![](https://a0.muscache.com/im/pictures/4ac2fa8a-7fe5-47e5-beb3-3df2823f2734.jpg)
Vacation rentals in Windsor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
![](https://a0.muscache.com/im/pictures/miso/Hosting-816545729962440273/original/192d1c65-3315-426d-967c-1d20503bb3a2.jpeg?im_w=720)
Guest favorite
Guest suite in Greenfield
4.94 out of 5 average rating, 64 reviewsWelcome to Merry Hill!
![](https://a0.muscache.com/im/pictures/miso/Hosting-930093591964710298/original/b3414c38-776a-4c32-84b1-3a7231d390ee.jpeg?im_w=720)
Guest favorite
Home in Hillsboro
5.0 out of 5 average rating, 21 reviewsYour private lake retreat awaits
![](https://a0.muscache.com/im/pictures/miso/Hosting-45768717/original/35545762-ecb9-4612-81d5-312c257a7ba5.jpeg?im_w=720)
Guest favorite
Guesthouse in Nelson
5.0 out of 5 average rating, 22 reviewsRomantic Mountain View Cabin
![](https://a0.muscache.com/im/pictures/miso/Hosting-54257918/original/08242c1e-e109-4ad8-b77b-dc1a2e3c9ebf.jpeg?im_w=720)
Guest favorite
Guesthouse in Henniker
5.0 out of 5 average rating, 64 reviewsAdorable one bedroom cottage
![](https://a0.muscache.com/im/pictures/c7b9744b-7afb-4c76-93be-8c39a2ae3106.jpg?im_w=720)
Guest favorite
Home in Washington
5.0 out of 5 average rating, 81 reviewsNewer Home on quiet 200 acre lake - sleeps 6
![](https://a0.muscache.com/im/pictures/miso/Hosting-23023484/original/db29a6ec-f810-4452-9384-6c2d01ce4afc.jpeg?im_w=720)
Guest favorite
Chalet in Antrim
5.0 out of 5 average rating, 48 reviewsDirect Waterfront A-Frame, Close to 3 Ski Areas!
![](https://a0.muscache.com/im/pictures/miso/Hosting-629434083526996129/original/f3a30a62-d9ac-43e7-b095-e8894bf31f43.jpeg?im_w=720)
Guest favorite
Home in Bradford
5.0 out of 5 average rating, 25 reviewsLook To The Mountain
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTA1NzUyNzY4MTg0MTE0MTE0OQ%3D%3D/original/4a81d933-f257-438b-b7b3-1ccab5900016.jpeg?im_w=720)
Guest favorite
Apartment in Bradford
5.0 out of 5 average rating, 12 reviewsCozy Summer Loft
Destinations to explore
- Cambridge Vacation rentals
- Portland Vacation rentals
- Salem Vacation rentals
- Lake George Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec Vacation rentals
- Québec City Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes