Family-friendly vacation rentals in Dorset

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dorset family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Guest favorite
A private hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. The hot tub features multiple jets and is surrounded by wooden walls and a partially covered area, ensuring privacy. Warm ambient lighting enhances the tranquil setting, inviting relaxation.
Chalet in Killington
4.84 out of 5 average rating, 249 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

ConnorRating, 5 stars1 month ago
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!
Guest favorite
Farm stay in Valley Falls
4.89 out of 5 average rating, 223 reviews

Country Getaway Lodge / Ranch

TrevorRating, 5 stars3 months ago
Fantastic space for a large group. We had 10 people for a New Year’s Eve ski weekend, and this was the ideal spot for it. Hot tub was a great treat. Be warned - the floors are squeaky, so if you’re a light sleeper in a large group bring ear plugs.
Guest favorite
An inviting entryway features warm wood paneling and a bench against the wall. Hooks are mounted for coats, and a spacious mat lies underneath. Natural light enters through a window, illuminating the area, with a door leading to the main living space.
Chalet in Killington
4.87 out of 5 average rating, 248 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

AudreyRating, 5 stars4 weeks ago
We could not have found a better home for our Killington ski week. The ski in ski out directions were perfect and so easy. The home comfortably accommodated 8 adults and provided privacy for each of us as well. Fabulous dining area for our family that provided many happy memories. We've never rented a home where every single bed was so luxurious either. Each night we slept so soundly. On days we did not ski there was plenty to do at the house, a beautiful neighborhood to walk in and such close proximity to Killington Rd with so many dining options.
Guest favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.
Condo in Killington
4.97 out of 5 average rating, 143 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

ErnestRating, 5 stars1 month ago
Responsive hosts. Directions spot on. Wonderful place. Made a trip to Killington all that much better.
Superhost
A spacious deck extends over the water, featuring wooden railings and two Adirondack chairs. A covered dock provides access to the calm lake, surrounded by lush greenery and distant forested hills. The soft reflections on the water create a serene atmosphere.
Home in Argyle
4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

MeghanRating, 5 stars7 months ago
My family and I had a wonderful time! Larry is very sweet, gave us a tour, offered to help with docking our boat and even offered my husband the tools to fix the bunk on our trailer. The house is big and beautiful!! Very clean, the beds are comfortable, the kitchen has everything you need!! The hot tub is definitely a bonus as we used it everyday!! The dock was perfect, we had room for our pontoon boat and jet skis. All around the perfect place for some R&R!!! My family and I love Cossayuna Lake as we are semi local and it was our first experience with an Airbnb. Thank you Larry for sharing your home!! Highly recommend this for your next vacation!!
Superhost
A hot tub is located on a snowy patio, with mountain views in the background. Surrounding seating areas are visible, featuring wooden benches against a serene landscape. String lights hang overhead, adding a touch of ambiance. Snow covers the ground, creating a peaceful winter scene.
Apartment in West Townshend
4.9 out of 5 average rating, 341 reviews

Private Apt on Farm, Hot Tub with views!

EmilyRating, 5 stars1 month ago
We had an amazing stay! The beds were comfy. There is a local grocery store near by. We went snowboarding at Mt snow which was about a 25 min drive - not bad at all! The hot tub was perfect and the views were stunning. We loved Robert’s Glass blowing class as well.
Superhost
The exterior of the cabin is shown, showcasing a two-story structure with blue and wood accents. Snow blankets the ground and roof, while trimmed trees create a serene backdrop. A wooden deck is visible at the front, inviting outdoor relaxation.
Cabin in Killington
4.88 out of 5 average rating, 109 reviews

Killington Cabin: Big Home. Sleeps 20. Hot Tub!

MarshallRating, 5 stars1 week ago
This house is great for large groups. Close to restaurants and the mountain. Would definitely go back with a large group!

Family- and pet-friendly home rentals

Guest favorite
The log cabin showcases a distinctive architectural design with a steeply pitched roof and multiple large windows. A spacious wraparound deck is accessible via wooden stairs, surrounded by natural greenery. Stacked firewood is visible on the right side of the image.
Cabin in Jamaica
4.88 out of 5 average rating, 112 reviews

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

JamesRating, 5 stars1 month ago
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!
Superhost
A classic white farmhouse features a welcoming front porch with two red rocking chairs. A row of yellow daffodils adds a vibrant touch to the landscape, while the cloudy sky provides a soft backdrop to the historic architecture.
Farm stay in West Brattleboro
4.94 out of 5 average rating, 132 reviews

Lilac Ridge Farm House

MatthewRating, 5 stars3 months ago
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!
Guest favorite
A winter scene depicts a cozy log cabin surrounded by snow-covered trees. The wooden structure features a sloped roof and large windows. A path leads to the front porch, which is adorned with holiday wreaths, inviting guests to enjoy the serene winter landscape.
Cabin in Danby
4.89 out of 5 average rating, 295 reviews

