Family-friendly holiday rentals in West Tisbury

Find and book unique family-friendly homes on Airbnb

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Popular amenities for West Tisbury family-friendly rentals

Family-friendly home rentals with a hot tub

Home in New Seabury
5 out of 5 average rating, 26 reviews

New Seabury pool/hot tub near beach,Popponesett

NicoleRating, 5 stars12 months ago
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.
Superhost
Condo in Hyannis

Courtyard Resort Condo Hyannis

NilsRating, 5 stars96 months ago
Great place. Very central to Main Street. Quiet, plenty of space, good parking, easy communication and check-in. We will come again!
Cabin in Falmouth
4.66 out of 5 average rating, 596 reviews

Waterside Guest House

AidenRating, 5 stars3 weeks ago
Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!
Guest favourite
Home in Dennis
4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

JustinRating, 5 stars9 months ago
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.
Top Guest favourite
Home in Centerville, Barnstable
4.97 out of 5 average rating, 155 reviews

Luxury House 0.25 mi from Craigville Beach

AngieRating, 5 stars1 month ago
I had a wonderful experience staying at this Airbnb. The place was exactly as described—clean, cozy, and well-stocked with all the essentials. The host was friendly, responsive, and made check-in and out super easy. The neighborhood was quiet and felt very safe, with great local spots just a short walk or drive away. I’d absolutely stay here again and recommend it to anyone looking for a comfortable and convenient stay!
Home in Sandwich
5 out of 5 average rating, 6 reviews

40 Ploughed Neck Rd

FrankRating, 5 stars11 months ago
This was a first family vacation since the kids were little. 6 adults in a very spacious home ! Could not have been better. The living room, dining room and completely modern kitchen [fully capable of any meal preparations] made for family fun and connections. The patio and fenced in yard was supurb - and the complete kitchen BBQ set-up, fire pit, fenced in yard all made for the perfect vacation. A small slice of paradise. Thank you to the Chambers family for letting us stay in your home. We were delighted and felt safe and secure in all things. Hopefully we will be able to make next year happen - amongst the future wedding plans and such ! God Bless. Frank + Cathy and the family.
Home in Centerville
4.78 out of 5 average rating, 51 reviews

Contemporary 5BR | Hot Tub | Dock

JobRating, 5 stars4 weeks ago
Our family stayed here after graduation and it was perfect
Guest favourite
Home in East Falmouth
4.9 out of 5 average rating, 60 reviews

Peaceful waterfront home with dock/ hot tub

ConorRating, 5 stars10 months ago
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!

Family- and pet-friendly home rentals

Guest favourite
Home in East Falmouth
4.93 out of 5 average rating, 131 reviews

Summer House Close To Beaches

JulieRating, 5 stars6 months ago
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.
Superhost
Cottage in Bourne
4.76 out of 5 average rating, 106 reviews

Adorable Gray Gables Beach Cottage

JulieRating, 5 stars4 days ago
Adorable cottage, nice lay out, very clean with all of the comforts of home, a dishwasher, brand new stove, nice size fridge with ice maker. This cottage has a private backyard with grill and new teak patio set and lounge chairs for relaxing and soaking up the sun, the window boxes are a nice touch to add to the cottage charm! Beautiful location near 2 very nice beaches, peaceful neighborhood near the Cape Cod Canal for morning or afternoon walks and bike rides. Great restaurants close by, The Lobster Trap and Trading Post lounge are my favorites, also a great little store right down the street, Gray Gables Market has everything you would need for your stay. We loved our stay, can’t wait to visit again!
Superhost
Home in Barnstable
4.84 out of 5 average rating, 170 reviews

Spacious house steps to Craigville beach! Dog ok!

DixitRating, 5 stars3 weeks ago
WE 12 friends went there for a long weekend getaway and we had a really good time. For anyone reading this review, one thing that this listing does not say is that how there are sun window in each room which is not covered by anything. So if you need dark room to sleep it will be an issue, some of my friends had hard time going to sleep once the sun was up and the room was all bright and lit. Beside that one issue we had an amazing time staying at this place. Olga is an amazing host and was always very responsive and understanding of our situation. The beach is at walking distance and the area is very safe, we loved going on a beach walk in the middle of the night.
Guest favourite
Cottage in Oak Bluffs
4.9 out of 5 average rating, 201 reviews

Beautiful stroll to beach and all of downtown!

