
Family-friendly holiday 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.

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

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

Ski Back to Trail Creek!
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

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.

Serene Top Floor Condo (resort style amenities)
Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Right at Killington !
The only place closer to the Snowshed is the Grand Hotel. If you are young and agile you can walk to Snowshed Base - about 10 minutes. Welcom to Trail Creek Condo's. After the races enjoy indoor salt water pool or 2 hot tubs or hot sauna in the Trail Creek Amenities building (a couple of buildings away). Great for couples or families. We provide all linens, towels & firewood. FREE WIFI, cable and HBO. Fully stocked kitchen.

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

Luxury Condo - with Garage Parking and Pool

Snowplace Like Home at Mountain Green 1BR/1BA

New Killington Chalet: Hot Tub, Fireplace, 4Bd2 ba

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

The Woods Renovated 1BR Studio close to the slopes

Cozy Killington home - Private Hot Tub

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

Dog-Friendly/Spa Onsite/Pool/Wine Bar
Family- and pet-friendly home rentals

"Swiss Charm"- A Beautiful Riverfront Chalet

Scandinavian design Cabin w/ private hiking trail

Hideaway Cabin by the Stream on 27 Acres

Hancock hideaway

Vermont Chalet

Sculpted Earthen Yurt Near World Class Skiing

Vermont private retreat with gorgeous views.

Quaint 1-bedroom cottage on Blue Ledge Farm
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Newly renovated condo-The Woods

Bright & Cozy Ski-in Condo with Mountain View

Cozy Slopeside Studio at Pico

Highridge B16A Hotel Room Only

Cozy Woods Resort and Spa Condo

Best value in this Cozy 2 Bedroom .2 mi to lift

Killington Getaway 2bed/1.5 bath
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $602 SGD | $650 SGD | $505 SGD | $362 SGD | $326 SGD | $314 SGD | $317 SGD | $307 SGD | $314 SGD | $343 SGD | $374 SGD | $545 SGD |
| 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 holiday rentals that are family-friendly in Killington

Total holiday rentals
Explore 740 holiday rentals in Killington

Nightly prices starting at
Killington holiday rentals start at $155 SGD per night before taxes and fees

Verified guest reviews
Over 25,450 verified reviews to help you choose

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
740 of Killington holiday 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
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Middlebury College
- Adirondack Extreme Adventure Course
- Dartmouth College
- Trout Lake
- Quechee Gorge
- Sugarbush Farm
- Camp Plymouth State Park
- Emerald Lake State Park
- Things to do Killington
- Food and drink Killington
- Things to do Rutland County
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
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