
Holiday rentals with a pool in Martha's Vineyard
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Martha's Vineyard
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Martha's Vineyard rentals with a pool
House rentals with a pool
Guest favourite

Home in Falmouth
5 out of 5 average rating, 15 reviewsHome in Falmouth ~ 5 min drive to beach
Guest favourite

Home in Mashpee
5 out of 5 average rating, 18 reviewsExclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
Superhost

Home in Plymouth
4.8 out of 5 average rating, 15 reviewsMansion with Heated Pool Near Ocean
Guest favourite

Home in Cotuit
4.94 out of 5 average rating, 18 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Superhost

Home in Bourne
4.75 out of 5 average rating, 4 reviewsCozy Cape Cod House - Stroll or Bike the Canal
Guest favourite

Home in Edgartown
4.91 out of 5 average rating, 47 reviewsBeautiful Edgartown Colonial with heated pool.
Top Guest favourite

Home in Bourne
5 out of 5 average rating, 27 reviewsCape House with Pool by Canal
Superhost

Home in Falmouth
4.89 out of 5 average rating, 27 reviewsSippewissett Forest Magic by the Sea
Condo rentals with a pool
Guest favourite

Condo in Vineyard Haven
5 out of 5 average rating, 21 reviewsRelax....You're on Island Time......
Guest favourite

Condo in Tisbury
4.91 out of 5 average rating, 47 reviewsPrivate 3bdrm Condo Tashmoo Woods
Superhost

Condo in West Dennis, Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
Guest favourite

Condo in Tisbury
4.9 out of 5 average rating, 72 reviewsSunny 2bedroom condo w pool, walk to town
Guest favourite

Condo in Falmouth
4.75 out of 5 average rating, 16 reviewsCondo in Falmouth MA
Superhost

Condo in Tisbury
4.77 out of 5 average rating, 13 reviewsMartha’s Vineyard Condo * Near Ferry
Superhost

Condo in Yarmouth
4.75 out of 5 average rating, 4 reviewsCape Cod, South Yarmouth July 19-26. Sleeps 8
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Brown University
- Easton Beach
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Roger Williams Park Zoo
- Oakland Beach
- Fort Adams State Park
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Scusset Beach
- Grey's Beach
- Coast Guard Beach
- Oyster Harbors Beach