Where to stay around Windsor?

Our 2019 accommodation listings offer a large selection of 153 holiday lettings near Windsor. From 79 Houses to 36 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Windsor for a long holiday or a weekend break is on HomeAway.

What are the most popular points of interest and landmarks to stay near when travelling to Windsor?

HomeAway offers a large selection of holiday accommodations near great places in Windsor. From HomeAway travellers, the most popular points of interest to stay near are:

  • Mount Ascutney: 751 holiday lettings
  • Cornish Colony Museum: 724 holiday lettings
  • Cornish-Windsor Covered Bridge: 734 holiday lettings
  • Windsor Station: 732 holiday lettings
  • Mt Ascutney State Park: 735 holiday lettings

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

Can I rent Houses in Windsor?

Yes, of course. HomeAway offers 79 Houses in Windsor. Our other popular types of Windsor holiday rentals include:

  • Flats: 36 self catering accommodations
  • Bungalows: 13 self catering accommodations
  • Cabins: 13 self catering accommodations

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

Can I find a holiday accommodation with pool in Windsor?

Yes, you can select your preferred holiday accommodation with pool among our 69 holiday homes with pool available in Windsor. Please use our search bar to access the selection of holiday rentals available.

    Travel to scenic Windsor

    The forests, mountains and countryside display a scene truly unique to Windsor. Travellers to this scenic city praise the golfing, hiking and bird watching. Okemo Mountain Resort and Killington Resort are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, 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 holiday home and experience everything that makes Windsor a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • 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 centre:

    • 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)