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 stars1 week 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.
Cabin in Falmouth
4.66 out of 5 average rating, 596 reviews

Waterside Guest House

AidenRating, 5 stars2 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!
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
Apartment in Newport
4.88 out of 5 average rating, 328 reviews

Studio B, downtown studio apartment with parking

KathrynRating, 5 stars2 weeks ago
We loved our stay! It’s perfect distance to walk to dinner downtown. Off street parking was a huge plus. Brennan gave us a great recommendation upon our arrival! Love the touch of having snacks and drinks in the fridge. Overall perfect place to stay at in Newport!
Superhost
Cottage in Sandwich
4.86 out of 5 average rating, 400 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

YmanRating, 5 stars6 days ago
Great stay! The place was clean, cozy, and just like the photos. The host was kind and helpful. I’d definitely stay here again.
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
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
4.96 out of 5 average rating, 280 reviews

Rustic Retreat,unique home, minutes to Newport, RI

JamesRating, 5 stars1 week 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 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
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 stars2 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!!!

Family-friendly home rentals with a pool

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 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
Townhouse in Middletown
4.97 out of 5 average rating, 36 reviews

Townhouse Close to Downtown Newport & Beaches

LydiaRating, 5 stars2 days ago
Absolutely beautiful space! Very comfortable and cozy! We enjoyed every bit of our visit and felt so at home. It's also in the perfect location: close enough to downtown Newport that everything is very accessible and it's also in a quiet, peaceful neighborhood for a good night's rest. But wait--there's more! Kristin was by far one of the most proactive, friendly, and helpful host I've ever experienced with Airbnb! I highly recommend this listing!
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!
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.
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!
Top Guest favourite
Home in Cotuit
4.95 out of 5 average rating, 115 reviews

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

JorgeRating, 5 stars1 week ago
Beautiful house. Kid friendly Really close to the beach Amazing hosts

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