ZacharyRating, 5 stars5 days ago
great stay! super close to downtown oak bluffs, great area, all very walkable
Guest favourite
Home in Mashpee
4.92 out of 5 average rating, 143 reviews

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

PinchasRating, 5 stars1 week ago
Very pleasant. Kristen oferred earlier checkin and very late checkout which allowed us to enjoy some additional hours at the beach and kayaking
Top Guest favourite
Guest suite in Sandwich
4.87 out of 5 average rating, 166 reviews

Mermaid's Garden Apartment Cape Cod

AimeeRating, 5 stars5 months ago
Great spot with private entrance and cozy setup. Came during winter but can imagine its also a perfect summer getaway. All in all, cute and convenient place!
Guest favourite
Cottage in Yarmouth
4.97 out of 5 average rating, 127 reviews

Walk 7/10 mile to Beaches*Summer Fri to Fri*

SharonRating, 5 stars3 weeks ago
Comfortable and cozy cottage to stay in. Bonnie was great at communicating, and the offer (didn't have to ask) to check in early was greatly appreciated. Even though the weather (Nor'easter) wasn't the best, the cottage was great. The gas fireplace was used and added to the warmth of the cottage. Little things that the cottage was stocked with was very helpful (dog bowls) even if weren't used. Just knowing the cottage has little details will have me renting again. Thank you!
Superhost
Home in Westport
4.78 out of 5 average rating, 243 reviews

Kayak in the Westport River!

MichelleRating, 5 stars7 months ago
Absolutely LOVE staying at Anna’s home that she graciously shares! Her home is like coming to your favorite aunts house while she is out of town and you just get to chill out and enjoy the area!! Quiet and peaceful, yet close enough to what I’ll call the “mall area” that has everything usually around a mall. Definitely check out The Head Landing Country Store for their coffee and DELICIOUS home baked goodies!!!

Family-friendly home rentals with a pool

Home in West Tisbury
5 out of 5 average rating, 5 reviews

Charming Getaway Post&Beam Home Cozy and Sweet

SarahRating, 5 stars11 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.
Guest favourite
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars10 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Top Guest favourite
Home in Mashpee
5 out of 5 average rating, 8 reviews

Beautiful Home w/ Pool, Fire pit and Game Room!

KimRating, 5 stars10 months ago
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!
Top Guest favourite
Apartment in Hyannis Port
4.84 out of 5 average rating, 51 reviews

1 bedroom apartment located 5 minute walk to beach

MichaelRating, 5 stars10 months ago
We stayed in the tree house suite. It had a lovely deck surrounded by trees and a great view of the sky. Craig and Ginny are as friendly a couple you will ever meet--always quick to answer questions and offer some great suggestions, Craig even offered to drop us off at a few places. They were so kind they felt like old friends. The beach is beautiful and a five minute walk away--which is great because they charge 25 bucks to park. So do the easy walk, and Ginny will provide chairs, towels, and umbrellas. Hyannis itself is a great place to walk around with lots of shops and great restaurants. We also took a ferry to Nantucket which was delightful, as well. I would visit them again without question. Go. You won't be disappointed. Michael and Rebecca
Guest favourite
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars9 months ago
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!
Home in East Falmouth
4.72 out of 5 average rating, 25 reviews

Family friendly Cape home with peak views of water

SherylRating, 5 stars11 months ago
This is a big beautiful comfortable home! Pictures do not do this home the justice it deserves! Loved the home, plenty of room for 12! Terrific area. The owner was/is fantastic to work with! We would definitely rent this home again! Very large and extremely comfortable! Great location! Not far from many attractions, beaches and downtown. Has many family games and activities for your use. You definitely will not be disappointed! From renting to checking out, everything went extremely smooth! Owener is extremely helpful with any questions. you may have, and is very responsive! We, again, would absolutely rent that home again!!!
Home in West Tisbury
4.75 out of 5 average rating, 8 reviews

West Tisbury Beach House

CaryRating, 5 stars11 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.
Superhost
Condo in Falmouth
4.72 out of 5 average rating, 18 reviews

Condo in Falmouth MA

MarkRating, 5 stars1 month ago
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.

Quick stats about holiday rentals that are family-friendly in West Tisbury

  • Total rentals

    290 properties

  • Nightly prices starting at

    $251 NZD 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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