the second level includes several sleep areas. There is a luxurious King suite with an ensuite bath that has a soaking tub and a large shower. This primary bathroom also has a second door for direct hall access, ensuring privacy for the master suite occupants. Adjacent are two tastefully decorated bedrooms—one with a King bed and the other with a Queen bed—that share a hall bath with a step-in shower. In a separate wing of the second floor, there’s another large King suite with its own private exterior entrance, ideal for a family. This suite includes a bedroom with a comfy King bed, a kitchenette, a full bath with a step-in shower, and an additional sleeping area with two twin beds. From this suite, you can step out onto a spacious deck overlooking the pool and grounds. The third level features three cozy bedrooms: one with a Queen bed, another with two twin beds, and a third with four twin beds. This level also has a smart TV and a PlayStation gaming system. Overall, the house contains four full bathrooms and one half bath. Your outdoor summer experience here will be truly unforgettable! Picture sunny days relaxing by the spacious, secluded heated pool (gated for safety!). This beautiful area will become a favorite spot, featuring resort-style lounge chairs and a dining table perfect for outdoor lunches. There’s also a pool cabana equipped with a fridge/freezer, an outdoor rinse station, and a convenient half bath. Your group will appreciate the many outdoor living options available! On the opposite side of the house, accessible from the great room, is another spacious outdoor entertaining area. It’s a large stone courtyard with premium lounge seating around a gas fire pit, a large gas grill, and a whole-home generator. Additionally, two expansive sundecks with lounge seating and a table with an umbrella—perfect for lunch or cocktails — overlooking the pool are located on the second level. A unique amenity, a private pickleball court. Ideal for family tournaments! This home will be your private resort on the Cape! The house is set on 1.37 acres of private, professionally landscaped, park-like grounds with ample flat yard space for kids to run and play safely. You can enjoy family soccer matches, cornhole games, or basketball at the driveway hoop. The home is equipped with central air conditioning, high-speed Wi-Fi, multiple smart TVs, and a Sonos sound system. 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 this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Pool & Screened Deck! Home 2 Mi to Mashpee Commons

Mashpee, MA, US
4 Bedrooms 8 Guests
Sep 18 - 22
$425 night

Relax in this upscale escape that you and your family will adore no matter the time of year. Gather around the fire pit, have some fun in the pool, and pick from 5 Smart TVs when you’re not sightseeing. Boat or fish at John’s Pond, watch the waves come in at South Cape Beach State Park, shop and dine in style at Mashpee Commons, and take a ferry to Martha’s Vineyard. No matter how you choose to enjoy this 4-bedroom, 2-bath home, there’s something for everyone! -- THE PROPERTY -- MassTaxConnect ID C0447261720 | Charcoal Grill (Bring Your Own Charcoal) | Outdoor Shower | Wine/Beverage Fridge Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bunk Bed | Additional Sleeping: Crib OUTDOOR LIVING: Private outdoor pool & garden, 6 poolside deck chairs, fire pit (propane provided), screened deck INDOOR LIVING: 5 Smart TVs w/ cable, DVD player, gas stove, board games, high chair, ceiling fan, central A/C, electric heat KITCHEN: Fridge, stove & oven, dishwasher, microwave, toaster oven, cooking basics, dishware & flatware, Nespresso Vertuo Next w/ welcome pack of capsules, Cuisinart electric kettle, ice maker, water filter, trash bags, paper towels GENERAL: Free WiFi, washer & dryer, laundry detergent, clothes steamer, iron & board, hair dryer, towels & linens, hangers FAQ: Ring doorbell camera (facing out), beach access currently unavailable SUITABILITY: 2 stairs to access, 1st-floor bedroom & bathroom PARKING: 43’ driveway (3 vehicles), RV/trailer parking w/ backup generator, EV charger -- THE LOCATION -- SAND & WATER: John's Pond Park (4 miles), Loop Beach (6 miles), South Cape Beach State Park (8 miles), Falmouth Heights Beach (9 miles), Old Silver Beach (9 miles) TO DOS: Mashpee Commons (2 miles), Cape Cod Fairgrounds (2 miles), Quashnet Golf Course (2 miles), Cape Cod Children's Museum (5 miles) NEAR THE COAST: Mashpee National Wildlife Refuge (6 miles), Hyannis Port (14 miles), Martha’s Vineyard (14 miles to Woods Hole Terminal), Nantucket & Martha's Vineyard (15 miles to Hyannis Cruise Terminal) AIRPORT: Cape Cod Getaway Airport (14 miles), Boston Logan International Airport (72 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Access to this home requires 2 stairs; there is a bedroom and full bathroom available on the 1st floor - NOTE: Your safety matters. This property features 1 exterior security camera. The camera is a Ring doorbell device with an exterior security camera facing the front outdoor entry. It does not look into any interior spaces. The camera actively records video and sound when motion is detected by the devices (including devices linked to the cameras such as the alarm system’s motion detector) or when the video doorbell button is pressed - NOTE: Access to John's Pond Beach is currently unavailable; however, there is a public access beach on the north shore of the pond, just a short drive away Licence number: C0447261720;STR-24-0011;STR-25-0007;STR-26-0010

Private pool, hot tub, minutes from beach!

