Places to stay in Windsor

Picture Postcard Mansion in Manchester Village

Enjoy a storied stay at the Wickham House, a picture-postcard mansion located in the heart of Manchester Village. The house is designated historic by the Manchester Historical Society and added to the National Register of Historic Places in 1984. The Wickham House was originally built in 1790 as a tavern and later purchased in 1837 by Rev. Dr. Joseph Wickham, legendary headmaster of Burr and Burton. The spectacular historic home has since been renovated to meet the needs of the modern family.

THE FERN: Relax in peaceful Vermont country

Quiet, private, & separate apartment with own entrance. (Video: see QR code in pics) Enjoy your porch, deck, garden, old maple trees and beautiful sky views. Pico Ski Area 18 min drive; Killington 26 min. Two bedrooms with parking for two cars. Listing price is only for master bedroom with king bed. Second bedroom with Queen bed is $50 extra per night, Suitable for up to 3-4 persons. Access winter hiking trail network from your doorstep through beautiful meadows and woods with scenic views.

Windfall at Quechee Lakes VT~ Ski -Golf -Explore

Welcome to Windfall - A freshly updated townhome, Ideally located in the heart of Quechee Lakes resort . Windfall features an open floor plan, modern kitchen and 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably accommodate 5 ∙ Walk to Quechee village ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙ Fireplace, TV & WiFi, private deck ∙ Hosted by Local VT owner & Super-host

Charming New England Cape- 10 Minutes from Okemo!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Relaxing Retreat in the Heart of Dover

This gracious ski lodge home, presented by StayBettr Vacation Rentals, is in the heart of Dover minutes from Mount Snow. The main level has multiple living areas and two fireplaces so your group can spread out. The recreation room has multiple walls of windows and opens up to the hot tub. The massive open concept kitchen is a natural gathering place after you've hit the slopes or hiked nearby.

The Cottage on Westerdale Road

This charming house is close to the quaint Village of Woodstock, restaurants and dining, and family-friendly activities. You’ll love my place because of the ambiance, the quality furnishings, air conditioning, the outdoors space, the quiet neighborhood, the comfy beds, and the light. My place is good for couples, business travelers, families (with kids). Sorry, we can no longer welcome pets.

Comfortable Vermont Getaway. Three bedroom home.

Your family will be close to many venues when you stay at this centrally-located place. You will be 15 minutes to Pico Ski Area and 20 minutes to Killington Ski Area. Mountain Top ski area and wedding venue is a 15 minute drive. Downtown Rutland is five minutes to enjoy the many shops, restaurants and the Paramount Theatre.

Fairview Terrace Condo w/ Loft & Porch

Whether you’re a crew of workers, a group of snowboarders, or just want to be near Dartmouth this is a perfect home away from on a Quiet dead end street only 15 min from DHMC and 8 min from Dartmouth College. Enjoy a stylish, 3 bedroom, 2 bathroom, newly renovated upstairs apartment with a Loft.

Cozy condo with direct mountain views and shuttle

This spacious condo has amazing, direct views of Mount Snow! A perfect location, with door to door complimentary Moover shuttle service directly to the main base area of Mount Snow. Enjoy the pool, hot tub and sauna for apres ski or on a rainy day.