
Family-friendly vacation rentals in Rutland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rutland County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Rutland County family-friendly rentals
Family-friendly home rentals with a hot tub

Right at Killington !

Killington Chalet - Hot Tub, Sauna, Boot Dryer

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

4 Bdrm house 5 min to skiing, hiking, golf, biking

Walk to Okemo Base Lodge & Lifts. Private On Mount

Luxury apartment in Hideaway Chalet best location

Serene Top Floor Condo (resort style amenities)

The Sundowner
Family- and pet-friendly home rentals

Cozy Vermont Cabin near Okemo.

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Moon Valley Country Retreat no clean fee pets yes

Killington area home - 4-seasons & hot tub

Nature Lover's Paradise

Killington ski house winter MTbike -new jacuzzi

Hickory Ridge, Vermont Log Cabin, no cleaning fee

Large Chalet; Sauna, Hot Tub; Walk to Trail
Family-friendly home rentals with a pool

Come to Killington this summer!

Still 89 Trails Open, Low, Low Rates

NEW Killington Studio: Great Location! Comfy. 431

Whiffletree base of Killington outdoor pool

Renovated ski-on/off townhouse with private sauna

*Killington Summer Rental: 3 Bdrm, 2 Bth*

Glazebrook J5: 3-Bedroom with Fireplace & Sauna

Comfortable, relaxing large country home
Destinations to explore
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Lake George Expedition Park
- Hooper Golf Course
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Dartmouth Skiway
- Adirondack Extreme Adventure Course
- Gooney Golf
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Bromley Mountain Ski Resort
- Dorset Field Club
- Killington Adventure Center
- Fox Run Golf Club
- Storrs Hill Ski Area
- Whaleback Mountain
- Montshire Museum of Science
- Things to do Rutland County
- Food and drink Rutland County
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes