Holiday Homes in Barnstable County

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Top-rated Holiday Homes in Barnstable County

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Top Guest favourite
The exterior of a historic yellow house is showcased, featuring an elegant front door framed by symmetrical windows. A gravel driveway leads to the home, and a modest garden with blooming daffodils is visible in the foreground, adding a touch of color to the property.
Holiday home in Dennis
5 out of 5 average rating, 23 reviews

Gorgeous historic home sleeps 8 walk to everything

This historic 1787 antique house which was once the 1st post office in Dennis, is now updated and ready for your family/friends retreat or couple getaway for a week, a few days or even weekend getaway! 632A sits in the heart of the town of Dennis offering everything in walking distance including restaurants, ice cream shops, beaches, museum, groceries, playhouse, shops and the bay for kayaking / trails. This is the perfect place to experience all that the Cape has to offer in walking distance!

Top Guest favourite
A spacious outdoor deck is showcased, featuring a wooden dining table with benches and a grill. The house's shingle exterior is prominently displayed. Large glass doors provide access to the interior, while an upper balcony offers additional outdoor space and views of the surrounding scenery.
Holiday home in East Sandwich
4.94 out of 5 average rating, 77 reviews

Oceanfront Home on Private Beach!

Make unforgettable memories at this oceanfront escape, just steps from a private beach. Sanctuary is a 4 bed, 3 bath home built into the dunes—perfect for families, groups, and beach lovers. Designed for comfort and connection, it’s loaded with amenities and space for everyone to unwind. Minutes from shops, restaurants, breweries, and the iconic Sandwich Boardwalk. Easy access to downtown and Routes 6 & 6A makes getting around a breeze. Soak up the best of Cape Cod—your coastal getaway awaits!

Guest favourite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa faces two armchairs, with a coffee table positioned in between. A dining table is visible in the background, complemented by a modern chandelier. A fireplace adds warmth to the space.
Holiday home in Brewster
5 out of 5 average rating, 38 reviews

Rare Ocean Edge House - Sleeps 8

Brand new listing at Ocean Edge in The Villages! Recently purchased and renovated, this standalone home is located at the end of a lovely cul-de-sac with backyard patio, resort amenities and direct access to the Cape Cod Rail Trail. Home includes fully equipped kitchen, two bedrooms, two full baths, living room, dining area, and large loft that sleeps four. Homeowners are golf-members at Ocean Edge, so renters may get sponsored guest passes to access the resort amenities for a small add-on fee.

Top Guest favourite
A bright living area features a large window and a skylight, allowing natural light to fill the space. A gray sofa is adorned with a blue and white blanket, while a colorful area rug offers a vibrant contrast. A chair and lamp add to the welcoming ambiance.
Holiday home in Provincetown
4.97 out of 5 average rating, 63 reviews

New 3 bed condo w/ parking close to everything!

Enjoy this bright, centrally-located home less than a block from the beach and Commercial St. in Ptown’s West End. This home occupies the entire second floor and includes a kitchen, three beds, one bath and a living area with TV and fast WiFi provided. Enjoy the back deck for morning coffee/tea, meals and lounging. Off street parking is available for your use. *Please note during peak summer months June 27th to September 12th 2026 only weekly rentals Saturday to Saturday are permitted.*

Top Guest favourite
The exterior of the home is showcased, featuring a spacious backyard with a rectangular pool and lounge seating. The light-colored stone facade is complemented by large windows. An expansive green lawn surrounds the area, with a patio leading to the entrance of the house.
Holiday home in Sandwich
4.97 out of 5 average rating, 33 reviews

Home in Sandwich with 5 star Resort Amenities

Looking for a luxurious getaway w/ amenities you can only dream of, located near trails on conservation behind the house, beaches (10min drive)& ponds(2min drive) on Cape Cod? Look no more! Lavish in opulence w/ top amenities of a 5-star resort made entirely available to you all in one place. Relax & unwind w/ saltwater pool, enjoy a game of volleyball, or cook outdoors while the kids play in the playground. S'mores anyone? Unite all around the fire pit! U can truly live the way you dream.

