
Kid-friendly vacation rentals in Dorset
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Top-rated kid-friendly rentals in Dorset
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Kid-friendly house rentals

Charming Vacation Home in Manchester Center
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.

Magical Farm Getaway - a must visit!
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!

Keys to Vermont
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!

Spacious Brattleboro home on river, walk to town
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.

Blueberry Hill Escape Pet Friendly HotTub Fire pit
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!

Okemo-Ludlow, fireplace, hottub, sleeps 13
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
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.

Walking distance to Lifts. Avoid Parking Fees!
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!
Kid-friendly apartment rentals

At The Fountain- Prime Downtown Location-Top Floor
Very responsive with any and all questions she went above and beyond . Gave us ideas to do and very polite of a host . The place was very clean and nice view was perfect for me and my family to enjoy . Location was def perfect from all the restaurants to shopping spots in the local downtown area . Def recommend this place and Casey as a perfect host

Quiet St in Town, gardens, terrace
We loved Jaki's apartment. It was very clean, neat, beautifully appointed, and convenient. Jaki welcomed us when we arrived and made herself available. She was friendly, warm, and very responsive. I'm returning to the area for business in the future and will book the same apartment again.

Great Downtown, walk to everything
Great space, very conveniently located in town. The host was great, and would definitely stay here again

Cute, Convenient with Big Backyard
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.

Apartment on Main Street
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.

Okemo Vermont Getaway
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.

New Modern Apartment - Woodstock Village on Mt Peg
Sam is a friendly, generous, helpful host! He and his family live upstairs in this fun, modern building; the apartment is on the ground floor/daylight basement, but the house sits on a steep hill so the unit has plenty of natural light and does not feel like a basement. The separate entrance is located at the far end of the structure so it feels like a standalone unit with plenty of privacy. The neighborhood rises steeply from downtown Woodstock, up narrow, steep, windy roads. The streets were pretty consistently plowed, but drive slowly and cautiously, especially with snow. Also, like Sam says, don't just enter the address into Google Maps; it will try to take you elsewhere through someone's house and yard (haha!) Instead, follow Sam's directions. We loved the casual, yet carefully curated decor and found the bedroom super cozy with the most comfortable bed and linens. Our favorite was going on a cross-country ski adventure right out the back! Thank you, Sam, for a great stay!

Peaceful Getaway - 12 Mins to Saratoga Race Track
Dan’s place is wonderful for a quiet, romantic getaway. We loved the deck and the big green space to walk our dog. The apartment was spotless and smelled clean. Dan was very responsive and helpful. My wife and I are hoping to come back someday!
Kid-friendly condo rentals

Winter Dream! The Handle Lodge at Snowtree Condos
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.

Mt Snow Ski In/Out at Seasons
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.

Killington Condo-Indoor Pool/HotTub/FitnessCenter
Great place for our ski weekend! Spacious, clean, super comfortable beds, kitchen had everything needed, even spices! close easy drive to slopes! Great host- it was easy to communicate, we felt really welcome in this beautiful place! Would love to come back again and again!

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

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

Great 2 bedroom condo at Stratton Mountain
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!!

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

Ski, Ride, Walk On/Off Condo On Pico at Killington
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Quick stats about vacation rentals that are kid-friendly in Dorset
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
780 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Okemo Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Berkshire East Mountain Resort
- West Mountain Ski Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Lake George Expedition Park
- Hooper Golf Course
- Fort Ticonderoga
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
- Northern Cross Vineyard
- Pineridge Cross Country Ski Area
- Willard Mountain
- Adirondack Extreme Adventure Course
- Gooney Golf
- Stump Sprouts Ski Touring Center
- Clarksburg State Park