
Holiday rentals with a pool in Edgartown
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Top-rated rentals with a pool in Edgartown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C
NOTE: Summer calendar is blocked, you must inquire for accurate availability Waterfront w/ a private heated pool & private dock just off Ockway Bay that leads to Nantucket sound. The home consists of 5 bedrooms with water views (3 king beds & 6 twin beds), 2 kitchen areas, 2 living areas, and 3 full bathrooms. Enjoy the peaceful private setting on the waterfront decks, swim in the pool, or kayak to the beach. Central A/C & 2 kayaks provided. Boats may be docked at our dock w/ owner permission

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.

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!

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.

Modern Cape Cod home steps to beach; pool access!
A gem within the vibrant Cape Cod beach community of Seacoast Shores. Take a 2-min walk to the private beach where you can swim, sunbath and watch the boats go by or take a 15-min walk (3-min drive) to the community clubhouse with seasonal access to an Olympic sized pool, kids wadding pool and restaurant. After a day at the beach or pool, head back to the newly built “cape cod” style home with plenty of room to spread out. Cap off your day on the back patio with smores on the firepit.

ShoestringBayHouse, waterfront & pool in Cotuit
Welcome to ShoestringBayHouse, waterfront on Popponesset Bay. Our home overlooks the un-heated pool, beach and bay. Includes: Bikes, Kayaks, and a Barnstable beach pass. Our pet friendly and spacious home with 4 BR/ 4.5 baths is priced for SIX adult guests but our home will accommodate up to eight (8) guests at additional cost (we do not count infants/toddlers) Pool, kayaks and bikes: May 15th to Oct 15th Guest is responsible for reading all guidebooks, descriptions and policies.

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.

Cape Gem in New Seabury with private heated pool
Our Pristine, Newly Renovated, Patio home with Private heated Pool, located in the Mews of New Seabury, offers the privacy and peacefulness for the perfect vacation. The sandy local beaches—South Cape Beach and Popponesett—are both very short drive away (5-10 minutes)! Highlights of the seashore resort community of New Seabury: Mashpee Commons (fine dining, shops, movie cinema), golf courses, boating, walking trails, close proximity to ferries to Nantucket and Martha’s Vineyard.

Falmouth/Woods Hole Charming Cottage By the Sea
Welcome to our Cottage By The Sea Rental located only minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court
This newly renovated beach cottage, designed by Wil&Co. Homes, is the perfect getaway for Cape lovers. Walk to the private association beach, bring you kayaks or canoes and launch them from the many water access points, and enjoy access to the association pool and tennis courts. This airy retreat has room for the whole family (including dogs) or group of friends with a fire pit, large backyard and game room. 7 Min Drive to Menauhant Beach 13 Min Drive to Downtown Falmouth

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.
Popular amenities for Edgartown rentals with a pool
House rentals with a pool

New Seabury pool/hot tub near beach,Popponesett

Home in Falmouth ~ 5 min drive to beach

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Sunny condo with pool, central to beach & town

Poseidon's Palace - 2.0

Overlook Poolside Getaway Heated Pool (May - Oct 2

WestTisbury Charm, Carroll House

West Tisbury Gem with Deck + Association Pool
Apartment rentals with a pool

Surfside Resort Cape Cod, Falmouth MA

Falmouth MA, Cape Cod Getaway

Lovely lakefront studio/condo with pool

Beachside Villiage-Oceanfront

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

Two bedroom condo .on the water Falmouth, ma

5 Mi to Mashpee Commons: Coastal Mashpee Condo

Condo in Falmouth MA
Other holiday rentals with a pool

Greenwood family fun.

Private home with heated pool near the beach!

Charming Getaway Post&Beam Home Cozy and Sweet

Explore New Seabury's Year Round Charm!

Martha’s Vineyard King balcony suite harbor view!

New Seabury Home with Pool and Golf Course View

Vacation on Cape Cod for the Week or Weekend

European elegance in the heart of Cape Cod.
Quick stats about holiday rentals with a pool in Edgartown
Total rentals
70 properties
Nightly prices starting at
€ 129 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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- Cape Cod
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