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Check prices for these dates

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

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, (93 reviews)
"Adorable stay"
United States
Alexandra
The price is ￥7,125
￥19,713 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥29,293
￥33,568 total
includes taxes & fees
Oct 25 - Oct 26
Ta-Ta Darling Luxury Temecula Wine Country Retreat Near Lake Skinner & Pechanga
A golf course with a large building and parking lot in the background.

3. 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 ￥30,142
￥66,153 total
includes taxes & fees
Oct 17 - Oct 18
Western Horizon Home
A bedroom with a bed, dresser, ceiling fan, window with blinds, door, and a mirror.

4. 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.

5. 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 ￥28,501
￥64,286 total
includes taxes & fees
Oct 18 - Oct 19
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.

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 ￥39,902
￥89,621 total
includes taxes & fees
Oct 17 - Oct 18
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 ￥22,168
￥54,944 total
includes taxes & fees
Nov 13 - Nov 14
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 ￥12,041
￥13,245 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥22,413
￥24,655 total
includes taxes & fees
Oct 26 - Oct 27
Idyllwild Realty Vacations
A living room with two grey sofas, a coffee table, and a patterned rug.

10. 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 ￥35,627
￥80,041 total
includes taxes & fees
Oct 19 - Oct 20
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
A long dining table set for a meal with candles, placed on a terrace with a city view at night.

11. 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 ￥65,553
￥156,282 total
includes taxes & fees
Nov 4 - Nov 5
Private European Vineyard w/ Secluded Hilltop Views in Wine Country
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.

12. 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 ￥46,314
￥88,448 total
includes taxes & fees
Oct 25 - Oct 26
Temecula Wine Country Stone Creek Ranch
A pool with large rocks, lounge chairs, and mountains in the background.

13. 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 ￥74,878
￥223,974 total
includes taxes & fees
Oct 18 - Oct 19
Hilltop Wine Estate- Pickleball - Pool - 360 views
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 ￥42,040
￥87,173 total
includes taxes & fees
Oct 15 - Oct 16
Kimberly's Private Palm Château Salt Pool & Hot Tub
A hot tub with a view of a mountainous landscape.

15. 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 ￥55,419
￥69,986 total
includes taxes & fees
Oct 20 - Oct 21
Relaxing Wine Country Stay - Hot Tub - Agave Farm
A two-story house with a white exterior, a balcony, and a staircase leading to the upper floor.

16. 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, (69 reviews)
"Very spacious and ideal for a large family get away, very satisfied"
United States
Torin C.
The price is ￥42,833
￥108,050 total
includes taxes & fees
Oct 18 - Oct 19
Private modern barn custom home, mini golf, ping pong.Best location.
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 ￥42,752
￥101,179 total
includes taxes & fees
Oct 22 - Oct 23
Spacious 4-bedroom house in fabulous Lake Elsinore with AC, WiFi
Outdoor spa tub

18. 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, (25 reviews)
"Owner and property manager were responsive; home was nice and we enjoyed the stay"
United States
Scot L.
The price is ￥51,702
￥98,166 total
includes taxes & fees
Nov 6 - Nov 7
Rejuvenate! Remodeled home, 180-view on 4-acres.
A white building with a blue door, a small porch, and a mailbox.

19. ❤️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 ￥47,592
￥74,719 total
includes taxes & fees
Oct 15 - Oct 16
❤️Amazing Ranch Temecula valley a few miles from Galway Downs equestrian center
A pool with a waterfall, surrounded by tropical plants and a building with a balcony.

20. Moana Del Sol | Vineyard Estate + Resort Pool

Moana Del Sol | Vineyard Estate + Resort Pool
Temecula
The price is ￥67,260
￥189,330 total
includes taxes & fees
Oct 19 - Oct 20
Moana Del Sol | Vineyard Estate + Resort Pool
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

Ayres Hotel & Spa Moreno Valley

Ayres Hotel & Spa Moreno Valley

10/10 Excellent
"The best hotel very clean great customer service everyone's nice there"
brenda 1-night trip
Posted 5 hours ago
Ayres Hotel & Spa Moreno Valley

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
390
Accommodation
646 Vacation Homes
Lowest Price
￥13,245
Highest Price
￥223,974