
Waterfront holiday rentals in Windsor County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Windsor County
Guests agree: these waterfront 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 waterfront rentals in Windsor County
Waterfront apartment rentals

Private Riverside Studio* Upper Valley*Vermont

Studio Riverfront | Water View | WiFi

Spacious, Sunny, Second Story 2 Bedroom Apartment

Dog heavenly! Private, beautiful and relaxing.

49 River Street

Rustic 64 Acre Woodland Haven on a Beautiful River

Cozy Getaway in the Heart of Vermont | River View

Quechee Acorn! VT at its best!
Waterfront house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!

19th Century Bohemian Barn House

Lakeview | Family-friendly | Stargaze | Relax

Top of the World! Jacuzzi! Private Hiking Trails!

Valhalla

Beautiful waterfront lake house, four season home

Perfect Woodstock Getaway! Lovely Riverside Home

Lovers Honey Pond Treehouse with hot tub & sauna
Waterfront apartment rentals

Spacious 4BR Lakefront | Deck | Pool

Lake Pineo Fox Hollow Prime View

Fox Hollow Townhome,5 Minute Walk to Lake Pineo

2BR Riverfront 2nd-Floor | Balcony |
Destinations to explore
- Rentals with an accessible-height toilet Windsor County
- Rentals with a fireplace Windsor County
- Rentals with a sauna Windsor County
- Pet-friendly rentals Windsor County
- Rentals with an accessible-height bed Windsor County
- Rentals with a patio Windsor County
- Rentals with a hot tub Windsor County
- Rentals with a washing machine and dryer Windsor County
- Ski-in/ski-out rentals Windsor County
- Farm stay rentals Windsor County
- Rentals with an EV charger Windsor County
- Guest house rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Beachfront rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with a kayak Windsor County
- Family-friendly rentals Windsor County
- Villa rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with beach access Windsor County
- Flat rentals Windsor County
- Fitness-friendly rentals Windsor County
- Rentals with lake access Windsor County
- Family-friendly rentals Windsor County
- Bed and breakfasts Windsor County
- Cottage rentals Windsor County
- Rentals with pools Windsor County
- Rentals with a firepit Windsor County
- Rentals with outdoor seating Windsor County
- Tiny house rentals Windsor County
- Apartment rentals Windsor County
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Ragged Mountain Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Bretwood Golf Course
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Fox Run Golf Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Crotched Mountain Ski and Ride
- Lucky Bugger Vineyard & Winery
- Ekwanok Country Club
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
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