Family-friendly holiday rentals in Eastham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Eastham family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Chatham
4.95 out of 5 average rating, 279 reviews

Slate House - a modern waterfront getaway

ChristyRating, 5 stars3 weeks ago
We enjoyed our stay—it was a quick 5-minute car ride to Main Street. We also enjoyed watching wildlife in the river! I wish we had brought our binoculars!
Guest favourite
Home in Eastham
4.99 out of 5 average rating, 80 reviews

The Penney House Retreat/Hot Tub Gardens, Peace

KathleenRating, 5 stars10 months ago
The Penny's House is close to all the beaches, great restaurants and the bike path is accessible via the back of the property which we loved. Her house is beautiful and the kitchen was fully stocked with all cookware you needed to make family dinners together. My family was very comfortable with out stay here! Thanks, Kathleen,Jack and family
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 stars4 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, 199 reviews

Spectacular beach & pool combo; beautiful sunsets!

RobynRating, 5 stars5 days 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
Apartment in Oak Bluffs
4.93 out of 5 average rating, 136 reviews

Victorian Oasis: Driveway, hot tub, grill & more

MarleyRating, 5 stars2 weeks ago
It was a beautiful and peaceful place to land after our wedding! We are grateful for the time and would love to come back some day. Sharon, Deb and Rhianna are the most wonderful hosts, very helpful and kind. We will always have lovely memories from here!!
Superhost
Home in Plymouth
4.88 out of 5 average rating, 81 reviews

Amazing ocean front 3 bedroom

Neil and TerriRating, 5 stars3 weeks ago
Beautiful setting with ocean views and pretty landscaping and gardens view out every window. Easily accommodated six people in our party. Home was equipped with everything we needed. Outside seating, hot tub and grill area are lovely. We had a nor’easter arrive so didn’t get to enjoy outside too much but the little that we did was incredible! Gas fireplace in living room kept dampness at bay and was just lovely. Two inside eating areas were perfect! Would come back in a heartbeat!

Family- and pet-friendly home rentals

Superhost
Cottage in Sandwich
4.86 out of 5 average rating, 400 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

YmanRating, 5 stars5 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 North Truro
4.97 out of 5 average rating, 195 reviews

Escape to N. Truro 3BR Pet Friendly

LoriRating, 5 stars6 days ago
We had a wonderful stay at Chad’s place in Truro. The house was clean, spacious and had a beautiful back yard. After being at the beach or out exploring during the day, at night our kids enjoyed the large open downstairs/basement with the air hockey, ping pong, and tv. We loved the proximity to Provincetown and Wellfleet and all of the beautiful beaches in this area. We would definitely stay here again!
Top Guest favourite
Home in Brewster
4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

PaulRating, 5 stars8 months ago
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.
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!
Top Guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 212 reviews

Walk to beach - firepit - fireplace

OlitaRating, 5 stars2 months ago
Sue's place was perfect for our mother-daughter weekend. Sue provided a comprehensive list of restaurants in the area, but we prepared all of our meals in the kitchen, which was well-appointed, very much appreciated. We enjoyed daily walks to the beach. Though it was off-season and overcast, inside it was perfectly cozy. The fireplace was great to return to. Sue was quick to return texts, and very welcoming. The snack basket was well received! Would highly recommend.
Top Guest favourite
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars2 weeks ago
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.
Guest favourite
Home in Chatham
4.96 out of 5 average rating, 210 reviews

Studio cottage in Chatham Ma.

JeanetteRating, 5 stars1 month ago
Absolutely adorable! Would stay here again! Be sure to read the details when you get there (my fault I learned you can’t take 2 hot showers back to back…they do tell you that but I missed it). Great location. Perfect crash pad for a weekend as wedding guests!
Superhost
Guesthouse in Plymouth
4.8 out of 5 average rating, 215 reviews

A peaceful retreat on Cape Cod Bay

ZackRating, 5 stars1 month ago
Awesome little cottage for a week! We spent a whole week at this place and loved it! Tanya was so kind with instructions how to get in and was available for if we needed anything at all. The location is spectacular steps from the private beach, near some great restaurants and stores. The space is small but really all the essentials you need to have a relaxing quiet stay. Would definitely stay again and it’s the perfect place for a getaway.

Family-friendly home rentals with a pool

Guest favourite
Condo in Provincetown
4.97 out of 5 average rating, 216 reviews

P-Town Beach Beauty on the Bay. Water View!

OctaviaRating, 5 stars1 week ago
Rob was a great host ! He responded within a timely manner and the place was very clean and felt just like home. I would suggest bringing board games and such for the rainy days. For the folks who enjoy cooking the kitchen was fully stocked with everything you need. I would also recommend renting bikes or taking an Uber if you don't like walking. The walk to town was about 25 minutes. Overall great stay would love you stay her again it gives you the peace and quiet while also being close enough to everything and a beautiful view of the ocean.
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 Plymouth
4.96 out of 5 average rating, 56 reviews

Our families slice of heaven

EmilyRating, 5 stars7 months ago
This place was INCREDIBLE!! Marla and her family were so responsive and so welcoming!! This house was the cleanest I have ever stayed in. The furniture was so comfortable and cozy. I would HIGHLY recommend staying here! I hope to come back in the near future!! Thank you Marla and family for being such amazing hosts!!
Home in Chatham
4.59 out of 5 average rating, 29 reviews

Updated 5BR | Private Pool | Deck | W/D

CvetankaRating, 5 stars3 weeks ago
We really enjoyed our stay! The house is very spacious and in the perfect location. We would definitely stay here 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
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!
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
Condo in Provincetown
4.93 out of 5 average rating, 102 reviews

Modern, clean waterviews

LexiRating, 5 stars4 weeks ago
We had a wonderful stay at Garrett’s place. The apartment location can’t be beat, right on the water and walking distance to town but also nice and peaceful. Our family enjoyed the balcony and the comfy living room and kitchen. Would recommend!

Quick stats about holiday rentals that are family-friendly in Eastham

  • Total rentals

    430 properties

  • Nightly prices starting at

    $133 NZD before taxes and fees

  • Total number of reviews

    9.4K reviews

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

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