Guest favourite
Holiday home in Yarmouth
4.88 out of 5 average rating, 16 reviews

Oceanfront location with amenities

Make some memories at this unique and family-friendly place. 1 bedroom condo with a pull-out couch. These two areas can be separated by pocket doors for privacy. The small kitchen area includes a small refrigerator, Microwave, sink, and coffee maker. Cabinets and small cubbies for storage. All dishes, utensils and glassware provided. Can be made available with reservation. -toaster -extra fan -roll away bed -crib Clean towel service swap made available. Daily room clean extra.

Top Guest favourite
An open kitchen features a central island with seating and pendant lighting, surrounded by wooden cabinetry. The spacious living area includes comfortable seating and large windows allowing natural light. A natural wood floor complements the cozy, inviting design of the home.
Holiday home in Chatham
5 out of 5 average rating, 55 reviews

Charming 3b/2ba House close to Downtown/Pier/Beach

Relax in this charming 3 bedroom, 2 full bath house located at the end of a quiet cul de sac, close to downtown, Chatham Bars Inn, Lighthouse beach! Beautiful home that features coastal classic interior with all of the modern amenities to make your vacation that much more enjoyable. Enjoy abundant outdoor space for lawn games, fenced in yard, a fire pit with seating, lawn games, patio with table, appointed chef's kitchen, full linens, towels, beach chairs and more. Permit - STR 626

Top Guest favourite
An open concept living area features a comfortable white couch and armchair, with a wooden coffee table at the center. The kitchen, visible in the background, is well-equipped and includes a fridge, while a dining area with two stools is highlighted. Natural light brightens the space.
Holiday home in Chatham
5 out of 5 average rating, 64 reviews

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

Guest favourite
A two-story coastal home is portrayed, featuring a shingled exterior and multiple windows. A gravel driveway is visible in the foreground, with greenery and sandy areas surrounding the house. Power lines run overhead against a clear blue sky.
Holiday home in Marshfield
4.96 out of 5 average rating, 109 reviews

Shoreline Serenity: Your Coastal Escape Marshfield

5 Bedrooms & 3 Full Bathrooms, washer/dryer & granite kitchen. All essentials in the kitchen. Regular & Keurig coffee maker. We provide bed sheets & blankets, hand/bath and beach towels however please bring your own beach chairs. Private Parking for up to 6 cars. Gas Grill (gas provided) out side fire pit (please bring your own wood), chairs and picnic tables. Brand new Central Aircondition June 2017. Winter Rental available, please inquire if interested.

Top Guest favourite
A charming home is set against a clear blue sky, surrounded by lush greenery and colorful flowering shrubs. The front porch features seating and a light blue door, while several adirondack chairs are positioned in the yard, creating inviting outdoor spaces.
Holiday home in Dennis
4.96 out of 5 average rating, 52 reviews

Family Getaway, Modern 5BR, walk to the beach

Bring the whole family to this great place with lots of room for fun. This gorgeous home has 5 bedrooms with 2 baths. Short walk 0.4 miles to Glendon Beach. This house has a new kitchen, stainless steel appliances, and hardwood floors. It's an open floor plan with an oversized family room with a 50" smart flatscreen TV that opens to a private covered flagstone patio with a gas grill and outdoor picnic table. The yard is huge and has a firepit.

Top Guest favourite
The charming two-story Cape Cod house features a light blue exterior with white trim. A front porch with steps invites guests to enjoy the landscaped yard, which is adorned with greenery. Nearby, a stone pathway leads to the entrance, enhancing the home's welcoming appearance.
Holiday home in Yarmouth
4.97 out of 5 average rating, 29 reviews

3 min Walk to Beach Firepit|Outdoor Shower Sleeps6

Relax in this cozy beach home, just a short walk to a quiet beach and close to downtown Hyannis. Comfortably sleeping six, the home offers everything you need for a relaxing Cape Cod escape, with easy access to restaurants, shops, ferries, and local attractions. It’s the perfect place for a stress-free getaway. ✨ Save this home to your wish list & start planning today!

Top Guest favourite
Holiday home in Dennis
4.96 out of 5 average rating, 50 reviews

NEW***Cozy Cape Family Getaway~A/C ~Screened Porch

NEWLY RENOVATED Amazing place to enjoy your summer with your family and friends. Conveniently located near Patriots Square and restaurants for shopping or dining, and just minutes away from the Cape Cod Trail. With Dennis beaches on both Nantucket Sound and Cape Cod Bay, you can take your pick.

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