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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.

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Top guest favorite

A spacious backyard is highlighted by a private, unheated in-ground pool surrounded by paved areas. Colorful lounge chairs and an inflatable float add to the inviting atmosphere. A patio table with patterned cushions is positioned nearby, offering a space for relaxation and outdoor dining.

4.95 out of 5 average rating, 128 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!

An indoor heated saltwater pool is surrounded by large windows that invite natural light. The space is accented by sleek white walls and high ceilings with skylights. A hot tub is visible near the pool, contributing to a relaxing atmosphere.

Villa in New Seabury

4.98 out of 5 average rating, 52 reviews

Heated Indoor Pool & Spa - Golf Course View

CHERRY BLOSSOM RETREAT Cold days, raining days and power outage won't hinder your stay at this luxurious home, boasting an indoor heated salt water pool and hot tub fully equipped with a backup generator, overlooking the renowned 3-Hole Championship Golf Course. Our ultimate luxury home features an array of indoor entertainment options including arcades, air hockey, foosball PS5, Switch, etc. comfortably accommodating 6 to 8 guests, and merely a short drive to all all New Seabury's amenities.

Home in Oak Bluffs

4.93 out of 5 average rating, 204 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!

The spacious outdoor area features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned around the pool, accompanied by blue umbrellas. A nearby cabana is visible, along with vibrant landscaping, providing a relaxing atmosphere for guests.

Home in Popponesset

5 out of 5 average rating, 16 reviews

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.

A communal pool area features a clear blue pool surrounded by concrete decking. Lounge chairs are arranged neatly on the sides, with greenery visible in the background. A wooden fence encloses the area, providing a private atmosphere.

Condo in Dennis Port

4.91 out of 5 average rating, 112 reviews

The Sea Salt Studio - Steps to the Beach!

Gorgeous studio (Unit #1) only 175 yards from white sand Glendon Road beach. 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.

Top guest favorite

A modern kitchen features sleek cabinetry and a spacious island with seating for three. Stainless steel appliances, including a refrigerator and oven, complement the marble countertops. Natural light fills the room through multiple windows, with greenery adding a fresh touch.

Home in Nantucket

4.98 out of 5 average rating, 45 reviews

Designer Home - Pool Tennis + Walk to Restaurants

Forget the ordinary. This beautifully renovated home nestled in the sought-after Nashaquisset community offers an unparalleled Nantucket experience. Imagine unwinding on your private porch, embraced by the island breeze and the calming rhythm of the ocean. Perfect for families, this retreat boasts exceptional club amenities, including a sparkling community swimming pool and two meticulously maintained Har-Tru tennis courts (available during the summer season).

A spacious in-ground pool is surrounded by a sunbathing area featuring a lounge chair and umbrella. Lush greenery and flowering bushes frame the backyard, while a pool house is visible in the background, equipped with comfortable seating. The pool area invites relaxation and enjoyment.

Home in Barnstable

4.83 out of 5 average rating, 29 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

Stunning in-ground pool. 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, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

A cozy studio space features sloped ceilings and warm wooden flooring. A spacious bed is dressed in white linens, with accent pillows adding a touch of color. A small kitchenette is visible beside a comfortable chair and a blue rug, offering a relaxed atmosphere.

Guest suite in Dartmouth

4.94 out of 5 average rating, 103 reviews

The Loft @ Beechwood. Private, comfy, coastal!

The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

Top guest favorite

The exterior of a light blue house is visible, framed by an array of colorful hydrangeas and shrubbery. The structure features a symmetrical façade with multiple white-framed windows. A welcoming front door, flanked by lanterns, is set against a backdrop of clear blue sky.

Home in Nantucket

4.97 out of 5 average rating, 39 reviews

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.  

A clear blue swimming pool is framed by a lush green tree and surrounding foliage. Poolside lounge chairs are positioned around the edge, alongside an umbrella providing shade. The vibrant sky is dotted with fluffy white clouds, enhancing the serene outdoor setting.

Cottage in Edgartown

4.98 out of 5 average rating, 100 reviews

Lovely two - story private cottage.

This private beach cottage offers comfort and style. Oversized 2nd floor bedroom with queen bed (Designer quilts) full bath and shower (in and out) Nicely furnished over 900 sf and And immaculately kept. Nice grill And sitting area in back. And please Use the built in pool! It sits equi-distant 1.5 miles to downtown Edgartown and south beach. And convenient 5 min walk to bike path or bus route. Perfect location!

Top guest favorite

A welcoming living area features a comfortable sectional sofa and two wooden armchairs arranged around a circular coffee table. Natural light fills the space, highlighting a large area rug on the hardwood floor. A well-equipped kitchen is visible in the background.

Condo in New Seabury

4.97 out of 5 average rating, 159 reviews

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).

Home in Edgartown

5 out of 5 average rating, 17 reviews

Modern & Spacious Edgartown Home with Pool

Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or stay at home and go for a swim in your own backyard. There is plenty of dining room & deck space to entertain. The bike path and bus shuttle are at the end of the road (a two minute walk away). Downtown Edgartown is less than two miles away for you to enjoy shopping and multiple dining choices.

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Popular amenities for Edgartown rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A private backyard features a large swimming pool surrounded by a patio with stone paving. Lush greenery and low shrubs border the area, while a wooden table and chairs are positioned nearby. The house is visible in the background, framed by trees.

Home in Mashpee

4.91 out of 5 average rating, 22 reviews

Beautiful Mashpee Home with Pool

Home in New Seabury

5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Home in Barnstable

4.59 out of 5 average rating, 32 reviews

Contemporary Gem with Private Pool!

