Vacation rentals with a pool in Oak Bluffs
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oak Bluffs
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Bluffs rentals with a pool
House rentals with a pool
Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
Home in Aquinnah
4.75 out of 5 average rating, 4 reviewsNine Acres Secluded Escape
Home in New Seabury
5 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
Home in Falmouth
5 out of 5 average rating, 15 reviewsHome in Falmouth ~ 5 min drive to beach
Home in New Seabury
5 out of 5 average rating, 18 reviewsExclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
Home in Cotuit
4.94 out of 5 average rating, 18 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Home in Edgartown
4.91 out of 5 average rating, 46 reviewsBeautiful Edgartown Colonial with heated pool.
Home in Falmouth
4.88 out of 5 average rating, 26 reviewsSippewissett Forest Magic by the Sea
Condo rentals with a pool
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviewsRelax....You're on Island Time......
Condo in Falmouth
4.79 out of 5 average rating, 14 reviewsFalmouth MA, Cape Cod Getaway
Condo in Oak Bluffs
4.55 out of 5 average rating, 20 reviews1BR Island Inn 1st-Floor | Deck | Pool
Condo in Falmouth
4.7 out of 5 average rating, 37 reviewsLovely lakefront condo with pool
Condo in Tisbury
4.91 out of 5 average rating, 47 reviewsPrivate 3bdrm Condo Tashmoo Woods
Condo in New Seabury
5 out of 5 average rating, 4 reviewsCapecation! 3-bedroom condo with heated pool
Condo in Tisbury
4.9 out of 5 average rating, 72 reviewsSunny 2bedroom condo w pool, walk to town
Condo in Falmouth
5 out of 5 average rating, 3 reviewsTwo bedroom condo .on the water Falmouth, ma
Quick stats about vacation rentals with a pool in Oak Bluffs
Total rentals
80 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Nantucket Vacation rentals
- Montauk Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools Cape Cod
- Rentals with pools Downtown
- Rentals with pools Massachusetts
- Rentals with a fireplace Oak Bluffs
- Hotel rentals Oak Bluffs
- Kid-friendly rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Bed and breakfasts Oak Bluffs
- House rentals Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with lake access Oak Bluffs
- Condo rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Monthly Rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a washer and dryer Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Beachfront rentals Oak Bluffs
- Apartment rentals Oak Bluffs
- 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