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

Ski on Ski off killington/ Pico mountain condo
Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Newly renovated ski retreat at Killington
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain. check VRBO.1532508 mention this for a better deal

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

Killington VT Chalet - Lower apartment
Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings. No partiers, smokers, or loud gatherings. No pets including service animals.

3BR at base of Pico Mountain!
Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!
Popular amenities for Killington family-friendly rentals
Family-friendly home rentals with a hot tub

~The ClubHaus~

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

Cozy Bow House Perched in Trees w/ Hot Tub & View

Killington Chalet - Hot Tub, Sauna, Boot Dryer

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

Scandinavian design Cabin w/ private hiking trail

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC
Family- and pet-friendly home rentals

Cabin on the Hill

Vermont Hill Top Studio

Moon Valley Country Retreat no clean fee pets yes

Cozy Contemporary Downtown Texaco

Vermont Chalet

Cozy Home in Poultney, Vermont.

Vermont private retreat with gorgeous views.

Private Modern Cabin w/View of Fields, Hills
Family-friendly home rentals with a pool

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Epic Views of the Green Mountains

Killington Vermont Luxury 2 bed condo

Ranch at Mendon Mt Orchards

Cozy Slopeside Studio at Pico

Killington Studio: Location! Location! 323

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Winterplace - Steps away from Slopes
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $659 CAD | $711 CAD | $553 CAD | $396 CAD | $357 CAD | $344 CAD | $347 CAD | $336 CAD | $344 CAD | $375 CAD | $409 CAD | $597 CAD |
| Avg. temp | -7 °C | -6 °C | 0 °C | 7 °C | 14 °C | 18 °C | 21 °C | 20 °C | 15 °C | 9 °C | 3 °C | -3 °C |
Quick stats about vacation rentals that are family-friendly in Killington

Total vacation rentals
Explore 700 vacation rentals in Killington

Nightly prices starting at
Killington vacation rentals start at $113 CAD per night before taxes and fees

Verified guest reviews
Over 24,590 verified reviews to help you choose

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wifi availability
700 of Killington vacation rentals include wifi access

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

4.8 Average rating
Killington stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Rutland County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Mount Sunapee Resort
- Fox Run Golf Club
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ekwanok Country Club
- Baker Hill Golf Club
- Things to do Killington
- Food and drink Killington
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
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