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
Condo in Killington
4.77 out of 5 average rating, 283 reviewsSerene Killington Condo (resort style amenities)
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
Condo in Killington
4.97 out of 5 average rating, 116 reviews#45 Mountain Ski & Summer Condo with Private Sauna
Chalet in Killington
5.0 out of 5 average rating, 117 reviewsLuxury, AC, 6 BR, 12 Beds, 3 Bath, Hot Tub, Yard
Home in Wallingford
4.99 out of 5 average rating, 104 reviewsLuxury Mountain Retreat- Pond Hill Place
Chalet in Stockbridge
4.93 out of 5 average rating, 168 reviewsKillington spring ski - MTbike -new jacuzzi
Chalet in Killington
4.82 out of 5 average rating, 234 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
Home in Ludlow
4.93 out of 5 average rating, 138 reviewsOKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!
Family- and pet-friendly home rentals
Cabin in Pawlet
4.93 out of 5 average rating, 123 reviewsHickory Ridge, Vermont Log Cabin, no cleaning fee
Cabin in Danby
4.88 out of 5 average rating, 281 reviewsCabin So Vt hikes, swimming holes min. to Vsf
Cabin in Mount Holly
4.9 out of 5 average rating, 185 reviewsCozy Vermont Cabin near Okemo.
Loft in Ludlow
4.95 out of 5 average rating, 736 reviewsSpacious Renovated Barn Apt on 100 acres!
Apartment in Ludlow
4.92 out of 5 average rating, 255 reviewsOkemo Vermont Getaway
Chalet in Wells
4.89 out of 5 average rating, 133 reviewsViews! AC, Entire Chalet, FAST Wi-Fi, All 18 Acres
Chalet in Killington
4.87 out of 5 average rating, 228 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
Home in Goshen
4.78 out of 5 average rating, 158 reviews19th Cty Vt Farmhouse 100+ Acres
Family-friendly home rentals with a pool
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at 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
4.86 out of 5 average rating, 107 reviewsSummer rental - Near Resort 4 Bedroom - Pool
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Condo in Killington
4.95 out of 5 average rating, 97 reviews⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
Condo in Killington
4.93 out of 5 average rating, 88 reviewsCozy 1-bed, Mountain Green Resort - Killington, VT
Condo in Killington
4.98 out of 5 average rating, 42 reviewsKillington Ski On/Off pool/hot tub/gym
Condo in Rutland
4.83 out of 5 average rating, 12 reviewsKillington Vermont Ski Condo At Pico Resort
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