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, 283 reviewsSerene Killington Condo (resort style amenities)
Jul 12 – 19
Home in Wallingford
4.99 out of 5 average rating, 104 reviewsLuxury Mountain Retreat- Pond Hill Place
Apr 10 – 17
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
Mar 21 – 28
Chalet in Killington
5.0 out of 5 average rating, 117 reviewsLuxury, AC, 6 BR, 12 Beds, 3 Bath, Hot Tub, Yard
Nov 1 – 8
Condo in Killington
4.97 out of 5 average rating, 116 reviews#45 Mountain Ski & Summer Condo with Private Sauna
Sep 30 – Oct 7
Chalet in Stockbridge
4.93 out of 5 average rating, 168 reviewsKillington spring ski - MTbike -new jacuzzi
Feb 17 – 24
Chalet in Killington
4.82 out of 5 average rating, 234 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
Dec 19 – 26
Home in Ludlow
4.93 out of 5 average rating, 138 reviewsOKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!
Apr 24 – May 1
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
Apr 24 – May 1
Cabin in Danby
4.88 out of 5 average rating, 281 reviewsCabin So Vt hikes, swimming holes min. to Vsf
Jun 26 – Jul 3
Home in Goshen
4.78 out of 5 average rating, 158 reviews19th Cty Vt Farmhouse 100+ Acres
Sep 13 – 20
Loft in Ludlow
4.95 out of 5 average rating, 736 reviewsSpacious Renovated Barn Apt on 100 acres!
Sep 12 – 19
Cabin in Mount Holly
4.9 out of 5 average rating, 185 reviewsCozy Vermont Cabin near Okemo.
Nov 25 – Dec 2
Apartment in Ludlow
4.92 out of 5 average rating, 255 reviewsOkemo Vermont Getaway
Apr 10 – 17
Chalet in Wells
4.89 out of 5 average rating, 133 reviewsViews! AC, Entire Chalet, FAST Wi-Fi, All 18 Acres
Jan 8 – 15
Chalet in Killington
4.9 out of 5 average rating, 159 reviewsClose to Mountain and walk to restaurants!
Jul 1 – 8
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
Jun 27 – Jul 4
Guest suite in Killington
4.95 out of 5 average rating, 139 reviewsCozy, private, spacious, 3 bedrooms, 5 mi to K Rd.
Sep 20 – 27
Condo in Killington
4.86 out of 5 average rating, 107 reviewsSummer rental - Near Resort 4 Bedroom - Pool
Dec 6 – 13
Condo in Killington
4.94 out of 5 average rating, 81 reviews⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Sep 8 – 15
Condo in Killington
4.93 out of 5 average rating, 88 reviewsCozy 1-bed, Mountain Green Resort - Killington, VT
Sep 21 – 26
Condo in Killington
4.98 out of 5 average rating, 42 reviewsKillington Ski On/Off pool/hot tub/gym
Apr 5 – 12
Condo in Rutland
4.83 out of 5 average rating, 12 reviewsKillington Vermont Ski Condo At Pico Resort
Dec 7 – 14
Townhouse in Killington
4.97 out of 5 average rating, 63 reviewsSpacious Quiet Family Condo in Killington, VT
Jun 27 – Jul 4
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