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
Condo in Killington
4.77 out of 5 average rating, 282 reviewsSerene Killington Condo (resort style amenities)
Jul 4 – 11
Chalet in Stockbridge
4.93 out of 5 average rating, 168 reviewsKillington spring ski - MTbike -new jacuzzi
May 7 – 14
Chalet in Killington
4.82 out of 5 average rating, 234 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
Oct 15 – 22
Home in Wallingford
4.99 out of 5 average rating, 104 reviewsLuxury Mountain Retreat- Pond Hill Place
Oct 22 – 29
Condo in Killington
4.97 out of 5 average rating, 115 reviews#45 Mountain Ski & Summer Condo with Private Sauna
Oct 4 – 11
Chalet in Killington
5.0 out of 5 average rating, 117 reviewsLuxury, AC, 6 BR, 12 Beds, 3 Bath, Hot Tub, Yard
Aug 27 – Sep 3
Home in Ludlow
4.93 out of 5 average rating, 138 reviewsOKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!
Aug 7 – 14
Condo in Ludlow
4.8 out of 5 average rating, 148 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
Apr 6 – 13
Family- and pet-friendly home rentals
Cabin in Pawlet
4.93 out of 5 average rating, 122 reviewsHickory Ridge, Vermont Log Cabin, no cleaning fee
Feb 21 – 28
Cabin in Danby
4.88 out of 5 average rating, 281 reviewsSo Vt Cabin, hikes swimming holesVSF
Aug 23 – 30
Apartment in Ludlow
4.92 out of 5 average rating, 255 reviewsOkemo Vermont Getaway
Apr 2 – 9
Loft in Ludlow
4.95 out of 5 average rating, 735 reviewsSpacious Renovated Barn Apt on 100 acres!
Mar 16 – 23
Chalet in Wells
4.89 out of 5 average rating, 133 reviewsViews! AC, Entire Chalet, FAST Wi-Fi, All 18 Acres
Mar 9 – 16
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
Aug 30 – Sep 6
Chalet in Killington
4.9 out of 5 average rating, 159 reviewsClose to Mountain and walk to restaurants!
Jul 1 – 8
Cabin in Mount Holly
4.9 out of 5 average rating, 185 reviewsCozy Vermont Cabin near Okemo.
Nov 18 – 25
Family-friendly home rentals with a pool
Guest suite in Killington
4.95 out of 5 average rating, 139 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
Aug 4 – 11
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Feb 19 – 26
Condo in Killington
4.86 out of 5 average rating, 107 reviewsSummer rental - Near Resort 4 Bedroom - Pool
Dec 17 – 24
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Aug 11 – 18
Condo in Killington
4.95 out of 5 average rating, 97 reviews⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
Jul 25 – Aug 1
Condo in Killington
4.93 out of 5 average rating, 88 reviewsCozy 1-bed, Mountain Green Resort - Killington, VT
Sep 13 – 18
Condo in Killington
4.98 out of 5 average rating, 42 reviewsKillington Ski On/Off pool/hot tub/gym
Jun 14 – 21
Condo in Killington
4.73 out of 5 average rating, 62 reviewsKillington Vermont Luxury 2 bed condo
Oct 2 – 9
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