Vacation rentals with a pool in Cape Cod

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cape Cod

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

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Guest favorite

Home in Barnstable

5 out of 5 average rating, 11 reviews

Home in Hyannis Port

Welcome to "The Sand Box” in Hyannis Port, our Cape Cod Rental. We can’t wait to answer all your questions about our property! Our home is 4 bedroom, 2 full bath that was fully renovated in October of 2021. It’s walking distance to two beaches and central to many more across Barnstable. Lush outdoor entertainment area with an in-ground pool and patio with an outdoor gas grill. 5 minute drive from downtown Hyannis. It’s a fantastic getaway for 4 couples or for a whole family. Cert# C0457270200

Guest favorite

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 favorite

Condo in Brewster

4.97 out of 5 average rating, 177 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

Guest favorite

Rental unit in Dennis

4.9 out of 5 average rating, 29 reviews

Sleeps 4, Pool condo in Dennis Village

Relax in this calm, stylish, new, fully equipped 1 BR condo w/ sofa bed in 2025. Cape Storia d’ Amore is 4 mins from Mayflower in the heart of Dennis Village. Less than 5 minutes from The Merc, Scargo, Oliver's & Planck's Tavern & more. 12 mins from Cape Cod Inflatable Park. Large, fully enclosed pool is just steps away. new: - kitchen w/ new range, DW, fridge, Keurig/drip coffee maker, cookware. New bath w/walk in shower, washer & dryer. Smart TV, Roku, internet, fireplace, AC in summer.

Guest favorite

Rental unit in Wellfleet

4.97 out of 5 average rating, 70 reviews

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 190 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

Thanksgiving House Dining Table seats 12-14

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 Mashpee

5 out of 5 average rating, 9 reviews

Popponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Guest favorite

Home in Barnstable

4.94 out of 5 average rating, 111 reviews

Magical pool home with windmill/new kitchen

This magical, luxurious property has 6 bedrooms, 5 bathrooms & sleeping arrangements for 15 – it’s an excellent choice for a family, an offsite business meeting or a group of close friends looking for the ultimate beachside, pool experience with a four story windmill tower. The welcoming home has everything you’ll need for a comfortable stay, including wireless internet, central A/C, & a new pool. Its 4 story magical windmill will amaze you and your guests. The house is very spacious.

Guest favorite

Home in Plymouth

4.89 out of 5 average rating, 238 reviews

Ocean Side, Amazing View, close to town/beach, Spa

PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

Guest favorite

Condo in Mashpee

4.98 out of 5 average rating, 128 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to our beautiful Cape Condo located in The Mews at New Seabury Country Club in Mashpee, MA. Our unit provides access to a private condo association pool a 3 min walk from the unit. Also, we have: -5 min bike/car ride to beach -Central air, wifi, cable, gas grill -Located on Championship Golf Course -Beach chairs, beach towels/toys -New Seabury Village restaurants, mini-golf, bowling, museums -20 min drive to Hy-Line Ferry to Nantucket/Martha's Vineyard

Guest favorite

Townhouse in Brewster

4.86 out of 5 average rating, 103 reviews

Ocean Edge Cape House with Beach, Pool, and AC

Classic Cape Cod Cottage with air conditioning in the heart of The Cape with access to a private beach, swimming pool, and tennis courts. Walk to the store, restaurants and easy access to the Cape Cod Rail Trail. Walk, bike or drive to Nickerson State Park for hiking trails, fresh water swimming, paddle boarding, and fishing. This is a perfect setting for families with plenty of green space and a gated community. The house has a grill and 2 balconies to enjoy.