
Family-friendly vacation rentals in Eastham
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Top-rated family-friendly rentals in Eastham
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Popular amenities for Eastham family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway
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!

The Penney House Retreat/Hot Tub Gardens, Peace
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

Walk2Beach, HotTub, FirePit, PetsOk
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.

Cape Cod Lakefront Home
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.

Luxury House 0.25 mi from Craigville Beach
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!

Spectacular beach & pool combo; beautiful sunsets!
Came here for a girls weekend. I think it’s even better than the photos! We had a great time!!!

Victorian Oasis: Driveway, hot tub, grill & more
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!!

Amazing ocean front 3 bedroom
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

Oceanfront Cottage w/Private Beach ~ Lil’ Sea Sass
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.

Escape to N. Truro 3BR Pet Friendly
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!

Abundant Blessings Cottage – Wellfleet
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!!!

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

Walk to beach - firepit - fireplace
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.

Charming Cottage near Beach and Ferry.
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.

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

Studio cottage in Chatham Ma.
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

P-Town Beach Beauty on the Bay. Water View!
Spectacular place to stay!!! Definitely recommend and will stay again when we return to the area! Perfect, perfect, perfect!!!

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Our families slice of heaven
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

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

ShoestringBayHouse, waterfront & pool in Cotuit
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!

Private 3bdrm Condo Tashmoo Woods
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!

4th July week! Cape Cod Townhome
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.

Modern, clean waterviews
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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- New Silver Beach
- Onset Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Inman Road Beach
- Kalmus Park Beach
- Ridgevale Beach
- Cahoon Hollow Beach
- Peggotty Beach
- Minot Beach
- Grey's Beach
- Grays Beach