
Family-friendly vacation rentals in Chelsea
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chelsea
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Steps to Good Harbor Beach
Kate's house in Gloucester is an ideal place to experience one of the best beaches on the North Shore. Kate's home accommodated the eight of us very comfortably; the proximity to the beach was second to none and Kate and Michelle's response to a couple of minor issues we had was expeditious and friendly. There aren't enough superlatives I could use to recommend Kate's place.

Luxury Ultra Modern House in Newton ; Boston
Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!

Nana-tucket Inn
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Newly renovated, close to Foxboro and Boston
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

Beach & pond cottage ! Westford MA and Boston!
We needed a nice little place to stay while we visited family and friends. This was perfect. Cute and convenient, plus lots of fun amenities like a clubhouse, ball courts, kayaks and the lake. We went off season, so the pool was closed and it was too cold to boat, but it was still fun. We enjoyed walking the community, playing ping-pong and driving the golf cart.

Modern, Spacious 1BR for 4 - Easy Marathon Access!
Alex’s place was wonderful and a perfect location for someone who wants to travel Boston on foot. Very close to the T which made getting around really easy. Alex was also a very flexible, responsive, and kind host for our stay. Would definitely stay there again!

Loch Link
Se fosse possibile avremmo dato 6 stelle! immersi nella natura ma a due passi da ogni comfort, l'alloggio di Michael si è rivelato oltre le nostre aspettative. Istruzioni chiare su tutto e disponibilità dell'host a dare indicazioni e suggerimenti. Scelta come base per la maratona di Boston, questo alloggio si è rivelato perfetto anche per visitare lo splendido New England! lo consigliamo vivamente e speriamo di poter tornare presto!
Family- and pet-friendly home rentals

Walk to Everything Great about Marblehead!
Great stay, house perfectly as advertised, super cute and great for a big group. John was easy to reach and was able to accommodate an early check-in and a late check-out. Would come back again!

Welcoming 7-room house <15 miles to Boston & Salem
We loved staying here! Plenty of space for our family of 6, including one little one. It was exactly as pictured and well-stocked with spices in the kitchen and shampoo etc in the bathroom! Beds were super comfy and we loved how close it was to the lake, restaurants, and a playground. Would definitely stay here again!!

The Solar Powered Dogtown Cabin at Applecart Farm
Wonderful getaway in the woods, but close to restaurants and shop in Rockport. We loved being greeted by the dogs and the hiking trails right outside the front door are amazing.

Charming South End Duplex (Pets Ok)
Absolutely amazing place to stay! The host is sweet and responsive and it's in a great area :) lots to do just by walking around. My groups and I had a great time here and would come back again!

Hillside Ocean View 2BR with Private Beach Access
Just steps from a private beach in a secluded corner of the North Shore, Mark's house was a perfect place to rest, explore, and spend a long weekend in one of our favorite parts of the world. The house is comfortable and welcoming, and everything was easy. Looking forward to returning!

Sparkling Condo With Modern Amenities
Michelle was very responsive and great at communicating leading up to our stay. The house was easy to find, good neighborhood, perfectly clean and had everything we needed. Parking was included which was awesome. The T was easy to walk to so we could go downtown every day easily. The host recommendation for Lulu’s Allston was spot on, it was nearby and great. We felt right at home and had a wonderful stay and check out was also easy. Thank you Michelle for hosting a wonderful place!

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
Great place and host! The ocean, great food, close to Endicott College, quiet and a beautiful area. Johanna was responded to questions and was proactive to leave lights on for us, knowing our flight would get us in late. There were some breakfast items waiting for us too! A nice welcoming touch to our stay!

Cambridge Getaway @ Harvard & MIT
We loved our stay at Kevin's historic Cambridge home! The 2-bedroom apartment was lovely, clean, and had plenty of room for me and my teenage son, and I loved the cute rooftop deck for my morning coffee! The neighborhood is very pretty, and I felt safe walking alone to the Inman Square shops, local coffee shops, and the subway. Kevin is a very kind and responsive host, and he had coffee & creamer, beer & wine, and cookies for us! The apartment was so much better than staying in a hotel room, and we plan to stay at Kevin's the next time we visit my daughter in Cambridge.
Family-friendly home rentals with a pool

Luxury Ultra Modern House in Newton ; Boston
Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!

Nana-tucket Inn
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Country Cottage in the City
What a perfect weekend in a private cottage by the pool. Although the weather did not cooperate for pool time, Mark & Susan’s cottage was a perfect place to have a central location outside of Boston. You would never know you were close to the city. Absolutely lovely! Their cottage was super clean and inviting and lacked nothing necessary for a long weekend away. They were very proactive in communicating with us about checking in and if we needed anything during our stay. Really terrific!

Newly renovated, close to Foxboro and Boston
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

Cody's Place Boston Airport Pool/Beaches ParkFree
The apartment was exceptionally clean, and exactly as shown in the photos. It had everything I needed for a comfortable stay — from a well-bathroom to a cozy bed and reliable Wi-Fi. The location was also a big plus: safe and quite. Katy, was a fantastic host — very responsive, friendly and proactive. They reached out to make sure everything was going well and answered any questions I had quickly and clearly. It really made the whole experience feel smooth and stress-free. Overall, I’d absolutely recommend this place to anyone looking for a comfortable and reliable stay. I’d be happy to return on my next trip!

Beach & pond cottage ! Westford MA and Boston!
We needed a nice little place to stay while we visited family and friends. This was perfect. Cute and convenient, plus lots of fun amenities like a clubhouse, ball courts, kayaks and the lake. We went off season, so the pool was closed and it was too cold to boat, but it was still fun. We enjoyed walking the community, playing ping-pong and driving the golf cart.

Loch Link
Se fosse possibile avremmo dato 6 stelle! immersi nella natura ma a due passi da ogni comfort, l'alloggio di Michael si è rivelato oltre le nostre aspettative. Istruzioni chiare su tutto e disponibilità dell'host a dare indicazioni e suggerimenti. Scelta come base per la maratona di Boston, questo alloggio si è rivelato perfetto anche per visitare lo splendido New England! lo consigliamo vivamente e speriamo di poter tornare presto!
Quick stats about vacation rentals that are family-friendly in Chelsea
Total rentals
80 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
7.9K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
Destinations to explore
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Rentals with outdoor seating Chelsea
- Rentals with a washer and dryer Chelsea
- Fitness-friendly rentals Chelsea
- Condo rentals Chelsea
- Apartment rentals Chelsea
- Rentals with a patio Chelsea
- Pet-friendly rentals Chelsea
- House rentals Chelsea
- Rentals with a fireplace Chelsea
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Freedom Trail
- Sagamore Beach
- Faneuil Hall Marketplace
- Roger Williams Park Zoo
- Crane Beach
- Prudential Center
- Canobie Lake Park
- Good Harbor Beach
- MIT Museum
- Rye North Beach
- Wentworth by the Sea Country Club
- Onset Beach
- Museum of Fine Arts, Boston
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes