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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winchester holiday 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, (93 reviews)
"Adorable stay"
United States
Alexandra
The price is £97
includes taxes & fees
13 Oct - 14 Oct
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)
"The room was exactly what we needed while traveling through with our family for a tournament in Temecula. Plenty of room and everything we needed!"
United States
Vanna S.
The price is £163
includes taxes & fees
25 Oct - 26 Oct
Ta-Ta Darling Luxury Temecula Wine Country Retreat Near Lake Skinner & Pechanga
A bedroom with a bed, dresser, ceiling fan, window with blinds, door, and a mirror.

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. Peach Blossom Country House

Peach Blossom Country House
Hemet
8.4 out of 10, Very good, (11 reviews)
"It was a good stay but there were no pots so we borrowed one from the neighbors to boil eggs. The only other issue was that the water stopped coming out in the middle of showering for each of us."
United States
Cynthia P.
The price is £304
includes taxes & fees
14 Oct - 15 Oct
Peach Blossom Country House
A golf course with a large building and parking lot in the background.

5. 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.
The price is £308
includes taxes & fees
15 Oct - 16 Oct
Western Horizon Home
A bottle of Popcorn Chardonnay, two wine glasses, a popcorn popper, and a bottle of Popfully popping corn on a kitchen counter.

6. 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 £437
includes taxes & fees
17 Oct - 18 Oct
Family Hemet Home Hot Tub + RV/Boat Parking
A living room with a sofa, a coffee table, a dining area with chairs, and a large window with blinds.

7. 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 £264
includes taxes & fees
8 Nov - 9 Nov
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

8. 1 King Bed | Mobil Acc RI Shwr Suite Nsmk

1 King Bed | Mobil Acc RI Shwr Suite Nsmk
Eastside
The price is £63
includes taxes & fees
25 Oct - 26 Oct
1 King Bed | Mobil Acc RI Shwr Suite Nsmk
Exterior

9. Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
9.8 out of 10, Exceptional, (18 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 £104
includes taxes & fees
25 Oct - 26 Oct
Idyllwild Realty Vacations
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.

10. Temecula Wine Country Stone Creek Ranch

Temecula Wine Country Stone Creek Ranch
Temecula
9.2 out of 10, Wonderful, (66 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 £428
includes taxes & fees
20 Oct - 21 Oct
Temecula Wine Country Stone Creek Ranch
A living room with two grey sofas, a coffee table, and a patterned rug.

11. BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY

BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
Moreno Valley
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay , host was great and location also very calm and beautiful, recommend 10/10"
United States
Christy M.
The price is £375
includes taxes & fees
13 Oct - 14 Oct
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
A pool with large rocks, lounge chairs, and mountains in the background.

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

Hilltop Wine Estate- Pickleball - Pool - 360 views
Temecula
10.0 out of 10, Exceptional, (9 reviews)
"We chose to have a relaxed vacation. Pool, pickleball, made good food, lots of family games, a puzzle and some good tv. This house surpassed our expectations. We did not need to leave the property to have a great time with a big group!"
United States
Rebecca S.
The price is £977
includes taxes & fees
13 Oct - 14 Oct
Hilltop Wine Estate- Pickleball - Pool - 360 views
A hot tub with a view of a mountainous landscape.

13. 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, (17 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 £329
includes taxes & fees
20 Oct - 21 Oct
Relaxing Wine Country Stay - Hot Tub - Agave Farm
A swimming pool with a waterfall feature, surrounded by tropical plants and a wooden fence.

14. 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 £480
includes taxes & fees
14 Oct - 15 Oct
Kimberly's Private Palm Château Salt Pool & Hot Tub
A two-story house with a white exterior, a balcony, and a staircase leading to the upper floor.

15. Private modern barn custom home, mini golf, ping pong.Best location.

Private modern barn custom home, mini golf, ping pong.Best location.
Valle De Los Caballos
9.8 out of 10, Exceptional, (68 reviews)
"Very spacious and ideal for a large family get away, very satisfied"
United States
Torin C.
The price is £523
includes taxes & fees
13 Oct - 14 Oct
Private modern barn custom home, mini golf, ping pong.Best location.
A white building with a blue door, a small porch, and a mailbox.

16. ❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center

❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center
Valle De Los Caballos
9.0 out of 10, Wonderful, (45 reviews)
"Great property, very comfortable"
United States
Molly S.
The price is £301
includes taxes & fees
13 Oct - 14 Oct
❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

17. 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 £493
includes taxes & fees
19 Oct - 20 Oct
Spacious 4-bedroom house in fabulous Lake Elsinore with AC, WiFi
A long dining table set for a meal with candles, placed on a terrace with a city view at night.

18. Private European Vineyard w/ Secluded Hilltop Views in Wine Country

Private European Vineyard w/ Secluded Hilltop Views in Wine Country
GlenOak Hills
9.8 out of 10, Exceptional, (18 reviews)
"House is beautiful and the view is amazing. Looking forward to staying there again. Host is great too!"
United States
Joel A.
The price is £692
includes taxes & fees
19 Oct - 20 Oct
Private European Vineyard w/ Secluded Hilltop Views in Wine Country
A wooden deck with a stone wall, a rope barrier, and a view of a sunset over a hilly landscape.

19. 2Bedroom 2bath in-law unit with kitchen and washer

2Bedroom 2bath in-law unit with kitchen and washer
Temecula
9.6 out of 10, Exceptional, (8 reviews)
"The unit was very nice, spacious, and the cleanest rental I have ever been in! Ping was responsive and accommodating. I would stay again."
United States
Imani
The price is £143
includes taxes & fees
26 Oct - 27 Oct
2Bedroom 2bath in-law unit with kitchen and washer
A gated entrance with a decorative metal gate, a white fence, and a gravel driveway.

20. Entire cozy two floor guest house located in rainbow near Temecula

Entire cozy two floor guest house located in rainbow near Temecula
Fallbrook
10.0 out of 10, Exceptional, (5 reviews)
"Nice place cozy place definitely recommend!"
United States
Jayden B.
The price is £109
includes taxes & fees
19 Oct - 20 Oct
Entire cozy two floor guest house located in rainbow near Temecula
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
"Nothing significant to add"
Daryl 2-night trip
Posted 1 hour ago
Pala Casino Spa And Resort

Find out more about Winchester

Winchester Holiday Homes information

Number of reviews
378
Accommodation
638 Holiday Homes
Lowest Price
£63
Highest Price
£977