Where to stay around Windsor, VT?

Our 2019 property listings offer a large selection of 158 vacation rentals near Windsor. From 80 Houses to 35 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windsor for a holiday or a weekend are on VRBO.

What are the popular point of interests near where I can stay when traveling to Windsor?

VRBO offers a large selection of vacation rentals near lovely places in Windsor. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Mount Ascutney: 776 vacation rentals
  • Old Constitution House: 757 vacation rentals
  • Cornish-Windsor Covered Bridge: 763 vacation rentals
  • Path of Life Garden: 752 vacation rentals
  • American Precision Museum: 764 vacation rentals

But there are many other points of interest around Windsor listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Windsor?

Yes, of course. VRBO has 80 Houses in Windsor. Our other popular types of vacation rentals in Windsor include:

  • Condos/Apartments: 35 rentals available
  • Cabins: 13 rentals available
  • Cottages: 13 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Windsor?

Yes, you can select your prefered vacation rental with pool among our 71 vacation rentals with pool available in Windsor. Please use our search bar to access the selection of vacation rentals available.

    Travel to beautiful Windsor

    The forests, mountains and countryside display a scene truly unique to Windsor. Travelers to this scenic city praise the golfing, hiking and bird watching. Okemo Mountain Resort and Killington Resort are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

    Sightseeing in and around Windsor

    Are you searching for attractions to visit while you're in the area? Venture out of your vacation home and 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:

    • Okemo Mountain Resort (15 mi / 24.2 km)
    • Killington Resort (19.5 mi / 31.4 km)
    • Union Arena Community Center (9.2 mi / 14.8 km)
    • Quechee State Park (9.8 mi / 15.7 km)
    • Vermont Institiute of Natural Science (10 mi / 16.2 km)
    • Quechee Ski Hill (10.9 mi / 17.5 km)

    Exploring the natural landscape of Windsor

    Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Windsor is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

    • Path of Life Garden (2.6 mi / 4.2 km)
    • Mt Ascutney State Park (3.7 mi / 6 km)
    • Billings Park and Trail (9.3 mi / 14.9 km)
    • Quechee Gorge (9.8 mi / 15.7 km)
    • Quechee State Park (9.8 mi / 15.7 km)
    • Mount Tom Peak (9.9 mi / 15.9 km)