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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.

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Condo in Killington

4.89 out of 5 average rating, 238 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

The Suites at Killington is a 2RM/2BA suite in the heart of Killington. In the main suite, enjoy the open kitchen, dining and kitchen island, bathroom w/ tile shower, & cozy living area w/ sofa bed, queen bed, TV & patio. The primary bedroom offers a king/twin bed split, ensuite bathroom, TV, washer & dryer. Skiing or exploring, this suite offers a cozy retreat. Enjoy the heated pool (open June to mid-Sept). Unbeatable location with easy access to the best of Killington. LIFT TICKETS DISCOUNTS!

Cottage in Hartland

4.97 out of 5 average rating, 447 reviews

Breeze Hill Cottage

This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!

Guesthouse in Woodstock

4.98 out of 5 average rating, 231 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

Home in Rutland

4.8 out of 5 average rating, 322 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.

Chalet in Stockbridge

4.86 out of 5 average rating, 134 reviews

Vermont Chalet

Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

Guesthouse in Granville

4.9 out of 5 average rating, 847 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Condo in Killington

4.98 out of 5 average rating, 137 reviews

2 Bedroom Condo with Loft & POOL @ The Woods

3 bedroom, 2 story, corner townhouse with 2 full baths. Third bedroom is an open loft with 2 twin beds. 6 guests max per law. The Woods at Killington is a luxury condo development on 100 acres, 3 miles from the lifts/lodges at Killington. ONE well-behaved DOG upon approval (NOT 2 DOGS); $90 pet fee per stay. *PLEASE INCLUDE YOUR PET AS A GUEST AND TELL ME ABOUT YOUR DOG WHEN INQUIRING/BOOKING. Sorry, NO CATS. Summer guests, NO A/C in the unit. POOL, GYM, and SPA are open.

Cabin in Hancock

4.95 out of 5 average rating, 236 reviews

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

Bungalow in Castleton

4.8 out of 5 average rating, 318 reviews

Lake Bomoseen Bungalow

My place is nestled on a private road on Lake Bomoseen in the the Lakes Region of beautiful Vermont. We are within 50 minutes from Killington, Pico, and Okemo mountains. Close to Castleton State University, you’ll love the cozy, private, one room guest cottage that awaits you with your very own lake front sitting area a short distance from the bungalow. Use my kayaks or bring your own; dock space available for small boats. Boat rental is an option at a local marina.

Home in Rochester

4.97 out of 5 average rating, 195 reviews

The Guest House at Sky Hollow

This quiet hilltop house on an 1800's farm turned homestead at the end of a dirt road 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!

Condo in Killington

4.96 out of 5 average rating, 126 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).

Rental unit in Rutland

4.96 out of 5 average rating, 563 reviews

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, 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.

Vacation rentals for every style

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Houses

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Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Popular amenities for Killington family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Plymouth

4.95 out of 5 average rating, 236 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Yurt in Randolph

4.95 out of 5 average rating, 414 reviews

4 Season Lower Yurt Stay on VT Homestead

Home in Pittsfield

4.84 out of 5 average rating, 225 reviews

Killington area home - 4-seasons & hot tub

Cabin in Londonderry

4.82 out of 5 average rating, 438 reviews

The Honeymoon Barn - hot tub/sauna #1 Airbb S. VT

Condo in Killington

4.78 out of 5 average rating, 287 reviews

Serene Top Floor Condo (resort style amenities)

Chalet in Stockbridge

4.93 out of 5 average rating, 175 reviews

Killington ski house winter MTbike -new jacuzzi

Rental unit in Londonderry

4.96 out of 5 average rating, 566 reviews

Vermont Getaway Apartment

Condo in Killington

4.78 out of 5 average rating, 163 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Family- and pet-friendly home rentals

Cabin in West Windsor

4.97 out of 5 average rating, 130 reviews

Cowshed Cabin Farm

Home in Granville

4.95 out of 5 average rating, 127 reviews

Epic Views of the Green Mountains

Rental unit in Town of Rockingham

4.82 out of 5 average rating, 169 reviews

Apartment on Main Street

Cabin in Woodstock

4.95 out of 5 average rating, 198 reviews

Hideaway Cabin by the Stream on 27 Acres

Cabin in Topsham

5 out of 5 average rating, 259 reviews

Pine Cabin, Galusha Hill Farm, incredible view!

Rental unit in Ludlow

4.92 out of 5 average rating, 262 reviews

Okemo Vermont Getaway

Home in Danby

4.96 out of 5 average rating, 212 reviews

Comfortable farmhouse with stunning views

Home in Goshen

4.83 out of 5 average rating, 275 reviews

Nature Lover's Paradise

Family-friendly home rentals with a pool

Home in Salem

4.98 out of 5 average rating, 185 reviews

Magical Farm Getaway - a must visit!

Guesthouse in Ticonderoga

5 out of 5 average rating, 210 reviews

Chilson Brook Alpacas

Condo in Mendon

4.68 out of 5 average rating, 133 reviews

Killington/Pico Condo, Cozy Family/Friend Getaway

Guest suite in Ryegate

4.92 out of 5 average rating, 226 reviews

Secluded Paradise on the Connecticut River, VT

Condo in Killington

4.93 out of 5 average rating, 88 reviews

Cozy 1-bed, Mountain Green Resort - Killington, VT

Condo in Killington

4.74 out of 5 average rating, 65 reviews

Killington Vermont Luxury 2 bed condo

Condo in Warren

4.97 out of 5 average rating, 119 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Condo in Killington

4.93 out of 5 average rating, 82 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Quick stats about vacation rentals that are family-friendly in Killington

Total rentals
690 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
21K reviews
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
320 properties have a pool
Rentals with dedicated workspaces
280 properties have a dedicated workspace

Destinations to explore