Mashpee, MA, US
4 Bedrooms 8 Guests
Sep 14 - 16
$245 night

22002 - Soak by the Shore: Private pool, hot tub, minutes from beach! Let the Cape Cod air beckon you to this four-bedroom, three-and-a-half-bath getaway in Mashpee. The home invites up to eight guests to enjoy sunny days by the heated pool, indulge in a soak in the bubbling hot tub, or wash off after a beach day at the outdoor rinse station. Fire up the BBQ for an afternoon feast, or gather in the finished basement for laughter and games long into the evening.<br><br>Wake each morning on the king bed in the first-floor suite, stepping out onto the deck as light pours through your private entrance. Bunk rooms nearby and a queen suite upstairs ensure plenty of space for family and friends. Central air keeps you comfortable, and high-speed WiFi and a top-of-the-line sound system add ease to every moment at home. Set out on very short drive to South Cape Beach for surf and sun—just 3minutes from the house. Tee off at New Seabury Country Club, explore boutique shops at Mashpee Commons, or sip coffee in the vibrant Popponesset Marketplace with boutiques, food, and mini-golf, all within a quick ten-minute drive. Feeling adventurous? Head to the Town Landing, only 8 minutes away and launch some rented kayaks or paddleboards.<br><br>After days of seaside adventure, come home to your cozy coastal retreat—where sunny poolside afternoons, star-lit hot tub evenings, and serene bedrooms await. Your ideal Mashpee getaway is ready to welcome you. Reserve your stay at Soak by the Shore today and start making unforgettable memories!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 1 King Bed<br>-1st Floor Bedroom: Queen Bed<br>-1st Floor Bedroom: Bunk bed with a twin over full bed, plus a twin trundle.<br>-2nd Floor Bedroom: Full Bed<br>Bathrooms<br>-Total 3.5<br>-1st Floor: Shower/Tub (ensuite)<br>-1st Floor: Shower<br>-2nd Floor: Shower<br>-Ground Floor: ½ Bathroom<br>Other Amenities <br>-Central AC<br>-WiFi<br>-Smart TV with Streaming Service<br>-Washer/Dryer <br>-Indoor Gas Fireplace<br>-Propane Grill<br>-Wood Fire pit<br>-Outdoor Rinse Station (unenclosed outdoor shower)<br>-Heated Pool (Open by May 15th until September 15th)<br>-Hot Tub<br>-Please note outdoor amenities are available seasonally<br>-Please note there is/are an exterior Ring camera on the property that records front of house/driveway/entry door <br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 4 cars maximum<br>-C0559801720

East Falmouth Family Gem w/ Private Beach Access

Falmouth, MA, US
5 Bedrooms 10 Guests
Aug 29 - Sep 5
$639 night

Pristine beaches, breathtaking scenery, and total relaxation await you in Cape Cod! You'll experience all of this and more when you stay at this fantastic East Falmouth vacation rental house, situated minutes away from a private beach in a quiet and safe neighborhood. Full of natural light and contemporary flair, this sensational 5-bedroom, 2-bathroom abode comes with all the comforts of home including an air hockey table, while still whisking you away from the stresses of everyday life. -- THE PROPERTY -- MassTaxConnect ID C0209380960 | 2,300 Sq Ft | Resort Amenities | Free WiFi Enjoy an effortless visit to the Cape Cod area with friends or family when you book this wonderful getaway. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: Queen Bed | Bedroom 5: 2 Twin Beds | Additional Sleeping: Pack-n-Play INDOOR LIVING: Air hockey table, 5 flat-screen cable TVs, beachy interior decor, dining table OUTDOOR LIVING: Weber gas grill, swing set, private beach access, umbrella dining set, expansive deck, bicycles COUNTRY CLUB AMENITIES: Beach access, pool, tennis courts, clubhouse, on-site laundry facilities KITCHEN: 2 Fully equipped kitchens w/ cooking basics, coffee maker, toaster, Crock-Pot GENERAL: High chairs, Pack-N-Play, free WiFi, complimentary toiletries, trash bags, paper towels, hair dryer, iron/board, washer/dryer, central A/C FAQ: No linens/towels PARKING: On-site parking (maximum 4 vehicles) -- THE LOCATION -- BEACHES: Private Beach Access (on-site), Menauhant Beach (3.9 miles), Bristol Beach (6.1 miles), Falmouth Heights Beach (6.5 miles), Surf Drive Beach (7.5 miles), Mashpee Town Beach (7.7 miles), Chapoquoit Beach (7.8 miles) ATTRACTIONS: Cape Cod Winery (3.5 miles), Falmouth Museums On The Green (6.6 miles), Trunk River (8.6 miles), Pirate Adventures Martha’s Vineyard (18.7 miles) SHOPPING: South Cape Village (4.7 miles), Mashpee Commons (5.0 miles), Falmouth Plaza (5.6 miles), Cape Cod Mall (16.2 miles), Bourne Bridge Crossing Shopping Center (17.4 miles), Tisbury MarketPlace (18.0 miles) LOCAL BITES: Moonakis Cafe (2.2 miles), East End Tap (3.8 miles), Thai Kitchen (4.7 miles), Falmouth Fish Market (4.9 miles), Casa Vallarta Mexican Restaurant (5.3 miles), Eat Your Heart Out Cafe & Gourmet (6.0 miles), Devour (6.3 miles), British Beer Co (6.5 miles) AIRPORT: Boston Logan International Airport (73.4 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 - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Violation of any policies will not be permitted and will result in fines or eviction - NOTE: The maximum occupancy is 10 people - NOTE: Linens and towels are not provided at the property, but are available through a local rental company - NOTE: Your safety matters. An exterior security camera is located on the roof, facing out towards the front entrance. The camera does not look into any interior spaces and is usually off during the rental season - NOTE: Only 4 cars can be parked at the property Licence number: C0209380960;C0209380960

