
Family-friendly holiday 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.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Log Cabin, King Beds & 7 Min from Stratton Mtn
Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

1850 Marble Path House
Thoughtfully designed, this 3-bedroom gem is ideally situated for relaxation and exploration for family, friends, or coworkers. Walkers will love the proximity to coffee, dining, and shopping spots as well as a treasured bookstore and inviting library. Downhill and XC skiers have multiple options from 7 to 17 miles away. Bikers, hikers, skaters, and golfers will be equally pleased. A multi-use year-round rail trail and very active rec park in walking distance delights both young and old.

Country Colonial Home with rolling fields & stream
This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

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.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

The Equinox Cottage
The Equinox Cottage is a quick 3 minute drive to the Equinox Hotel and the heart of Historic Manchester Village. Enjoy the shops, outlets, restaurants, cafes, golfing, and relaxed summer vibe. The Cottage is also an easy walk to the trails in the Equinox Pond preserve. Enjoy this pristine wilderness oasis, plus hiking up Equinox Mountain and surrounding trail system without having to step into your car. This peaceful, spacious, serene spot is ideal for summer relaxation.

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.

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

Romantic Vermont Cabin|Lovely Drive to Ski Resorts

Private Apt. on Farm, Hot Tub with views!

Log Cabin: Amazing Views, River Frontage, Hot Tub

The Birchwood Cabin - Stunning Mountain Views

Beautiful Timber Frame Retreat

Secluded tiny house resort - DOG FRIENDLY

A frame cabin with Hot tub near Stratton, VT

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

Comfort & Style for Winter and Spring Vacations

Modern meets Country Cottage in Manchester Village

Quaint One-Story Vermont House with Mountain View

Moon Valley Country Retreat no clean fee pets yes

Vermont Farmhouse •Walk to Village & Hiking Trails

Winter Fun Enjoy Southern Vt

Private Cabin/PetsOK/Minutes to Okemo/Fast Wifi

Yurt In The Woods - Come to the Yurt.
Family-friendly home rentals with a pool

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

Ranch at Mendon Mt Orchards

The Treehouse Yurt. Outdoor Soaking TUB! East Yurt

Cozy Quechee Cabin near Woodstock and Killington

One Bedroom Suite Near Okemo

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Historic 1850’s Renovated Farmhouse w/ Pool!

Jack S'Bearo - Slopes, Fireplace, Pool.
When is the best time to visit Dorset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £276 | £294 | £263 | £191 | £224 | £215 | £242 | £226 | £244 | £251 | £235 | £299 |
| 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 holiday rentals that are family-friendly in Dorset

Total holiday rentals
Explore 70 holiday rentals in Dorset

Nightly prices starting at
Dorset holiday rentals start at £75 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Dorset holiday rentals include wifi 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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- Rentals with a firepit Dorset
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- Pet-friendly rentals Dorset
- 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




