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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Winchester vacation homes

A swimming pool with a curved edge, surrounded by palm trees and a covered patio area with outdoor furniture.

1. 1 Bed Room Casita-Suite with Private Entrance

1 Bed Room Casita-Suite with Private Entrance
Winchester
9.8 out of 10, Exceptional, (96 reviews)
"Adorable stay"
United States
Alexandra
The price is AED 165
AED 399 total
includes taxes & fees
9 Nov - 10 Nov
1 Bed Room Casita-Suite with Private Entrance
Living area

2. Ta-Ta Darling Luxury Temecula Wine Country Retreat Near Lake Skinner & Pechanga

Ta-Ta Darling Luxury Temecula Wine Country Retreat Near Lake Skinner & Pechanga
Winchester
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful property. Worked wonderfully for our quick girls getaway to wine country. I would definitely stay here again. Thank you Cheri!"
United States
Sara G.
The price is AED 680
AED 738 total
includes taxes & fees
3 Dec - 4 Dec
Ta-Ta Darling Luxury Temecula Wine Country Retreat Near Lake Skinner & Pechanga
A bedroom with a bed, a ceiling fan, a bedside table with a lamp, and a door.

3. Private Room & Bath w/ Own Entrance- Self Check In

Private Room & Bath w/ Own Entrance- Self Check In
Hemet
Private Room & Bath w/ Own Entrance- Self Check In
A golf course with a large building and parking lot in the background.

4. Western Horizon Home

Western Horizon Home
Hemet
8.8 out of 10, Excellent, (24 reviews)
"Great place to stay. Great host. Quiet neighborhood. Close to shopping centers."
United States
Taman D.
Western Horizon Home
A modern lobby with a reception desk, seating area, and large windows offering a view.

5. 1 King Bed | Mobil Acc RI Shwr Suite Nsmk

1 King Bed | Mobil Acc RI Shwr Suite Nsmk
Eastside
10.0 out of 10, Exceptional, (54 reviews)
"Solid spot for a short trip."
United States
Anonymous traveler
The price is AED 278
AED 306 total
includes taxes & fees
3 Nov - 4 Nov
1 King Bed | Mobil Acc RI Shwr Suite Nsmk
A golf course with a large building and parking lot in the background.

6. Peach Blossom Country House

Peach Blossom Country House
Hemet
8.4 out of 10, Very good, (11 reviews)
"Had a wonderful stay here - perfect for my family of five. Everyone was happy with their own rooms, and having a whole house was great! We found the home clean and as advertised. Jim was responsive, and instructions were clear (especially since there’s a nearby elementary school). Wish we had more time to explore, so will definitely return when we can!"
United States
Anonymous traveler
The price is AED 707
AED 1,420 total
includes taxes & fees
10 Nov - 11 Nov
Peach Blossom Country House
A bottle of Popcorn Chardonnay, two wine glasses, a popcorn popper, and a bottle of Popfully popping corn on a kitchen counter.

7. Family Hemet Home Hot Tub + RV/Boat Parking

Family Hemet Home Hot Tub + RV/Boat Parking
Hemet
9.6 out of 10, Exceptional, (4 reviews)
"It was a Great place to stay. "
United States
FELIPE
The price is AED 735
AED 1,712 total
includes taxes & fees
28 Nov - 29 Nov
Family Hemet Home Hot Tub + RV/Boat Parking
A modern kitchen with a large stainless steel refrigerator, a dining area with a wooden table and chairs, and a staircase leading to another level.

8. Hidden Jackpot Near Soboba Casino

Hidden Jackpot Near Soboba Casino
Hemet
10.0 out of 10, Exceptional, (3 reviews)
"Had the best stay at this home, very clean, very comfortable. Irma was responsive and helpful, and we very much look forward to staying here again! It is the best place to stay in the area, as I have stayed in many different areas. Thank again! "
United States
Tyler S.
The price is AED 1,028
AED 2,806 total
includes taxes & fees
2 Dec - 3 Dec
Hidden Jackpot Near Soboba Casino
A living room with a sofa, a coffee table, a dining area with chairs, and a large window with blinds.

9. SALE! Peaceful, Clean, 4x Queen Bed, Spacious!

SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
Hemet
9.4 out of 10, Exceptional, (3 reviews)
"Great affordable option for a quick overnight stay. Super close to Soboba, which was really convenient. Just be sure to bring your own towels and toiletries, as those aren’t provided."
United States
Kiana H.
The price is AED 514
AED 1,227 total
includes taxes & fees
29 Nov - 30 Nov
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
Outdoor spa tub

10. Rejuvenate! Remodeled home, 180-view on 4-acres.

Rejuvenate! Remodeled home, 180-view on 4-acres.
Valle De Los Caballos
10.0 out of 10, Exceptional, (26 reviews)
"Owner and property manager were responsive; home was nice and we enjoyed the stay"
United States
Scot L.
The price is AED 721
AED 1,670 total
includes taxes & fees
9 Nov - 10 Nov
Rejuvenate! Remodeled home, 180-view on 4-acres.
A dirt pathway flanked by decorative vases with pampas grass, leading to a gathering area with tables and chairs, surrounded by trees and string lights.