Families Welcome! Home 2 Mi to Craigville Beach

Barnstable, MA, US
3 Bedrooms 7 Guests
Aug 30 - Sep 1
$334 night

Escape for a while and enjoy the calm atmosphere of this Hyannis vacation rental! Boasting 3 bedrooms, 1.5 bathrooms, a well-appointed interior with a full kitchen, a spacious backyard, and easy access to local beaches and golf courses, this charming home is an ideal getaway. Ready to explore? Tour the area with Hyannis Whale Watcher Cruises, stroll through the Heritage Museums & Gardens, or take a day trip to Martha's Vineyard. No matter how you spend your trip, a tranquil retreat awaits! -- THE PROPERTY -- MassTaxConnect ID C0420760200 | Dog Friendly w/ Fee | Spacious Yard w/ Fire Pit | Close to Golf Courses Bedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Queen Bed, Twin Bed | Additional Sleeping: Twin Air Mattress INDOOR LIVING: Smart TVs, fireplace (decorative only), breakfast bar, board games OUTDOOR LIVING: Deck, outdoor seating & dining areas, gas grill, hammock KITCHEN: Dishwasher, stove/oven, fridge, stainless steel appliances, Keurig coffee maker, microwave, toaster, blender, tea kettle, ice maker, dishware/flatware, spices, basic cooking essentials GENERAL: Free WiFi, keyless entry, central A/C & heating, iron/ironing board, towels/linens, hair dryer, complimentary toiletries, trash bags/paper towels FAQ: Steps required to enter, pet fee (paid pre-trip) PARKING: Driveway (4 vehicles) -- THE LOCATION -- ESCAPE TO NATURE: Craigville Beach (2 miles), Keyes Memorial Beach (3 miles), Hyannis Harbor Light Beach (3 miles), Kalmus Park Beach (3 miles), Hyannis Whale Watcher Cruises (4 miles), Cape Cod National Seashore (21 miles), Martha's Vineyard (38 miles w/ ferry) HISTORY BUFFS: John F. Kennedy Hyannis Museum (2 miles), Whydah Pirate Museum (5 miles), Heritage Museums & Gardens (14 miles), Atwood Museum (21 miles) HIT THE LINKS: Twin Brooks Golf Course (2 miles), Hyannis Golf Course (2 miles), Hyannisport Club (2 miles), Old Barnstable Fairgrounds Golf Course (6 miles) AIRPORTS: Cape Cod Gateway Airport (2 miles), Boston Logan International Airport (71 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, 1 dog max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires steps to enter - NOTE: The fireplace is not available for guest use Licence number: C0420760200

Relax by the Lake: Private Beach & Views

Barnstable, MA, US
5 Bedrooms 10 Guests
Aug 21 - 28
$1,806 night

5 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3-night minimum in the off season - ask our Reservation Specialists for more details. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for every bed home sleeps and total home occupancy. We offer a 4 pm Check-In and 10 am Check-Out Expansive views from this water-front home on Lake Wequaquet. This stunning, pet-friendly home is nestled on the shores of a quiet inlet with a private sandy beach, new dock, large yard with volleyball net, lower level entertainment area, office overlooking the water, Central A/C and Free WIFI. Bonus: Linens and towels included as well as a Barnstable Village beach pass for guest use. Owners Share Why I Love My Home: When you walk up to the front door and see the water, you know your vacation has begun. Our home is spacious and comfortable and there is a place for everyone to relax. We enjoy our morning coffee on the secluded decks watching the lake wake up with crew teams gliding along the water. Afternoons consist of relaxing on the beach, swimming, and volleyball. We often venture out on the lake and take advantage of kayaking, paddleboarding and fishing. Lake Wequaquet is even a stop on the pro tour. Evening cookouts and gorgeous sunsets are how we end our day. We love the warm, clean waters of the lake, and we are a short drive to the 14 beaches offered by the Town of Barnstable. There is so much to love about our home, and we hope you enjoy it as much as us. Let Us Tell You About This Home: Nestled among the tall trees is this absolutely stunning home on Lake Wequaquet in Centerville. The owners have thought of everything - The Dragonfly is ready for you to make this your little slice of heaven for while. A farmhouse-style wraparound porch greets you upon arrival with porch swing and rocking chairs for those quiet evenings. The entry door is a full glass door and lets you get a peak inside and right through the house to the expansive water views! Enter the home from the side door and head down the hall to a large entryway with hardwood floors with detailed dove tail accents. A floor-to-ceiling stone fireplace divides the front of the home from the back and also the dining area from the kitchen. A true focal point of this home. The stairs to the second floor and finished lower level are to the right of the entry way. The dining area is to the right with a large, wooden table capable of seating ten. The bench for additional seating is nestled under the side table and the extra leaves are in the front hall closet. Get ready to be captivated by the water views as you approach the large living room with bead board vaulted ceiling and modern style chandelier and floor to ceiling windows. Enjoy a lazy afternoon on the custom cushioned bench that runs the entire width of the room. Two couches and occasional chairs round out this amazing room. The flat screen TV is tucked into the deep blue built-in cabinet on the right. Across is the large kitchen with marble topped center island and three stools for casual eating. Stainless steel appliances and six-burner chef’s gas stove was custom designed to fit into the stone fireplace - what a unique feature! The lighted cooking nook and glass front cabinets add a level of luxury to the kitchen. Head out the slider to the expansive wrap around deck with views from any vantage point! Note the large, round, teak-wood table with umbrella for alfresco dining. Relax on either of the outdoor couches under the shade of the second floor balcony or work on your tan in one of the comfy lounge chairs. The gas grill is waiting for your favorite foods -- and don’t worry about running out of gas, it has a direct gas line for your convenience! Bedroom #1 is off of the kitchen and has a Queen-size bed, dresser and closet. Enjoy quiet mornings on your private deck overlooking the water. The deck is complete with two chairs and a lounge-style chair for your relaxation. Bathroom #1 is Jack & Jill style with access from the hallway off the kitchen and from Bedroom #1. This is a full bathroom with stand up shower. Head Upstairs to find: Bedroom #2 on the right with a Queen-size bed, luggage rack, chair and desk, dresser and closet. Bedroom #3 across the hall has a built-in raised Twin-size bed. Two comfy beanbag chairs fill the space under the bed (no use of the upper loft for safety reasons). Second floor laundry is in the hallway closet for your convenience - Bathroom #2 is also in the hallway with a tub/shower combination. Bedroom #4 2 Full-size beds with 1 twin trundle bed. The bedroom also includes a closet with built-in dresser and chair. Bedroom #5 at the end of the hallway is the Primary Bedroom and has a King-size bed, dresser, closet and a large private deck overlooking the lake with seating. The A/C nest thermostat in this room controls the second floor. Bathroom #3 is ensuite to Bedroom #5 with dual vanity and large walk-in shower. Head down to the fully-finished basement: The stone fireplace is the centerpiece of this game room. Enjoy a trip to the 80’s with retro-style, two-person video game system with over 400 games! Want to go really "old school" - the high top table is perfect for a game of chess or checkers. There is a dedicated office with desk and occasional chair off the game room if remote working or learning is still on your agenda. This large office is in addition to two desk in the kitchen and Bedroom #2 and a small office in the lower level sitting room with a queen pull-out sofa. The mini-kitchen with wine fridge, sink and microwave is perfect for stocking drinks, snacks and making popcorn for movie night! The next room is a dedicated exercise room offering yoga mats, free weights and an exercise bike all while enjoying beautiful water view of the lake. Bathroom # 4 is a Jack & Jill style with stand-up shower - enter from the mini-kitchen or sitting room. At the end of the hall is a large entertainment room with a 75-inch flat screen TV! The sectional couch, table with four high back chairs and nook with bean bag chairs is the place to be when planning a family movie night or a game night - the choices are endless! French-style doors give access to the back yard and allow all to enjoy the beautiful view of Lake Wequaquet. The large, lush, grassy yard has a permanent volleyball net so be ready to play! The shed offers other lawn games, kayaks (4) and paddle boards (4) for your enjoyment (use at your own risk). Head down the lawn to the private sandy beach with deck, lounge chairs and a table with two chairs. The T-shaped dock is the perfect spot to launch the kayaks or toss in a line and see what you catch (dinner, maybe?). Feel like exploring all that Barnstable has to offer? The homeowners provide a "landlord" beach sticker for one car to park at any of the public beaches from bay side to the ocean in the seven Barnstable Villages. We hope the Dragonflies you will see darting around the yard set the tone for a peaceful, colorful stay! Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun. With all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability). This home has Keyless Entry for your convenience. NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home. PET FRIENDLY HOMES are for a DOG only. This home allows 1 dog with a $25 per night fee. With owner approval, a second dog may be considered for an additional $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. Max parking of cars at property: 6+ including gravel area at top of driveway - No parking on lawn anytime. Fireplaces are inoperable and are for décor purposes only. Additional Information to Assist You: Our calendars are updated in real-time and are accurate. Departure cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. State and local taxes are charged if applicable. For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments. A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. ***Linens - bed sheets, bath/dish/beach towels and bath mats are INCLUDED with this home. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc. You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. Area Info: *Mileage is approximate You are right on the water at Lake Wequaquet 1.1 mile to The Cape Codder Resort and Spa 1.1 mile to Cape Cod Beer - Tour the brewery! 1.3 mile to Stop & Shop 1.4 mile to Olive Garden 1.9 mile to Whole Foods Market 1.9 mile to the Cape Cod Mall 2.1 miles to Sam Diego’s Restaurant 2.1 miles to Bobby Byrne’s Restaurant & Pub 2.4 miles to 1856 Country Store - penny candy, gifts, souvenirs 3.4 miles to Craigville Beach A short drive (3.4 miles) to Main Street Hyannis where you will find: The Steamship Authority Ferry Restaurants Shopping Bars Bakeries Museums Galleries *Mileage is approximate Licence number: C0355210200

