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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.

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Home in Ludlow

4.87 out of 5 average rating, 137 reviews

1st floor, Okemo contemporary country 3 BR 2 BA

Family-friendly, pet-friendly, clean, comfortable, contemporary country ski cabin on Okema shuttle buss route in Ludlow, VT, a few minutes from mountain. Very easy access to outdoor activities: skiing, hiking, lakes, boating, hunting, snowmobiling, fly-fishing. Updated, comfortable, light filled ambiance. Great location, 10 minute walk to downtown (2 minute drive). Great for groups, couples, families. Recently renovated. New butcher block counter-tops and island, all new kitchen, new bathrooms.

Cottage in Queensbury

4.83 out of 5 average rating, 201 reviews

Idyllic Lake Cottage | Bay Views | Dog Friendly

Discover the Eastside of Lake George in this English cottage meets the Adirondacks. This private lakeside neighborhood of Cleverdale Point has views of Sandy Bay. It is only a 10 min drive to LG Village and 6 min to public beaches. Perfect for couples and small families. The private fully fenced backyard is perfect for dogs, picnics & grilling. Walk to Sans Souci for dinner, or Cleverdale Country Deli / Bakery for breakie or lunch. Fast wifi. Smart TV. Close to hiking & strolls in neighborhood.

Guest favourite

Home in Rutland

4.8 out of 5 average rating, 334 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Guest favourite

Cottage in Chester

4.91 out of 5 average rating, 160 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

Guest favourite

Home in Weston

4.86 out of 5 average rating, 110 reviews

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Guest favourite

Apartment in Wilmington

4.91 out of 5 average rating, 129 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Guest favourite

Home in Salem

4.98 out of 5 average rating, 188 reviews

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

Condo in Killington

4.78 out of 5 average rating, 171 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Killington has become a wonderful 4 season resort area that satisfies many tastes. You can hike, play golf ,swim, bike, ski-snowboard, or just lay back and enjoy the surroundings. You can go to the Killington website to find out what is happening. Please go to the Killington website to get complete information before you go. There is also a Mountain Green website that will let you know which amenities are available during your stay. mountaingreen.com

Guest favourite

Home in Whitehall

4.93 out of 5 average rating, 138 reviews

Lakefront A-Frame Home Emerald Lake, NY

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided. Water activities 2 kayaks 1 - 4 person paddle boat

Guest favourite

Apartment in Chester

4.89 out of 5 average rating, 496 reviews

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.

Guest favourite

Cottage in Woodstock

4.95 out of 5 average rating, 146 reviews

The Cottage on Westerdale Road

This charming house is close to the quaint Village of Woodstock, restaurants and dining, and family-friendly activities. You’ll love my place because of the ambiance, the quality furnishings, air conditioning, the outdoors space, the quiet neighborhood, the comfy beds, and the light. My place is good for couples, business travelers, families (with kids). Sorry, we can no longer welcome pets.

Guest favourite

Apartment in Ludlow

4.92 out of 5 average rating, 147 reviews

Great Downtown, walk to everything

Get the best of both worlds with this completely renovated Village apartment. Surrounded by the best restaurants and shopping . . . On Okemo's free winter shuttle route for hassle-free skiing. Welcoming and comfortable space with gas fireplace, full kitchen, master bedroom, private entrance. One queen, one full futon in the living room provide additional sleeping for guests.

Holiday rentals for every style

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Quaint homes, peaceful surroundings

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Popular amenities for Dorset family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Home in Plymouth

4.95 out of 5 average rating, 243 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Guest favourite

Farm stay in Valley Falls

4.89 out of 5 average rating, 223 reviews

Country Getaway Lodge / Ranch

Guest favourite

Chalet in Ludlow

4.95 out of 5 average rating, 120 reviews

Okemo Ski Chalet with Hot Tub

Farm stay in Londonderry

4.82 out of 5 average rating, 136 reviews

Cozy Award Winning Farmhouse - hot tub and sauna!

Guest favourite

Home in Newfane

4.98 out of 5 average rating, 133 reviews

Peaceful cabin close to skiing & Brattleboro

Guest favourite

Chalet in Killington

4.87 out of 5 average rating, 244 reviews

Large Chalet; Sauna, Hot Tub; Walk to Trail

Home in Bolton

4.84 out of 5 average rating, 214 reviews

The Summerwind Lodge

Home in Argyle

4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

Family- and pet-friendly home rentals

Guest favourite

Cabin in Jamaica

4.88 out of 5 average rating, 108 reviews

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

Guest favourite

Loft in Wilmington

4.92 out of 5 average rating, 192 reviews

Walk to Village/Lake Whitingham

Guest favourite

Cabin in Danby

4.89 out of 5 average rating, 292 reviews

Great Location excellent Cabin

Home in Readsboro

4.86 out of 5 average rating, 125 reviews

December in Peaceful Vermont (Pet Friendly)

Guest favourite

Tiny home in Jamaica

4.94 out of 5 average rating, 1,234 reviews

Apple Blossom Cottage: A Tiny House

Guest favourite

Apartment in Newfane

4.97 out of 5 average rating, 442 reviews

Rock River Retreat: VT Oasis Pet Friendly

Guest favourite

Apartment in Saratoga Springs

4.91 out of 5 average rating, 265 reviews

Cody Farms Private Spacious Apartment - No Cln Fee

Guest favourite

Guest suite in Mt Holly

4.98 out of 5 average rating, 129 reviews

Exquisite Green Mountain Loft Haven

Family-friendly home rentals with a pool

Guest favourite

Townhouse in Dover

4.96 out of 5 average rating, 145 reviews

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

Guest favourite

Condo in Killington

4.95 out of 5 average rating, 99 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Guest favourite

Condo in Dover

4.87 out of 5 average rating, 234 reviews

Mt Snow Ski In/Out at Seasons

Guest favourite

Guesthouse in Granville

4.9 out of 5 average rating, 870 reviews

Moon Valley Country Retreat no clean fee pets yes

Condo in Killington

4.8 out of 5 average rating, 103 reviews

Ski Mountain Escape: 3 Bdrm, Ski In & Bus In

Condo in Killington

4.78 out of 5 average rating, 296 reviews

Serene Top Floor Condo (resort style amenities)

Guest favourite

Condo in Killington

4.96 out of 5 average rating, 135 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Guest favourite

Bungalow in Williamstown

4.89 out of 5 average rating, 216 reviews

Hollywood Bungalow in the Berkshires

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

Total rentals
70 properties
Nightly prices starting at
$144 AUD before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi

Destinations to explore