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.
Flat in Wareham
4.92 out of 5 average rating, 13 reviews

Waterfront, private, very large 2 br apt

BethuelRating, 5 stars10 months ago
Lori's place was fantastic, and she and her husband made us feel right at home from the moment we arrived. The house was amazing and very relaxing; it truly felt like home. I don't typically write reviews, but I had to because my family and I were truly amazed. We'll be recommending Lori's place to all our family and friends visiting the Cape. With Onset Beach just down the street and a short drive to the Cape, you don't have to go far to enjoy a beautiful beach.
Cabin in Falmouth
4.66 out of 5 average rating, 595 reviews

Waterside Guest House

AidenRating, 5 stars1 week 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!
Superhost
Townhouse in Mashpee
5 out of 5 average rating, 3 reviews

4th July week! Cape Cod Townhome

DmitryRating, 5 stars84 months ago
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.
Top guest favourite
Home in West Hyannis Port
4.97 out of 5 average rating, 155 reviews

Luxury House 0.25 mi from Craigville Beach

AngieRating, 5 stars3 weeks 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!
Top guest favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 198 reviews

Spectacular beach & pool combo; beautiful sunsets!

AshleyRating, 5 stars1 week ago
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!
Home in Centerville
4.78 out of 5 average rating, 51 reviews

Contemporary 5BR | Hot Tub | Dock

JobRating, 5 stars2 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 stars5 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.
Guest favourite
Cottage in Bourne
4.79 out of 5 average rating, 104 reviews

Adorable Gray Gables Beach Cottage

YanaRating, 5 stars2 weeks ago
It was our second time staying at Amanda’s beautiful cottage and we hope not the last! The space is adorable and very spacious for a couple or a couple plus a guest (which was the case on this visit). The garden is a wonderful oasis to hang out and have meals and we appreciated Amanda being flexible to allow us to bring a solo stove. The area is so rich with wildlife and Mashpee Neck and the causeway beach are the best. We had an amazing time and can’t wait to come back.
Superhost
Home in West Hyannis Port
4.84 out of 5 average rating, 170 reviews

Spacious house steps to Craigville beach! Dog ok!

DixitRating, 5 stars2 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
Home in Mashpee
4.92 out of 5 average rating, 143 reviews

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

PinchasRating, 5 stars2 days ago
Very pleasant. Kristen oferred earlier checkin and very late checkout which allowed us to enjoy some additional hours at the beach and kayaking
Guest favourite
Cottage in Oak Bluffs
4.9 out of 5 average rating, 199 reviews

Beautiful stroll to beach and all of downtown!

AaronRating, 5 stars1 week ago
Stayed here for 1 night while working on the island. What a beautiful set up and it is in a great location to walk to town. The place was very clean and Brian is super helpful should you need anything! Will be looking to book again next time we are on island.
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 stars2 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!!!
Superhost
Home in Buzzards Bay
4.85 out of 5 average rating, 145 reviews

Waterfront Cape Cod Family Home in Bourne

JulieRating, 5 stars2 weeks ago
The house and property were great! The house was exactly as described, but better. The house was immaculate which is something I really appreciate when I travel. The house was very comfortable and very well stocked. Comfy beds and couch. My husband forgot his toothbrush and was so happy to find a pack of them in the cabinet to avoid a late night run to a local store. The pond was great, we enjoyed fishing and kayaking! Our pup was very comfortable as well. Overall we had a great stay and really enjoyed the house, pond, and amenities. Jennifer was extremely responsive to the few questions we had. Great find!

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 stars10 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.
Superhost
Apartment in Vineyard Haven
5 out of 5 average rating, 21 reviews

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

JocelynRating, 5 stars9 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Home in Mashpee
5 out of 5 average rating, 8 reviews

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

KimRating, 5 stars9 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!
Superhost
Flat in Hyannis Port
4.84 out of 5 average rating, 51 reviews

1 bdrm 4ppl apartment,stairs,pool,no meals,deck

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
Superhost
Apartment in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars8 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 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
Apartment 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.
Superhost
Home in Cotuit
4.95 out of 5 average rating, 114 reviews

Private Pool, near beaches, 3 BR/3 BA, Central Air

ZackRating, 5 stars8 months ago
Awesome stay! Great house/location and Sandy is an awesome host. Highly recommend

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

  • Total rentals

    290 properties

  • Nightly prices starting at

    ₹12,846 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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