Bayside Dunes: 023-D Dennis Bayside: Just Renovated, Pool, Hot Tub, Walk to Beaches

Dennis, MA, US
4 Bedrooms 12 Guests
Dec 31 - Jan 3
$1,177 night

This property is professionally managed by Pretty Picky Properties Dennis Bayside: Updated, Pool, Hot Tub, Walk to Beaches Sleeps 12 5 Bedrooms, 4.5 Baths Rents Saturday to Saturday during Peak Season Linens Included, Beds Made You won’t have to worry about parking at the beach. You can walk there, and not in the road, either. Here you have private paths to two of the best beaches on Cape Cod Bay. You’ll have your feet in the sand at either Mayflower or Bayview Beach in five minutes or less. You’ll want to come back for sunset. It can be absolutely stunning over the Bay. And after sunset, take a short walk to Chapin’s - an excellent spot for dinner and cocktails! You’ll also enjoy a beautiful sunset back at the house, where you’ll quickly understand why the road is called Dunes View, as you look out over the sandy dunes that shape this part of the bay’s coast. After leaving the beach, rinse off the sand and salt in the outdoor shower, then unwind by the stunning heated pool. Alternatively, have the kids start a game of “Marco Polo" while you relax in the calming hot tub. The outdoor living areas are exceptional, and the pool is just the start. Beyond the gate lies a separate outdoor space with a large dining table, chairs, a hot tub, a gas fire pit, and a large gas grill. A new pool cabana features an additional bar area that opens to the pool deck, along with extra seating to watch the ball game while staying connected to the poolside activities. The upper decks offer a captivating elevated view of the well-kept, private yard and gardens, with the beach dunes visible beyond. The large upstairs deck features shaded seating under an awning. Inside, you’ll be captivated by the cheerful, bright, open floor plan. The modern kitchen features top-tier stainless steel appliances, extensive granite countertops, and a wet bar with a wine fridge, offering more than you could imagine. Next to the kitchen, a spacious dining table seats twelve, with three additional seats at the kitchen island, which includes a second sink for easier meal preparation. The kitchen and dining space seamlessly connect to the living room, furnished with lounge seating and a large wall-mounted TV. Sleeping arrangements include 12 beds, starting with two main-level bedrooms, each furnished with a comfortable queen-sized bed. These share a beautifully renovated, spacious full bathroom. Upstairs, there are two additional bedrooms, each a primary suite with a generous king-sized bed and a private full bath, one featuring a two-person shower. The house also offers a large bonus space above the pool cabana, featuring a great room with a large TV, a full bath, and ample lounge seating. Four XL single beds are located here, two of which are built-in trundle beds, increasing the total sleeping capacity to 12. The pool cabana provides another area with a TV and a half bath nearby for poolside use. This home has four full baths and one half bath. There’s central air conditioning, high-speed Wi-Fi, smart/cable TV, a Sonos® Sound System, and a ping-pong table for guest use. 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 this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Backyard Chilling: Cape Cod Home Steps to Beach

