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Kid-friendly vacation rentals in Windham County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Windham County kid-friendly rentals

Kid-friendly house rentals

Superhost
The charming exterior of a farmhouse is surrounded by lush greenery, featuring a pale blue façade and a welcoming pink door. Dense foliage and colorful flowering plants enhance the inviting approach to the home, set against a peaceful landscape.
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Top guest favorite
A spacious deck extends from the house, equipped with an umbrella and several chairs, providing a view of the encompassing greenery and mountains. The home's exterior features warm brown siding and solar panels on the roof, set against a bright blue sky.
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.
Guest favorite
A bright entryway is highlighted by a large window that offers views of lush greenery outside. A sturdy wooden bench and open shelving provide storage options, while hooks above are available for hanging coats or bags. The floor features dark brown planks, adding warmth to the space.
Home in Brattleboro
4.94 out of 5 average rating, 203 reviews

Frosted Willows

AnnaRating, 5 stars3 weeks ago
I had a wonderful stay while visiting Brattleboro for work. The house is just lovely and extremely comfortable. The kitchen had everything that we needed. I’m hoping to stay again in the future when working in the area.
Top guest favorite
Home in Wardsboro
4.95 out of 5 average rating, 108 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

NickRating, 5 stars3 months ago
We truly enjoyed staying here!! The hosts were amazing! They gave us plenty of local recommendations that made our stay so enjoyable. The home was wonderful. Plenty of this to do if you don’t want to leave. Game room was a great bonus!! We can’t wait to return!
Top guest favorite
A white fireplace with a rustic brick surround serves as a central feature. Above, a shelf displays decorative bowls and books, while soft sunlight casts shadows across the surface. A lamp with a patterned shade stands nearby, adding a touch of warmth to the space.
Home in West Brattleboro
4.88 out of 5 average rating, 152 reviews

Cozy Home for 2-5 People in Vermont

TheresaRating, 5 stars1 month ago
Clean and comfortable. Great host who goes above and beyond to make his guests feel comfortable and at home. The beds were comfortable and the bathrooms clean. This place has everything that I look for in an AirBnB stay. We hosted a get together for a dozen family members who live in the area. They were the reason for our trip. People gathered in small groups in the kitchen, living room, dining room and TV room. Plenty of room. It was like having company in my own home.
Guest favorite
Home in Wilmington
4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

JamesRating, 5 stars2 weeks ago
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.
Top guest favorite
An open-concept kitchen features a central island with bar seating for two, surrounded by wooden cabinetry and ample natural light from large windows. A dining area with a table for six is visible, complemented by wooden chairs and a cozy living space in the background, showcasing a comfortable setting.
Home in Newfane
4.98 out of 5 average rating, 136 reviews

Peaceful cabin close to skiing & Brattleboro

MarinaRating, 5 stars1 month ago
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Guest favorite
The open living area features floor-to-ceiling windows, allowing natural light to fill the space. A comfortable seating arrangement sits under wooden beams, accompanied by a dining table with modern chairs. The view includes a patio area with outdoor seating, framed by lush greenery.
Home in Winhall
4.98 out of 5 average rating, 383 reviews

Stunning mid-century house on 2.5 private acres

JaneRating, 5 stars1 week ago
A lovely space with everything we needed for a long weekend! The home itself is absolutely beautiful, quiet and surrounded by nature. We were able to relax as well as explore the trails and towns nearby. It was a delight to look out the floor to ceiling windows in the morning and appreciate the tranquility. A perfect place to unwind!

Kid-friendly apartment rentals

Guest favorite
A well-lit kitchen and dining area features a wooden dining table surrounded by six chairs. Light hardwood flooring complements the gray cabinetry. A potted plant sits on the table, and modern appliances are visible in the background, including a refrigerator and stove.
Apartment in Wilmington
4.98 out of 5 average rating, 482 reviews

**Happy Hour! Gorgeous & Modern Downtown Retreat**

LisaRating, 5 stars2 weeks ago
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.
Top guest favorite
An open concept living area is highlighted by a comfortable light-colored sofa with decorative pillows. A dark wood coffee table centers the space, while a well-equipped kitchen features modern appliances and a light-colored island with seating. Natural light filters through the window, enhancing the inviting atmosphere.
Apartment in Brattleboro
4.9 out of 5 average rating, 361 reviews

Quiet St in Town, gardens, terrace

KristenRating, 5 stars5 days ago
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!
Top guest favorite
A view of a quiet residential area showcases a clear blue sky and a patch of farmland. Autumn trees with varying hues of orange and green stand in the background, providing a natural backdrop. A paved driveway leads toward a wooden fence and a mailbox.
Apartment in Vernon
4.96 out of 5 average rating, 160 reviews

Farm land view.

