
Family-friendly holiday rentals in West Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in West Windsor
Guests agree: these family-friendly homes 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 West Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Top of the World! Jacuzzi! Private Hiking Trails!

Macintosh Hill Farm

Killington Chalet - Hot Tub, Sauna, Boot Dryer

Okemo Ski Chalet with Hot Tub

Killington area home - 4-seasons & hot tub

Okemo-Ludlow, fireplace, hottub, sleeps 13

Killington ski house winter MTbike -new jacuzzi

Large Chalet; Sauna, Hot Tub; Walk to Trail
Family- and pet-friendly home rentals

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly

Hideaway Cabin by the Stream on 27 Acres

Apartment on Main Street

Quiet Vermont Farmhouse

Nature Lover's Paradise

Camp -Granite Lake, Munsonville, NH

Apple Blossom Cottage: A Tiny House

Stunning Rustic Apple Barn - hot tub & sauna
Family-friendly home rentals with a pool

Right at Killington !

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

One Bedroom Suite Near Okemo

*Killington Summer Rental: 3 Bdrm, 2 Bth*

Ski, Ride, Walk On/Off Condo On Pico at Killington

Serene Top Floor Condo (resort style amenities)

Modern Killington Farmhouse Condo: Close to Resort
Quick stats about holiday rentals that are family-friendly in West Windsor
Total rentals
50 properties
Nightly prices starting at
£68 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- House rentals West Windsor
- Rentals with pools West Windsor
- Rentals with a fireplace West Windsor
- Pet-friendly rentals West Windsor
- Rentals with a firepit West Windsor
- Rentals with outdoor seating West Windsor
- Rentals with a patio West Windsor
- Rentals with a washing machine and dryer West Windsor
- Fitness-friendly rentals West Windsor
- Flat rentals West Windsor
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
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- Farm Houses United States
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- Large Villas United Kingdom
- House Rentals with a Pool United States
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- 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
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- Beach Houses United Kingdom
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- Pet-Friendly Vacation Rentals United States
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- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Owl's Nest Resort
- Pats Peak Ski Area
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- The Shattuck Golf Club
- Hooper Golf Course
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Santa's Land USA
- Crotched Mountain Ski and Ride