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Family-friendly vacation 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 favorite
Home in Chatham
4.95 out of 5 average rating, 279 reviews

Slate House - a modern waterfront getaway

ChristyRating, 5 stars2 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 favorite
Home in Eastham
4.99 out of 5 average rating, 80 reviews

The Penney House Retreat/Hot Tub Gardens, Peace

KathleenRating, 5 stars9 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 favorite
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 favorite
Home in Centerville, Barnstable
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 favorite
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!!!
Guest favorite
Apartment in Oak Bluffs
4.93 out of 5 average rating, 136 reviews

Victorian Oasis: Driveway, hot tub, grill & more

MarleyRating, 5 stars6 days 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, 80 reviews

Amazing ocean front 3 bedroom

CrystalRating, 5 stars7 months ago
We had a wonderful stay! The house was great! Views were awesome from the top balcony! We wished the bushes and shrubs had been trimmed a little to have a better view from the main level but it was still a nice view from the one area there. House was quite roomy and had everything we needed in the kitchen. There are not tvs in the two spare rooms which would have been good after dinner for our teenagers while winding down after family time. The host is wonderful and communicated great. Overall we had a great family vacation and a good time. The house is nice. Would recommend!

Family- and pet-friendly home rentals

Superhost
Cottage in Sandwich
4.85 out of 5 average rating, 399 reviews

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass

KimberlyRating, 5 stars3 weeks ago
Our family celebrated my daughter’s BSU graduation here. We had a lovely time. The house was as described however, a few things stood out, dirty towels left behind from prior guest at the outdoor shower and walls were scuffed, but overall everything was very clean. Beach is very rocky so water shoes and sneakers is suggested. Views are spectacular and the deck is such a great place to relax or have some fun. Beds are also very comfy and the beach fire pit was a hit! Would recommend for sure. Thanks Susan.
Guest favorite
Home in North Truro
4.97 out of 5 average rating, 194 reviews

Escape to N. Truro 3BR Pet Friendly

SarahRating, 5 stars1 week ago
We had a wonderful stay! Clearly a lot of thought has been put into hosting guests and accommodating pets. We loved this little retreat and can't wait to return!
Superhost
Guesthouse in Wellfleet
4.97 out of 5 average rating, 190 reviews

Abundant Blessings Cottage – Wellfleet

KimberlyRating, 5 stars2 months ago
Tomi and Jim warmly greeted us when we arrived, showed us the place and offered recommendations for restaurants etc. Beds comfortable, towels soft…..just a beautiful cottage as listed!!!
Top guest favorite
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.
Top guest favorite
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 favorite
Cottage in West Yarmouth
4.84 out of 5 average rating, 240 reviews

Charming Cottage near Beach and Ferry.

SaraRating, 5 stars1 week 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 favorite
Tiny home in Dennis Port
4.82 out of 5 average rating, 482 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

KimRating, 5 stars4 days ago
Extremely clean and adorable! Responsive host to questions and concerns. Easy check in. Thought of everything you may need and more! Stocked kitchen, bikes for a ride to the beach/park,books/games, washer and dryer, good quality toiletries. Some little ants in kitchen, but what cottage doesn’t have those. Outdoor shower faucet only no enclosure or curtain but perfect for quick wash off in bathing suit from beach. Situated behind another house but with private fencing behind from other neighbors and good curtains around the house. Within walking distance to cute park, a little bit of a walk for beach but within riding distance. Supper close to some cute shops and sundae school ice cream/ restaurants Accommodating to one small dog, with treats included! We really enjoyed our stay, thank you!
Guest favorite
Home in Chatham
4.96 out of 5 average rating, 210 reviews

Studio cottage in Chatham Ma.

JeanetteRating, 5 stars4 weeks 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!

Family-friendly home rentals with a pool

Guest favorite
Condo in Provincetown
4.97 out of 5 average rating, 215 reviews

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

the H-PsRating, 5 stars1 week ago
Spectacular place to stay!!! Definitely recommend and will stay again when we return to the area! Perfect, perfect, perfect!!!
Guest favorite
Condo 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.
Top guest favorite
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars7 months ago
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G
Top guest favorite
Apartment in Hyannis Port
4.84 out of 5 average rating, 51 reviews

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

MichaelRating, 5 stars9 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 favorite
Home in Cotuit
4.95 out of 5 average rating, 19 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

LaurelRating, 5 stars2 weeks ago
This was our second time staying at Paul’s home, and once again had a wonderful experience! Paul and Meredith are welcoming, kind, and friendly. The house is spacious, and has plenty of room for our family to enjoy a week together - relaxing, cooking and playing games. The views are beautiful, and we enjoyed lots of time bird watching and soaking it in. We enjoyed easy access to our favorite Cape restaurants and shopping. This home is perfect for a Cape getaway, and Paul is a fantastic host!
Guest favorite
Condo 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!
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.
Guest favorite
Condo in Provincetown
4.93 out of 5 average rating, 101 reviews

Modern, clean waterviews

LexiRating, 5 stars3 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 vacation rentals that are family-friendly in Eastham

  • Total rentals

    430 properties

  • Nightly prices starting at

    G$16,786 GYD 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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