
Vacation rentals with a pool in Edgartown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Edgartown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 6/20-9/15/26. The reviews tell all!

New Seabury Oasis with Pool!
Relax with the whole family at this peaceful New Seabury retreat. 5 bedrooms, 3 bathrooms with separate living rooms on each floor. Newly updated backyard and heated pool. Backs up to 10th/11th hole of the Ocean Course at New Seabury. Great for a large family or two families to share. Master bedroom has built in desk space to allow to work from home, as needed. Walk to Popponessett marketplace and all the beautiful outdoor space New Seabury has to offer. Short drive to South Cape beach.

Renovated ranch with pool access
Renovated home in E. Falmouth offers endless relaxation and recreation: swim, bike, fish, kayak, walk, lounge. Short walk to Assoc beach or to the Seashores Clubhouse pool (seasonal). Bring your kayak: explore Washburn Island & Waquoit Bay. Sleeps 6 with 1-floor living, AC, laundry, large back deck, and outdoor shower. Nearby, you'll find dining/shopping areas, wineries/breweries, & more. A short drive to Woods Hole offers fast boats to Martha's Vineyard. Book now and enjoy Sandy Feet Retreat.

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 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.

Oak Bluffs Renovated Retreat
Fully renovated for 2025, this 3-bed, 2.5-bath townhome invites you to unwind with a community pool, tennis courts, and direct access to Sengekontacket Pond. Inside, a custom chef’s kitchen, new baths, and luxury furnishings set an upscale coastal tone. The main level flows from a sun-lit living room to dining area / deck, and powder room. The entire second floor is reserved for the primary suite. The walk-out lower level offers two guest bedrooms, a full bath, laundry, and a private patio.

Private 3bdrm Condo Tashmoo Woods
This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

Our Three Suns
Nantucket house with community access to pool, tennis courts, bike path This 4 bedroom, 3 1/2 bath house is located in the desirable family friendly community of Naushop. The house includes all the amenities Naushop offers; a community pool, two tennis courts, a pickle-ball court, playground and renovated clubhouse. The community is located on the bike path providing easy access to the beach (1.5 miles), town (2 miles), and other amenities.

Home w/ golf view, salted heat pool, mins to beach
Newly renovated home in the heart of New Seabury! You'll love the breathtaking golf course view from our backyard, where you can enjoy a heated saltwater pool, a large deck, and a patio with a fire pit. Our spacious home offers a fully equipped kitche, a coffee bar and plenty of open space for family gatherings. 5 minutes from the stunning South Cape beach, and surrounded by attractions like the Children's Museum and Mashpee Commons.

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).
Popular amenities for Edgartown rentals with a pool
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Beautiful Mashpee Home with Pool

Home in Falmouth ~ 5 min drive to beach

Centerville Oasis, Heated Saltwater Pool!

The Wakeby esCAPE ~ Pool & Walk to Beach!

Heated Pool, Luxury Kitchen & Peaceful on Cape Cod

Family Friendly Hideaway

Secluded Cape Cod home in Falmouth with pool
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Relax....You're on Island Time......

1BR 2nd Floor Condo with pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

Mary's Cape Escape

Mid Cape Cod, 3 Season Haven by Bass River
Other vacation rentals with a pool

Sunny condo with pool, central to beach & town

Home in Sandwich with 5 star Resort Amenities

Waterside Guest House

Walk to the beach or sit poolside! Updated studio!

Gorgeous 4BR Oceanview | Private Pool | Deck | W/D

Lovely two - story private cottage. Katama quiet!

The Port - #5

Cape Cod Getaway Travel Trailer at Sun Retreats!
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$229,380 GYD | G$172,663 GYD | G$188,360 GYD | G$177,058 GYD | G$137,712 GYD | G$230,217 GYD | G$262,866 GYD | G$267,889 GYD | G$203,638 GYD | G$192,755 GYD | G$209,288 GYD | G$162,199 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals with a pool in Edgartown

Total vacation rentals
Explore 80 vacation rentals in Edgartown

Nightly prices starting at
Edgartown vacation rentals start at G$31,393 GYD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Edgartown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Edgartown rentals

4.9 Average rating
Edgartown stays are highly rated by guests—averaging 4.9 out of 5!
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- Cape Cod
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