
Family-friendly vacation rentals in West Tisbury
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Top-rated family-friendly rentals in West Tisbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for West Tisbury family-friendly rentals
Family-friendly home rentals with a hot tub

New Seabury pool/hot tub near beach,Popponesett
We stayed here for a bachelorette party and the house exceeded our expectations. Sherri was responsive and quick to answer all of our questions before and during the stay.

Waterside Guest House
The view out the window to the ocean was spectacular and the accommodations were very pet friendly, my two dogs were very happy hanging out on the two couches in the living room. Perfect place to serve as a home base for exploring the quaint restaurants and shops in downtown Falmouth. Full kitchen if you want to cook, and plenty of furniture to have guests for dinner with a good size kitchen table. Ron, was very available and friendly, and I will definately go back!

4th July week! Cape Cod Townhome
The place is great if you don't mind having to drive to a beach or to town. It's spacious and clean. And Ruth is a great host. She was very responsive.

Luxury House 0.25 mi from Craigville Beach
We had a great weekend here. The entire house was very well clean when we arrived. The kitchen had everything we needed and the table was large enough to fit our entire group. We had a great time relaxing in the hot tub and game room. We would definitely recommend and book again.

Spectacular beach & pool combo; beautiful sunsets!
The house was beautiful, very comfortable and extremely well equipped. I would highly recommend this home. We had a wonderful stay there!

Victorian Oasis: Driveway, hot tub, grill & more
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.

Contemporary 5BR | Hot Tub | Dock
- Very good and big house, my family really liked the games room in particular, I will be back soon.
Family- and pet-friendly home rentals

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sea
Great little place right on the beach . . .we had everything we needed and a basement full of things i case we forgot something. Very nice and comfortable. The dogs had a great time!!

Summer House Close To Beaches
Location was great and the neighborhood was quiet and beautiful. Robert was very responsive and accommodating. The ease of finding the home & access with the great directions along with a bottle of wine in the fridge were added bonuses after driving all day/night and a late night arrival.

Cottage suite between the harbors: no minimum stay
This was exactly what we were looking for--it was equal distant from vineyard haven and oaks bluff, right along the bus route. We ended up renting bikes and biking to and from different towns, which was amazing. Theda was extremely responsive and even let us check in and out when we needed. We'll definitely stay here again when we're in town!

Spacious house steps to Craigville beach! Dog ok!
My husband and I were transferred to a project about 30 minutes from Olga’s home. After a very long drive from WV we were pleasantly surprised. Olga’s property was exactly as described. Given we were there for an extended stay it was refreshing to find a fully stocked kitchen with high-end appliances. The master bedroom and ensuite exceeded our expectations: the room was quite large, the mattress was comfy, it offered a build in desk and private patio doors that led to the back yard. My favorite, was the very large soaking/jetted tub after a long cold day. We were overjoyed that not only did she permit dogs, she had a huge fenced in yard do”so even our Ralphie was happy. As if things could get any better we walked to the beach nearly everyday. Did i mention its only 0.2 miles away. PS: Craigsville pizza and Mexican is the bomb!!

Sunny, Spacious Vineyard Retreat
This is the third time my family has stayed in this beautifully furnished and extremely comfortable home, located on a quiet cul de sac. Always perfect for our Vineyard get-aways.

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!
Great place, we loved it! My son didn’t want to leave. We could see the water when sitting on the living room couch, which was very pleasing! There was some issues with the cleanliness of the place, but turned out Kristen was dealing with a family health crisis. So we decided to not hold it against her. She refunded us a 100 for cleaning. We took care of all the issues to help her out a bit. There were two issues that we could not fix at the time, a moldy shower curtain, and a missing outlet faceplate which didn’t seem safe. I only mention these since we feel obligated to an honest review. We would definitely go back to this place in the future!

Waterfront Cape Cod Family Home in Bourne
Jennifer was an awesome host! Very kind, friendly, and responsive. Her property is beautiful and well cared for. The views of the pond from some of the windows are gorgeous! Close proximity to shopping and dining as well. Thank you Jennifer for your kindness and hospitality! We really enjoyed your beautiful property and hope to stay again in the future!

Cottage in the heart of the village
Great location away from all the hustle and bustle of the Cape, but close enough to see it all. Highly recommend staying here, very relaxing, quiet, and walkable to a few restaurants and bars to unwind after a long day of exploring the Cape. Cute and cozy! Do yourself a favor and get up for Sunrise at Sandwich Boardwalk during your stay.
Family-friendly home rentals with a pool

4 Acre Retreat w/ Pool
A magical spot indeed! We stayed for 4 perfect nights and we enjoyed ourselves immensely. The grounds are very pretty, with wild turkeys visiting for morning coffee. The kitchen is newly remodeled and stunning. The pool was a great find and there were plenty of nice towels and an outdoor shower. The host is lovely and the caretaker called to say hello as well so we felt very taken care of. A must visit! 10 stars!

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Beautiful Home w/ Pool, Fire pit and Game Room!
This was our family's first visit to the Cape, and the first time that mom had been back in decades. We had a wonderful stay! Mashpee was a great location - there was local access to good beaches and restaurants; but also a great location to access Sandwich and the Canal, Falmouth, Woods Hole and the Islands, all the way to Provincetown and everything in between. And we took advantage of it all over the week we stayed. Ed was a wonderful host! From booking until we checked out, he was very communicative, friendly, and had great information about local attractions and specialties. The property was very comfortable, and big enough for our family to relax and recharge. And our son loved the heated pool! We would definitely rent this or any of Ed's properties again!

ShoestringBayHouse, waterfront & pool in Cotuit
Perfect stay - just be sure to bring or order sheets and towels!

Private 3bdrm Condo Tashmoo Woods
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

Private POOL*New Seabury*3 Bedroom
The home was pristine, more than what we could have asked for. Shelly was an amazing host, again, more than we could have asked for. You want a gorgeous home, with a stellar host, in the cape, with a private pool, amazing amenities, on a golf course and very close to the beaches, fun spots for kids, and shops, go to this place.

Falmouth, Cozy Studio Near Old Silver Beach
We had a wonderful weekend stay! The house is located in a quiet neighborhood and the upstairs apartment was very clean. There is quick access to local beaches and restaurants. We would stay again!

Condo in Falmouth MA
Patrick’s place was absolutely perfect! We made great use of the kitchen with no problem whatsoever. We really appreciated the nearby trail to get some fresh air and enjoyed being close to a grocery store for cooking meals. Highly recommend this place if you want a quiet laidback place to rest and refit!
Quick stats about vacation rentals that are family-friendly in West Tisbury
Total rentals
290 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
6.4K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Brown University
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Roger Williams Park Zoo
- Oakland Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Earle Road Beach
- Chapin Memorial Beach
- Agawam Hunt
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Forest Beach
- Sunken Meadow Beach