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Check prices for these dates

Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Winchester holiday rentals

The Signature Room: 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

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
Moreno Valley
9.8 out of 10, Exceptional, (23)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is ₹10,375
₹12,284 total
includes taxes & fees
11 Jan - 12 Jan 2026
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3 outdoor pools, pool umbrellas, pool loungers
The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.4 out of 10, Exceptional, (79)
"Amazing stay, will visit again"
United States
Miguel
The price is ₹13,572
₹15,961 total
includes taxes & fees
24 Dec - 25 Dec
The Cottages at Golden Village Palms RV Resort
Fountain
Wilderness Lakes RV Resort

Wilderness Lakes RV Resort

Wilderness Lakes RV Resort
2.0 star property
Menifee
9.0 out of 10, Wonderful, (77)
"Property had several amenities my family was able to enjoy. The cabin was clean and well stocked with essentials. Will stay here again. "
United States
Brenda
Wilderness Lakes RV Resort
Sleeping Beauty | Desk, iron/ironing board, free WiFi, bed sheets
Always Inn Idyllwild Vacation Cottages

Always Inn Idyllwild Vacation Cottages

Always Inn Idyllwild Vacation Cottages
3.0 star property
Fern Valley
6.8 out of 10, (11)
"Great property, well kept, great for extended vacations"
United States
Domonick
The price is ₹25,630
₹41,688 total
includes taxes & fees
4 Jan - 5 Jan 2026
Always Inn Idyllwild Vacation Cottages
Outdoor spa tub
Coral Tree House

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
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 ₹11,569
₹18,336 total
includes taxes & fees
16 Dec - 17 Dec
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.
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Top Winchester Hotel Reviews

Hotel Xola

Hotel Xola

10/10 Excellent
"All of the above, from the room to the staff it was just all around a great stay at Hotel Xola and I would definitely stay here again."
Alfonso 1-night trip
Posted 20 hours ago
Hotel Xola

Find out more about Winchester

Holiday Rentals in Winchester

Search for holiday rentals in Winchester on Expedia.co.uk! 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 31 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.