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Our top choices for Winchester holiday homes

1 Bed Room Casita-Suite with Private Entrance

1 Bed Room Casita-Suite with Private Entrance
Winchester
9.8 out of 10, Exceptional, (68 reviews)
"The casita was very clean, cozy, and easy to access. The backyard pool was really fun, too!"
United States
Hayden
The price is £102
includes taxes & fees
12 Apr - 13 Apr
1 Bed Room Casita-Suite with Private Entrance

Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
10.0 out of 10, Exceptional, (3 reviews)
"I happened to receive a complimentary upgrade during my visit, and it added a special touch to my stay. The cabin itself was wonderful and Cayla at Idyllwild Realty was great! The cabin was a perfect getaway and walking distance to town."
United States
Heather
The price is £106
includes taxes & fees
12 Apr - 13 Apr
Idyllwild Realty Vacations

"Rustic Elegance - A Woodland Escape"

"Rustic Elegance - A Woodland Escape"
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (24 reviews)
"Another Thanksgiving with family. We had a great stay… kitchen is fully stocked for a holiday meal, beds are comfortable and the wood burning stove is perfect! About a 30-40 min walk into Idyllwild but not a difficult one. Quiet neighborhood. Enjoyed the annual tree lighting. Only thing that would have made it that much better would’ve been some snow. Merry Christmas! "
United States
Nancy S.
The price is £418
includes taxes & fees
12 Apr - 13 Apr
"Rustic Elegance - A Woodland Escape"

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
Hemet
10.0 out of 10, Exceptional, (25 reviews)
"We had a magical sleepover with our grandkids. The space for children entertainment was great. "
United States
Karen D.
The price is £308
includes taxes & fees
13 Apr - 14 Apr
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!

Hobbit House - Heart of Town - Stunning Remodel

Hobbit House - Heart of Town - Stunning Remodel
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (25 reviews)
"Amazing cabin!"
United States
Chris R.
The price is £422
includes taxes & fees
12 Apr - 13 Apr
Hobbit House - Heart of Town - Stunning Remodel

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 £290
includes taxes & fees
11 Apr - 12 Apr
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!

Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler

Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
Menifee
10.0 out of 10, Exceptional, (16 reviews)
"Great place!"
United States
JoePiccoloh
The price is £101
includes taxes & fees
14 Apr - 15 Apr
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler

Charming working ranch in the heart of Temecula wine country

Charming working ranch in the heart of Temecula wine country
Temecula
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and very accommodating. A home away from home."
United States
gulivardo
The price is £251
includes taxes & fees
13 Apr - 14 Apr
Charming working ranch in the heart of Temecula wine country

4-bedroom house in wonderful Perris with WiFi, AC

4-bedroom house in wonderful Perris with WiFi, AC
Perris
9.4 out of 10, Exceptional, (6 reviews)
"I love the house and host was very attentive "
United States
Jessica G.
The price is £318
includes taxes & fees
12 Apr - 13 Apr
4-bedroom house in wonderful Perris with WiFi, AC

10min Soboba Casino Hemet Home with Hot tub+Lots of Parking grg/rv/boat/ATV's

10min Soboba Casino Hemet Home with Hot tub+Lots of Parking grg/rv/boat/ATV's
Hemet
9.6 out of 10, Exceptional, (4 reviews)
"It was a Great place to stay. "
United States
FELIPE
The price is £361
includes taxes & fees
13 Apr - 14 Apr
10min Soboba Casino Hemet Home with Hot tub+Lots of Parking grg/rv/boat/ATV's

BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY

BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
Moreno Valley
9.8 out of 10, Exceptional, (9 reviews)
"Property was exactly like the pictures and so peace and quiet ended up extending my stay will definitely book again "
United States
Monique C.
The price is £428
includes taxes & fees
22 Apr - 23 Apr
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY

Charming townhome with WiFi, AC, Pool and Community Center in Peaceful Fallbrook

Charming townhome with WiFi, AC, Pool and Community Center in Peaceful Fallbrook
Fallbrook
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay at Dakota’s home! Her home was newer, clean and furnished with everything we needed. We enjoyed how dog friendly it was."
United States
Dennis S.
The price is £349
includes taxes & fees
22 Apr - 23 Apr
Charming townhome with WiFi, AC, Pool and Community Center in Peaceful Fallbrook

Hilltop Wine Estate- Pickleball | Pool | 360 views

Hilltop Wine Estate- Pickleball | Pool | 360 views
Temecula
10.0 out of 10, Exceptional, (6 reviews)
"We had such an amazing stay at the beautiful home! It was perfect weekend getaway! Would love to come again"
United States
Lillian H.
The price is £997
includes taxes & fees
14 Apr - 15 Apr
Hilltop Wine Estate- Pickleball | Pool | 360 views

Classic Modern Walk Town Log Cabin

Classic Modern Walk Town Log Cabin
Fern Valley
9.6 out of 10, Exceptional, (9 reviews)
"Everything was just right for a short weekend getaway ! Very nice, quiet, and conveniently located. Highly recommended!"
United States
Nancy O.
The price is £248
includes taxes & fees
23 Apr - 24 Apr
Classic Modern Walk Town Log Cabin

Five bedroom hilltop view home with spa and three fire pits

Five bedroom hilltop view home with spa and three fire pits
Valle De Los Caballos
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home and view! "
United States
Patty C.
The price is £585
includes taxes & fees
14 Apr - 15 Apr
Five bedroom hilltop view home with spa and three fire pits

Rainbow Canyon Retreat: Hot Tub, Fire Pit, Games Room - Sleeps 16+

Rainbow Canyon Retreat: Hot Tub, Fire Pit, Games Room - Sleeps 16+
Fallbrook
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful location! Loved being here!"
United States
Tim J.
The price is £516
includes taxes & fees
13 Apr - 14 Apr
Rainbow Canyon Retreat: Hot Tub, Fire Pit, Games Room - Sleeps 16+

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, (4 reviews)
"Beautiful place. The host was really nice and the house was very clean. I will stay here again the next time I’m in the area. "
United States
Byron F.
The price is £152
includes taxes & fees
13 Apr - 14 Apr
2Bedroom 2bath in-law unit with kitchen and washer

Idy Hideaway: Picturesque Mountain Cabin in Perfect Location

Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
Idyllwild-Pine Cove
9.6 out of 10, Exceptional, (19 reviews)
"Great cabin up higher in the woods so quiet while still close to town. Cozy & spacious cabin with a nice kitchen and deck. Liked it so much, we came back again this year!"
United States
Daniella Z.
The price is £383
includes taxes & fees
23 Apr - 24 Apr
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location

Hike, Sip & Explore: Couple’s Retreat in Fallbrook

Hike, Sip & Explore: Couple’s Retreat in Fallbrook
Fallbrook
The price is £205
includes taxes & fees
6 May - 7 May
Hike, Sip & Explore: Couple’s Retreat in Fallbrook

House with pool/spa/minutes to wineries

House with pool/spa/minutes to wineries
Valle De Los Caballos
9.0 out of 10, Wonderful, (37 reviews)
"Great house.Bigger than it looks based on the pictures. It was really clean when we arrived, and the response time every time we needed anything was almost instantaneous. "
United States
german o.
The price is £741
includes taxes & fees
15 Apr - 16 Apr
House with pool/spa/minutes to wineries
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

Find out more about Winchester

Winchester Holiday Homes information

Number of reviews
279
Accommodation
703 Holiday Homes
Lowest Price
£101
Highest Price
£997