
Family-friendly holiday rentals in Lexington
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Top-rated family-friendly rentals in Lexington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Lexington family-friendly rentals
Family-friendly home rentals with a hot tub

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.

South Boston. Minutes away from Convention Center
The apartment was exactly like described in an amazing location. I was attending a conference at the EXPO center, and it was an easy 25 minute walk there and back. Area is safe and clean. The best feature is the is less than a minute walk from a beautiful park and beach. Multiple Restaurants within walking distance and had no trouble getting items delivered. Would definitely stay again. Thank you so much Tanya!

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!
This is one of the best Air B&B experiences that we’ve had…beautiful place and surroundings, great amenities and personal touches, wonderful recommendations. Couldn’t have had a better time.

Hopkinton Mass 3+ Bedrooms - Great location!
Brad was very friendly and helpful. Beautiful home!

Condo with pool sleeps 4
Great stay. Nice clean place. Good view of fireworks from the balcony.

Home On The Hill
Beautiful home! Thank you for sharing it with my family. We were in town for my daughter’s college graduation. This location was perfect for my family. Cozy. Family oriented. Clean. Well equipped. Highly recommend!

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.

Amazing ocean front 3 bedroom
Beautiful setting with ocean views and pretty landscaping and gardens view out every window. Easily accommodated six people in our party. Home was equipped with everything we needed. Outside seating, hot tub and grill area are lovely. We had a nor’easter arrive so didn’t get to enjoy outside too much but the little that we did was incredible! Gas fireplace in living room kept dampness at bay and was just lovely. Two inside eating areas were perfect! Would come back in a heartbeat!
Family- and pet-friendly home rentals

#9 Modern Home 15 min to Boston. Relax in Style!
Great place. We loved the location and the surroundings. Wally was you receptive and proactive. Everything we needed was available. The instructions and local information was great and even though we had a plan of things to do, it provided us a couple of awesome ideas for our down time. Would definitely stay there again and would recommend. Thanks Wally.

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.

water view property "The Little House"
Perfect place for a weekend away from our kids! The location was perfect to explore both Kittery and Portsmouth, and Wendy left lots of recommendations which was very helpful. The house is on a quiet street which was so nice and we loved having coffee on the deck looking at the water across the street.

Baker Pond Hideaway
My friend and I always enjoy our time at this beautiful home. Appointed with everything we need for a fun weekend! Just wish we could of spent a little time with our amazing hosts!

Quaint Little New Hampshire Lake House Getaway!
We really enjiyed our stay and would recommend to anybody else.

Lionsgate at Cohasset
Our stay in Lionsgate cabin in Cohasset was heavenly abode for a week during our stay in the last week of May. The cabin is located in peaceful surroundings with beautiful bird watching areas. The bird feeder outside our cabin kept me and my toddler daughter occupied throughout our stay here. The lawn areas and seating outside are great areas to take a stroll and listen to nature’s music. The cabin is comfortable and cozy with enough provided even for a long stay. It is located within short travel distance from many good restaurants, grocery shops and metro. Very close to the beach, we visited Nantasket and Hull many times during our stay. We loved our stay here and will stay here again. Highly recommend this cabin.
Sunny home minutes from Boston. Free parking.
We really enjoyed our stay. Such a Warm and cozy home. Elizabeth was easily reachable whenever we had a question. Would highly recommend her cozy home. Thanks Elizabeth

Lakefront Nature Getaway - Wood fired Cedar Sauna
Cozy spot with scenic views of Silver Lake. Our host Eric was responsive and provided detailed instructions on how to access the space and all of the perks included with the rental. Will definitely rebook if I ever find myself back in the area.
Family-friendly home rentals with a pool

Midcentury retreat at Zulip Farm
This place is simply incredible. A vintage mid century modern gem overlooking a lovely farm with mountains on the horizon. The pictures don't do it justice. The kitchen is incredibly well stocked with everything you could desire to host large family get togethers. Philip was extremely responsive and friendly throughout. My only regret is not knowing how to play the piano. We can't wait to come back in the warmer months to see the farm and garden in full effect. 10/10 recommend.

Our families slice of heaven
This place was INCREDIBLE!! Marla and her family were so responsive and so welcoming!! This house was the cleanest I have ever stayed in. The furniture was so comfortable and cozy. I would HIGHLY recommend staying here! I hope to come back in the near future!! Thank you Marla and family for being such amazing hosts!!

Cedar Ridge: House or House+Apartment
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!

Farm Living
It's a beautiful back yard and working farm. It's peaceful & fun to hear the animals ( peacock & donkey). There is lots to do for kids. The place was clean with roomy main bedroom & livingroom. The kitchen had everything needed but lacked ample counter space or room to store unrefrigerated food. The dehumidifier ran all the time & had to be emptied every day. The patio has couch & chairs looked comfy but got wet in rain. The picnic table was nice & coukd be dried off. My grandkids had a blast using the pool, trampoline, hammock, see-saw & climbing structures. It's a very peaceful place. We hiked on 2 different Mass Rail Trails near by.

Summer Hill: Sweet New Englander on Maine Coast
This was the perfect place for a girl's weekend. Very close to Kittery and Portsmouth shops, great seafood restaurants and State Park beaches. We were lucky the temperature was cool, as a lot of the windows didn't have screens and were too hard to open. I assumed maybe the owners haven’t fully switched over to summer mode as it's been cold up till recently. Wonderful decor, very whimsical.

Country Cottage in the City
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.

Beautiful Beach Studio
Good place to stay for Hampton Beach. Short walk to the water.

Beautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Quick stats about holiday rentals that are family-friendly in Lexington
Total rentals
40 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Boston Holiday rentals
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Bear Brook State Park