Beachfront vacation rentals in Windsor County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Windsor County
Guests agree: these beachfront 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 Windsor County beachfront rentals
Pet-friendly beachfront home rentals
Home in Cavendish
4.93 out of 5 average rating, 41 reviewsFour Season River Retreat: Private beaches & more!
Home in Unity
Beautiful Country Luxury Waterfront LakeFront Home
Home in Peru
4.82 out of 5 average rating, 67 reviewsSecluded Estate with Lake, Pool, Hot Tub
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
Home in Strafford
New place to stayCharming Vermont Farmhouse
Cottage in Ludlow
4.8 out of 5 average rating, 25 reviews3BR lakefront with dock, swim platform, & firepit
Home in Plymouth
4.96 out of 5 average rating, 51 reviewsRenovated Family Lake~Ski House w/ new fireplace
Cabin in Ludlow
4.74 out of 5 average rating, 219 reviewsBeautiful Fall Retreat near Jackson Gore
Private beachfront home rentals
Castle in Clarendon
4.98 out of 5 average rating, 462 reviewsKingsley Grist Mill, Covered Bridge and Waterfall.
Cottage in Acworth
5 out of 5 average rating, 17 reviewsClassic lakeside cottage with gorgeous sunset view
Cabin in Ludlow
4.9 out of 5 average rating, 20 reviewsCabin less than 5 mins from Jackson Gore & Okemo
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
Cottage in Ludlow
4.8 out of 5 average rating, 25 reviews3BR lakefront with dock, swim platform, & firepit
Cabin in Ludlow
4.74 out of 5 average rating, 219 reviewsBeautiful Fall Retreat near Jackson Gore
Cabin in Mount Holly
4.98 out of 5 average rating, 41 reviewsLake House near Ludlow/Okemo and Killington
Cottage in Ludlow
5 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Luxury beachfront home rentals
Home in Unity
Beautiful Country Luxury Waterfront LakeFront Home
Cottage in Ludlow
5 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Home in Peru
4.82 out of 5 average rating, 67 reviewsSecluded Estate with Lake, Pool, Hot Tub
Cottage in Ludlow
4.8 out of 5 average rating, 25 reviews3BR lakefront with dock, swim platform, & firepit
Destinations to explore
- Beachfront rentals Vermont
- Beachfront rentals Vermont
- Beachfront rentals New York
- Beachfront rentals New Hampshire
- Townhouse rentals Windsor County
- Rentals with beach access Windsor County
- Kid-friendly rentals Windsor County
- Family-friendly rentals Windsor County
- Rentals with lake access Windsor County
- Rentals with an accessible height bed Windsor County
- Rentals with breakfast Windsor County
- Ski-in/ski-out rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with a kayak Windsor County
- Waterfront rentals Windsor County
- Guesthouse rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Rentals with a fire pit Windsor County
- Rentals with a hot tub Windsor County
- Rentals with a washer and dryer Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with a patio Windsor County
- Rentals with pools Windsor County
- Tiny house rentals Windsor County
- Rentals with an EV charger Windsor County
- Monthly Rentals Windsor County
- Bed and breakfasts Windsor County
- Rentals with a sauna Windsor County
- Cottage rentals Windsor County
- Villa rentals Windsor County
- Pet-friendly rentals Windsor County
- Farmstay rentals Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Condo rentals Windsor County
- Apartment rentals Windsor County
- Fitness-friendly rentals 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
- Things to do United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Vermont
- Food and drink Vermont
- Things to do Windsor County
- Food and drink Windsor County