Lodging Image

Search Villas in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Winchester villas

Exterior

Amazing Views Villa with Spa / Close to Winery

Amazing Views Villa with Spa / Close to Winery
GlenOak Hills
8.6 out of 10, Excellent, (15 reviews)
"Location to all the Temecula wineries was very convenient/very close!!!"
United States
Christina R.
The price is £815
includes taxes & fees
8 Jul - 9 Jul
Amazing Views Villa with Spa / Close to Winery
Terrace/patio

Romantic Villa • Pool • Walk to Wineries

Romantic Villa • Pool • Walk to Wineries
Valle De Los Caballos
9.8 out of 10, Exceptional, (8 reviews)
"Very satisfied"
United States
Charles F.
The price is £424
includes taxes & fees
4 Jul - 5 Jul
Romantic Villa • Pool • Walk to Wineries
Exterior

Entire Grand Estate near Winery Fallbrook, 5BR - 4Bth

Entire Grand Estate near Winery Fallbrook, 5BR - 4Bth
Fallbrook
The price is £425
includes taxes & fees
5 Jul - 6 Jul
Entire Grand Estate near Winery Fallbrook, 5BR - 4Bth
Exterior

King Suite Villa Rose @Hidden Hacienda

King Suite Villa Rose @Hidden Hacienda
Valle De Los Caballos
The price is £282
includes taxes & fees
1 Jul - 2 Jul
King Suite Villa Rose @Hidden Hacienda
Outdoor pool

3000 Sqft Villa with Pool, Hot Tub, 8 Parking in Fallbrook, Wineries, 5BR - 4BTH

3000 Sqft Villa with Pool, Hot Tub, 8 Parking in Fallbrook, Wineries, 5BR - 4BTH
Fallbrook
10.0 out of 10, Exceptional, (1 review)
"Nice sized pool and home"
United States
James M.
The price is £455
includes taxes & fees
12 Jul - 13 Jul
3000 Sqft Villa with Pool, Hot Tub, 8 Parking in Fallbrook, Wineries, 5BR - 4BTH
Outdoor pool

Wine Country Home walk to wineries - Infinity Pool Views - 2 king beds

Wine Country Home walk to wineries - Infinity Pool Views - 2 king beds
Valle De Los Caballos
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful home and the host was very responsive to any needs. "
United States
Angelo F.
The price is £1,263
includes taxes & fees
20 Jul - 21 Jul
Wine Country Home walk to wineries - Infinity Pool Views - 2 king beds
Property grounds

Villa with indoor pool in Temecula wine country-VRBO

Villa with indoor pool in Temecula wine country-VRBO
Valle De Los Caballos
9.0 out of 10, Wonderful, (49 reviews)
"Amazing place"
United States
Yuval H.
The price is £913
includes taxes & fees
5 Jul - 6 Jul
Villa with indoor pool in Temecula wine country-VRBO
Outdoor pool

Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER

Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER
Valle De Los Caballos
9.0 out of 10, Wonderful, (77 reviews)
"Our family could not have had a better stay. The house was great and the views were amazing. Our contact at the house was very helpful. We’ll definitely be coming back. "
United States
Ryan K.
The price is £1,428
includes taxes & fees
12 Jul - 13 Jul
Relaxing Wine Country Estate w/BAR+SPA+POOL+BBQ+VBALL+SOCCER
Exterior

French Wine Country Estate with Infinity Pool+Wine Tasting Room

French Wine Country Estate with Infinity Pool+Wine Tasting Room
Valle De Los Caballos
9.2 out of 10, Wonderful, (34 reviews)
"The space of house itself was amazing. We really enjoyed the hot tub and fire pit as well. The house could use some maintenance though. The kitchen is was the only place this house fell short. It was not properly stocked for a group of 13 (barely enough silverware for everyone, only a few pots and pans, no kitchen towels, absolutely no foil, plastic wrap, ziplocks or Tupperware was provided). We really enjoyed the time we spent there, but there could definitely have been some improvements for...
United States
Lara B.
The price is £1,786
includes taxes & fees
1 Jul - 2 Jul
French Wine Country Estate with Infinity Pool+Wine Tasting Room
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

Pala Casino Spa And Resort

Pala Casino Spa And Resort

10/10 Excellent
"Nothing"
Joanne 2-night trip
Posted less than an hour ago
Pala Casino Spa And Resort

Find out more about Winchester

Winchester Villas information

Number of reviews
24,295
Accommodation
122 Villas
Lowest Price
£52
Highest Price
£135

Frequently asked questions

Why book your villa in Winchester with Expedia?
Expedia makes it a cinch to find your dream villa in Winchester. Travelling with the kids? Use our handy filters to search for stays with perks like a swimming pool. If you have a fixed budget, choose how much you want to spend and your preferred star rating. We'll help you find the right fit that suits your taste and style.
How can I find cheap villas in Winchester?
Expedia can help you search for cheap villas in Winchester. Use the filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in a matter of clicks.