An aerial view of a densely populated urban area with a river, surrounding mountains, and a clear sky.

Search Winchester Villa Rentals from CA $515

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Winchester villas

Terrace/patio

1. Romantic Villa • Pool • Surrounded by Wineries

Romantic Villa • Pool • Surrounded by Wineries
Valle De Los Caballos
9.8 out of 10, Exceptional, (10 reviews)
"Very satisfied"
United States
Charles F.
The price is CA $416
CA $785 total
includes taxes & fees
Aug 25 - Aug 26
Romantic Villa • Pool • Surrounded by Wineries
Exterior

2. King Suite Villa Rose @Hidden Hacienda

King Suite Villa Rose @Hidden Hacienda
Valle De Los Caballos
The price is CA $305
CA $515 total
includes taxes & fees
Aug 25 - Aug 26
King Suite Villa Rose @Hidden Hacienda
Exterior

3. Amazing Views Villa with Spa / Close to Winery

Amazing Views Villa with Spa / Close to Winery
GlenOak Hills
8.4 out of 10, Very good, (21 reviews)
"Great stay. Thank you!"
United States
Talin M.
The price is CA $574
CA $1,514 total
includes taxes & fees
Aug 27 - Aug 28
Amazing Views Villa with Spa / Close to Winery
Property grounds

4. 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, (50 reviews)
"Beautiful views and great amenities. This was a great location for our trip. The host was very responsive to any needs."
United States
Omari S.
The price is CA $561
CA $1,475 total
includes taxes & fees
Aug 25 - Aug 26
Villa with indoor pool in Temecula wine country-VRBO
Outdoor pool

5. 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, (12 reviews)
"Beautiful home and the host was very responsive to any needs. "
United States
Angelo F.
The price is CA $834
CA $2,278 total
includes taxes & fees
Sep 16 - Sep 17
Wine Country Home walk to wineries - Infinity Pool Views - 2 king beds
Outdoor dining

6. The most breathtaking lake and mountain view

The most breathtaking lake and mountain view
Fallbrook
9.6 out of 10, Exceptional, (45 reviews)
"View was the best 👌"
United States
Erick
The price is CA $498
CA $888 total
includes taxes & fees
Sep 16 - Sep 17
The most breathtaking lake and mountain view
Exterior

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

Entire Grand Estate near Winery Fallbrook, 5BR - 4Bth
Fallbrook
The price is CA $296
CA $770 total
includes taxes & fees
Aug 25 - Aug 26
Entire Grand Estate near Winery Fallbrook, 5BR - 4Bth
A heated pool

8. Hilltop Villa, Pool Oasis, Pickleball, Avo Grove

Hilltop Villa, Pool Oasis, Pickleball, Avo Grove
San Diego County
10.0 out of 10, Exceptional, (25 reviews)
"The property was beautiful and spacious. "
United States
andy T.
The price is CA $1,529
CA $2,505 total
includes taxes & fees
Aug 21 - Aug 22
Hilltop Villa, Pool Oasis, Pickleball, Avo Grove
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
"Very clean and in great condition."
Margaret 4-night trip
Posted 1 hour ago
Pala Casino Spa And Resort

Find out more about Winchester

Winchester Villas information

Number of reviews
118
Accommodation
113 Villas
Lowest Price
CA $515
Highest Price
CA $2,505

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