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Holiday rentals with a pool in Tisbury

Find and book unique homes with a pool on Airbnb

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Popular amenities for Tisbury rentals with a pool

House rentals with a pool

Superhost
Home in Bourne
4.75 out of 5 average rating, 4 reviews

Canal Retreat: Easy Cape Access with Seasonal Pool

RebeccaRating, 5 stars3 weeks ago
This house was very clean and adorable. The hosts were very responsive. There was what i believed to be a significant issue on the part of airb&b. They had the wrong adress listed for the house. Again this was not the hosts fault. It was listed as a house in Plymouth but was actually in Bourne, which I was very upset about after driving around for an hour and literally alomost trying to get into a strangers house at night in the dark. Airb&b refused to do anything for me to make this right and blamed it on google maps which is laughable. So for the house and the hosts (residentually) I give 5 stars. For airb&b I give 0 stars.
Guest favourite
Home in Mashpee
4.9 out of 5 average rating, 20 reviews

Beautiful Mashpee Home with Pool

JudyRating, 5 stars10 months ago
The house was beautiful, better than expected! It was very spacious with lovely high ceilings in all the rooms. the bedrooms were all large and delightfully decorated, as were the two sitting rooms. In fact the layout worked really well for our family group: master bedroom with en suite for us grandparents, first floor bedrooms for one couple and their two kids with shared bathroom and extra sitting area with TV, and the garden room -with an enormous bed!- and ensuite bathroom for the other couple. The pool was a very good size with comfortable loungers and the large table on the terrace was perfect for mealtimes. The kitchen was fully equipped and there were an enormous range of dishes and utensils! The various beaches we visited were all within easy reach and Mashpee Commons was only a short drive away with a range of restaurants and shops. Nicole was very responsive and answered our questions quickly. We had a wonderful time and the house exceeded our expectations!
Superhost
Home in New Seabury
5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

MadisonRating, 5 stars8 months ago
Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.
Superhost
Home in Mashpee
5 out of 5 average rating, 3 reviews

Mashpee Manor Pool House

JeffreyRating, 5 stars9 months ago
House was very clean and comfortable. Kathleen was very responsive to all my inquiries both prior to and during our stay. House was easy drive to shopping and dinning as well as the local ponds and beaches. Although we did not cook if u plan to prepare meals be aware kitchen has limited pots and pans for cooking. Also would have like to have a tea pot to boil water. Otherwise had everything we needed for a wonderful stay
Guest favourite
Home in East Falmouth
5 out of 5 average rating, 8 reviews

Sunny Loft - Seasonal Pool & Beach access

JoannaRating, 5 stars10 months ago
Kerry was an amazing host. Very kind, very helpful, and very communicative. The house itself was very cute and had the best stocked kitchen I've ever seen. The outdoor shower was also a huge hit. The house was super close to the community beach and the community pool, which were both a ton of fun. The house was also close to some other things we did on our week vacation, like sailing on the Liberte, taking a ferry to Martha's Vineyard, and checking out some other town beaches. The house was a little tight for the 5 of us (2 adults and 3 kids)...while there were plenty of places to sleep, there were only 4 chairs at the kitchen table and the outdoor table. The house was also right off the main road, which made it convenient, but I think we would have preferred to be a little more secluded. But all in all, positives definitely outweigh the negatives.
Superhost
Home in Bourne
4.75 out of 5 average rating, 4 reviews

Cozy Cape Cod House - Stroll or Bike the Canal

AlexandraRating, 5 stars14 months ago
Excellent accommodation, I was in winter but in summer it should be the maximum
Superhost
Home in Plymouth
4.74 out of 5 average rating, 62 reviews

Tranquil Family Retreat in Plymouth

KristenRating, 5 stars2 weeks ago
Isabeau and Shaun were incredibly accommodating and responsive, and we found the entire experience so seamless. Would definitely rent from them again!
Superhost
Home in Plymouth
4.85 out of 5 average rating, 27 reviews

The Plymouth Pool House

ColleenRating, 5 stars2 weeks ago
This property had everything you wanted! The pool, the grill, the fire pit, and if it rains you have your own personal movie theater. Anything you need is all right there. I was sad when we had to leave! The host Jared is very responsive and friendly, I couldn’t recommend this property more.

Apartment rentals with a pool

Superhost
Apartment in Hyannis

Courtyard Resort Condo Hyannis

NilsRating, 5 stars97 months ago
Great place. Very central to Main Street. Quiet, plenty of space, good parking, easy communication and check-in. We will come again!
Apartment in Falmouth
4.7 out of 5 average rating, 37 reviews

Lovely lakefront studio/condo with pool

LindaRating, 5 stars10 months ago
Luisa was very responsive to any questions we had. Her place is cute and cozy, very quiet, but everything we wanted to do was close by.
Apartment in New Seabury
5 out of 5 average rating, 5 reviews

Capecation! 3-bedroom condo with heated pool

KarlRating, 5 stars10 months ago
We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.
Apartment in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars34 months ago
this is a great unit with lots of space for the family. so much to do on the cape and near by. but you can just park the car and just stay put with a beach and pool! everything went perfect
Apartment in New Seabury
4.92 out of 5 average rating, 12 reviews

5 Mi to Mashpee Commons: Coastal Mashpee Condo

JenniferRating, 5 stars11 months ago
Sweet, serene place, very peaceful area.
Superhost
Apartment in Falmouth
4.74 out of 5 average rating, 19 reviews

Condo in Falmouth MA

BrandiRating, 5 stars1 month ago
Patrick is a fantastic host and was very proactive and responsive when we ran into a problem outside anyone’s control. We would definitely recommend this home and host to others traveling to the area
Apartment in Oak Bluffs
4.92 out of 5 average rating, 13 reviews

Spectacular Martha's Vineyard Island Home!

StephenRating, 5 stars26 months ago
Thank you for your hospitality. The stay was great and you were a pleasure to deal with.
Apartment in Tisbury
4.7 out of 5 average rating, 23 reviews

Heart of VH, w/ac, pool & harborview

LaurenRating, 5 stars11 months ago
Great unit! Had everything we needed for a weekend stay, close to Vineyard Haven and the ferry. Unit was clean and Matthew was very easy to communicate with! Would stay again!

Quick stats about holiday rentals with a pool in Tisbury

  • Total rentals

    50 properties

  • Nightly prices starting at

    $166 SGD before taxes and fees

  • Total number of reviews

    830 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore