Kid-friendly holiday rentals in Windsor County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Windsor County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County family-friendly rentals
Kid-friendly house rentals
Home in Killington
4.91 out of 5 average rating, 171 reviewsCozy Condo Tucked in the Heart of Killington
Home in Bethel
4.85 out of 5 average rating, 135 reviewsHike, run, swim or cycle in beautiful Central VT
Home in Weston
4.95 out of 5 average rating, 237 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Home in Hartford
4.96 out of 5 average rating, 135 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Home in Rochester
4.97 out of 5 average rating, 187 reviewsThe Guest House at Sky Hollow
Home in Rochester
4.98 out of 5 average rating, 125 reviewsModern Farmhouse on 25 Acres - Superb Views
Home in Barnard
4.98 out of 5 average rating, 100 reviewsThe Looking Glass, a modernistic escape
Home in Hartford
4.87 out of 5 average rating, 159 reviewsBeautiful Historic 1909 Library with a Fireplace
Family-friendly apartment rentals
Rental unit in Claremont
4.89 out of 5 average rating, 115 reviewsBeautiful 1 bedroom apartment with balcony
Rental unit in Clarendon
4.96 out of 5 average rating, 271 reviewsDog heavenly! Private, beautiful and relaxing.
Rental unit in Tunbridge
4.92 out of 5 average rating, 237 reviewsFairview
Rental unit in Killington
4.97 out of 5 average rating, 108 reviewsRenovated Mountain Retreat
Rental unit in Randolph
4.99 out of 5 average rating, 142 reviewsSam'sPlace: Neat apartment close to downtown
Rental unit in Hartland
4.96 out of 5 average rating, 103 reviewsHearth House Farm
Rental unit in Pittsford
4.99 out of 5 average rating, 125 reviewsWaterfront cottage walk-out suite.
Rental unit in Lebanon
4.82 out of 5 average rating, 321 reviewsThe Old Farmhouse
Family-friendly apartment rentals
Apartment in Killington
4.84 out of 5 average rating, 355 reviewsSummer is coming! Cute Mountain Getaway!
Apartment in Ludlow
4.82 out of 5 average rating, 106 reviewsOkemo Clock Tower Base Ski-in/Ski-out Condo
Apartment in Killington
4.88 out of 5 average rating, 210 reviewsKillington-Pico ski in/out Studio at base of Pico
Apartment in Killington
4.86 out of 5 average rating, 152 reviews⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…
Apartment in Killington
4.93 out of 5 average rating, 149 reviewsRenovated, w/Covered Parking-Shuttle-Walk to Lifts
Apartment in Killington
4.96 out of 5 average rating, 113 reviewsCozyCub AC, Bike to Mtn, Fireplace, Walk out
Apartment in Killington
4.93 out of 5 average rating, 183 reviewsNewly renovated ski retreat at Killington
Apartment in Killington
4.89 out of 5 average rating, 152 reviewsModern Killington Farmhouse Condo: Close to Resort
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 washing machine and dryer Windsor County
- Rentals with beach access Windsor County
- Rentals with an EV charger Windsor County
- Beachfront rentals Windsor County
- Bed and breakfasts Windsor County
- Rentals with an accessible-height toilet Windsor County
- Rentals with a fireplace Windsor County
- Rentals with a hot tub Windsor County
- Rentals with lake access Windsor County
- Rentals with outdoor seating Windsor County
- Cottage rentals Windsor County
- Rentals with a firepit Windsor County
- Rentals with breakfast Windsor County
- Apartment rentals Windsor County
- Guest house rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Pet-friendly rentals Windsor County
- Rentals with a kayak Windsor County
- Rentals with a sauna Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Farm stay rentals Windsor County
- Rentals with a patio Windsor County
- Family-friendly rentals Windsor County
- Rentals with pools Windsor County
- Waterfront rentals Windsor County
- Flat rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Tiny house rentals Windsor County
- Townhouse rentals Windsor County
- Villa rentals Windsor County
- Fitness-friendly rentals Windsor County
- Monthly Rentals Windsor County
- Rentals with an accessible-height bed Windsor 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