Windsor Rentals By Owner

There are a lot of options in Windsor. If you plan on staying in the Windsor 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:

• Ascutney Mountain House
• Totally Restored Grand Mansion & Estate overlooking the CT River
• Skyhawk Cabin: refined modern getaway with hot tub
• Kennedy’s House
• Vermont cabin on 20 acres in open field
• Enjoy snowball fights or romantic nights in a 1BD vacation apartment
• Beautiful home offering privacy on 7 acres with private pond
• Lovely 2 Bedroom Townhouse on Ascutney Mountain
• Red Barn Cabin
• Largest Colonial Revival Mansion less than 15 minutes to Woodstock

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

• Log Cabin home with Mt Ascutney views and pool table
• Inviting Vermont Home On Mount Ascutney!
• Holiday Inn Club Vacations Mount Ascutney Resort by IHG
• Inviting Vermont Home On Mount Ascutney!

Yes, there are 58 self-catering vacation homes in Windsor that have hot tubs, swimming pools, & other amenities.

There are more than 58 luxury villas and vacation homes in or near Windsor. Filter by price to compare find the most expensive places to stay on Sombrerobeachvacationhomes.

Yes, there are 58 pet friendly vacation homes and places to stays that are available in or near Windsor that you may consider.