Kid-friendly vacation rentals in Lenox

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Lenox kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
Home in Millerton
4.97 out of 5 average rating, 183 reviews

Vacation Home In Millerton

BettyRating, 5 stars1 week ago
We wanted to get away from the city for some peace and quiet and Corina’s place was exactly what we were looking for. It felt very tucked away. The home was stocked with pretty much anything I think one would need. The outdoor space is huge, nice and safe for our dog to frolic. Loved the large firepit - wish we had more time to sit outside. Corina was super friendly, accommodating, and extremely quick to respond to any inquiries, so you should be in good hands if you need any help. I like to try a new airbnb whenever I can, but when we return to Millerton, we’ll be going back to Corina’s!
Top guest favorite
Home in Brattleboro
4.94 out of 5 average rating, 121 reviews

Spacious Brattleboro home on river, walk to town

DebbieRating, 5 stars2 months ago
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
Superhost
Home in Hurley
4.88 out of 5 average rating, 156 reviews

Charming private cape house in Woodstock

AngelaRating, 5 stars4 months ago
Lola's place was clean, quiet, comfy and well situated for our needs. The house is well equipped, including butter, milk and eggs in the refrigerator (nice touch). Lola is very responsive, answering any question we had in a timely manner. We would definitely recommend and stay here again.
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars1 week ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Top guest favorite
Home in Cohoes
5 out of 5 average rating, 120 reviews

Cheerful, quiet 3 bedroom home

DonnaRating, 5 stars1 month ago
Our hosts were very easy to work with. I felt they cared about our visit and wanted to accommodate us in any way that would make her stay even more pleasurable. The house offered every convenience, including kitchen items for make-at-home meals. Thanks so much, Brandon and Brian!
Guest favorite
Home in Pittsfield
4.95 out of 5 average rating, 166 reviews

Cantabile life in the Berkshires

ChristineRating, 5 stars4 days ago
The house was decorated so nicely. It felt like we were on vacation even though we were staying just for the night. Everything was super clean especially the two bathrooms. The host had a lot of amenities like snacks a bottle of wine, coffee tea it was great. We would stay there again
Top guest favorite
Home in Woodstock
4.98 out of 5 average rating, 219 reviews

Sweeping mountain views in Woodstock, NY

DanielRating, 5 stars1 month ago
We had a lovely stay! The place was very relaxing, peaceful, and surrounded by nature, yet still close to Woodstock. One of the highlights was seeing a family of deer right outside our window — such a special moment. The hosts were also incredibly accommodating, providing a highchair and pack ’n play for our infant, which made our stay so much easier. We truly appreciated their thoughtfulness and hospitality. Highly recommend to anyone looking for a quiet getaway close to town.
Guest favorite
Home in Bloomfield
4.96 out of 5 average rating, 118 reviews

Spacious Charming New England Cape

JesseRating, 5 stars2 weeks ago
This is the second time time we've stayed at Carol's place. It's spacious, comfortable, with plenty of open rooms. The kitchen is extremely well stocked. This is becoming our yearly must-stay place!

Kid-friendly apartment rentals

Superhost
Apartment in Lenox Dale
4.91 out of 5 average rating, 129 reviews

Charming 2BD apartment.

BrandonRating, 5 stars5 months ago
Beautiful, clean home just a few minutes away from the centers of Lenox or Lee in either direction! We had a great time relaxing and enjoying the food nearby :)
Guest favorite
Apartment in Albany
4.94 out of 5 average rating, 109 reviews

Empire Plaza Apartment

IanRating, 5 starstoday
This was a great place and Ben was super responsive. I would definitely recommend this spot!
Superhost
Apartment in West Brattleboro
4.76 out of 5 average rating, 131 reviews

Cute, Convenient with Big Backyard

MichaelRating, 5 stars3 months ago
Our stay was in the cold of winter and there was ample heating in the form of radiators spread about, extra blankets, and a very powerful space heater in the living room. The artwork, furniture and layout gave a comfortable and cozy feeling. I stayed with two friends and we cooked all our meals easily with what was provided in the kitchen as far as pots, pans and utensils. During our stay John was extremely responsive and accommodating over the air bnb messages. The house is older so outlets were oddly placed with only two prongs, most of the lights were hand pull to turn on and off, and the bedroom doors locked with a hook and latch. It all felt very clean and comfortable and we were very happy with our stay.
Guest favorite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.
Top guest favorite
Apartment in Northampton
4.92 out of 5 average rating, 620 reviews

