
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.

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
~~ You Have Arrived! Welcome to "The Fore Seasons" in desirable New Seabury on Cape Cod. ⛳️🏖🌸☀️ You will be sure to fall in love with old Cape Cod in this 4,500 sqft private home located on the 10th hole fairway of the championship golf course. With its 4 bedrooms, 4 bathrooms, Heated Inground Pool, Outdoor Shower, Putting Green, Ping Pong table and Ctrl Air there is enough room for the largest families. Pool open from Mid-May until through Columbus Day! Available year round for all gathering

Cape Gem in New Seabury with private heated pool
Our Pristine, Newly Renovated, Patio home with Private heated Pool (RENOVATED 2026), 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.

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.

Home in Falmouth ~ 5 min drive to beach
This home has been newly renovated and in perfect condition. 5 min drive to Menahaunt Beach in Falmouth. Located in a beautiful and quiet neighborhood with so much to offer: 3 spacious bedrooms, 2.5 bathrooms, full kitchen, eating area and comfortable living room. Central air and heat. Open backyard with wooden swing and two wooden tables. 15 mins to ferries. 2 beach chairs, umbrella, cooler, blanket and toys available for use. 5 mins to Mashpee commons (shops and Starbucks) Above ground pool

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.

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

Family + Dog Retreat | Fenced Yard + Pool + Beach
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

New Seabury Cape Condo | Pool & Beach Escape
Top 5% of Air Bnbs! Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.

Ocean Front Resort Studio Unit
Studio unit in ocean front time-share resort with beach access and pool. Studio is ideal for two people, but will sleep up to four people with a pull down, double murphy bed & full size sleep sofa (note, that the primary bed is the full size, pull-down murphy bed, see pictures ). Kitchen area with bar seating and equipped with kitchen basics. Resort location is fabulous overlooking Nantucket sound in Falmouth Heights near the harbor.

Harborside Inn - 1BR Oceanview King Suite
The Harborside Inn is perfectly situated in Martha’s Vineyard with plenty of things to do within close walking distance and a fantastic array of dining options. This Harbor View King Suite is located right on the Edgartown Harbor among flowering English gardens and offers an unparalleled view of the Harbor. Guests will enjoy watching the boats come and go as they listen to the peaceful sounds of the ocean while sitting harbor side.

Overlook Poolside Getaway Heated Pool (May - Oct 2
Charming Cape Cod home with three bedrooms and two baths. Features include a living room, den, office, fully equipped kitchen, wraparound deck with grill, seasonally heated pool (Memorial Day Week-Oct 20th), patio with fire pit, and air-conditioning. The primary suite has a queen bed and an en suite, additional rooms with twin/queen beds, and sleeper sofas—amenities: WiFi, outdoor shower, parking for 4, dog-friendly.

Beautiful Edgartown 3500 sq ft home, heated pool
Stunning 5 bedroom, 10 room, 3500 square foot colonial in beautiful area. Gourmet kitchen, dining room, living room, den, family room with ping pong. Huge deck, private yard with fire pit and outdoor shower. 30 x 16 x 4 heated in ground pool. Central air. Kayaks, bikes. Seven passenger Toyota Highlander available to rent May- October.
Popular amenities for Edgartown rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!

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

New Seabury pool/hot tub near beach,Popponesett

Near Association Beach & Pool

Summer 2026 Open! Walk to Great Pond, central a/c

Sunny condo with pool, central to beach & town

WestTisbury Charm, Carroll House

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

Surfside Resort Cape Cod, Falmouth MA

Falmouth MA, Cape Cod Getaway

Island Inn - Residential Suite - 35G - Oak Bluffs,

Lovely lakefront studio/condo with pool

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

Two bedroom condo .on the water Falmouth, ma

Bright, Coastal Mashpee Condo Near the Commons

Condo in Falmouth MA
Other vacation rentals with a pool

Charming Getaway Post&Beam Home Cozy and Sweet

Private home with heated pool near the beach!

Explore New Seabury's Year Round Charm!

The Sanddollar

West Tisbury Beach House

Jaws House - Great Harbors

5 BR, 2 BA; AC; Inground heated Pool; Pet-Friendly

4 br, 2-1/2 bath home with pool and ferry tickets.
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 1,003 | € 1,102 | € 1,045 | € 726 | € 564 | € 943 | € 1,077 | € 1,098 | € 835 | € 790 | € 858 | € 665 |
| 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 € 120 per night before taxes and fees

Verified guest reviews
Over 1,290 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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