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 Sandwich
4.99 out of 5 average rating, 68 reviews"Cape Escape" luxury home w/pool & beach access.
Jan 22 – 29
Home in Rochester
4.95 out of 5 average rating, 60 reviewsSouth Coast Serenity - Quintessential New England
Apr 17 – 24
Home in Mashpee
5.0 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
Nov 26 – Dec 3
Home in Barnstable
4.9 out of 5 average rating, 10 reviewsbeautiful cape cod home with pool and hot spa
Mar 30 – Apr 6
Home in Mashpee
4.88 out of 5 average rating, 16 reviewsBeautiful Mashpee Home with Pool
Dec 26 – Jan 2
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Apr 12 – 19
Home in Falmouth
5.0 out of 5 average rating, 10 reviewsHome in Falmouth ~ 5 min drive to beach
May 3 – 10
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Feb 7 – 14
Condo rentals with a pool
Condo in Mashpee
Sea Mist Resort Mashpee 2BR
May 12 – 19
Condo in Tisbury
4.75 out of 5 average rating, 4 reviewsMartha’s Vineyard Ground Condo * Pool * Near Ferry
Jan 19 – 26
Condo in Oak Bluffs
4.55 out of 5 average rating, 22 reviewsCozy 1BR Island Inn | Patio | Pool
Apr 1 – 8
Condo in Tisbury
4.74 out of 5 average rating, 19 reviewsHeart of VH, w/ac, pool & harborview
Mar 8 – 15
Condo in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsSpectacular Martha's Vineyard Island Home!
Feb 14 – 21
Condo in Mashpee
5.0 out of 5 average rating, 9 reviewsCoastal Mashpee Condo: 2 Mi to Beach + Pool Access
Feb 24 – Mar 3
Condo in Falmouth
4.78 out of 5 average rating, 32 reviewsLovely lakefront condo with pool
Aug 25 – Sep 1
Condo in Falmouth
5.0 out of 5 average rating, 4 reviewsInnSeason Resorts HarborWalk Studio
Jul 26 – Aug 2
Quick stats about vacation rentals with a pool in Oak Bluffs
Total rentals
80 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
€ 122 before taxes and fees
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