Sunny Peaceful Home

AndreaRating, 5 stars6 days ago
My daughter and I were seeking a basecamp to explore nearby colleges but also had one day where we needed to connect to our computers for work. We slept well, had peaceful morning walks in the neighborhood, took advantage of the sunshine on the lovely deck, and enjoyed making meals in the kitchen that had more than all the essentials.
Guest favorite
Apartment in Hudson
4.9 out of 5 average rating, 167 reviews

Private 1BR Apartment 1 Block from Warren St.

JamieRating, 5 stars2 weeks ago
My daughter and I had plenty of space to spread out. John’s place is very comfortable, clean, and charming. Thoughtful touches like extra hooks, suitcase stand, and bench at the entry to take off our wet shoes after a rainy Spring day in Hudson. Easy walk to great coffee shop and restaurants. Would definitely return!
Superhost
Apartment in Albany
4.79 out of 5 average rating, 617 reviews

Studio in The heart of Center SQ, in Albany NY

NataliyaRating, 5 stars1 month ago
The place was as described by the host. Perfect location.
Guest favorite
Apartment in Northampton
4.85 out of 5 average rating, 548 reviews

Parkside downtown cozy apartment

MicheleRating, 5 stars4 days ago
What a charming and peaceful home. It has everything you might need for comfort, cooking and relaxation including a well equipped kitchen, spacious rooms and beautiful setting. It’s close to everything but feels private. I would book again if I were in the area.

Kid-friendly condo rentals

Top guest favorite
Condo in Wilmington
5 out of 5 average rating, 12 reviews

Ski2Tee

JamesRating, 5 stars6 months ago
The home was perfect and the location was great to use as a base to explore fall colors and the small towns of southern Vermont .
Guest favorite
Condo in Hancock
5 out of 5 average rating, 8 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

JoelmaRating, 5 stars5 months ago
Our family loved the stay ! Place was beautiful, clean and with lots of activities for the kids. Highly recommend and definitely coming back soon.
Top guest favorite
Condo in Downtown Hartford
4.99 out of 5 average rating, 117 reviews

Posh Pad in The Business District

J.J.Rating, 5 stars2 weeks ago
Thanks for a great stay
Superhost
Condo in Hancock
4.87 out of 5 average rating, 31 reviews

Jiminy Peak Apartment

SandyRating, 5 stars2 months ago
Our second year staying here and making wonderful family memories. The condo was clean and cozy. Gorgeous view of the mountain and easy ski in/ski out. Everything you need is stocked and ready. We look forward to rebooking for next year.
Guest favorite
Condo in Albany
4.9 out of 5 average rating, 249 reviews

Elegant, spacious studio apt in historic mansion

StephanieRating, 5 stars4 days ago
A friend and I stayed for the weekend and it was perfect! The location is walkable, with restaurants in walking distance. The condo was comfortable, super comfy and homey. David provides all amenities and is super helpful. He provides some of his own recommendations and is super responsive. We definitely would love to stay again.
Guest favorite
Condo in Dover
4.9 out of 5 average rating, 50 reviews

Ski Condo 5 Min from Mt Snow

LindseyRating, 5 stars3 weeks ago
Second stay at William’s. Loved it again the second time, great area and super close to Mt Snow resort. Great restaurants and of course the Snow Republic Brewery nearby. Thanks for the great stay!
Superhost
Condo in Kingston
4.92 out of 5 average rating, 143 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars1 month ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Top guest favorite
Condo in Brattleboro
4.93 out of 5 average rating, 349 reviews

Private & Quiet Studio Apt. in Vermont

HollyRating, 5 stars5 days ago
Mary & Lance's place was comfortable and fit my needs perfectly. It's in a peaceful, quiet area, but downtown is an easy, short drive away. Bed was comfy, the kitchen had everything I needed, and it was easy to find in the dark. I would be happy to stay again!

Quick stats about vacation rentals that are kid-friendly in Lenox

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore