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.
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
Home in Plymouth
4.92 out of 5 average rating, 170 reviewsOur Secret Garden
17–24 Sept
Home in Plymouth
4.91 out of 5 average rating, 54 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
30 Jan – 6 Feb
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
13–20 May
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
4–11 Feb
Home in Bourne
5.0 out of 5 average rating, 19 reviewsCape House with Pool by Canal
7–14 Jun
Home in Rochester
4.95 out of 5 average rating, 60 reviewsSouth Coast Serenity - Quintessential New England
15–22 Apr
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
11–18 Nov
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
25 Jan – 1 Feb
Apartment rentals with a pool
Apartment in West Dennis, Dennis
4.79 out of 5 average rating, 29 reviewsHidden Hideaway
3–10 Apr
Apartment in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
22–29 Nov
Apartment in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
18–25 Apr
Apartment in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
21–28 Sept
Apartment in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
27 Jun – 4 Jul
Apartment in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
3–10 Oct
Apartment in Barnstable
4.93 out of 5 average rating, 15 reviewsBeachfront Complex in Hyannis
13–20 Sept
Apartment in Dennis
4.81 out of 5 average rating, 36 reviewsBright & Airy - Condo In The Heart Of The Cape!
19–26 Jun
Destinations to explore
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools The Hamptons
- Rentals with breakfast Martha's Vineyard
- House rentals Martha's Vineyard
- Pet-friendly rentals Martha's Vineyard
- Monthly Rentals Martha's Vineyard
- Rentals with a hot tub Martha's Vineyard
- Waterfront rentals Martha's Vineyard
- Beachfront rentals Martha's Vineyard
- Guest house rentals Martha's Vineyard
- Fitness-friendly rentals Martha's Vineyard
- Cottage rentals Martha's Vineyard
- Apartment rentals Martha's Vineyard
- Bed and breakfasts Martha's Vineyard
- Rentals with beach access Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Flat rentals Martha's Vineyard
- Rentals with a firepit Martha's Vineyard
- Rentals with a fireplace Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Rentals with a kayak Martha's Vineyard
- Boutique hotel rentals Martha's Vineyard
- Rentals with a washing machine and dryer Martha's Vineyard
- Rentals with outdoor seating Martha's Vineyard
- Hotel rentals Martha's Vineyard
- Rentals with lake access Martha's Vineyard
- Rentals with a patio Martha's Vineyard
- Private suite rentals Martha's Vineyard
- Rentals with pools Cape Cod
- Rentals with pools Massachusetts
- Rentals with pools Dukes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom