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
• 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
• Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
• Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village

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

• 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 1396 self-catering vacation homes in Windsor County that have hot tubs, swimming pools, & other amenities.

There are more than 1396 luxury villas and vacation homes in or near Windsor County. Filter by price to compare find the most expensive places to stay on Quintanarooresorts.

Yes, there are 1396 pet friendly vacation homes and places to stays that are available in or near Windsor County that you may consider.