
Family-friendly vacation rentals in Dorset
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dorset
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Haus Nowak - spacious family-friendly retreat
Our home is privately set on a dirt road less than 2 miles from town or a short drive to ski areas. Nestled in a wooded acre with wandering paths, it is perfect for those who want to be close to all Manchester offers yet quiet and comfortable for reading, music, or mid-day naps on the deck or screen porch. Go river walking or hike the Lye Brook Wilderness and AT trails? It’s less than a mile from the house- walk, bike, or drive to the trailheads. *Note: 6 adults (or less)+children is ideal !

Private Riverfront Getaway with Mountain Views
Be close to everything Manchester has to offer while enjoying gorgeous views and total privacy in a comfortable home you will have all to yourself! The perfect getaway any time of year. Feels like you are away from it all, but just minutes from amazing hiking, skiing, shopping, dining, and entertainment! 5 minutes to town and Bromley is less than 10 min away. Stratton and Magic Mt are both less than 25 min drives. Hiking trails, kayaking, fly fishing, and more are all right in your backyard.

Bonnet St Barn
Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Bright Manchester Studio with Sleeping Loft
Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

Cow Barn Lodge
Our home is located in MT. Tabor, Vermont, just off of Route 7, in a country setting with beautiful Mountain views of the Green Mountain National Forest, Dorset and Danby Mountains. The house is an old barn converted into a beautiful spacious home, on 4 acres. Snowmobiling from our place, plus 4 major ski areas less than 30 miles away. Hiking, fishing, swimming, golfing, and the Equestrian horse show are all nearby. as well as shopping in nearby Manchester and Rutland Vermont.

Big Green Barn - Manchester Village Vermont
Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

The Nest at Birch Quarry
Our home is located mid-way between Dorset and Manchester VT. This mid 70's style home has been remodeled and updated. The rooms are tastefully decorated. New baths, a well appointed kitchen, large dining area, vaulted ceilings, large deck & marble patio w/ fire pit. Private setting surrounded by woods and quarry pond. The access is flat and off a paved road. 3 min to Dorset. 5 min to Manchester. 10 min to VT Horse Show. 15 min to Bromley. 25 min to Stratton.

All Season Fun Enjoy Southern Vt
Winter: Bromley 20 min, Stratton, Okemo Pico 35 min, Killington 40 min. Great hikes on the AP/LT,Homer Stone trails, Little Rock Pond excellent swimming holes minutes to the lake and VSF. . Back to back with Green Mtn National forest. Pets must be pre-approved.. Please add your pet fee in your reservation. A true home away from home. We are 4 season vacation. Grn Mtn National Forest. Minutes to Manchester .

Guest Suite in historic 1804 tavern, w/ Breakfast.
You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Comfort & Style for Winter and Spring Vacations
At $195.00/night, our art-filled gem is a renovated 2-b/r in-town apartment w/ fully equipped luxury kitchen & Vt. marble counters. We offer hardwood floors, new carpeting, paint and AC. Complete w/ designer & heirloom furniture, antique oriental rugs & original paintings by local artists. We offer peace and privacy. Only six miles to skiing, hiking and walking distance to all Manchester pleasures.

Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

Sunny, charming, quiet get-a-way
Come relax and recreate in a classic Vermont Village setting. This 2 BR, 1.5 Bath inviting ski vacation home borders the Green Mt. Forest and is close to prime ski areas, VT Summer Festival, Dorset Theatre, Emerald Lake State Park, and Manchester shopping and dining.
Popular amenities for Dorset family-friendly rentals
Family-friendly home rentals with a hot tub

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

The Birchwood Cabin - Stunning Mountain Views

Private Brook Chalet: Hot Tub, Fire pit, Mt. Snow

Holiday Ski Cabin in VT, Hot Tub, Fire Pit, Charm

Beautiful Timber Frame Retreat

The Quechee Haus: VT Retreat with Outdoor Hot Tub

Vermont Mirror House

Modern Cabin with Outdoor Spa on Vermont Farm
Family- and pet-friendly home rentals

Modern meets Country Cottage in Manchester Village

Moon Valley Country Retreat no clean fee pets yes

Log Cabin, King Beds & 7 Min from Stratton Mtn

Peaceful Beautiful Mountain Home Spectacular Views

Comfortable farmhouse with stunning views

Yellow Door Inn

Cozy Vermont Antique Sugar House with Fireplace

The Cottage in East Poultney
Family-friendly home rentals with a pool

Magical Farm Getaway - a must visit!

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Beautiful rustic woods and fields retreat.

Cozy condo within walking distance to the slopes.

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Hollywood Bungalow in the Berkshires #C0191633410

Jack S'Bearo - Slopes, Fireplace, Pool.

Premier Stratton Village Location - Pool & Hot Tub
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,359 | ﺩ.ﺇ1,451 | ﺩ.ﺇ1,296 | ﺩ.ﺇ940 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,061 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,113 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,238 | ﺩ.ﺇ1,157 | ﺩ.ﺇ1,473 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Dorset

Total vacation rentals
Explore 70 vacation rentals in Dorset

Nightly prices starting at
Dorset vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 2,270 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Dorset vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dorset rentals

4.9 Average rating
Dorset stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Bennington County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Adirondack Extreme Adventure Course
- Rensselaer Polytechnic Institute
- Congress Park
- Emerald Lake State Park
- Mount Greylock
- Southern Vermont Arts Center




