Photo by Betsy Wood

Search Holiday Rentals in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Holiday Rentals in Winchester

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
9.4 out of 10, Exceptional, (76)
"Thank you! I will stay here again if I’m in the area again!"
United States
Luisito Ignacio Edenso
The price is ฿4,885
฿5,745 total
includes taxes & fees
2 Nov - 3 Nov
The Cottages at Golden Village Palms RV Resort
The Motorist Choice: Queen Bed and Hot Shower, Smoking & Non-smoking Room | 1 bedroom, individually decorated, individually furnished, desk
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3.0 star property
9.8 out of 10, Exceptional, (22)
"Great for the price Unique decor"
United States
Andre
The price is ฿3,734
฿4,421 total
includes taxes & fees
2 Nov - 3 Nov
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Sleeping Beauty | Desk, iron/ironing board, free WiFi, bed sheets
Always Inn Idyllwild Vacation Cottages
Always Inn Idyllwild Vacation Cottages
3.0 star property
6.6 out of 10, (10)
"Great property, well kept, great for extended vacations"
United States
Domonick
The price is ฿8,505
฿14,208 total
includes taxes & fees
2 Nov - 3 Nov
Always Inn Idyllwild Vacation Cottages
Outdoor pool
Coral Tree House
Coral Tree House
3.0 star property
10.0 out of 10, Exceptional, (21)
"This place is so cute, private, beautiful and also fun! Great hosts. Will come back. "
United States
Amy
The price is ฿5,176
฿7,693 total
includes taxes & fees
2 Nov - 3 Nov
Coral Tree House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Ayres Hotel & Spa Moreno Valley

Ayres Hotel & Spa Moreno Valley

10/10 Excellent
"Clean room, nice atmosphere, and the continental breakfast was great! I do wish the property had more parking spaces. "
Allie 2-night trip
Posted 16 hours ago
Ayres Hotel & Spa Moreno Valley

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

Look no further and take a look at our great range of rental properties in Winchester!

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 34 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.