Search Holiday Rentals in Winchester

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Winchester holiday rentals

Outdoor spa tub
Coral Tree House

Cabin in Fallbrook

Coral Tree House
3.0 star property
10.0 out of 10, Exceptional, (22)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is 4.230.114 ₫
6.276.333 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Coral Tree House
The Marylin Monroe: 1 Queen Bed, 1 Sofa Bed, Non-Smoking, CORP RATE | Individually decorated, individually furnished, desk, laptop workspace
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center

Aparthotel in Moreno Valley

The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3.0 star property
9.8 out of 10, Exceptional, (23)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is 3.185.723 ₫
3.771.896 ₫ total
includes taxes & fees
10 Jan - 11 Jan
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
House (1 Bedroom) | Interior
Hike, Sip & Explore: Couples Retreat in Fallbrook

Cottage in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
The price is 2.732.496 ₫
6.971.806 ₫ total
includes taxes & fees
9 Jan - 10 Jan
Hike, Sip & Explore: Couples Retreat in Fallbrook
3 outdoor pools, pool umbrellas, pool loungers
The Cottages at Golden Village Palms RV Resort

Cottage in Hemet

The Cottages at Golden Village Palms RV Resort
3.0 star property
9.4 out of 10, Exceptional, (81)
"Amazing stay, will visit again"
United States
Miguel
The price is 3.967.374 ₫
4.665.632 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Cottages at Golden Village Palms RV Resort
Suite | 2 bedrooms, Internet
Dog Friendly A-frame Hot Tub Nature Views

Apartment in Idyllwild

Dog Friendly A-frame Hot Tub Nature Views
2.0 star property
The price is 3.133.628 ₫
7.978.903 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Dog Friendly A-frame Hot Tub Nature Views
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

Murrieta Hot Springs Resort

Murrieta Hot Springs Resort

10/10 Excellent
"Good layout and staff was friendly and helpful"
Shawn 1-night trip
Posted 2 days ago
Murrieta Hot Springs 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 30 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 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.