Vacation rentals with a pool in Dukes County
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Top-rated rentals with a pool in Dukes County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Dukes County rentals with a pool
House rentals with a pool
Home in Chilmark
4.94 out of 5 average rating, 35 reviewsCool, Mid Century House -- Lucy Vincent Beach!
Oct 8 – 15
Home in Edgartown
5.0 out of 5 average rating, 7 reviewsEdgartown Designer Retreat With Pool For 2024!
Apr 1 – 8
Home in Falmouth
5.0 out of 5 average rating, 3 reviewsNew Home! Tranquil Falmouth Breeze Escape 4BD/Pool
Mar 10 – 17
Home in Falmouth
4.86 out of 5 average rating, 21 reviewsSippewissett Forest Magic by the Sea
Sep 2 – 9
Home in Falmouth
5.0 out of 5 average rating, 63 reviewsCape Cod Falmouth Getaway Close to Beaches Pool
Dec 11 – 18
Home in Falmouth
5.0 out of 5 average rating, 6 reviewsJaws House - Great Harbors
Sep 10 – 17
Home in West Tisbury
5.0 out of 5 average rating, 6 reviewsNew West Tisbury Gem with Pool!
Feb 4 – 11
Home in Falmouth
5.0 out of 5 average rating, 12 reviewsBrand new 4 BR, can walk to pool & close to beach!
Mar 1 – 8
Condo rentals with a pool
Condo in Tisbury
4.74 out of 5 average rating, 19 reviewsHeart of VH, w/ac, pool & harborview
Aug 25 – Sep 1
Condo in Falmouth
5.0 out of 5 average rating, 3 reviewsTwo bedroom condo .on the water Falmouth, ma
Oct 15 – 22
Condo in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsSpectacular Martha's Vineyard Island Home!
Feb 24 – Mar 3
Condo in Falmouth
Surfside Resort Cape Cod, Falmouth MA
Mar 29 – Apr 5
Condo in Falmouth
New place to stayFalmouth Oceanfront Resort
Dec 16 – 23
Condo in Oak Bluffs
4.66 out of 5 average rating, 38 reviewsPerfect 2BR Island Inn | Patio | Pool
Dec 25 – Jan 1
Condo in Oak Bluffs
4.84 out of 5 average rating, 32 reviewsDog-friendly 1st-Floor 1BR Near Beach/Park | Pool
Oct 24 – 31
Condo in Oak Bluffs
4.53 out of 5 average rating, 17 reviewsDog-friendly 1st-Floor 1BR | Pool | Tennis
Apr 10 – 17
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