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
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Popular amenities for waterfront rentals in Windsor County
Waterfront apartment rentals
Flat in Wallingford
5.0 out of 5 average rating, 30 reviews49 River Street
Flat in Chester
4.9 out of 5 average rating, 49 reviewsSpacious, Sunny, Second Story 2 Bedroom Apartment
Flat in Woodstock
5.0 out of 5 average rating, 20 reviewsVermont Getaway in historic Woodstock VT
Flat in Bridgewater
4.67 out of 5 average rating, 100 reviewsComfortable ski getaway in the heart of it all!
Flat in Hartford
4.75 out of 5 average rating, 8 reviewsThe Maple Street Flat
Flat in Cavendish
4.93 out of 5 average rating, 44 reviewsMurphys4Seasons Studio Proctorsville
Flat in Hartland
4.74 out of 5 average rating, 31 reviewsPrivate Riverside Studio* Upper Valley*Vermont
Flat in Woodstock
5.0 out of 5 average rating, 3 reviewsWoodstock VT Historic Shopkeeper's Home - Sleeps 8
Waterfront house rentals
Home in Woodstock
4.98 out of 5 average rating, 48 reviewsPet Friendly Woodstock Home; Riverside Getaway!
Home in Woodstock
5.0 out of 5 average rating, 15 reviewsGrange Hall, South Woodstock Historic Home
Home in Strafford
5.0 out of 5 average rating, 20 reviewsRenovated Farmhouse: serene, modern & private
Home in Plymouth
4.75 out of 5 average rating, 358 reviewsBEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!
Home in Woodstock
4.9 out of 5 average rating, 62 reviewsBrookside Farm, Woodstock, VT - 18 ac. with barn
Home in Bridgewater
4.75 out of 5 average rating, 105 reviewsThe Buddah House
Home in Ludlow
4.9 out of 5 average rating, 79 reviewsTranquil Ludlow Waterfront Retreat
Home in Barnard
4.96 out of 5 average rating, 50 reviewsHeavenly Lake House Close to Ski Areas with Sauna
Waterfront apartment rentals
Apartment in Hartford
5.0 out of 5 average rating, 8 reviews3 Bedroom condo with beautiful golf course views
Apartment in Hartford
5 Minute walk to Lake Pineo
Apartment in Ludlow
4.64 out of 5 average rating, 28 reviews2BR Riverfront 2nd-Floor | Balcony |
Apartment in Londonderry
Charming 2BR Riverfront 2nd-Floor | Deck
Apartment in Hartford
Golfer's Paradise
Apartment in Ludlow
New place to stay2BR Condo with fireplace, streaming, wifi
Apartment in Plymouth
4.64 out of 5 average rating, 70 reviewsSpacious 4BR Lakefront | Deck | Pool
Destinations to explore
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