April/May special So Vt Cabin Mt Tabor Treasure

FavyanRating, 5 stars1 month ago
Second time staying here to hike the area trails. The place was immaculate as was my first visit. The hosts are wonderful and helpful. They gave me check in flexibility that added a lot of time to my plans for the day that ended up being a big value. Highly recommend.
Superhost
A sprawling grassy yard is surrounded by trees, providing natural shade. A wooden deck and seating area are positioned in the background, inviting outdoor relaxation. The white house is visible beyond the tree line, contributing to the serene countryside setting.
Home in Readsboro
4.84 out of 5 average rating, 126 reviews

Beautiful Vermont! (Pet Friendly)

JudahRating, 5 stars4 months ago
This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.
Guest favorite
Tiny home in Jamaica
4.94 out of 5 average rating, 1,252 reviews

Apple Blossom Cottage: A Tiny House

CaseyRating, 5 stars5 days ago
This was a peaceful, adorable place to stay. The house manages to fit a lot into a small space, and feels surprisingly roomy. The location is beautiful, and it was fun to get to see the aviary! Would love to come back.
Superhost
A spacious two-story house is displayed surrounded by a lush green lawn, with a durable metal roof and a screened porch extending along the front. Tall trees provide shade, creating a serene outdoor atmosphere, while a gravel path leads to the entrance.
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

LilyRating, 5 stars1 month ago
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.
Guest favorite
The laundry area features a modern washer and dryer, accompanied by a wooden countertop and a single basin sink. Soft blue walls contribute to a calming atmosphere, and overhead lights provide illumination. A decorative wall piece and a wooden mirror enhance the space.
Apartment in Saratoga Springs
4.91 out of 5 average rating, 267 reviews

Peaceful Getaway - 12 Mins to Saratoga Race Track

SavethaRating, 5 stars1 month ago
We had a lovely stay! Dan and Shannon were super professional and friendly! Serene and peaceful location! Would highly recommend!
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.

Family-friendly home rentals with a pool

Guest favorite
A well-maintained tennis court is enclosed by a chain-link fence, surrounded by lush greenery. A picnic table sits on the grass near the entrance, providing a spot for relaxation before or after a game.
Townhouse in Dover
4.96 out of 5 average rating, 148 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

NikkiRating, 5 stars2 months ago
Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.
Superhost
Condo in Killington
4.92 out of 5 average rating, 106 reviews

Right at Killington !

CrossanRating, 5 stars1 month ago
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!
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, 238 reviews

Mt Snow Ski In/Out at Seasons

LindsayRating, 5 stars3 weeks ago
Andrew is a great host. We were able to enjoy activities at Mt.Snow early before check in which we appreciated. Condo was clean, and spacious for our family of 4. We enjoyed using the indoor pool facilities daily. The beds and couch were comfy. Washer/dryer a plus
Guest favorite
A swimming pool is surrounded by lush greenery, inviting relaxation and enjoyment. The clear blue water reflects the surrounding landscape, providing a refreshing appeal. A person is seen in the water, engaged with a floating device, highlighting the leisure activities available at the property.
Guesthouse in Granville
4.9 out of 5 average rating, 890 reviews

Moon Valley Country Retreat no clean fee pets yes

CamilleRating, 5 stars2 weeks ago
Everything was perfect from the moment we arrived. We really enjoyed our stay in this peaceful place. The surrounding environment is absolutely beautiful, perfect for bird watching and disconnecting. The hosts welcomed us warmly and were really kind. 100% recommend!
Superhost
A tennis court is set against a backdrop of lush trees and greenery. The court features a smooth, hard surface with clear white lines marking the boundaries. A net stands in the center, ready for play.
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars1 month ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
An indoor swimming pool is depicted with clear blue water, featuring multiple lanes marked by buoy lines. Surrounding areas include seating and wood-paneled walls, providing a spacious and inviting atmosphere for relaxation and recreation.
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars1 month ago
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.
Superhost
Condo in Killington
4.78 out of 5 average rating, 306 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Guest favorite
A cozy living area features a stone fireplace, providing warmth and a focal point in the room. Two brown sofas are positioned around a coffee table. Soft lighting from a nearby lamp creates a comfortable ambiance, complemented by large windows letting in natural light.
Condo in Killington
4.93 out of 5 average rating, 449 reviews

Pico discounted 1 bedroom 1 nght Ok shuttle

KimberlyRating, 5 stars3 days ago
The place was very clean. Lovely place. Would stay there again. Quiet.

Quick stats about vacation rentals that are family-friendly in Dorset

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore