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
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Popular amenities for Rutland County family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Killington
4.83 out of 5 average rating, 235 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
Condo in Killington
4.95 out of 5 average rating, 98 reviews⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
Condo in Killington
4.78 out of 5 average rating, 287 reviewsSerene Top Floor Condo (resort style amenities)
Chalet in Stockbridge
4.93 out of 5 average rating, 175 reviewsKillington ski house winter MTbike -new jacuzzi
Home in Ludlow
4.97 out of 5 average rating, 151 reviewsSki Chalet with Hot Tub on Okemo Mountain
Condo in Killington
4.96 out of 5 average rating, 128 reviews#45 Luxury Ski & Summer Condo with Private Sauna
Condo in Killington
4.78 out of 5 average rating, 163 reviewsAmazing,Ski, Golf, Hike, Bike, Adventures
Condo in Killington
4.79 out of 5 average rating, 108 reviewsKillington Escape 2 Story 2BR 2BA Main Building
Family- and pet-friendly home rentals
Home in Killington
4.89 out of 5 average rating, 282 reviews25 Rocky Ridge Road: Ski Home for Groups. Lift Tix
Cabin in Mount Holly
4.91 out of 5 average rating, 186 reviewsCozy Vermont Cabin near Okemo.
Rental unit in Ludlow
4.92 out of 5 average rating, 262 reviewsOkemo Vermont Getaway
Chalet in Ludlow
4.95 out of 5 average rating, 118 reviewsOkemo Ski Chalet with Hot Tub
Home in Pittsfield
4.84 out of 5 average rating, 227 reviewsKillington area home - 4-seasons & hot tub
Cabin in Danby
4.89 out of 5 average rating, 288 reviewsGreat Cabin available to Dec 15th 145.00
Chalet in Killington
4.87 out of 5 average rating, 242 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
Loft in Ludlow
4.95 out of 5 average rating, 774 reviewsSpacious Renovated Barn Apt on 100 acres!
Family-friendly home rentals with a pool
Condo in Mendon
4.68 out of 5 average rating, 133 reviewsKillington/Pico Condo, Cozy Family/Friend Getaway
Condo in Killington
4.74 out of 5 average rating, 84 reviews2 Bedroom 2 Bath Condo at the Base of Killington
Guest suite in Killington
4.95 out of 5 average rating, 139 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
Condo in Killington
4.93 out of 5 average rating, 88 reviewsCozy 1-bed, Mountain Green Resort - Killington, VT
Condo in Killington
4.74 out of 5 average rating, 65 reviewsKillington Vermont Luxury 2 bed condo
Home in Ludlow
4.92 out of 5 average rating, 89 reviewsWalk to Okemo Ski Lift - Private Classic VT Ski Ch
Condo in Killington
4.82 out of 5 average rating, 251 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Home in Chittenden
4.91 out of 5 average rating, 87 reviewsComfortable, relaxing large country home
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