Vacation rentals with a pool in Dukes County

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Popular amenities for Dukes County rentals with a pool

House rentals with a pool

Top guest favourite
Home in Falmouth
5 out of 5 average rating, 15 reviews

Brand new 4 BR, can walk to pool & close to beach!

BonnieRating, 5 stars9 months ago
Erin’s home is awesome! We rented it for our daughter’s and their families - 4 adults, 4 children shared the home for the week. The house was SPOTLESS at check in, and so well appointed, from kids toys, kitchen staples, beach chairs, beach towels, bicycles, a fabulous outdoor dining patio with large table/chairs/umbrella, quality bed linens, towels, etc. and rooms full of nice, comfortable furnishings. The neighborhood is fabulous, especially for families who want to enjoy the pool (which is awesome!)/playground/small beach area. It was quiet and relaxing and very walkable and there are also several larger Falmouth beaches you can drive to within a few minutes. Downtown is about a 5 minute drive to shops, restaurants and grocery stores. All in all, it’s a great house in a really great location!
Home in West Tisbury
5 out of 5 average rating, 5 reviews

Charming Getaway Post&Beam Home Cozy and Sweet

SarahRating, 5 stars9 months ago
Our family stayed at Madi's place for our summer vacation. Madi was very responsive and communicative prior to our stay with local recommendations and instructions for the home and beach passes. Our family of 5 was comfortable and we had a wonderful time on MV. Would definitely return to Madi's place.
Home in Falmouth
5 out of 5 average rating, 4 reviews

Heated pool, walk to beach, town

MaeveRating, 5 stars7 months ago
Perfectly located between beach and town. Backyard well manicured and welcoming.
Guest favourite
Home in Edgartown
5 out of 5 average rating, 6 reviews

Sunny condo with pool, central to beach & town

JamesRating, 5 stars8 months ago
Exactly what we hoped for: Quiet, peaceful, friendly neighbors, and close to the restaurants in Edgartown. The pool was perfect for late afternoons/early evenings with the kids after long days at the beaches. Our hosts were very quick to respond to any messages or questions we sent. We loved our week here and look forward to coming back next year.
Home in Edgartown
4.56 out of 5 average rating, 9 reviews

Magical House & Pet Friendly! Swim Spa/Jacuzzi

RebeccaRating, 5 stars8 months ago
Alan was a fantastic host. The house felt much bigger than the pictures and smelled clean when we arrived. The pool was also great for our kids. We slept comfortably and it was a great quiet neighborhood to go for walks. Also, very close to south beach and easy to get into Edgartown. Would highly recommend!
Home in West Tisbury
4.75 out of 5 average rating, 8 reviews

West Tisbury Beach House

CaryRating, 5 stars10 months ago
Lovely location and very clean. Good spot to travel qround island. Lambert Cove was beautiful at sunset. If you have a bad back you might want to bring a mattress pad.
Guest favourite
Home in West Tisbury
5 out of 5 average rating, 8 reviews

West Tisbury Gem with Deck + Association Pool

SamanthaRating, 5 stars8 months ago
Rachel’s house was great, and had everything anyone would need… Beds were comfortable, water pressure in showers was perfect. Most importantly, Rachel was so lovely to deal with… She was very responsive and helpful. Highly recommend!!!

Condo rentals with a pool

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