11. Temecula Wine Country Stone Creek Ranch

Temecula Wine Country Stone Creek Ranch
Temecula
9.2 out of 10, Wonderful, (68 reviews)
"We enjoyed our stay. We loved the trails and beautiful views on the property. The house is very comfortable. It is located very close to all our favorite wineries and restaurants."
United States
Carole H.
The price is AED 975
AED 1,764 total
includes taxes & fees
13 Nov - 14 Nov
Temecula Wine Country Stone Creek Ranch
Exterior

12. Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
9.8 out of 10, Exceptional, (20 reviews)
"We stayed here for one night and absolutely loved it. the cabin is new, it is beautifully decorated and has all the essentials. The area is quiet and peaceful"
United States
Rocio
The price is AED 496
AED 546 total
includes taxes & fees
16 Nov - 17 Nov
Idyllwild Realty Vacations
A spacious room with large windows overlooking a swimming pool and lush greenery.

13. Resort-Style Oasis | Private Pool & Luxury Living

Resort-Style Oasis | Private Pool & Luxury Living
Hemet
Resort-Style Oasis | Private Pool & Luxury Living
A kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a dishwasher.

14. Lakeside Escape, Cozy Getaway

Lakeside Escape, Cozy Getaway
Lake Elsinore
5.8 out of 10, (6 reviews)
"It is a pet friendly home. It was well stocked with linens and the kitchen had everything you need. We were very happy witj our experience."
United States
Trina L.
The price is AED 360
AED 533 total
includes taxes & fees
3 Nov - 4 Nov
Lakeside Escape, Cozy Getaway
A pool with large rocks, lounge chairs, and mountains in the background.

15. Hilltop Wine Estate- Pickleball - Pool - 360 views

Hilltop Wine Estate- Pickleball - Pool - 360 views
Temecula
10.0 out of 10, Exceptional, (10 reviews)
"This home was absolutely perfect for our girls getaway! Plenty of space and comfortable rooms for everyone. We enjoyed being poolside and the beautiful views. We would all highly recommend this property to anyone hosting a large group. It exceeded our expectations and would definitely stay again. "
United States
Jennifer T.
The price is AED 1,363
AED 4,916 total
includes taxes & fees
3 Nov - 4 Nov
Hilltop Wine Estate- Pickleball - Pool - 360 views
A basket containing various snacks and a bottle of champagne.

16. Relaxing Wine Country Stay - Hot Tub - Agave Farm

Relaxing Wine Country Stay - Hot Tub - Agave Farm
Valle De Los Caballos
10.0 out of 10, Exceptional, (19 reviews)
"The casita was very nice - clean, comfortable with a great view. Wish we could have stayed there longer."
United States
Shelley E.
The price is AED 1,286
AED 1,488 total
includes taxes & fees
9 Nov - 10 Nov
Relaxing Wine Country Stay - Hot Tub - Agave Farm
Pool

17. Kimberly's Private Palm Château Salt Pool & Hot Tub

Kimberly's Private Palm Château Salt Pool & Hot Tub
Lake Elsinore
10.0 out of 10, Exceptional, (52 reviews)
"Wonderful stay! Sunshine, skydiving, hot tub and pool."
United States
Dean G.
The price is AED 1,175
AED 2,448 total
includes taxes & fees
4 Nov - 5 Nov
Kimberly's Private Palm Château Salt Pool & Hot Tub
A pool area with a thatched roof, lounge chairs, and a waterfall.

18. Moana Del Sol | Vineyard Estate + Resort Pool

Moana Del Sol | Vineyard Estate + Resort Pool
Temecula
The price is AED 1,328
AED 4,127 total
includes taxes & fees
3 Nov - 4 Nov
Moana Del Sol | Vineyard Estate + Resort Pool
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

19. Spacious 4-bedroom house in fabulous Lake Elsinore with AC, WiFi

Spacious 4-bedroom house in fabulous Lake Elsinore with AC, WiFi
Lake Elsinore
9.8 out of 10, Exceptional, (7 reviews)
"The property was beautiful. The host was nice. The only thing that we did not like was the toilet seat need to be replaced…"
United States
Dawn T.
The price is AED 992
AED 2,248 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 4-bedroom house in fabulous Lake Elsinore with AC, WiFi
Three wooden Adirondack chairs arranged on a paved patio with a view of a mountain range and a body of water at sunset.

20. Ultimate Winery Getaway - Private Hot Tub

Ultimate Winery Getaway - Private Hot Tub
Valle De Los Caballos
9.8 out of 10, Exceptional, (9 reviews)
"Nice Location with Wonderful panorama views. Thank you for everything.. we had wonderful time during 4th July"
United States
Jutatip C.
The price is AED 1,267
AED 1,377 total
includes taxes & fees
3 Nov - 4 Nov
Ultimate Winery Getaway - Private Hot Tub
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

Studio 6 Suites Perris, CA

Studio 6 Suites Perris, CA

10/10 Excellent
"Rooms were spacious and comfortable. Staff was helpful"
Abel 1-night trip
Posted 1 hour ago
Studio 6 Suites Perris, CA