Falmouth, MA, US
4 Bedrooms 8 Guests
Aug 22 - 27
$499 night

Indoor & Outdoor Dining | 7 Mi to South Cape Beach | 1,700 Sq Ft Everything you need for a laid-back family getaway is right here at this Cape Cod vacation rental! Spend your days lounging on the beach, visiting shops and restaurants in Falmouth, or hiking in the nearby preserves. Planning a day trip to Martha’s Vineyard? The ferry is just 5 miles away! After a busy day, return to the 4-bedroom, 2-bath home to grill up dinner and dine on the deck. -- THE PROPERTY -- C0347100960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin XL beds - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Den: 1 sleeper sofa INDOOR LIVING - Smart TV - Board games, books - Fireplace (decorative only) OUTDOOR LIVING - Deck w/ dining table & grill (propane provided) - Fire pit w/ seating (wood provided) - Private yard - Private community beach access KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee pot & Keurig, toaster oven, microwave, Crockpot - Cooking basics, dishware & flatware - Dining table - Spices GENERAL - Free WiFi - Window A/C units (all bedrooms), ductless A/C (main-level common areas), ceiling fan (living room), baseboard heating - Washer/dryer, iron & board - Linens & towels, hair dryer, hangers - Keyless entry ACCESSIBILITY - Stairs for entry, split-level home - 2 bedrooms & 1 full bathroom on main level PARKING - Driveway (5 vehicles) -- THE LOCATION -- - 2 miles or less to restaurants & coffee shops - 7 miles to South Cape Beach State Park - 5 miles to the Island Queen Ferry to Martha’s Vineyard - 10 miles to Old Silver Beach & Woods Hole Oceanographic Institution - 5 miles to Cape Cod Country Club - 73 miles to Boston Logan International Airport -- 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 - 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 split-level home requires stairs for entry; the main level features 2 bedrooms and 1 full bathroom - The fireplace is decorative only and not available for guest use Licence number: C0347100960

Family Tides: Private Retreat with Pool & Hot Tub

Barnstable, MA, US
4 Bedrooms 6 Guests
Aug 28 - 31
$1,078 night

4 Bedroom - 3 Baths - Sleeps 7 with additional sleep space A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy We offer a 4 pm Check-In and 9 am Check-Out Welcome to Family Tides! Renovated and updated home with central AC sleeps 6 in 4 bedrooms and one more in additional sleeping space. This home has a lower level living space including a bedroom, full bathroom, kitchenette/bar, living room and laundry room with dedicated work space and separate entry. The outdoor space includes a kitchen/bar, in ground pool, hot tub and basketball hoop. Gather the whole family in this welcoming home while exploring the Cape from its central location! BONUS: Linens and towels included! Let Us Tell You About This Home: Plenty of parking space in the long driveway as you approach this unassuming home. Enter through the front door into a sun-filled open floorplan of living and kitchen areas draped in hues of local sand and shells. Leave your shoes and your worries by the door on the large storage bench that lines the entryway. Make your way into the living room and take a seat on the large sectional to enjoy your favorite show on the flat screen TV. Beneath it is a gas fireplace that welcomes you with an adjacent comfortable chair. Adjoining the living space is the kitchen that begins its defined space with an oversized island accented by waterfall marble ends and serving the occupants of four bar height chairs. The white cabinetry, appliances and countertops achieve a complimentary flow with lines and swirls of copper colored hues utilized throughout. A sliding glass door on the side of the kitchen will bring you to the impressive outdoor living spaces which are introduced with the enclosable and heated patio and outdoor kitchen/bar surrounded by lounge furniture and game tables. Outside of this covered area you will find a large, fenced lot containing an above ground hot tub, an in ground pool, an area of grass for lawn games and a basketball hoop contained in the end of the driveway which continues beside the house to greet the back yard. Back inside the home, you pass through the open living spaces into a hallway that first leads to full Bathroom #1 with shower/tub combination. Across the hall is Bedroom #1 which has a Twin sized bed, flat screen TV and built in desk/work area with comfortable gaming chair. Bedroom #2 has a Full (Queen?) sized bed, flat screen TV and built in desk/work area also with comfortable gaming chair. At the end of the hall is Bedroom #3, the primary bedroom, offering a King sized bed, flat screen TV, large closet with barn door and full en suite Bathroom #2 with shower. Heading back to the living space/entry, next to the hall bathroom is the door leading to the lower level. At the bottom of the stairs, you find an auxiliary refrigerator, high end full sized washer/dryer in a laundry area and a desk/work space near the doorway that leads into the living spaces of the lower level. You first encounter Bedroom #4 with a built in desk/work area as well as a Twin sized bed. Accompanying this bedroom in the same hallway is full Bathroom #3 with shower. At the end of the hallway, you enter an open area with full kitchen (including refrigerator in laundry room) and bar, entertainment center with flat screen TV, couch and chair near another flat screen TV as well as a Twin sized bed with trundle. From this living space, you can exit to the backyard area near the driveway and basketball hoop by utilizing a stairway leading up to ground level. With a central location in Hyannis Woods as well as a pool, hot tub, well-appointed outdoor area and numerous living and entertaining spaces within, this home offers all that you need for a week of family fun on the Cape. You may never leave! Guest Welcome Starter Bag Included: A large reusable tote with: 2 rolls of toilet paper, tissues, hand soap, sponge, 2 trash bags, dish soap, dishwashing detergent, a roll of paper towels, laundry detergent and hand sanitizer (subject to change based on guest needs and marketplace availability). Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun. This home has Keyless Entry for your convenience. NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home. PET FRIENDLY HOMES are for a DOG only. This home allows 1 dog with a $25 per night fee. With owner approval, a second dog may be considered for an additional $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. Max parking of cars at property: 4 - No parking on lawn anytime. Additional Information to Assist You: Our calendars are updated in real-time and are accurate. Departure cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. State and local taxes are charged if applicable. For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments. A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. ***Linens - bed sheets, bath/dish/beach towels and bath mats ARE INCLUDED with this home. Please ask our guest specialist for details. You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. Area Info: *Mileage is approximate 2.1 Miles to Eugenia Fortes Beach 2.2 Miles to Keyes Memorial Beach 2.8 Miles to Craigville Beach 4 Miles to Wequaquet Lake boat ramp 0.8 Mile to nearest grocery and pharmacy stores Short 2 mile drive into the town of Hyannis where you will find : Shopping Restaurants Ferries to the Nantucket /Martha’s Vineyard Whale Watch Tours *Mileage is approximate Licence number: C0420370200

