Photo by William E Berry Jr.

Windsor vacation rentals

We found 254 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 12 homes and other vacation rentals in Windsor that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the amenities you expect for your stay, including WiFi and parking. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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The lush setting of Windsor is ready to explore

The forests, mountains and countryside are a perfect backdrop to your vacation home in Windsor. Travelers to this scenic city praise the golfing, hiking and bird watching. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Windsor

Do you want to find attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Windsor a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Quechee State Park (11 mi / 17.7 km)
  • Upper Valley Aquatic Center (11.4 mi / 18.3 km)
  • Sugarbush Farm (13.4 mi / 21.5 km)
  • Newport Golf Club (14.1 mi / 22.6 km)
  • Fox Run Golf Course (16.4 mi / 26.4 km)
  • Okemo Mountain Resort (17.4 mi / 28 km)

Exploring the natural features in Windsor

Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Windsor. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Mt Ascutney State Park (3.5 mi / 5.6 km)
  • Mount Ascutney (4.2 mi / 6.8 km)
  • Quechee Gorge Bridge (10.9 mi / 17.6 km)
  • Quechee State Park (11 mi / 17.7 km)
  • Marsh-Billings-Rockefeller National Historical Park (13.1 mi / 21.1 km)
  • Connecticut Lakes Region (13.4 mi / 21.5 km)

Traveling to and around Windsor

The nearest airport is in Lebanon, NH (LEB-Lebanon Municipal), located 10.7 mi (17.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away.

If you're traveling by train, the main station is Windsor Station.

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