Photo by Betsy Wood

Winchester Vacation Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Feb 11 - Feb 12
Tomorrow
Feb 12 - Feb 13
This weekend
Feb 14 - Feb 16
Next weekend
Feb 21 - Feb 23

Vacation Rentals in Winchester

The Cottages at Golden Village Palms RV Resort
3 outdoor pools, pool umbrellas, sun loungers

The Cottages at Golden Village Palms RV Resort

3.0 star property
9.4 out of 10, Exceptional, (52)
"This was my second time staying in the cottages. It’s the perfect spot for a quiet, solo retreat. There was a slight hiccup with the TVs, but the property acted accordingly. Thank you so much. I’ll be back for sure!"
The price is P8,776
P10,320 total
includes taxes & fees
Feb 17 - Feb 18
The Cottages at Golden Village Palms RV Resort
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
View from room

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

3.0 star property
9.8 out of 10, Exceptional, (17)
"We thought this place looked fun and interesting and we were right! Every room was unique and the owner gave us a personal tour of his orchard. He even had props for us to use when taking our picture with his dinosaur statues!"
The price is P7,047
P8,343 total
includes taxes & fees
Feb 13 - Feb 14
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Coral Tree House
Outdoor pool

Coral Tree House

3.0 star property
10.0 out of 10, Exceptional, (19)
"It was peaceful and beautiful! It’s a great place to just escape for a little while "
Coral Tree House
Always Inn Idyllwild Vacation Cottages
Desk, iron/ironing board, free WiFi, bed sheets

Always Inn Idyllwild Vacation Cottages

3.0 star property
6.4 out of 10, (9)
"Great property, well kept, great for extended vacations"
The price is P19,775
P39,859 total
includes taxes & fees
Feb 14 - Feb 15
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Winchester you may be interested in

Pala Casino Spa And Resort
Front of property - evening/night

Pala Casino Spa And Resort

4.0 star property
8.8 out of 10, Excellent, (2832)
"All staff were phenomenal and friendly. The room and service met my expectations. Very clean, secure and safe."
The price is P7,323
P9,070 total
includes taxes & fees
Feb 18 - Feb 19
Pala Casino Spa And Resort
Tahquitz Pines Retreat
Reception

Tahquitz Pines Retreat

2.0 star property
9.6 out of 10, Exceptional, (772)
"Very well maintained. Very satisfied with our visit."
The price is P5,178
P5,696 total
includes taxes & fees
Feb 25 - Feb 26
Tahquitz Pines Retreat
Hotel Xola
Exterior

Hotel Xola

2.5 star property
7.8 out of 10, Good, (820)
"The check in was prompt. The staff is friendly and the room was wonderful. "
The price is P3,903
P4,418 total
includes taxes & fees
Feb 16 - Feb 17
Hotel Xola
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.

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 29 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 Western Science Center, or get out into nature at a spot like Diamond Valley Lake Marina. Pechanga Resort & Casino and Soboba Casino 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.