2 Mi to Beach: Falmouth Group Getaway w/ Game Room

Falmouth, MA, US
4 Bedrooms 8 Guests
Aug 31 - Sep 3
$517 night

Get the most out of your next exciting Atlantic getaway when you stay at this charming East Falmouth vacation rental! With a fully stocked game room, serene covered patio, and great location just minutes from the coast, this 4-bedroom, 3-bath house is perfect for keeping everyone entertained while in town. Relax on the shores of South Cape Beach, check out local fishing charters, or explore shopping and dining options at Mashpee Commons before heading home to end the day with a game of 8-ball! -- THE PROPERTY -- C0424120960 | Covered Patio | In-Unit Laundry | 4 Mi to Downtown Falmouth | 8 Mi to Woods Hole Ferry Terminal Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Bedroom 4: Twin/Full Bunk Bed w/ Twin Trundle, Twin Bed | Game Room: Queen Sleeper Sofa | Mudroom: Full Futon INDOOR LIVING: Smart TVs, dining table, walk-in closet, en-suite bathroom, walk-in shower, ceiling fans GAME ROOM: Pool table, foosball table, dartboard, board games OUTDOOR LIVING: Outdoor seating, patio heater, outdoor shower, gas grill (propane provided) KITCHEN: Refrigerator, Keurig & drip coffee makers, stove/oven, microwave, toaster oven, blender, dishwasher, dishware & flatware, cooking basics, spices GENERAL: Self check-in, free WiFi, central heating, window A/C units, washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer ACCESSIBILITY: 3-story house, 2 steps required to enter, interior stairs required to reach all bedrooms on upper & lower levels PARKING: Driveway (8 vehicles) -- THE LOCATION -- AREA BEACHES: Menauhant Beach (2 miles), Old Silver Beach (8 miles), South Cape Beach State Park (9 miles) ON THE WATER: Patriot Party Boats - fishing charters (4 miles), Rideaway Adventures - kayak & canoe rentals (8 miles) NEARBY ATTRACTIONS: Cape Cod Winery (2 miles), Downtown Falmouth (4 miles), Highfield Hall & Gardens (5 miles), Mashpee Commons (6 miles), Cape Cod Children's Museum (7 miles), Nobska Lighthouse (8 miles) AIRPORTS: Boston Logan International Airport (75 miles), Rhode Island T.F. Green International Airport (78 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: While this 3-story house only requires 2 steps to enter, additional interior stairs are required to reach all of the home's bedrooms on the upper and lower levels Licence number: C0424120960

Olivia’s Oasis: 006-HL - Stunning New Construction with Heated Pool & Hot Tub in Harwich

Harwich, MA, US
5 Bedrooms 12 Guests
Sep 19 - 26
$1,280 night

This property is professional managed by Pretty Picky Properties Stunning New Construction with Heated Pool & Hot Tub in Harwich NEW Listing for 2026! Sleeps 12 Linens provided, beds made Rents Saturday to Saturday during peak season 7 night minimum stay required for all seasons Pool is open Memorial Day weekend through Columbus Day weekend Welcome to Olivia’s Oasis! Tucked away in East Harwich and crafted with fresh, modern elegance, this brand-new five-bedroom retreat sets the tone for an effortless Cape Cod escape. Thoughtfully designed and impeccably furnished, the home blends clean coastal style with the comforts of a true luxury stay. The layout offers privacy and flexibility for families or groups traveling together, with five spacious bedrooms—each featuring its own ensuite bath. The first-floor primary suite is a serene sanctuary with a king bed, while three upstairs bedrooms also offer king accommodations. A fifth bedroom, accessed by a separate staircase, features two twin beds with trundles, making it ideal for children or younger guests seeking their own space. At the heart of the home, the chef’s kitchen showcases high-end appliances and sleek finishes, opening seamlessly to inviting living and dining areas perfect for gathering. A second living space upstairs includes a wet bar, creating a relaxed lounge for evening cocktails or movie nights, while a private office provides a quiet place to check in—if you must. Outside, the experience continues with a heated saltwater pool, hot tub, and gas fire pit, all set within a private outdoor setting designed for long summer days and cool Cape evenings. Whether you’re returning from the beach or lingering under the stars, this outdoor oasis invites you to unwind in style. Ideally located, the home is just a 10-minute drive to several beautiful beaches including expansive Red River Beach (1.5 miles) and downtown Chatham, offering easy access to dining, shopping, and classic Cape Cod charm—while still enjoying the tranquility of East Harwich. Polished, private, and perfectly appointed, this exceptional home is a refined base for making lasting Cape memories. 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! ®

Dennis Dreams: 037-D Heated Pool, Walk to Mayflower Beach, Sleeps 10 w/Guest House in Dennis

Dennis, MA, US
4 Bedrooms 10 Guests
Sep 5 - 8
$1,723 night

This property is professionally managed by Pretty Picky Properties Exceptional Home with Guest House, Walk to Mayflower Beach, Heated Pool 4 Bedrooms plus 2 Bonus Rooms, 3.5 Bathrooms, Sleeps 10 Linens provided, Beds made Rents Saturday to Saturday during peak season Pool and hot tub open from Memorial Day to Columbus Day Beautiful Mayflower Beach is just a three-minute stroll from this property through an attractive, upscale Dennis bayside neighborhood. And after the beach, you have the private heated pool and spa to keep your group of up to 10 entertained and happy. You’ll love the heated saltwater pool with lounge seating all around the hardscape. The pool has a built-in spa in one corner, so it’s easy to move from one water temp to the other. There’s also a built-in fire table at one end of the pool and a built-in grill and mini-bar at the other with high boy chairs for socializing with the grill-meister. You’ll also enjoy a fresh water rinse-off in the enclosed outdoor shower apres beach or pool. Then there’s this property’s proximity to so much, so good, all along Main Street, Dennis (Route 6A). Eateries such as Scargo Café and Cape Cod Creamery are a handy three-minute drive. You won’t find any better fresh meat or fish than at Peterson’s Market, only a six-minute drive. This property is comprised of a main house and a guest house, so in all, you have four bedrooms plus two bonus rooms, three and a half baths and two kitchens. The fully equipped kitchen in the main house is especially appealing with its granite counters, updated appliances and roomy center island with high boy seating for four. The kitchen flows into the dining area with its pleasing bright and cheery ambiance. Then you enter the living room, spacious and luxurious in tones of gray. Here there’s a large flat screen TV mounted over the imposing fireplace. The master queen suite is located on the main level as well, with a private full bath, a two-sink vanity and step-in shower. There’s a half bath on this level also. Upstairs you’ll find one bedroom with a king size bed plus a twin with pull-out trundle under. Next, there’s a bedroom with a queen size bed and a single twin. Then, a bedroom with three twins. There is a full bath on this level as well. The guest house has one bonus room with a queen bed and a second bonus room with two sets of bunkbeds. In addition, a full kitchen and full bath. This home is air conditioned using in-wall split units plus window units in some locations. You’ll enjoy Smart TV and high speed Wi-Fi. There’s also a vehicle charging station. Please enter your travel dates in the top right corner of this page for up-to-date pricing. 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 rental terms less than 31 days that total 14.45%. Be sure to search this site for other Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

