
Family-friendly vacation rentals in Killington
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Killington

Total vacation rentals
Explore 820 vacation rentals in Killington

Nightly prices starting at
Killington vacation rentals start at G$16,731 GYD per night before taxes and fees

Verified guest reviews
Over 28,330 verified reviews to help you choose

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Vacation rentals with a pool
320 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
820 of Killington vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Killington
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Atelier Killington, hottub and amazing location
Welcome to Atelier in Killington, walking distance to shops and restaurants, yet situated in one the most private and enchanting settings in all of Killington. Surrounded by forest and a private reflective pond, foot bridges and cleared paths leading to expanses of protected land. Experience the fall colors or snow covered trees from the brand new pondside hottub. Experience Hygge to its fullest by having hot chocolate by the wood burning fireplace or fondue at our dining table that seats 10.

Tiny Vermont Cabin!
Newly built tiny cabin in the woods of Vermont! Perfect for a quiet get away and close by outdoor fun! Killington and Pico Mountain is 15 minutes away! Sugarbush is 50 minute drive. Coming to Pittsfield for a wedding? Riverside Farm is only .7 of a mile down the road! Winter: MUST have AWD/4x4 for winter access on dirt road and driveway. Snow tires recommend. Cozy up by the newly added propane fireplace with an easy click of a button! Come experience the beauty Vermont has to offer!

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

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 the decks or sauna. 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

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

Alpine Reflection + Hot Tub
Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Alpine Condo - AC & Pool - Golf & Bike
Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

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!

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!

AC | Dog-Friendly | Bike, Hike & Relax
Escape to the quieter side of Killington. Spring and summer are some of the best times to visit—fewer crowds, lower rates, and easy access to hiking, biking, golf, and everything the mountains have to offer. After a day outdoors, relax on the private balcony, unwind by the fireplace, or enjoy the resort amenities just minutes away.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Updated Ski on/off at the base of Pico overlooking the mountain! FREE Shuttle to Killington right downstairs. Roll out of bed, walk to the lift and finally get first tracks! Or, let yourself relax and just watch those getting first tracks from the comfort of the private balcony overlooking the trails!
Popular amenities for Killington family-friendly rentals
Family-friendly home rentals with a hot tub

~The ClubHaus~

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

Golf and Mountain Biking outside the door!

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

Newly Renovated, Hot tub, 2min to Killington lift

Newly renovated ski retreat at Killington

Serene Top Floor Condo (resort style amenities)
Family-friendly home rentals with a pool

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

Book Now for Spartan Race, Brewfest, Harvest Faire

Ranch at Mendon Mt Orchards

Sophia's Place

Big Pool, Golf we are on the course 2 Bedroom

Powder Hound - Modern, Heated Pool, BBQ, New Patio

SKI ON/OFF Spruce Glen B | AC | Fireplace | Sauna

Luxurious family retreat home in the mountains
Family-friendly home rentals with air conditioning

Charming Vermont Schoolhouse

Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT

Vermont Chalet

One Room School House. No Cleaning Fees!

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Kingsley Homestead

Breathtaking Riverfront Retreat w/Mountain Views

Log Cabin - Relaxing Retreat w/1pm Checkout
When is the best time to visit Killington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$111,886 GYD | G$121,087 GYD | G$83,235 GYD | G$58,766 GYD | G$52,910 GYD | G$51,028 GYD | G$51,446 GYD | G$49,773 GYD | G$51,028 GYD | G$54,583 GYD | G$57,511 GYD | G$93,691 GYD |
| 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 |
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- Family-friendly rentals Rutland County
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- Family-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Ragged Mountain Resort
- Fort Ticonderoga
- Killington Resort
- Hildene, The Lincoln Family Home
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Cold Hollow Cider Mill
- Quechee Gorge
- 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
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