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
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
May 27 – Jun 3
Home in Plymouth
4.96 out of 5 average rating, 46 reviewsRenovated Family Lake~Ski House w/ new fireplace
Oct 25 – Nov 1
Home in Cavendish
4.94 out of 5 average rating, 34 reviewsFour Season River Retreat: Private beaches & more!
Sep 11 – 18
Cottage in Ludlow
4.8 out of 5 average rating, 10 reviews2BR lakefront with dock, swim platform, & firepit
Sep 25 – Oct 2
Home in Unity
Beautiful Country Luxury Waterfront LakeFront Home
Nov 12 – 19
Private beachfront home rentals
Castle in Clarendon
4.98 out of 5 average rating, 433 reviewsKingsley Grist Mill, Covered Bridge and Waterfall.
Nov 22 – 29
Cabin in Ludlow
4.76 out of 5 average rating, 196 reviewsQuiet Lake Summer Retreat near Jackson Gore
May 18 – 25
Home in Ludlow
4.9 out of 5 average rating, 79 reviewsTranquil Ludlow Waterfront Retreat
Nov 7 – 14
Home in Chester
4.78 out of 5 average rating, 9 reviewsRiverfront House: swim, fish, hike/ski in Okemo
Feb 22 – Mar 1
Cottage in Ludlow
4.8 out of 5 average rating, 10 reviews2BR lakefront with dock, swim platform, & firepit
Sep 25 – Oct 2
Cottage in Acworth
5.0 out of 5 average rating, 14 reviewsClassic lakeside cottage with gorgeous sunset view
Mar 26 – Apr 2
Home in Cavendish
4.94 out of 5 average rating, 34 reviewsFour Season River Retreat: Private beaches & more!
Sep 11 – 18
Yurt in S. Strafford
4.67 out of 5 average rating, 27 reviews20' yurt at creek
May 27 – Jun 3
Luxury beachfront home rentals
Cabin in Ludlow
4.89 out of 5 average rating, 19 reviewsCabin less than 5 mins from Jackson Gore & Okemo
Aug 10 – 17
Home in Hartford
4.82 out of 5 average rating, 22 reviewsYour Vermont Vacation Awaits!
Oct 9 – 16
Cottage in Ludlow
5.0 out of 5 average rating, 10 reviewsCheerful 4-br lakeside cottage- minutes to Okemo!
Apr 26 – May 3
Home in Unity
Beautiful Country Luxury Waterfront LakeFront Home
Nov 12 – 19
Destinations to explore
- Beachfront rentals Vermont
- Beachfront rentals Vermont
- Beachfront rentals New York
- Beachfront rentals New Hampshire
- Apartment rentals Windsor County
- Bed and breakfasts Windsor County
- Rentals with pools Windsor County
- Rentals with lake access Windsor County
- Pet-friendly rentals Windsor County
- Condo rentals Windsor County
- Rentals with a washer and dryer Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with a hot tub Windsor County
- Cottage rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Rentals with outdoor seating Windsor County
- Tiny house rentals Windsor County
- Rentals with a sauna Windsor County
- Rentals with a patio Windsor County
- Farmstay rentals Windsor County
- Rentals with an EV charger Windsor County
- Rentals with a fire pit Windsor County
- Kid-friendly rentals Windsor County
- Guesthouse rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Family-friendly rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with a kayak Windsor County
- Waterfront rentals Windsor County
- Rentals with an accessible height bed Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Monthly Rentals Windsor County
- Villa rentals Windsor County
- Rentals with beach access 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