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

Brewster, MA, US
8 Bedrooms 18 Guests
Aug 29 - Sep 1
$1,757 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! ®

Stony Brook Sanctuary: 095-B Brand New Custom Built Luxury Home, Heated Pool, Close to Bay Beaches

Brewster, MA, US
5 Bedrooms 10 Guests
Dec 31 - Jan 3
$1,292 night

This property is professionally managed by Pretty Picky Properties New Custom Built Luxury Home, Heated Pool, Close to Bay Beaches “Stony Brook Sanctuary” 95-B Rents Saturday to Saturday during peak season Linens Included, Beds Made Sleeps 10 Location In 2022, the owners turned a vacant wooded lot into a tasteful luxury home. The lot is just under two acres and offers plenty of privacy and ample outdoor yard space. When you’re ready for the beach, you won’t have to go far. It’s less than a five-minute drive to Sea Street Beach and the intriguing Brewster Flats. It’s also about a 25-minute walk along an appealing path through the scenic marshlands leading to the beaches on Cape Cod Bay. You have your choice of several sandy beaches along the Bay in East Dennis, including the exceptional Corporation and Mayflower Beaches. You can also drive a few more minutes to Paine’s Creek Beach in Brewster for some of Cape Cod’s most beautiful sunsets. You’re also near excellent dining at several highly rated restaurants scattered along Main Street (Route 6A). Check out the Brewster Fish House, Scargo Café and the Sesuit Harbor Café, to name just a few favorites. Outside Living Space The centerpiece, of course, is the extra long heated pool, ideal for swimming laps as well as for splashing around with the kids. The superb outdoor living space behind the house features a large patio with an umbrella shaded oversized picnic table. The kids will make good use of the playscape/swing set as well! You’ll also take advantage of the enclosed outdoor shower and handy gas grill. Fire up the grill and serve dinner outside. Off the front side of the house you’ll enjoy a generous screened porch with comfy seating and a full-scale wood burning fireplace. Inside Living Space This home has 3,700 sq ft of interior living space, not counting the large screened porch and the finished lower level. You’ll be impressed by the combination of taste and quality the owners have brought to bear on all three levels of the house for your vacation enjoyment. And in case you have any office work to be done, the home has two offices equipped with high speed Wi-Fi. The extraordinary kitchen features a large center island with counter seating for five. The new, top of the line appliances are a pleasure to use, including the induction range. There is also a custom wood topped wet bar island in the kitchen with a wine fridge included. Immediately adjacent is the dining area with seating for eight, which can be expanded to 12, at a table lovingly crafted from reclaimed 17th century red pine. And just off that, the living room is light and bright with comfortable lounge seating and a gas fireplace. The finished lower level offers a comfy TV lounge, a recreation room with a regulation size pool table and another full bath. In all, the house has 5.5 baths. Sleeping Accommodations Start with the primary bedroom on the main level. It has a king size bed and a full private bath and a large TV. On the second level there are four more bedrooms. Two have queen size beds. One has a bunk bed with a full-size double under a twin on top. Finally, the fifth bedroom has a king size bed plus a sleep sofa with a fold out twin. It also has an adjacent full bath. For more information on bedrooms and baths, please click on the Room Details tab above. Amenities This amenity-rich home has two laundries, central air conditioning, high speed Wi-Fi, a Sonos® Sound System, cable/smart TV and much more. For a complete list of amenities please click on the Amenities tab above. 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 Damage Protection fee totaling $245.00 In addition, there are state and local taxes applied to all reservations of l 31 days or less 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! ®

Tonset Treasure: 204-O Luxurious Summer Living, Heated Pool. 5 Minute Drive to Nauset Beach

Orleans, MA, US
5 Bedrooms 11 Guests
Jan 1 - 4
$1,208 night

This property is Professionally Managed by Pretty Picky Properties. 5850 sq. ft. of Luxurious Summer Living, Heated Pool. 5 Minute Drive to Nauset Beach Sleeps 11 Rents Friday to Friday during peak season Linens Included, Beds Made Pool open from Memorial Day to Columbus Day The location is ideal: less than a 5-minute drive to world famous Nauset Beach and less than five minutes to Orleans Center with all its appealing shops, restaurants, galleries and Cape Cod League Baseball. Of course, now with a beautiful new heated saltwater pool in your back yard, you probably won’t go anywhere as often as you might otherwise! Around the pool is a generous pool patio that includes a huge umbrella-shaded loveseat, padded outdoor furniture, a gas fire-pit with Adirondack chairs and poolside loungers! This big, bright, magnificent contemporary home is located in the upscale Tonset neighborhood of Orleans. You will find plenty of room inside and out for your group of up to 12. Inside there is more than 5800 square feet of living space where your group can spread out and enjoy the perfect summer vacation. The expansive, private deck and spacious yard provides a great place to enjoy summer outdoor living, Cape Cod style. Here you’ll find the gas grill, umbrella shaded dining table, fire pit and enclosed outdoor shower. Inside, the thoughtful floor plan and tasteful décor elevate your vacation experience. There are five bedrooms in all; two master suites on the main level and three bedrooms upstairs. The first master bedroom has a king bed and walks out to the mahogany rear deck. There is a spacious, luxurious en suite bathroom featuring a jetted tub, separate step-in shower and a dual vanity sink. In addition, there is a sitting room off the master. The other master bedroom on the main level is outfitted with a queen bed and has a private full bath and access to the deck. The main level study also has a sleep sofa that converts to a full size double. Also on the main level you’ll find the generously sized chef’s kitchen, equipped with topline stainless steel appliances and amenities including, the Subzero® fridge, Viking® range and granite counters. The kitchen is light, bright and cheery, thanks to vaulted ceilings and plenty of windows. It opens to the dining and living areas so everyone can socialize during meal prep. The large flat screen TV is viewable from the kitchen as well. There is a breakfast counter with three seats for quick meals, kids’ snacks or kitchen kibitzers. Upstairs there are three bedrooms, one of which is outfitted with a Full bed and two Twin beds. It has its own private bath. Another bedroom on this level offers a queen bed and has a full private bath en suite. The final bedroom has two twin beds. There is also another pleasant lounge area on the upper level. The house has five full baths plus one half bath. The home is centrally air conditioned, has high speed Wi-Fi, smart TV with cable, and a Sonos® sound System. Recreational added value here comes in the form of a game room with a ping pong table in addition to kayaks provided for guest use. Once you experience this property and location, you’ll want to return for years to come, creating priceless memories of your family summer vacations on the Cape! Please enter your travel dates in 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 As is customary in vacation rentals there are additional fees to the rates listed. Those fees include $145 reservation fee and an $80 non-refundable Accidental Damage Protection (ADP) fee. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Please note: the pool is open Memorial Day - Columbus Day. This property offers a three-night minimum stay during select weeks in May – June and September – October. 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! ®

