Where to stay around Winchester?

Our 2018 property listings offer a large selection of 279 vacation rentals near Winchester. From 160 Houses to 36 Estates, 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 HomeAway.

What are the popular points of interest near where I can stay when traveling to Winchester?

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

  • Wilson Creek Winery: 363 vacation rentals
  • Pechanga Resort & Casino: 452 vacation rentals
  • Diamond Valley Lake Marina: 456 vacation rentals
  • Temecula Creek Inn Golf Course: 442 vacation rentals
  • Pala Mesa Resort: 1,924 vacation rentals

But there are many other points of interest around Winchester listed on HomeAway 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. HomeAway has 160 Houses in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Estates: 36 rentals available
  • Studios: 19 rentals available
  • Cottages: 16 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 Winchester?

Yes, you can select your preferred vacation rental with pool among our 137 vacation rentals with pool available in Winchester. Please use our search bar to access the selection of vacation rentals available.

    Charming Winchester will entice you

    Enjoy the wineries and other features of Winchester. This romantic and relaxing city entices travelers with its coffeehouses and bars. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

    Sightseeing in and around Winchester

    Are you hoping to find attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Winchester a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Western Science Center (5.3 mi / 8.6 km)
    • Canyon Lake Country Club (10.4 mi / 16.7 km)
    • Soboba Springs Country Club (10.8 mi / 17.4 km)
    • Wilson Creek Winery (11.5 mi / 18.4 km)
    • Wiens Cellars (12 mi / 19.3 km)
    • Ponte Winery (12.1 mi / 19.4 km)

    Exploring the natural landscape of Winchester

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

    • Valley Wide Regional Park (7.5 mi / 12.1 km)
    • Lake Perris (11.4 mi / 18.3 km)
    • Lakepoint Park (14.2 mi / 22.9 km)