Home in Dennis Port

4.93 out of 5 average rating, 15 reviews

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

A spacious backyard is surrounded by trees, featuring a circular above-ground pool. Nearby, a hammock is hung between two trees. Several white lounge chairs are arranged on the grass, providing a relaxing spot in the sun.

Home in Mashpee

4.85 out of 5 average rating, 65 reviews

Sunny Cape w/Private Pool, Steps to Private Lake

A heated saltwater pool glistens under the sun, surrounded by a spacious paver patio. The fenced backyard provides privacy, while a light-colored house with a deck offers a welcoming ambiance. Lush trees stand in the background, enhancing the serene outdoor space.

Home in Barnstable

4.82 out of 5 average rating, 17 reviews

Centerville Oasis, Heated Saltwater Pool!

The home's exterior features a spacious deck with a spacious area for outdoor seating. A private, unheated inground pool is visible in the foreground, surrounded by a paved patio. Lush greenery provides privacy, enhancing the tranquil atmosphere.

Home in Falmouth

4.87 out of 5 average rating, 31 reviews

Sippewissett Forest Magic by the Sea

An in-ground pool is surrounded by a spacious patio, featuring several blue lounge chairs. Lush greenery frames the area, with a clear blue sky overhead. The pool’s water reflects the sunlight, creating a refreshing ambiance for relaxation and entertainment.

Home in Hyannis Port

5 out of 5 average rating, 26 reviews

Hyannis Port Coastal Escape – Pool & Walk to Beach

Condo rentals with a pool

Top guest favorite

A clean outdoor pool is framed by a spacious concrete deck with lounge chairs positioned nearby. Lush greenery and landscaped areas are visible around the pool, contributing to a serene environment. The sky above is clear, enhancing the bright atmosphere of the setting.

Condo in West Dennis

4.93 out of 5 average rating, 44 reviews

1BR 2nd Floor Condo with pool

A charming, single-story building is visible from the road, featuring a gray exterior and a white picket fence that encloses a well-kept yard. Leafy trees provide shade, and clear blue skies are overhead, creating a welcoming ambiance for guests.

Condo in Dennis Port

4.84 out of 5 average rating, 87 reviews

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

A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.

Condo in Tisbury

4.92 out of 5 average rating, 49 reviews

Private 3bdrm Condo Tashmoo Woods

A clear blue pool is surrounded by lounge chairs, offering a refreshing spot for relaxation. The two-story building in the background features balconies with umbrellas and well-maintained landscaping, creating a serene atmosphere for guests.

Condo in West Dennis

4.85 out of 5 average rating, 60 reviews

Hidden Hideaway

An indoor pool area is illuminated by large windows that provide natural light. White lounging chairs are arranged around the pool, and potted plants add a touch of greenery. The clear water reflects the inviting setting, creating a serene atmosphere.

Condo in Teaticket

4.63 out of 5 average rating, 8 reviews

InnSeason Resorts Surfside

Condo in Oak Bluffs

4.67 out of 5 average rating, 3 reviews

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.

Condo in Falmouth

4.71 out of 5 average rating, 28 reviews

Condo in Falmouth MA

A crystal-clear pool is framed by a deck lined with blue lounge chairs. The setting includes landscaped greenery and trees, with two-story buildings in the background providing serene surroundings. The clear blue sky enhances the tranquil atmosphere of this communal outdoor space.

Condo in West Dennis

4.86 out of 5 average rating, 57 reviews

Mid Cape Cod, 3 Season Haven by Bass River

Other vacation rentals with a pool

Top guest favorite

A charming single-story home is presented with a neatly manicured lawn, adorned with blooming blue hydrangeas. A flag is displayed on the front porch, and large windows provide a view of the inviting interior. The clear blue sky complements the home's fresh appearance.

Home in Hyannis Port

5 out of 5 average rating, 15 reviews

Renovated Cape Oasis W/ New Pool and Game Room!

Top guest favorite

Home in South Yarmouth

5 out of 5 average rating, 14 reviews

Fenced Pool, Fire pit, Outside dining, Coffee bar

Top guest favorite

An aerial view reveals a spacious bay front home surrounded by lush greenery. A large pool is visible in the backyard, with steps leading down to a beach area featuring kayaks. The residence is set in a tranquil, wooded environment.

4.95 out of 5 average rating, 21 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

A clear blue pool is surrounded by a spacious patio area. Several lounge chairs are positioned nearby under the sun. The pool is accessed via a white gated area, with a clean, inviting atmosphere represented by the well-maintained surroundings.

Condo in Dennis Port

4.88 out of 5 average rating, 74 reviews

Stylish & Modern Studio Condo - Steps to the Beach

A swimming pool is visible, with clear blue water reflecting sunlight. In the background, a person is seen jumping into the pool, showcasing a playful moment. A white lounge chair is positioned next to the pool, surrounded by lush greenery.

Home in West Tisbury

5 out of 5 average rating, 3 reviews

WestTisbury Charm, Carroll House

Condo in Oak Bluffs

4.92 out of 5 average rating, 13 reviews

Spectacular Martha's Vineyard Island Home!

A clear swimming pool is surrounded by a white fence, with lounge chairs positioned nearby. The pool area features gentle curves and steps leading into the water, inviting relaxation and leisure in a sunny environment.

Condo in Vineyard Haven

4.72 out of 5 average rating, 25 reviews

Heart of VH, w/ac, pool & harborview

The lighthouse features a round white structure topped with a lantern room. A spacious deck wraps around the building, accompanied by a well-maintained lawn and a decorative pumpkin. American flags are displayed, and the surrounding area includes additional nearby structures and views of the water.

Tower in West Dennis

4.83 out of 5 average rating, 12 reviews

Jolly Captain Lighthouse

Quick stats about vacation rentals with a pool in Edgartown

Total rentals
80 properties
Nightly prices starting at
G$31,370 GYD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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