Winchester, Kentucky, United States
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Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Weather in Winchester

Hi: 5°
Lo: -6.1°
January
Hi: 7.2°
Lo: -5°
February
Hi: 12.8°
Lo: -1.1°
March
Hi: 18.9°
Lo: 4.4°
April
Hi: 23.3°
Lo: 10°
May
Hi: 27.8°
Lo: 15°
June
Hi: 30°
Lo: 17.2°
July
Hi: 29.4°
Lo: 16.1°
August
Hi: 26.7°
Lo: 11.7°
September
Hi: 20°
Lo: 5°
October
Hi: 13.3°
Lo: 0°
November
Hi: 6.7°
Lo: -4.4°
December

Vacation Rentals in Winchester

Looking for a vacation rental in Winchester? Tripping.com has 256 vacation rental homes available in Winchester. You'll find 1 studios, 172 1-bedroom, 34 2-bedroom and 49 rentals with 3 or more bedrooms ranging from $36 a night. For extra convenience, many of these vacation homes can be booked directly online.

The average price of a nightly rental in Winchester is $204 while the average price of a weekly rental is $990. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Winchester home is $4455.

Wondering if you can bring your dog or cat along with you? There are 93 pet-friendly vacation rentals available in Winchester. In addition to accommodating pets, Winchester rentals offer a variety of amenities. In particular, 175 rentals have Internet and WiFi, 161 have TV and/or cable and 83 have a pool or hot tub.

Search properties from 7 vacation rental sites in Winchester where the top providers in that area are HomeAway, HRS Holidays, and Booking.com. There are 87 HomeAway rentals, 63 HRS Holidays short term rentals and 40 Booking.com vacation rentals.