
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
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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!

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 had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

Modern, Spacious 1BR for 4 - Easy Marathon Access!
Alex was an excellent host, responding to my questions and even gave helpful suggestions regarding places to eat etc. Everything was as advertised and the place was very clean.

Lake Link
We spent a couple of months at Loch Link while our home (a couple of towns over) was being renovated. Mike and Erica were helpful throughout the process and did their best to make us feel like we had a home away from home. It was a hectic change to our schedules, especially with 2 young kids, but we were grateful to have excellent hosts and a cozy place to stay. We moved a lot from our home that we ended up bringing back, because the rental already had most of what we needed. The weather only allowed us a few swims in the pool but it was definitely a hit with the kids.
Family- and pet-friendly home rentals

Welcoming 7-room house <15 miles to Boston & Salem
Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃

Charming South End Duplex (Pets Ok)
We just a wonderful few days in Boston for the marathon. Maude was the perfect host… we really appreciated the flexibility with check-in and check-out and were so grateful for the provisions left for us, particularly as we arrived late! The location is perfect, it meant that we could explore everywhere in the City on foot. The neighbourhood is particularly great for restaurants and when the sun came out and the temperature rose, the vibe was fabulous. As a previous review mentioned, if you’re looking for a pristine, freshly painted apartment then it’s not for you, but if you like ‘quirky’ and a house with bags of character, (I especially loved the art), then I’d highly recommend.

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!

#7 Comfortable Spacious Home Near Boston + Parking
We enjoyed our stay at Wally's. We were in town for the World Skating Competition. Downtown was a quick Lyft or Uber away. The location was nice and quiet and the home was comfortable.

Mema's Place --Lovely apartment in private home
Wonderful and serene place to stay. Lots of room, clean, perfect for two and a puppy. Would definitely recommend.

Charming Townhouse near Boston. Free Parking. WiFi
Great place to stay! Paul and Michelle were great host. The place was very clean and nice. They were very responsible to any issue. The place is what we expected as in the photos. If we ever in the area again and the place is available would stay, great great place would recommend!

Sanitized Modern 3BD private home-near BCEC
We loved our stay in South Boston - it was perfect for our family of four with two teens. We loved the location and the ability to walk or take public transportation. The townhome was the ideal space for us and the home was just as advertised - very clean with comfortable beds. The laundry was great as well. We did not cook during our short stay, but the kitchen was nice with everything you need. It was also extremely convenient to the airport, which we appreciated the morning we left on an early flight. Tiffany has truly thought of everything - I highly recommend this lovely townhome.

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
This Airbnb was one of the best we ever had stayed in! Her house was beautiful, cozy and clean! Johanna was a great host and would definitely love to stay here again!!
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
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

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
Lovely place to stay, very peaceful. Mark and Merry were great hosts! Thank you very much!

Spacious 3-BR Furnished Beach Home
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!

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
Frank went above and beyond to communicate check-in instructions, rules of the Air BnB, had all the thoughtful amenities for a slumbo! Definitely an ideal location for nicer weather with the location! Unfortunately the weather hindered the ability to fully enjoy this experience with the water so close! Would book again with better weather!!!

Beach & pond cottage ! Westford MA and Boston!
We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙
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
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Faneuil Hall Marketplace
- Sagamore Beach
- Freedom Trail
- Onset Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Boston Public Library
- Crane Beach
- Rye North Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- USS Constitution Museum
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