Winchester, CT, USA

Winchester, CT, USA

We found 64 vacation rentals — enter your dates for availability

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Find the best place to stay — Winchester

Where to stay around Winchester, CT?

Our 2018 property listings offer a large selection of 64 vacation rentals near Winchester. From 41 houses to 11 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winchester for a holiday or a weekend are on VRBO.

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

VRBO offers a large selection of vacation rentals near lovely places in Winchester. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Connecticut Valley Winery: 160 vacation rentals
  • Ski Butternut: 652 vacation rentals
  • Lime Rock Park: 386 vacation rentals
  • Schoolhouse No. 3: 69 vacation rentals
  • Harts Corner Historic District: 104 vacation rentals

But there are many other points of interest around Winchester 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 Winchester?

Yes, of course. VRBO has 41 houses in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Cottages: 11 rentals available
  • Apartments: 3 rentals available
  • Estates: 3 rentals available

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

Can I rent golf rental rentals in Winchester?

Absolutely, VRBO has 36 golf rental rentals in Winchester. You have also many other possibilities in Winchester area, including:

  • Lakefront rentals: 20 rentals
  • Lake view rentals: 19 rentals
  • Beachfront rentals: 16 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Winchester?

Yes, you can select your prefered vacation rental with online bookable among our 64 vacation rentals with online bookable available in Winchester. Please use our search bar to access the selection of vacation rentals available.