Kid-friendly vacation rentals in Shaftsbury

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Shaftsbury kid-friendly rentals

Kid-friendly house rentals

Superhost
The exterior of the house is shown, featuring a two-story structure with a metal roof and large windows. A spacious wooden deck extends from the main entrance, surrounded by bare trees and a lightly snow-covered yard. Natural scenery hints at a tranquil setting.
Home in Manchester
4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

JakeRating, 5 stars14 months ago
Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.
Guest favorite
A wooden bookshelf showcases a variety of colorful books arranged neatly. A ladder provides access to a cozy lofted sleeping area, while a blue cabinet and framed art complete the space. A clock hangs on the wall, adding a functional touch.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
A single-story ranch home is surrounded by a lush green lawn, featuring a welcoming front deck with white railings. Dark shutters frame the windows, and colorful flowers add a touch of vibrancy to the landscape. A patio area is visible in the background.
Home in Manchester
4.85 out of 5 average rating, 227 reviews

Keys to Vermont

ElizabethRating, 5 stars1 month ago
Mary’s place was a great location for us to stay during our ski trip to Bromley. We were within a 10min drive to skiing and 5 minute drive to the restaurants in town. The beds were very comfortable and the bathrooms nice and clean. We randomly had cassette tapes with us and Mary had a tape player, the kids were soo excited to use it. She also had games and books for the kids. We had a great time! Thank you!
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.
Top guest favorite
A light-filled living room features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned rug, while a flat-screen TV is mounted on the wall. Natural light enters through multiple windows, enhancing the airy feel.
Home in Cohoes
5 out of 5 average rating, 120 reviews

Cheerful, quiet 3 bedroom home

DonnaRating, 5 stars3 weeks 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
A lush green backyard features a picnic table accompanied by a vibrant red umbrella. Nearby, two wooden lounge chairs are arranged for relaxation, and a small inflatable pool is set up on the grass. A fire pit adds an inviting element to the outdoor space.
Home in Pittsfield
4.95 out of 5 average rating, 165 reviews

Cantabile life in the Berkshires

ChristineRating, 5 starstoday
Perfect place to stay for a couple of nights while visiting Hancock Shaker Village. Jia is an amazing host! Excellent communication, very attentive to our needs and any questions, and everything was just as described. Loved sitting by the fire. Highly recommended!
Guest favorite
A spacious house is set against a backdrop of autumn foliage, featuring a mix of traditional and modern design elements. The exterior is clad in light siding with multiple large windows, a welcoming front door, and a stone pathway leading to the entrance.
Home in Dover
5 out of 5 average rating, 12 reviews

Walking distance to Lifts. Avoid Parking Fees!

CaraRating, 5 stars2 months ago
We really enjoyed our stay at Emilio’s. It was perfect for our friend group of 14. The bunny hill is just across the street, so you can take the magic carpet up and then ski over to the Carinthia lift. It was very easy to get to the mountain. The house seemed newly renovated. There was plenty of parking. We had a wonderful time!
Top guest favorite
An open dining area features a large wooden table surrounded by white chairs. Natural light fills the space from multiple windows, highlighting rustic wooden beams above. A cozy seating nook with plants and a decorative fireplace creates a welcoming ambiance.
Home in Dover
4.88 out of 5 average rating, 251 reviews

Mt Snow retreat, ski & summer

TimothyRating, 5 stars1 month ago
Wonderful stay in Vermont! Very spacious home with an amazing dining room and theater room in the basement ! Location was perfect for a visit to mt snow, just a few minutes away, and theater room home was cozy, 2 fireplaces , and wonderful! Recommend!!

Kid-friendly apartment rentals

Guest favorite
A charming entrance to the garden apartment is presented, featuring a black door flanked by windows and adorned with flower boxes. A set of black wrought-iron stairs leads to the entrance, while a flower planter with vibrant blooms adds color to the pathway.
Apartment in Albany
4.94 out of 5 average rating, 107 reviews

Empire Plaza Apartment

SimmsRating, 5 stars2 days ago
Perfect spot right in the downtown area of Albany. Super walkable area, space was as depicted and photos matched the listing. Very responsive hosts and extremely accommodating! Would recommend 😊
Guest favorite
A bright living area is presented with three windows allowing natural light. Two upholstered chairs and a floral-patterned sofa provide comfortable seating. A coffee table is positioned in the center, and a dining area is visible in the background, showcasing a wooden table and chairs.
Apartment in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

MikeRating, 5 stars1 month ago
Great space, very conveniently located in town. The host was great, and would definitely stay here again
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.
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 stars3 weeks 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 one-story cabin is partially enveloped by a blanket of snow, featuring a covered porch with orange railings. The entrance is accessible via a gentle ramp, while trees in the background provide a natural setting. Soft evening light gently illuminates the cabin.
Apartment in Ludlow
4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

JennyRating, 5 stars1 month ago
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.
Guest favorite
A cozy living space is filled with natural light from large windows adorned with patterned curtains. The room features a comfortable sofa and armchair, complemented by a wooden coffee table. A decorative rug lies beneath, enhancing the warm ambiance of the knotty pine walls.
Apartment in Corinth
4.8 out of 5 average rating, 131 reviews

Adirondack Penthouse, Sleeps 10. Steps from Beach.

OtonielRating, 5 stars3 months ago
This was our second time staying at Craig and Deb's place ✨ it was wonderful as always! place is clean, cozy and warm. They're very attentive, and the area feels safe, convenient supermarket nearby. A must stay if going skiing at West Mountain.
Superhost
The spacious sleeping area features a large bed covered with a textured gray blanket. Flanking the bed are two nightstands with lamps, and large windows dressed with light curtains allow natural light to illuminate the room. A decorative fireplace adds character to the space.
Apartment in Albany
4.79 out of 5 average rating, 616 reviews

Studio in The heart of Center SQ, in Albany NY

NickiRating, 5 stars1 month ago
The Airbnb was perfect! Great location, clean, and exactly as advertised. Thanks for hosting us!
Superhost
The living area is designed with light-colored walls and wooden flooring. A large flat-screen TV is mounted on the wall opposite two cushioned stools. Natural light filters through sheer curtains, illuminating a green plant centerpiece on a decorative rug.
Apartment in Saratoga Springs
4.8 out of 5 average rating, 177 reviews

Downtown Saratoga Springs!

GeorgeRating, 5 stars2 weeks ago
Wonderful rental. Clean, spacious, lovely kitchen and dishwasher. Wine glasses provided. Excellent!!

Kid-friendly condo rentals

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.
Guest favorite
A game room is illuminated by large windows, providing views of the greenery outside. A foosball table sits prominently, alongside a multi-sport game featuring a basketball hoop and a net for volleyball. The space encourages active play with a modern and inviting setup.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
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 stars3 weeks 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!
Superhost
A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

StephenRating, 5 stars4 weeks ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
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!

Destinations to explore