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

Chatham, MA, US
4 Bedrooms 8 Guests
Dec 31 - Jan 3
$1,146 night

This property is professionally managed by Pretty Picky Properties 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 $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! ® Town of Chatham Registration #778

The Breakaway: 007-O Exquisite in East Orleans

Orleans, MA, US
5 Bedrooms 13 Guests
Oct 31 - Nov 3
$1,205 night

Exquisite in East Orleans, Heated Pool, Fire pit, Gym! Linens Included, Beds Made Pets Considered Rents Friday to Friday in Peak Summer Off-Season Weekends and Partial Weeks Available Pool & Hot Tub open from Memorial Day to Columbus Day Welcome to The Breakaway, a stunning vacation home nestled in the picturesque Tonset Area of Orleans, Massachusetts. This luxurious property offers a perfect blend of comfort and elegance, making it an ideal retreat for families or groups seeking a memorable getaway. With 5 spacious bedrooms and 5.5 bathrooms, this home comfortably accommodates up to 14 guests, ensuring everyone has their own space to relax and unwind. As you step inside, you’ll be greeted by a beautifully designed interior featuring a gas fireplace that adds warmth and charm to the living area. The central air conditioning throughout the home ensures a cool and comfortable atmosphere, even on the warmest summer days. The fully equipped kitchen is a chef’s dream, complete with modern appliances, ample counter space, and a dining area perfect for family meals. The outdoor space is truly a highlight, boasting a heated private pool and a hot tub, perfect for soaking up the sun or enjoying a relaxing evening under the stars. The fenced yard provides a safe space for children and pets to play, while the outdoor seating areas and fire pit create an inviting atmosphere for gatherings. For those looking to stay active, the property features a gym and a game room equipped with a pool table and entertainment options, ensuring fun for all ages. Each bedroom is thoughtfully appointed, with the master suites offering TVs and sound systems for added convenience. Located just a short walk from the beach and near various attractions, including local Breweries and outdoor adventures, The Breakaway is the perfect base for exploring all that Cape Cod has to offer. Don’t miss out on this exceptional property—book your stay today and create unforgettable memories! Please enter in your travel dates in 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 this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Waterfront Falmouth Home w/ Dock on Jenkins Pond!

Falmouth, MA, US
3 Bedrooms 6 Guests
Jan 30 - Feb 6
$395 night

Experience a match made in heaven during your Cape Cod getaway, where swimming and kayaking await just steps from your door! This 3-bed, 2-bath vacation rental pairs a large deck overlooking spring-fed Jenkins Pond and luxury master en-suite bathroom with jetted tub. Wake up to gorgeous views and enjoy dining and drinks on the large deck overlooking the pond. Venture out to walk along any of 11 beautiful nearby ocean beaches or spend a day shopping and dining in Falmouth Center. -- THE PROPERTY -- C0485190960 | Private Dock | 2,200 Sq Ft | Walk to Community Pond Beach Spend quality family bonding time in the coastal town of Falmouth or even spend a day on Martha’s Vineyard a short ferry ride away - both quaint Cape Cod destinations that promise fun, adventure, and relaxation. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Family Room: Sleeper Sofa OUTDOOR AREA: Deck w/ lounge furniture, gas grill, floating dock, kayak, outdoor shower, direct pond access INDOOR LIVING: 2 flat-screen TVs, dining table, foosball table, Smart speaker, jetted tub, vaulted ceilings, skylights KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, drip coffee maker, toaster, teapot GENERAL: Free WiFi, air conditioning, central heating, linens & towels, complimentary toiletries, hair dryer, ceiling fans PARKING: Garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- BEACHES: Chapoquoit Beach (4.3 miles), Bristol Beach (4.8 miles), Wood Neck Beach (5.8 miles), Old Silver Beach (6.5 miles), Megansett Beach (6.7 miles), Shining Sea Bikeway (6.8 miles), South Cape Beach State Park (10.5 miles) OUTDOOR DESTINATIONS: Goodwill Park (3.7 miles), Mass Audubon's Ashumet Holly Wildlife Sanctuary(4.1 miles), Mashpee National Wildlife Refuge (5.3 miles), The Knob (7.1 miles) THINGS TO DO + SEE: Cape Cod Winery (2.5 miles), Bad Martha Farmer's Brewery (4.0 miles), Downtown Falmouth (4.3 miles), Falmouth Museums On The Green (4.9 miles), The Cape Club (5.5 miles), Falmouth Golf Course (6.4 miles), Nobska Lighthouse (8.4 miles), Woods Hole Oceanographic Institute & Science Aquarium (8.9 miles), Cape Cod Children's Museum (9.0 miles) AIRPORTS: Barnstable Municipal Airport (18.5 miles), Boston Logan International Airport (76.9 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in Licence number: C0242630960;R-23-1180;C0485190960;R-25-0035

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

Chatham, MA, US
8 Bedrooms 18 Guests
Aug 21 - 24
$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

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