Vacation rentals with a pool in Plymouth

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Plymouth

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

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Guest favorite

Home in Yarmouth Port

4.9 out of 5 average rating, 42 reviews

Winslow Acres [heated] Pool Escape; pool May 15

Pool Open 5/15 Escape to the Cape at this beautifully maintained home with lovely seasonal heated pool (heated spring/fall). Hot tub available all year. Make s'mores and memories year-round at the fire pit table. 4 bedrooms and 2.5 baths (2 showers) plus an outside shower May through October. Plenty of room for up to 8 people - sorry, no parties - (plus pets - fee applies)! Only 3 miles to beaches. The ferry to Nantucket and Martha's Vineyard is not far, and a great addition to any Cape trip!

Guest favorite

Home in Middletown

4.93 out of 5 average rating, 108 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

Guest favorite

Home in Cotuit

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!

Superhost

Home in Dennis

4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

This single family house is located at the end of a cul de sac in a quite neighborhood in walking distance to Mayflower and Bayview beaches. You enter through the bright and open kitchen, looking out over the patio and the pool. The open living and dining room open up to a sun room where you can relax after a fun day at the beach. The two smaller bedrooms share a big bathroom with tub and double sink, whereas the master bedroom has its own bathroom. A big dining table can host up to 8 people.

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 192 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Superhost

Home in Plymouth

4.9 out of 5 average rating, 184 reviews

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & chiminea. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod. POOL can be HEATED for $500.00/Visit.

Guest favorite

Home in Tiverton

4.88 out of 5 average rating, 17 reviews

Waterfront Oasis Pool EPIC Views

Welcome to Sakonnet Sunset Manor! This stunning 4BR/2BA home sleeps 8 - 10 guests and offers epic waterfront views. Featuring 40ft pool w/hot tub, three king-size beds, 2-in-1 trundle bed, laundry, & indoor and outdoor dining areas. Relax on the front and rear porches allowing the stress to melt away as you Savor breathtaking west-facing sunsets over the Sakonnet River! Just 0.4 mi from Grinnell's Beach, near Evelyn's Diner, Bridgeport Seafood, Coastal Roasters, Red Dory & Black Goose Cafe.

Superhost

Home in Teaticket

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.

Guest favorite

Home in Brewster

4.97 out of 5 average rating, 31 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

Welcome to your perfect Cape Cod vacation! Nestled in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, bike trail etc. Vast serene private 1.5 acres adjacent to conservation land. Lighted Private heated salt water pool, Bocce Court, Putting green, corn hole, hammock, outdoor shower etc. Expansive double deck with awning . Chef’s kitchen & all essential amenities provided. Spacious Beautiful indoor/outdoor dining/entertaining. Pool heat 05/15 to 10/01

Superhost

Home in Forestdale

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.

Guest favorite

Apartment in Middletown

4.94 out of 5 average rating, 17 reviews

Beach House, Pool & Hot Tub

Relax with family and friends at this peaceful place to stay, just 5 minutes from first beach. This 4 bedroom and 2 bathroom apartment is beautifully renovated with everything you need for a wonderful stay. Whether you're celebrating an occasion or just looking to get away with friends and family, the location and amenities of this property are tough to beat. Large open living room kitchen area, beautiful heat salt water pool/hot tub deck. Large back yard.

Superhost

Townhouse in Brewster

4.81 out of 5 average rating, 16 reviews

Ocean Edge Townhouse/Pool Access

End unit townhouse located in heart of OE Villages with private patio, A/C & W/D. There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Resort. Just minutes off the property you will find yourself at the beach, on the golf course, or at one of the many excellent local restaurants. Unit has pool & fitness access for additional fees.