Holiday 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.
Holiday 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.
3–10 Mar
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
4–11 Jun
Home in Sandwich
5.0 out of 5 average rating, 14 reviewsCoastal Escape with In-Ground Pool on The Cape
3–10 Mar
Home in Bourne
5.0 out of 5 average rating, 19 reviewsCape House with Pool by Canal
2–9 Jun
Home in Rochester
4.95 out of 5 average rating, 60 reviewsSouth Coast Serenity - Quintessential New England
9–16 Apr
Home in Mashpee
5.0 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
26 Oct – 2 Nov
Home in East Sandwich
4.92 out of 5 average rating, 52 reviewsLarge Home Heated Swimming Pool Private Beach
19–26 Apr
Home in New Bedford
4.78 out of 5 average rating, 152 reviewsPoseidon's Palace - 2.0
7–14 Feb
Apartment rentals with a pool
Apartment in Barnstable
4.93 out of 5 average rating, 15 reviewsBeachfront Complex in Hyannis
15–22 Sept
Apartment in Mashpee
Sea Mist Resort Mashpee 2BR
12–19 May
Apartment in Tisbury
4.75 out of 5 average rating, 4 reviewsMartha’s Vineyard Ground Condo * Pool * Near Ferry
18–25 Apr
Apartment in Oak Bluffs
4.66 out of 5 average rating, 38 reviewsPerfect 2BR Island Inn | Patio | Pool
6–13 Mar
Apartment in Tisbury
4.74 out of 5 average rating, 19 reviewsHeart of VH, w/ac, pool & harborview
4–11 Mar
Apartment in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsSpectacular Martha's Vineyard Island Home!
17–24 Feb
Apartment in Mashpee
5.0 out of 5 average rating, 9 reviewsCoastal Mashpee Condo: 2 Mi to Beach + Pool Access
18–25 May
Apartment in Falmouth
4.78 out of 5 average rating, 32 reviewsLovely lakefront condo with pool
28 Aug – 4 Sept
Quick stats about holiday 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
£104 before taxes and fees
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