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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Winchester holiday rentals

3 outdoor pools, pool umbrellas, pool loungers

The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.2 out of 10, Wonderful, (98 reviews)
"This place is great!"
United States
Amanda
The price is 3.975.679 ₫
4.675.399 ₫ total
includes taxes & fees
7 Jun - 8 Jun
The Cottages at Golden Village Palms RV Resort
Outdoor spa tub

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful stay. Beautiful space, great hospitality and perfect tiny home. We thoroughly enjoyed our stay."
United States
Zachary
The price is 5.219.461 ₫
7.348.403 ₫ total
includes taxes & fees
9 Jun - 10 Jun
Coral Tree House
Copper mine | Exterior

Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
9.4 out of 10, Exceptional, (6 reviews)
"I happened to receive a complimentary upgrade during my visit, and it added a special touch to my stay. The cabin itself was wonderful and Cayla at Idyllwild Realty was great! The cabin was a perfect getaway and walking distance to town."
United States
Heather
The price is 3.396.441 ₫
3.736.085 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Idyllwild Realty Vacations
1950s Themed Studio-Full Kitchen, Non-Smoking | Individually decorated, individually furnished, desk, laptop workspace

The New Star Motel Experience

The New Star Motel Experience
3.0 star property
Edgemont
9.8 out of 10, Exceptional, (24 reviews)
"Great stay we weren’t in the room too long as we were at a wedding party and just needed somewhere to sleep for the nite. But loved the 50s themed decor "
United States
Alyssa
The price is 2.525.478 ₫
2.990.166 ₫ total
includes taxes & fees
11 Jun - 12 Jun
The New Star Motel Experience
Outdoor pool

Villa Fabulosa - Luxurious Bedrooms, Pool, Pickleball, Mini Golf, Game Room, 360 degree view and more

Villa Fabulosa - Luxurious Bedrooms, Pool, Pickleball, Mini Golf, Game Room, 360 degree view and more
3.0 star property
Valle De Los Caballos
The price is 15.983.019 ₫
17.900.982 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Villa Fabulosa - Luxurious Bedrooms, Pool, Pickleball, Mini Golf, Game Room, 360 degree view and more
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.
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Top Winchester Hotel Reviews

Home2 Suites by Hilton Temecula

Home2 Suites by Hilton Temecula

10/10 Excellent
"Great overall. Clean, nice hotel"
Christina 2-night trip
Posted 1 hour ago
Home2 Suites by Hilton Temecula

Frequently asked questions

Are there holiday rentals in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its wineries and coffee shops. Make sure you have time to check out the bars while you're in the area.

How many holiday rentals will I find in Winchester?

Choose from 35 Expedia holiday rentals in Winchester for a memorable holiday.

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 Lake Perris. K1 Circuit and Pechanga Resort & Casino are a couple of places you'll find in the wider area.

What are holiday rentals like in Winchester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.