Windsor County Rentals By Owner

There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Windsor County:

• Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required
• Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo
• Charming Log Cabin Apartment in Woodstock Village
• GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
• Perfect Design & Location for the VT Experience. "Hope Upon, Up Above"
• Quiet Vermont Winter Getaway
• Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
• "The Crooked House" with A/C and sauna on private wooded lot near Killington
• Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
• 11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town

There are many large, family-friendly vacation homes available in Windsor County; however, here are the most popular family rentals listed on our site:

• Strollski Cottage
• Green Door Cottage
• The Daydream Cottage
• Jewel Brook Cottage
• Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo
• Skyeship House in Woods - 8 Beds wHot Tub
• The Carol - 10 minutes to Okemo & Newly Renovated
• 11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town

Yes, there are 4 self-catering vacation homes in Windsor County that have hot tubs, swimming pools, & other amenities.

There are more than 4 luxury villas and vacation homes in or near Windsor County. Filter by price to compare find the most expensive places to stay on Kawarthalakecottage.

Yes, there are 4 pet friendly vacation homes and places to stays that are available in or near Windsor County that you may consider.