Photo by Rachel Samanyi
Cottages in Windsor County
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Windsor County cottages
1. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow Cabin on Lake Pauline w/ Outdoor Fire PitLudlow
2. Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!Chester
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely, peaceful, and quiet, surrounded by trees on a quiet country drive. It was the perfect weekend getaway and we really enjoyed sitting on the porch and out under the string lights, watching the sun go down through the trees. The house itself is lovely, cozy, and comfortable. Our hosts were very sweet, everything was very thoughtfully laid out and clean and easy to access. We also loved meeting the goats, Ozzy and Coco, and the chickens! This was such a pleasant stay, I...
Angela
4. Peaceful Cavendish Retreat w/ Hot Tub & Fireplace!
Peaceful Cavendish Retreat w/ Hot Tub & Fireplace!Cavendish
5. Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!Ludlow
10.0 out of 10, Exceptional, (1 review)
"Great place "
Mauro
6. Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!Bridgewater Corners
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor County Hotel Reviews
Hotel Coolidge
10/10 Excellent
Find out more about Windsor County
Windsor County Cottages information
Number of reviews | 2 |
|---|---|
Accommodation | 44 Cottages |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
- Barre Hotels
- Castleton Hotels
- Chester Hotels
- Dorset Hotels
- Fair Haven Hotels
- Fairlee Hotels
- Grafton Hotels
- Granville Hotels
- Resorts in Granville
- Hotels near Green Mountain Rock Climbing Center
- Hotels near Green Mountain Rock Climbing Center
- Ludlow Hotels
- Norwich Hotels
- Apartments in Orange County
- Peru Hotels
- Plymouth Hotels
- Hotels with Gyms in Rutland
- Hotels with Spa in Rutland
- Salisbury Hotels
- Sharon Hotels
- Resorts in Sharon
- Springfield Hotels
- Hotels near The Ice House Ice Skating
- B&B in Vermont
- Cabin Rentals in Vermont
- Condo Rentals in Vermont
- Cottages in Vermont
- Guest Houses in Vermont
- Private Holiday Homes in Vermont
- Hostels in Vermont
- Resorts in Vermont
- Treehouses in Vermont
- Wallingford Hotels
- Warren Hotels
- B&B in Washington County
- Wells Hotels
- West Newbury Hotels
- West Townshend Hotels
- White River Junction Hotels
- Windham Hotels
- Woodstock Hotels
- Flights to Central Vermont
- Flights to Grafton
- Flights to Shrewsbury
- Flights from Peru
- Flights from Jamaica
- Flights from Gaysville
- Flights from Newbury
- Flights from Thetford
- Flights from Chelsea
- Flights from Algiers (ALG) to Montpelier (MPV)
- Flights from Hartford (BDL) to Rutland (RUT)
- Flights from Burlington (BTV) to Rutland (RUT)
- Flights from Columbus (CMH) to Montpelier (MPV)
- Flights from Chicago (DPA) to Springfield (VSF)
- Flights from Enschede (ENS) to Rutland (RUT)
- Flights from Khajuraho (HJR) to Rutland (RUT)
- Flights from Ibiza (IBZ) to Rutland (RUT)
- Flights from Columbus (LCK) to Springfield (VSF)
- Flights from New York (LGA) to Montpelier (MPV)
- Flights from Chicago (MDW) to Montpelier (MPV)
- Flights from Milwaukee (MKE) to Rutland (RUT)
- Flights from Modesto (MOD) to Rutland (RUT)
- Flights from Manston (MSE) to Rutland (RUT)
- Flights from Misawa (MSJ) to Rutland (RUT)
- Flights from Coca (OCC) to Rutland (RUT)
- Flights from Santa Maria (RIA) to Rutland (RUT)
- Flights from Fort Myers (RSW) to Montpelier (MPV)
- Flights from St. George (SGU) to Rutland (RUT)
- Flights from Saranac Lake (SLK) to Springfield (VSF)
- Flights from Traverse City (TVC) to Rutland (RUT)
- Ball Mountain State Park
- Visit Barre
- Diamond Run Mall
- Fire Tower
- Gifford Woods State Park
- Green Mountain National Golf Course
- Jamaica Holidays
- Killington Golf Course
- Killington Peak
- Killington Holidays
- Visit Killington
- Knight's Spider Web Farm
- Lowell Lake State Park
- Main Street Museum
- Mclaughlin Falls
- Visit Northfield
- Pico Mountain at Killington Ski Resort
- Visit Proctor
- Quechee Holidays
- Visit Quechee
- Skye Peak Express Quad Ski Lift
- Snow Stars Carpet
- Sunrise Village Triple Ski Lift
- Vermont Country Store
- White River Junction Holidays