
Holiday 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

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.

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!

Edgartown Designer Retreat With Pool & Hot Tub
Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

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.

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.

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

Brand New 2BR Condo w/ Pool. No Pets!
This beautifully renovated condo is in the heart of Edgartown. 5 min walk to downtown shops, restaurants, and waterfront. This unit has 2-bedrooms & 1.5-baths. The master has a king bed and half bath, and the second bedroom features a queen bed and full bath. Enjoy a spacious living room with high ceilings, a full kitchen, and access to outdoor spaces with a pool. Sleeps 4, this condo is the perfect base for your Martha's Vineyard adventure!

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.

Close to Falmouth Heights, Ferry & Menauhant Beach
Fantastic location off Acapesket Road 10-15 mins drive to Vineyard Sound Beaches, Island Queen Ferry and Main Street, Falmouth. First floor has two bedrooms, one full bath, living room, dining room and kitchen. 2nd floor has two bedrooms with skylights, full bathroom and a room/office. Basement w/pool table, washer&dryer and full bathroom. Features of the property include large deck with in-ground cocktail pool in fenced backyard.

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

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

Near Association Beach & Pool

Home in Falmouth ~ 5 min drive to beach

Sunny condo with pool, central to beach & town

Private pool, hot tub, minutes from beach!

Sippewissett Forest Magic by the Sea

West Tisbury Gem with Deck + Association Pool

Falmouth Amazing 3Br/2.5Ba Water Views with Dock.
Apartment rentals with a pool

Surfside Resort Cape Cod, Falmouth MA

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

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 holiday rentals with a pool

New 4 bedroom, walk to pool, close to beach!

Greenwood family fun.

Charming Getaway Post&Beam Home Cozy and Sweet

Beautiful Cape Cod Retreat w/Pool

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

Ocean Front Resort Studio Unit

European elegance in the heart of Cape Cod.

Cozy Home w/Pool by South Beach
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,398 SGD | $1,053 SGD | $1,148 SGD | $1,079 SGD | $840 SGD | $1,404 SGD | $1,603 SGD | $1,633 SGD | $1,242 SGD | $1,175 SGD | $1,276 SGD | $989 SGD |
| 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 holiday rentals with a pool in Edgartown

Total holiday rentals
Explore 80 holiday rentals in Edgartown

Nightly prices starting at
Edgartown holiday rentals start at $191 SGD per night before taxes and fees

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

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Edgartown holiday rentals include wifi 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- House rentals Edgartown
- Rentals with beach access Edgartown
- Waterfront rentals Edgartown
- Rentals with a fireplace Edgartown
- Guest house rentals Edgartown
- Bed and breakfasts Edgartown
- Rentals with a firepit Edgartown
- Rentals with breakfast Edgartown
- Rentals with a washing machine and dryer Edgartown
- Private suite rentals Edgartown
- Rentals with outdoor seating Edgartown
- Rentals with lake access Edgartown
- Boutique hotels Edgartown
- Rentals with a hot tub Edgartown
- Rentals with a patio Edgartown
- Beachfront rentals Edgartown
- Flat rentals Edgartown
- Rentals with a kayak Edgartown
- Fitness-friendly rentals Edgartown
- Pet-friendly rentals Edgartown
- Family-friendly rentals Edgartown
- Apartment rentals Edgartown
- Hotel rooms Edgartown
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- Bonnet Shores Beach
- Coast Guard Beach
- Second Beach
- The Breakers
- Pinehills Golf Club
- New Silver Beach
- Sandy Neck Beach
- South Shore Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Popponesset Peninsula
- Point Judith Lighthouse
- Cape Cod Inflatable Park
- Fort Adams State Park
- Nauset Beach




