Family-friendly holiday rentals in Aquinnah

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Aquinnah family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in West Dennis
4.88 out of 5 average rating, 32 reviews

Water Views Private Pool, Hot Tub, Access to Cove!

MichaelRating, 5 stars2 weeks ago
Perfect house for 8 guests (we had 10 guests one night, but they had to sleep on a pull out couch). The pool and hot tub in the backyard is awesome for a summer getaway. Tons of common space/living areas, wish we were able to use it more! Kitchen has everything you need. The layout is pretty unique and took a bit to get used to, but it added to the overall charm. I would definitely stay here again and recommend it for a long weekend (we were here for a wedding and made a weekend out of it) or if you’re looking for a getaway to the Cape for a week. Great location too!
Superhost
Home in West Dennis
4.79 out of 5 average rating, 171 reviews

Walk2Beach, HotTub, FirePit, PetsOk

NatalieRating, 5 stars1 month ago
Great stay! Place is in a quiet residential area, yet centrally located and easy to get places. Nice yard and hot tub was a plus (clean and good temp). We didn’t have a chance to use the fire pit, but outdoor furniture and sitting area was nice with space for everyone. House was very clean, beds comfortable. Host was very responsive. Would definitely stay again.
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!
Top guest favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 199 reviews

Spectacular beach & pool combo; beautiful sunsets!

RobynRating, 5 stars2 weeks ago
Resort vibes with a chef's kitchen and stunning views! ***** Our stay at Larry's house was fantastic! The kitchen was absolutely amazing - spacious, modern, and fully equipped with everything we needed. We enjoyed cooking and gathering there. The real highlight was the outdoor space. The view was breathtaking! The pool and hot tub made it feel like we were staying in a private resort. Michael was helpful and responsive, making everything easy from check in to check out. We would love to come back.
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!
Guest favourite
Home in Edgartown
4.98 out of 5 average rating, 65 reviews

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

HannahRating, 5 stars1 month ago
We visited Island Grace for a long weekend and enjoyed the many perks of this beautiful home! It was a perfect spot to visit Edgartown, Oak Bluffs, and beaches and just a short drive to other areas and towns. We enjoyed biking, the hot tub, and the well-appointed kitchen. The beds were so comfortable! We truly had everything we needed and thought it was so fun to watch their HGTV episode!
Top guest favourite
Home in Edgartown
4.99 out of 5 average rating, 78 reviews

Edgartown Beauty: The Perfect Retreat, Dogs OK

JaredRating, 5 stars4 months ago
Beautiful home! David gave perfect instructions for everything about the house and was very responsive. We all had a fantastic weekend, and will definitely be booking again! Thank you David!

Family- and pet-friendly home rentals

Guest favourite
Flat in Newport
4.88 out of 5 average rating, 330 reviews

Studio B, downtown studio apartment with parking

YilinRating, 5 stars5 days ago
Great location with off street parking!
Guest favourite
Home in East Falmouth
4.93 out of 5 average rating, 132 reviews

Summer House Close To Beaches

Kari-AnnRating, 5 stars1 week ago
Robert was friendly and very communicative regarding our stay. The house was easy to find and had essentials you would need for your stay.
Superhost
Guest suite in Oak Bluffs
4.78 out of 5 average rating, 318 reviews

Cottage suite between the harbors: no minimum stay

MeganRating, 5 stars9 months ago
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!
Guest favourite
Home in Middletown
4.95 out of 5 average rating, 281 reviews

Rustic Retreat,unique home, minutes to Newport, RI

JamesRating, 5 stars2 weeks ago
This home is gorgeous and filled with timeless artifacts and family heirlooms. Beautiful spots to sit outside with a morning coffee. My partner and I made a point of staying in and cooking one night because we felt right at home and wanted to appreciate the ambiance. We enjoyed the privacy and proximity to Newport very much as well. Well outside any potential chaos of downtown yet only a couple minute drive to Easton Beach. Thank you so much!
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 weeks 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
Home in Tiverton
4.93 out of 5 average rating, 111 reviews

Bella House, Private home on a dead end street

MarcusRating, 5 stars3 weeks ago
A beautiful home in a peaceful neighborhood. I loved hearing the birds sing in the morning! Lots to do within the home, and very short ride to the city. I would definitely recommend this home to anyone looking for a home vibe! Also, lots of art on display and plenty of books to read. Thank you for the hospitality!
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!!!
Top guest favourite
Home in Middletown
4.95 out of 5 average rating, 237 reviews

Oceanfront overlooking Newport Cliff Walk

AmyRating, 5 stars4 days ago
We had an amazing stay at Kath's home in Middletown. Others have said -- this location is unbeatable! being right on the ocean with the sound of the waves and the views of the Cliff walk --- fantastic. The house is close to everything in newport (minutes) as well as all the beaches and also is incredibly comfortable and well equipped with anything you could want; Kath as a host was totally available for any questions we had. She produced beach chairs like magic and encouraged us to ask for what we needed at anytime. It is a privilege to be able to share some of the magic of this location. If we are able we will definitely return.

Family-friendly home 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!
Guest favourite
Apartment 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 Plymouth
4.96 out of 5 average rating, 57 reviews

Our families slice of heaven

RileyRating, 5 stars2 weeks ago
Beautiful house, with quiet pond in the back. Most days had the whole pond to ourselves. Perfect spot for a weekend fish trip.
Top guest favourite
Flat 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
Superhost
Townhouse in Middletown
4.97 out of 5 average rating, 38 reviews

Townhouse Close to Downtown Newport & Beaches

SelenaRating, 5 stars3 days ago
Kristin went above and beyond in making sure me and my guests were well taken care of. She was extremely responsive and even let me come 7 hours before my check in to drop off my birthday cake in the fridge so it didn’t have to sit in a cooler all day at the beach. She gave me local recommendations and was just a really lovely host. I really appreciated her accommodations. My friends and I enjoyed swimming in the pool after the beach and sitting on the deck. Highly recommend!
Guest favourite
Apartment 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!
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
Guest favourite
Home in Middletown
4.92 out of 5 average rating, 63 reviews

Private POOL, Central AC, Walk to beach, king MBR

MarciRating, 5 stars1 month ago
This place was beautiful! The kitchen was spacious and accommodated our larger group nicely. Hosts left clear instructions and proactively checked in. They were even nice enough to open their pool a little earlier so we could enjoy it. Highly recommend staying here if you are planning a girls’ weekend. Bedrooms were comfy, and everyone in my group had a lovely time. Thank you!

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