Family-friendly vacation rentals in Stoneham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Stoneham family-friendly rentals

Family-friendly home rentals with a hot tub

Home in West Roxbury
4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars40 months ago
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!
Guest favorite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars3 days ago
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.
Top guest favorite
Home in Newbury
4.98 out of 5 average rating, 51 reviews

Plum Island - Luxury Beach House

TracyRating, 5 stars7 months ago
We rent a house on PI every year and this house was perfect for us. We could walk to the basin with our SUP’s, easy walk to beach and stores and ice cream! We loved the double outdoor shower option for the kids after a long sandy day at the beach and they supplied all the beach toys, umbrellas and chairs! The rooftop deck was our favorite part we watched the sunset every night. We would rent this house again if the dates line up!
Home in Gloucester
4.9 out of 5 average rating, 10 reviews

Steps to Good Harbor Beach

MichaelRating, 5 stars69 months ago
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.
Superhost
Guest suite in Canton
4.72 out of 5 average rating, 106 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars6 months ago
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.
Guest favorite
Place to stay in Hampstead
4.88 out of 5 average rating, 91 reviews

Sunrise Sunset Lakefront Suite

EdwardRating, 5 stars5 months ago
In the area for work. Absolutely loved the place. Would absolutely stay again for work or vacation.
Superhost
Cottage in Westford
4.92 out of 5 average rating, 36 reviews

Beach & pond cottage ! Westford MA and Boston!

MelanieRating, 5 stars6 months ago
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!! 🧙🧙🧙
Superhost
Apartment in Roxbury
4.78 out of 5 average rating, 322 reviews

Modern, Spacious 1BR for 4 - Easy Marathon Access!

GinaRating, 5 stars1 month ago
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.

Family- and pet-friendly home rentals

Top guest favorite
Home in Wakefield
4.96 out of 5 average rating, 260 reviews

Welcoming 7-room house <15 miles to Boston & Salem

TyroneRating, 5 stars1 week ago
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. 😃😃
Top guest favorite
Cabin in Rockport
4.97 out of 5 average rating, 447 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

AnaisRating, 5 stars1 week ago
Our stay at Dogtown Cabin was absolutely wonderful! Julie was consistently available for any questions or concerns and she was kind and welcoming and made sure we had everything we needed. The cabin itself was cozy yet spacious. Plus it was equipped with everything we needed to help make our stay comfortable. They had some great trails on the property and my family had a great time exploring them. The beautiful property is serene and private but close enough to a lot of tourists destinations. And let’s not forget the animals! My son had a great time meeting the horses and chickens. But I will say hands down the best part of our stay were our adorable furry hosts, Darwin and Azore! They greeted us every morning! Hanging out with them made our stay even more special! We honestly can’t wait to come back.
Guest favorite
Apartment in South End
4.96 out of 5 average rating, 374 reviews

Charming South End Duplex (Pets Ok)

HelenRating, 5 stars3 days ago
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.
Guest favorite
Townhouse in Allston
4.93 out of 5 average rating, 186 reviews

Sparkling Condo With Modern Amenities

AllisonRating, 5 stars8 months ago
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!
Guest favorite
Home in Salem
4.95 out of 5 average rating, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars3 weeks ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Guest favorite
Home in South Boston
4.91 out of 5 average rating, 1,090 reviews

Sanitized Modern 3BD private home-near BCEC

LizRating, 5 stars1 week ago
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.
Guest favorite
Home in Beverly
4.95 out of 5 average rating, 152 reviews

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!

MelanieRating, 5 stars5 months ago
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!!
Superhost
Home in Medford
4.84 out of 5 average rating, 136 reviews

Sunny home minutes from Boston. Free parking.

AllisonRating, 5 stars3 months ago
We stayed at 8 Lambert Street for nearly a month while visiting relatives in Medford. The house is cozy and well furnished. Did a lot of cooking in the kitchen, which had plenty of cooking equipment, the basics of salt, pepper, olive and vegetable oil, and even a set of seasonings. Because we were staying over Christmas, Beth had done some holiday decorating before we arrived, which was wonderful and made the house very cheery. She was a responsive host and kept us stocked with the basics like paper towels and toilet tissue. She even included a baby gift for our new grandson on one occasion. The house was great for our stay - the steam heat combined with the modern thermostat kept us warm and cozy, even on some very cold nights. It's an older house, yes, but full of charm and warmth. The neighborhood is quiet and there are lots of food choices nearby if you don't want to cook. Highly recommend Nappi's Restaurant (cash only) and Fioritaly Trattoria. Off street parking a plus.

Family-friendly home rentals with a pool

Home in West Roxbury
4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars40 months ago
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!
Guest favorite
Home in North Andover
4.94 out of 5 average rating, 152 reviews

Nana-tucket Inn

JeremyRating, 5 stars5 months ago
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.
Guest favorite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars3 days ago
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.
Top guest favorite
Guesthouse in West Roxbury
4.95 out of 5 average rating, 192 reviews

Country Cottage in the City

BeckyRating, 5 stars5 months ago
Lovely place to stay, very peaceful. Mark and Merry were great hosts! Thank you very much!
Guest favorite
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
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!
Superhost
Guest suite in Canton
4.72 out of 5 average rating, 106 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars6 months ago
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.
Guest favorite
Apartment in Winthrop
4.96 out of 5 average rating, 302 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

StephanieRating, 5 stars3 weeks ago
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!!!
Superhost
Cottage in Westford
4.92 out of 5 average rating, 36 reviews

Beach & pond cottage ! Westford MA and Boston!

MelanieRating, 5 stars6 months ago
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 Stoneham

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    860 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore