
Holiday rentals with a pool in West Tisbury
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Top-rated rentals with a pool in West Tisbury
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House rentals with a pool

Canal Retreat: Easy Cape Access with Seasonal Pool
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.

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

Beautiful Mashpee Home with Pool
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!

House on Cape Cod with pool close to beach
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!

Charming Home-Pool, Game Room, walk to quiet beach
We had a wonderful time at this home. The pool was clean and warm; we used it every day. The house was well stocked- dishes, spices, utensils, pots and pans… and plenty of chairs out by the pool for outdoor meals. The neighborhood was quiet and safe to take nice morning walks down to the little beach 1/4 miles away. Great quality seafood at Falmouth Fish Market, and many grocery/household store options less than 2 miles from the house. We paid extra for the linens; good choice for us since we had a full house.

Sunny Loft - Seasonal Pool & Beach access
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.

Home in Hyannis Port
Our family of five had a wonderful stay! We picked the location because it was in the middle of the Cape and easy for us to explore the coast. The house is newly renovated and in pristine condition. The beds were comfortable and the bathrooms were fresh and new. We had plenty of space and felt right at home. The host was very responsive. We highly recommend!

New Construction Home with Pool in N. Falmouth
We had an amazing stay at Stephanie’s place in Falmouth! The home was immaculate, spotlessly clean and even better than we expected. The photos were beautiful, but somehow the house exceeded them. Stephanie and Ellen were wonderful hosts, very responsive and helpful with anything we needed. The layout was perfect for our family, giving everyone their own private space while still feeling cozy and connected. The pool and hot tub were huge hits and made our time extra relaxing and fun. We would absolutely stay here again. Highly recommend!
Apartment rentals with a pool

Falmouth MA, Cape Cod Getaway
Very pleasant stay! Nice value, size and layout for our family of 5 (3 young kids). 2nd floor unit, accessible via stairs. Area is quiet and secluded, but very close to everything you would want to do in and around Falmouth (drive times: ~8 mins to downtown area, 7-15 mins to nice beaches, 7-10 mins to parking/shuttle for Martha’s Vineyard ferries, ~20 mins to Woods Hole). Kitchen is well appointed—we cooked half of our week’s meals. Community pool was well maintained, has deep end down to ~8ft and shallow at 3ft, and has ample tables/umbrellas/loungers. Very friendly neighbors and very responsive/gracious hosts. Would stay again!

Lovely lakefront studio/condo with pool
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.

Private 3bdrm Condo Tashmoo Woods
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!

Capecation! 3-bedroom condo with heated pool
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.

5 Mi to Mashpee Commons: Coastal Mashpee Condo
Sweet, serene place, very peaceful area.

Condo in Falmouth MA
The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

Heart of VH, w/ac, pool & harborview
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!

Cape Cod, South Yarmouth July 19-26. Sleeps 8
Loved the location and the apartment was facing the water, which meant a light cool breeze most of the time all day and night. The 2 bedroom apt was very clean and spacious and the 5 of us did not get in each of our ways. While inside, we did not hear any noise from our next door neighbors and sliding doors silenced any outdoor noise. The AC was cold and very comfortable. Amenities including additional outdoor access to a peaceful water area with picnic tables, Adirondack chairs was a huge plus. Indoor pool helped too with two little ones. Beach parking passes at a discount. Staff was very nice and accommodating. Parking was easy and plenty of spaces. Would recommend and we would stay again.
Quick stats about holiday rentals with a pool in West Tisbury
Total rentals
40 properties
Nightly prices starting at
₹16,271 before taxes and fees
Total number of reviews
520 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Brown University
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Point Judith Country Club
- Coast Guard Beach
- Oakland Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Fort Adams State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Goddard Memorial State Park