
Kid-friendly holiday rentals in Chatham
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Chatham
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Chatham family-friendly rentals
Kid-friendly house rentals

Wellfleet, MA. Cape Cod sleeps 8
Clifford's place worked out perfectly for my crew that was working in the area for a multi week project. I would definitely book again if we have more work in the area.

The Sandpiper
Easy access to restaurants, grocery stores, beach and mini golf! Great area to take a walk or run around the neighborhood. Had all the basic supplies for cooking and comfortable furniture in the living room and bedrooms. The outdoor patio and yard is where we spent most of our time, the chairs and set up was perfect. The outdoor shower is a nice touch too!

The Mills Retreat- 3BR/2Bath - Beach pass included
This was a family Christmas getaway, and it was perfect.

Spacious and immaculate custom home.
We had a fantastic family vacation in Falmouth and Anne’s house greatly exceeded all of our expectations! Comfortable, beautiful decorated and appointed with every amenity. We will be back!

Holiday in the sun!
Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!

Quaint Oceanside Cottage with Boat Mooring
Beautiful location with great views while sitting by fire pit or even from inside house. Split level allows for some alternative sleeping arrangements which worked great for us. Listing spot on with description and photos. As advertised. Host quick to respond to inquiries. I would highly recommend. I would to stay here again. Thank you

Cute Single Family Home in Nice Neighborhood
This little beach oasis is such a great value! We thoroughly enjoyed our stay here. As mentioned in the description, Patty & Bruce's spot is legitimately only a few minute walk from multiple beaches and is in such a cute little neighborhood! They have plenty of beach items should you not bring your own, which is great. The space itself is perfect for a quick little weekend getaway.

NEW! 2 Houses, Main House plus Guest House
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!
Family-friendly apartment rentals

In the Heart of Wellfleet and Walk to Mayo Beach
wonderful property in beautiful town. Great location on Main Street with walking access to all the amenities. Frances was very accommodating with great advice for travellers.

Peace By The Bay
Great apartment. Close to the beach and great restaurants, but also quiet and peaceful. Slept better here than I do at home.

Charming Downtown Chatham Apartment
Had a great stay in Chatham at this Airbnb. Heather the host was extremely friendly and made us feel very welcome. The place was very well located in Chatham, well appointed and comfortable. We were very happy with our stay there, including a pack and play for our 16 month old. Would highly recommend a stay here to anyone.

Centerville Studio with Town Beach Pass
Great home for our superintendent to stay in while working on a project. Highly recommend!

One Bedroom in-law near beach with breakfast
I had an incredible experience staying at Monica and TJ’s place! From the moment I arrived, everything was seamless. The check-in process was smooth, and the home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect, making it easy to explore the area. The host was incredibly accommodating and responsive, ensuring I had everything I needed throughout my stay. The little touches, like [mention any standout amenities, e.g., complimentary snacks, extra towels, a well-stocked kitchen], made the experience even better. I would highly recommend this Airbnb to anyone looking for a comfortable and enjoyable stay. I’ll definitely be booking again in the future!

Your Private Garden
Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!

Cozy studio-apartment
Irina is easy to communicate with. The place is very clean, just as described. Comfortable and has everything you need for a short stay. Bathroom is very nice and clean. Location is very accessible to downtown by Uber, takes less than 10 min. Walking distance to downtown is about 1.5 miles and it is a safe and mostly paved walk. Area feels safe, a little loud as it is near the street and above the cafe but nothing that was really disturbing of sleep. Thank you!

Perfect Location! Modern Hyannis Center Apartment!
Had a great time staying at this spot in Hyannis. Easy to walk to plenty of restaurants and attractions in the area, it was exactly what we were looking for.
Family-friendly apartment rentals

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
It is always comforting to stay at Anna’s condo. It feels like home with well thought out amenities, clean spaces, quiet surroundings and such a helpful host. It is a great space for families and has all you need to cook in. I highly recommend staying here.

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach
What a darling space! We felt right at home. It was quiet and cute inside and we were able to really relax. Thank you, Sam for such creating an inviting living area!

Steps to Private Beach in Chatham
We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Romantic Seaside Escape InThe Heart Of P-town
Debra had a beautiful apartment in a perfect location. The balcony was especially enjoyable. It was very clean and had everything you could possibly need.

The 5 minute walk to beach Super Cute Beach Condo
Perfect space for a long weekend or low key beach trip. Walking distance to the beach and very quick drive to other restaurants, bars, coffee shops, etc. While the space is smaller it has all the amenities to handle everything you’d need like a full kitchen, grill, etc. We went in the offseason and still found plenty to do but you could tell the area would be more active during the peak cape season.

Modern, clean waterviews
This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.

Shining Sea Condo
We were on the Cape to celebrate my mother’s 98th birthday. This was a perfect place for my husband and I as well as our daughter with our 5 month old grandson.

Commercial Street Cozy 1/1 In The Center of Ptown!
We truly enjoyed our stay at this charming, clean apartment. It was the perfect size for two people and the location on Commercial Street was ideal for accessing everything in Ptown. Paul was proactive in ensuring we had everything we needed and answered questions promptly. Thank you!
Quick stats about holiday rentals that are kid-friendly in Chatham
Total rentals
120 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Nickerson State Park
- Grey's Beach
- Chapin Memorial Beach
- Coast Guard Beach
- Scusset Beach
- Corn Hill Beach
- Pinehills Golf Club
- Earle Road Beach
- Cahoon Hollow Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Town Neck Beach
- Surfside Beach
- Pilgrim Beach
- Linnell Landing Beach
- Sunken Meadow Beach