Photo by Betsy Wood

Winchester Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 16 - Jul 17
Tomorrow
Jul 17 - Jul 18
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Winchester

The Cottages at Golden Village Palms RV Resort
Relax by the resort's multiple pools surrounded by palm trees and sun loungers.

The Cottages at Golden Village Palms RV Resort

3.0 star property
9.4 out of 10, Exceptional, (68)
"The place was nice, great communication & very clean "
The price is ₩209,505
₩246,377 total
includes taxes & fees
Jul 21 - Jul 22
The Cottages at Golden Village Palms RV Resort
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Compact kitchen with gas stove, oven, microwave, and ample storage.

The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center

3.0 star property
9.8 out of 10, Exceptional, (21)
"Our stay was pleasant, office manger kind and helpful with "
The price is ₩160,153
₩189,621 total
includes taxes & fees
Aug 1 - Aug 2
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Coral Tree House
Relax by the pool surrounded by lush vegetation and enjoy the peaceful atmosphere.

Coral Tree House

3.0 star property
10.0 out of 10, Exceptional, (19)
"Michelle and Greg were great host they very kind and generous. Very knowledgeable about the surrounding area. Absolutely lovely place to stay."
Coral Tree House
Always Inn Idyllwild Vacation Cottages
Cozy retreat with a large bed, sloped ceiling, and a window with blinds.

Always Inn Idyllwild Vacation Cottages

3.0 star property
6.4 out of 10, (9)
The price is ₩441,070
₩693,295 total
includes taxes & fees
Jul 17 - Jul 18
Always Inn Idyllwild Vacation Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Are there vacation rentals in Winchester?

Yes, you can find vacation rentals near well known sights in Winchester, or you can choose a secluded option if you're looking for relaxation. Winchester is known for its wineries and coffeehouses. Make sure you have time to check out the bars while you're in the area.

How many vacation rentals will I find in Winchester?

Choose from 33 Expedia vacation rentals in Winchester for a memorable vacation.

What can I see and do in Winchester?

Explore the area and family-friendly sights such as Orange Empire Railroad Museum, or get out into nature at a spot like Diamond Valley Lake Marina. Pechanga Resort & Casino and Menifee Lakes Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Winchester?

Vacation rentals are private properties you can stay in for a short or long stay in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.