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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Winchester holiday rentals

Outdoor spa tub

Cabin in Fallbrook

Coral Tree House
3.0 star property
10.0 out of 10, Exceptional, (22 reviews)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is 4.197.753 ₫
6.228.319 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Coral Tree House
3 outdoor pools, pool umbrellas, pool loungers

Cottage in Hemet

The Cottages at Golden Village Palms RV Resort
3.0 star property
9.2 out of 10, Wonderful, (86 reviews)
"Amazing stay, will visit again"
United States
Miguel
The price is 3.937.023 ₫
4.629.940 ₫ total
includes taxes & fees
1 Mar - 2 Mar
The Cottages at Golden Village Palms RV Resort
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

Pala Casino Spa And Resort

Pala Casino Spa And Resort

10/10 Excellent
"I had a great weekend stay at Pala Casino Spa Resort. From arrival to departure, the staff was warm, friendly, and professional. The hotel felt secure yet welcoming, and everything was immaculate. My room was clean, spacious, and very comfortable. The entertainment was excellent, and the variety of restaurants and bars made it easy to find something for everyone. I would gladly stay here again."
Xavier 1-night trip
Posted 12 hours ago
Pala Casino Spa And Resort

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 33 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 Orange Empire Railroad Museum, or get out into nature at a spot like Diamond Valley Lake Marina. 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.