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
Chalet in Killington
4.83 out of 5 average rating, 235 reviewsKillington Chalet - Hot Tub, Sauna, Boot Dryer
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
Condo in Killington
4.96 out of 5 average rating, 127 reviews#45 Luxury Ski & Summer Condo with Private Sauna
Home in Ludlow
4.97 out of 5 average rating, 151 reviewsSki Chalet with Hot Tub on Okemo Mountain
Condo in Killington
4.78 out of 5 average rating, 163 reviewsAmazing,Ski, Golf, Hike, Bike, Adventures
Chalet in Killington
5 out of 5 average rating, 126 reviewsLuxury, AC, 6 BR, 12 Bed, 3 Bath, Hot Tub, privacy
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
Cabin in Mount Holly
4.91 out of 5 average rating, 186 reviewsCozy Vermont Cabin near Okemo.
Home in Plymouth
4.95 out of 5 average rating, 237 reviewsTop of the World! Jacuzzi! Private Hiking Trails!
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, 226 reviewsKillington area home - 4-seasons & hot tub
Chalet in Killington
4.87 out of 5 average rating, 242 reviewsLarge Chalet; Sauna, Hot Tub; Walk to Trail
Guest suite in Mt Holly
4.98 out of 5 average rating, 129 reviewsExquisite Green Mountain Loft Haven
Loft in Ludlow
4.95 out of 5 average rating, 773 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
4.74 out of 5 average rating, 65 reviewsKillington Vermont Luxury 2 bed condo
Condo in Killington
4.93 out of 5 average rating, 88 reviewsCozy 1-bed, Mountain Green Resort - Killington, VT
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
4.82 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
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Vermont
- Family-friendly rentals Vermont
- Family-friendly rentals New York
- Family-friendly rentals New Hampshire
- Rentals with a fire pit Rutland County
- Rentals with an EV charger Rutland County
- House rentals Rutland County
- Rentals with a patio Rutland County
- Rentals with a sauna Rutland County
- Villa rentals Rutland County
- Condo rentals Rutland County
- Beachfront rentals Rutland County
- Monthly Rentals Rutland County
- Rentals with outdoor seating Rutland County
- Fitness-friendly rentals Rutland County
- Rentals with a hot tub Rutland County
- Rentals with a fireplace Rutland County
- Bed and breakfasts Rutland County
- Rentals with pools Rutland County
- Pet-friendly rentals Rutland County
- Townhouse rentals Rutland County
- Ski-in/ski-out rentals Rutland County
- Waterfront rentals Rutland County
- Rentals with lake access Rutland County
- Chalet rentals Rutland County
- Rentals with breakfast Rutland County
- Apartment rentals Rutland County
- Rentals with an accessible height toilet Rutland County
- Rentals with a kayak Rutland County
- Cabin rentals Rutland County
- Kid-friendly rentals Rutland County
- Rentals with a washer and dryer Rutland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Things to do Vermont
- Food and drink Vermont
- Things to do Rutland County
- Food and drink Rutland County