Destination guide

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)
Natural features

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)
How to get there

Traveling to and around Winchester

The nearest airport is in Murrieta, CA (RBK-French Valley), located 9.6 mi (15.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Palm Springs, CA (PSP-Palm Springs Intl.), which is 34 mi (54.7 km) away.

Can I find a vacation rental around Winchester?

Yes, our 2019 property listings offer a large selection of 360 vacation rentals near Winchester. From 223 Houses to 13 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 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:

  • Pechanga Resort & Casino: 550 vacation rentals
  • World's Biggest Dinosaurs-Cabazon Dinosaurs: 2,846 vacation rentals
  • Callaway Vineyard and Winery: 465 vacation rentals
  • Soboba Casino: 383 vacation rentals
  • Wilson Creek Winery: 452 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 223 Houses in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Condos/Apartments: 13 rentals available
  • Villas: 9 rentals available
  • Cabins: 20 rentals available

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

Can I find a vacation rental with pool in Winchester?

Yes, you can select your preferred vacation rental with pool among our 158 vacation rentals with pool available in Winchester. Please use our search bar to access the selection of vacation rentals available.