
Holiday Homes in Barnstable County
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Top-rated Holiday Homes in Barnstable County
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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!

4BR CapeOasis: beaches, giant yard…relax in style!
Escape to our year round Cape Cod retreat in Hyannis! Enjoy a fully stocked kitchen & then dine in style indoors or out. Up to 6 adults can sleep in 3 queen bedrooms and kids have bunk beds w trundle. Relax in giant fenced in yard with outdoor shower, grill, comfy patio furniture and custom built fire pit. High-speed Wi-Fi w workspace. Games, books, and beach gear provided. <2 miles to 8+ beaches, adorable boutique shops art & restaurants. One well trained dog who stays off furniture is welcome.

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.

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 5th 2026 only weekly rentals Saturday to Saturday are permitted.*

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.

Charming 2b/2ba House close to Downtown/Pier/Beach
Relax in this charming 2 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

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!

Vacation house in Dennis with pool
Excellent Location on Mid-Cape! Updated house in Dennis, sleeps 8, central AC, fully furnished with extra room and beds in the finished basement. The West Dennis beach is 2 miles away and bike path is 1 mile away, easy access to highway. Close to restaurants and everything Dennis Port has to offer. The backyard is fenced in with pool, fire pit and a grill for your family to enjoy. There is a master bedroom with own bathroom.Fully equipped kitchen. No pets allowed.

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.

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.

Spacious, newly updated condo
Newly purchased and updated quaint condominium in Truro with multiple gorgeous Truro beaches less than five minutes away and Truro Vineyards within walking distance. The Provincetown shuttle stops steps away from the front door if you want to avoid paying for overpriced parking. This beautiful unit features a new central air system, access to a pool, a private washer/dryer, full kitchen, private outdoor deck, and parking for two cars.

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!
Popular amenities for Barnstable County holiday homes
Family-Friendly holiday homes

Oceanfront location with amenities

Oyster Cottage - Cape Escape

Family Getaway, Modern 5BR, walk to the beach

3 min Walk to Beach Firepit|Outdoor Shower Sleeps6

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

Fabulous Falmouth Heights home steps to beach!

New 3 bed condo w/ parking close to everything!

Rare Ocean Edge House - Sleeps 8
Holiday home rentals with a patio

Bright 3 bdrm 2 bath on Bike Trail, 5 min to Beach

Beautiful cape house steps to beach

Perfect Cape Getaway, Pool, A/C, Bike Path

Seas the day in Provincetown-Home, 3 parking spots
Holiday home rentals with a washing machine and dryer

Harwichport - Village location. Steps to Center.

Cape Cod Rental on Private Point @ Wings Neck

Renovated home - walk to beach, canal, restaurants

Vacation Home with dock, hot tub, & endless views
Destinations to explore
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- Holiday home rentals Massachusetts
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Sandy Neck Beach
- Pinehills Golf Club
- New Silver Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Popponesset Peninsula
- Lighthouse Beach
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Falmouth Heights Beach
- Sandwich Glass Museum
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