LorrieRating, 5 stars3 weeks ago
Our return trip was just as great as the first time there. The apartment was spotless, the furniture and bedding is very comfortable. Has everything we needed. It is in a beautiful location 10 minutes from Massachusetts and New Hampshire. We feel at home and very safe . Peter is a great host and communicates very quickly. Looking forward to another visit.
Superhost
A spacious backyard is showcased, surrounded by trees and greenery, providing a serene natural setting. A picnic table is positioned on the lawn, alongside two outdoor chairs facing a small area with a bush. The well-maintained lawn is dotted with flowers, enhancing the outdoor space.
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
A wooden ladder leads to the loft area, featuring exposed beams and softly lit fixtures. A round mirror adorns the wall, reflecting the warm ambiance. The space is designed with a cozy living area and a glimpse of the nearby room visible in the background.
Apartment in Wilmington
4.93 out of 5 average rating, 180 reviews

Quaint cozy vermont apartment

NateRating, 5 stars6 months ago
Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.
Superhost
An open living space features a light-colored sofa with decorative pillows and a wooden coffee table. A dining area with a round table and chairs is illuminated by natural light from large windows. A bookcase and artwork add character to the room.
Apartment in Town of Rockingham
4.83 out of 5 average rating, 182 reviews

Apartment on Main Street

WinnieRating, 5 stars1 month ago
This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.
Guest favorite
A winter scene showcases a blanket of fresh snow covering a serene outdoor area. Snow-laden trees stand in the background, while the foreground features untouched snow with a subtle pathway. The home’s eaves are capped with snow, blending harmoniously with the landscape.
Apartment in Newfane
4.87 out of 5 average rating, 144 reviews

Apartment at Five Ferns

GaryRating, 5 stars1 month ago
This apartment was exactly what I was looking for. The hosts were super-responsive and were available to me when I needed to extend my stay by a day. Highly recommended.
Guest favorite
A cozy living area features a comfortable grey sectional sofa adorned with decorative pillows. A wooden dining table with matching chairs sits nearby. Natural light enters through large windows, framed by partially opened blinds, illuminating the warm wood ceiling and surrounding decor.
Apartment in Londonderry
4.96 out of 5 average rating, 580 reviews

Vermont Getaway Apartment

JoshuaRating, 5 stars1 month ago
This is a lovely home in a beautiful setting. It is quite close to Stratton and the hosts were all great communicators with a quick response time. I hope to stay there again sometime!

Kid-friendly condo rentals

Guest favorite
A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars2 months ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Guest favorite
An aerial view of a basketball court featuring two hoops, surrounded by greenery. The court is situated near a pond and is enclosed by a fence, with well-maintained grass bordering the area, providing space for outdoor activities.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars1 month ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Top guest favorite
A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Top guest favorite
The living area features a spacious sectional sofa arranged around a coffee table, complemented by a cozy wood-burning fireplace. Natural light fills the room through large windows, which overlook the snowy landscape. A dining table for six and a media console housing a Smart TV are also present.
Condo in Stratton
4.98 out of 5 average rating, 41 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

MatthewRating, 5 stars1 month ago
Exactly as described. Beautiful condo, right in the heart of Stratton. Easy ski in/ski out. Excellent proximity to everything the village has to offer. The kitchen is well equipped and the bedrooms are really comfortable. Brian was a great host! We will absolutely book again for future Stratton ski trips!
Guest favorite
A cozy dining area is highlighted by a round wooden table surrounded by black chairs. The open living room features a comfortable sofa and a decorative area rug. Soft lighting is provided by a stylish chandelier, enhancing the homey atmosphere.
Condo in Stratton
4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

CelesteRating, 5 stars1 month ago
Caitlyn An excellent host quick to respond despite moving with her babies the same day as my trip! She was accommodating and provided a clear quick easy in from my late night travel. Her space is large and spacious with great set up lighting and comfortable and clean bedding. Loved the couch bedding set up! The entrance allowed ease to store the ski stuff so roomy keeping the living space free of the typical ski vacay clutter! The bathroom shower temp and pressure with soft towel and wash cloths provided with soap, and shampoo and conditioner gave a nice end of the day relax. Plenty of blankets for layering that may be needed. Kitchen appointed well with a good stove and oven easy to use and to easy prepare with pans and utensils for cooking, plenty of silver ware and plates glasses and plates that i truly appreciated. Couldn't use the ski in/ ski out as that lift was this late int eh season but how easy was it to scoot down in 2 min! Will be my stratton stay always onward!
Guest favorite
A wooden gate opens to a lush green lawn surrounded by trees, providing a serene outdoor space. Sunlight filters through the foliage, casting gentle shadows on the grassy area, which appears well-maintained and inviting for relaxation or play.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favorite
A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.
Condo in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars1 month ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!
Superhost
A cozy living area is highlighted by a sectional sofa, complemented by a wooden coffee table. A wood-burning stove stands against a wooden wall, providing warmth. Natural light enters through multiple windows, enhancing the inviting ambiance. A few decorative items are positioned nearby.
Condo in Dover
4.77 out of 5 average rating, 142 reviews

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!

DanielRating, 5 stars1 month ago
Great location and perfect house to stay in

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