
Kid-friendly holiday rentals in Dorset
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Top-rated family-friendly rentals in Dorset
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Popular amenities for Dorset family-friendly rentals
Kid-friendly house rentals

Home by the Mettowee River- Simply the best!
This is my third time staying at Virginia’s house. She is very responsive, checking in via a message to see if everything is going well. It’s an easy walk to the shops and restaurants in the center of the village. I plan to be back again next year.

Modern meets Country Cottage in Manchester Village
Great location to the town center and Shaw supermarket; the Equinox Resort was walkable. We were welcomed with a bottle of wine and a couple of beers, and informative note. The host was communicative and addressed any of our needs. The cottage was neat, well stocked with essentials, and the Queen bed comfortable; we only used 1 of 2 bedrooms . We brought our dogs and we appreciated that .

1850 Marble Path House
We loved our stay at Andrew’s home. The location was perfect - a quick walk to town. And the home was fully stocked with so many amenities. The communication was proactive. Thank you Andrew for the terrific stay!

Mtn Treasures Waiting Lt/Ap Little rock pond
Very responsive host who went above and beyond to display hospitality. Clear instructions and let us enjoy the place in peace. Space itself was warm and inviting and perfect for a couple's weekend away.

Summit View Ski and Golf Retreat w/hot tub & Sauna
The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

Country Colonial Home with rolling fields & stream
A lovely antique Vermont home with beautiful gardens and a sprawling mowed lawn. When we return to Vermont, this is where we will stay.

Cozy Home in Poultney, Vermont.
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

The Mushroom House of Manchester Vermont
Was a great getaway and extremely relaxing. Amazing ambience and plan to come back the next time I'm in Vermont.
Family-friendly apartment rentals

Arrowhead Stays - Downtown Manchester Vermont
We had another great stay (our third) for a weekend in Manchester. We love the walkability of the location, and the weather even turned out to be better than the forecast. It was nice and cool inside, despite being quite hot for mid-May. We will be back!

Quiet Getaway in Equinox Valley
If anyone is looking for a quiet stay in the country with beautiful views, large apartment, fully stocked kitchen and a comfy bed, then this is the place to stay! The view from the living room is spectacular! We loved our stay here, close to beautiful Manchester VT with its restaurants and bars, art, etc. Mark is very responsive to all questions, even helping us find local music to enjoy during our stay. We especially enjoyed driving through a local farm on the quiet road to the Airbnb, even encountering the mama sow pig and her piglets in the road one time! Thank you Mark and Allison. You are great hosts. We wish we could have stayed longer.

Dog heavenly! Private, beautiful and relaxing.
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.

Private Hilltop farm apartment
What a lovely and serene spot to spend a few days in the Mountains of Vermont! Loved waking up to views of horses in the field by the private deck and a breathtaking mountain view. The hosts were kind and communicative. The space was clean and had just the right amount of amenities. Definitely recommend and hope to stay again!

Private Place in the Heart of Downtown
This place was a real find. Perfect for a solo traveler (or cozy couple) who knows Troy and wants to have access to the downtown and college campuses. A spacious bedroom that includes study and storage space, plus a well equipped kitchen, make it a great base of operations for a multi-day stay. The apartment is situated at the rear of the building, which minimizes street noise. On just about all my other trips to Troy, I found it helpful to use earplugs to get a good night's sleep; I didn't need them here. An air conditioner keeps the space comfortable on a warm day. Wi-fi is reliable, and there is no shortage of electrical outlets (sometimes an issue in old buildings). No issues with water pressure or heat in the shower. Igor is a great host, responding promptly to messages, answering inquiries, and making sure the place is set up and ready, otherwise leaving the guests to their own devices. This place is a bargain and well worth coming back to!

Cooper's Place
The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

Yellow Door Inn
The Yellow Door Inn was exactly what I needed for my little getaway from the craziness of my life!! You are surrounded by art, and comfort that is difficult to find. I felt at peace the moment I arrived and my doggos also loved the large yard and access to the Salem Art Works!! Klara and Greg are great hosts, they responded very quickly and were so so kind to me during my stay. If you are staying in Salem, I would 1000% recommend the Yellow Door Inn. You will not regret it! I know I will most definitely be back next time I stay in the area. It was hard for me to leave and head back home, because I felt I was already home…

Apartment in Vermont Historic Home
We keep coming back to this beautiful apartment that is both spacious and elegant while feeling homey and cozy. It’s quiet, immaculately clean with a very comfy bed, nice hot shower, everything you need in the eat-in kitchen.
Family-friendly apartment rentals

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

Summer 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.

Updated Ski in/Ski out Stratton Condo!
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!

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.

CozyCub - Pool, Hiking, Mountain Biking
⭐️⭐️⭐️⭐️⭐️ Perfect Father–Son Getaway at CozyCub! My son and I stayed one night at the CozyCub condo in Killington, and once again, Dan and Holly delivered a flawless experience. From the moment we arrived, everything was spotless, cozy, and thoughtfully arranged—exactly what we look for in a mountain bike trip base. Comfort & Cleanliness: The condo was pristine, with comfy beds and fresh linens—like a home away from home. Attention to Detail: Every essential was readily available, from kitchen basics to crisp towels. Perfect for a Duo: Ideal layout and amenities for just the two of us—no waste, just well-tailored space. Consistent Excellence: We’ve stayed with Dan and Holly before, and CozyCub continues to meet our high expectations. This stay earned a full five stars. Thanks again to Dan and Holly for providing the perfect retreat—we’ll be back for our next biking adventure together!

Cozy Condo next to Resort * AC and Pool *
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!

Cozy condo within walking distance to the slopes.
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!

Lovely 1-Bedroom condo with indoor fireplace!
Such an amazing place. Great location for walking to restaurant. Breath taking views especially the river. Extremely homey feel. We will definitely be back. thank you for your hospitality.
Quick stats about holiday rentals that are kid-friendly in Dorset
Total rentals
20 properties
Nightly prices starting at
$115 SGD 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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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Fort Ticonderoga
- Lake George Expedition Park
- Autumn Mountain Winery
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Pineridge Cross Country Ski Area
- National Museum of Racing and Hall of Fame
- Clarksburg State Park
- Brattleboro Ski Hill
- Bretwood Golf Course