Holiday rentals with a pool in Martha's Vineyard

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Martha's Vineyard

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost

Home in East Sandwich

4.92 out of 5 average rating, 64 reviews

Large Home Heated Swimming Pool Private Beach

Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

Guest favourite

Home in Barnstable

4.95 out of 5 average rating, 113 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Guest favourite

Home in Plymouth

4.97 out of 5 average rating, 32 reviews

Getaway with pool

Look no further! This stunning beach house offers everything you need. Situated on a quiet street on Cape Cod Bay, it is very close to area beaches and ponds. The outdoor space is perfect for entertaining and includes lap pool, three decks, patio and fire pit. The downstairs includes living room, family room, bedroom, full bath, eat-in kitchen, and enclosed porch overlooking the backyard. The second floor features 4 more bedrooms, 2 baths, laundry room, and en suite primary bedroom with deck.

Guest favourite

Villa in Mashpee

5 out of 5 average rating, 44 reviews

Heated Indoor Pool & Spa - Golf Course View

CHERRY BLOSSOM RETREAT Cold days, raining days, power outage won't be an issue if you can steal away to this home, with an indoor heated salt water pool and hot tub fully equipped with a backup generator, with a view of the famous 13-Hole Championship Golf Course Cape Cod. Our ultimate luxury home is filled with arcades, air hockey, foosball and other indoor entertainments for guests to enjoy, comfortably sleeps 6-8 and just a few minute drive to all of the amenities New Seabury has to offer.

Superhost

Home in Falmouth

4.83 out of 5 average rating, 6 reviews

Charming Home-Pool, Game Room, walk to quiet beach

Escape to your own private paradise at this stunning saltwater peninsula home in Falmouth. Perfect for families and groups, the backyard oasis features a heated pool, fire pit, and swingset, while a nearby quiet beach offers a tranquil setting to watch boats pass by. Just a short drive away, discover Falmouth's top-rated beaches including Menauhant and Surf Drive Beach. The vibrant Downtown Falmouth is also only minutes away, where you can explore local shops, restaurants, and attractions.

Superhost

Guest suite in Barnstable

4.92 out of 5 average rating, 25 reviews

Cozy 1-bedroom cottage with pool and beach access

Cozy apartment within short walking distance of a gorgeous private beach on the bayside of Cape Cod. The gentle bay is perfect for families. Walk the flats during low tide or float in the gentle bay waters. Later relax by the outdoor pool. Or take a walk on the Mass Audubon Long Pasture Wildlife Sanctuary trails. Note: this private apartment is attached to owner's residence but has its own private entrance and parking spot. IN SEASON RENTAL: SATURDAY TO SATURDAY unless approved by host

Guest favourite

Guest house in Hyannis

4.86 out of 5 average rating, 51 reviews

2 bdrm unit, stairs 4 nights min, pool, no meals

2 bedroom apartment sleeps 4, stairs, shower no tub. We supply all linens. Paper goods only upon arrival. Living/kitchen combo, micro, stove, coffee maker, toaster, iron, hairdryer. No washer dryer, laundromat 1 mile away. Pool,parking, grill, beach chairs available. This is a 2nd floor unit we ask consideration for guests below. No pets, no glass in pool area Walk to beach, town, harbor to catch ferry's Hyannis has tons of unique shops & eateries for all palates. no meals included

Superhost

Home in Barnstable

4.87 out of 5 average rating, 23 reviews

beautiful cape cod home with pool and hot spa

Welcome home to Centerville, we are 1 mile from one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to the islands, food, hiking/kayaking/biking, Melody tent. You'll love it because of the location and lots of natural light. If you want to stay in, enjoy the private fenced backyard with fire pit, patio furniture, pool, spa and soccer area and for your comfort an outside gourmet area stocked with everything you need to relax. We hope you like it!

Superhost

Home in Barnstable

4.75 out of 5 average rating, 16 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a stunning in ground pool (NOT heated), pool house w/ TV & bar, outdoor shower, and cozy patios. Complete with all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 5-10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

Guest favourite

Home in Rochester

4.96 out of 5 average rating, 73 reviews

South Coast Serenity - Quintessential New England

Relax with the whole family at this peaceful New England country retreat. Situated against a wooded preserve, the home is near countless hiking trails, country roads, beaches and only 20 minutes to Cape Cod. Built in 1877, the house provides abundant space with a unique layout and plenty of privacy amidst a cozy New England atmosphere. The house has a large, deep pool (Apr-Oct) and year-round hot tub. *We have a strict no party policy. We appreciate your understanding.

Superhost

Home in Sandwich

4.64 out of 5 average rating, 11 reviews

New Cape Escape for 10 People With Heated Pool

This spacious 4-bed, 3-bath newly renovated retreat with a two-car garage and ample parking is designed for the ultimate getaway. Entertainment options abound with a dedicated poker room, complete with a stylish bar, and a delightful kids playroom on the lower level. Step into the backyard oasis with a salted heated pool, fenced for privacy, creating a perfect space for outdoor enjoyment. This dog-friendly haven is tailor-made for large families or multi-family vacations.

Superhost

Home in Plymouth

4.73 out of 5 average rating, 59 reviews

The Poppy: Tranquil Family Home With Arcade

Discover tranquility in our Plymouth home, ideal for serene family retreats. A stroll away from peaceful shores, this home comfortably hosts 10 guests, emphasizing quiet relaxation. It boasts a game-filled den and a charming piano nook. Explore nearby attractions amidst scenic beauty for a winter getaway! Our 24/7 hospitality and fast internet ensure a restful, connected stay in a family-friendly setting. Perfect for those seeking serenity.