Search Vacation Homes in Winchester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winchester vacation homes

1 Bed Room Casita-Suite with Private Entrance

1 Bed Room Casita-Suite with Private Entrance
Winchester
9.8 out of 10, Exceptional, (66 reviews)
"It was an absolute dream to stay at this location. It was clean and very welcoming, and the host was very kind and had fantastic communication"
United States
Ryan
The price is ¥8,146
¥20,664 total
includes taxes & fees
Mar 3 - Mar 4
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, (1 review)
"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 ¥20,926
¥23,019 total
includes taxes & fees
Mar 3 - Mar 4
Idyllwild Realty Vacations

"Rustic Elegance - A Woodland Escape"

"Rustic Elegance - A Woodland Escape"
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (24 reviews)
"This property is so pretty! It is tucked away in a nice quiet neighborhood. The cabin is well stocked with basic necessities, clean, and is just beautiful. Plus it is pet friendly which we needed. Mark was very attentive during the booking and check in process. We will definitely be staying again when we visit Idyllwild. Highly recommend!!"
United States
Ramona M.
The price is ¥24,812
¥83,409 total
includes taxes & fees
Mar 3 - Mar 4
"Rustic Elegance - A Woodland Escape"

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 ¥24,188
¥84,501 total
includes taxes & fees
Mar 3 - Mar 4
Hobbit House - Heart of Town - Stunning Remodel

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)
"Fully equipped family friendly house fully in a peaceful area. "
United States
Antoinette
The price is ¥34,830
¥61,096 total
includes taxes & fees
Mar 3 - Mar 4
Charming working ranch in the heart of Temecula wine country

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)
"Nice place to stay, comfortable and clean. Really enjoyed the goats and other animals. "
United States
Kelsey N.
The price is ¥33,707
¥64,449 total
includes taxes & fees
Mar 3 - Mar 4
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!

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
10.0 out of 10, Exceptional, (3 reviews)
"It was a Great place to stay. "
United States
FELIPE
The price is ¥39,325
¥75,997 total
includes taxes & fees
Mar 3 - Mar 4
10min Soboba Casino Hemet Home with Hot tub+Lots of Parking grg/rv/boat/ATV's

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, (15 reviews)
"Great place!"
United States
JoePiccoloh
The price is ¥15,449
¥20,443 total
includes taxes & fees
Mar 9 - Mar 10
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler

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 ¥29,806
¥80,694 total
includes taxes & fees
Mar 3 - Mar 4
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location

Haven at Cedar Haus: Luxury 1BR Escape w Hot Tub, EV Charger, Gourmet Kitchen, Fully Fenced Yard, Dogs OK

Haven at Cedar Haus: Luxury 1BR Escape w Hot Tub, EV Charger, Gourmet Kitchen, Fully Fenced Yard, Dogs OK
Idyllwild-Pine Cove
The price is ¥28,869
¥70,846 total
includes taxes & fees
Mar 4 - Mar 5
Haven at Cedar Haus: Luxury 1BR Escape w Hot Tub, EV Charger, Gourmet Kitchen, Fully Fenced Yard, Dogs OK

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 ¥35,111
¥87,466 total
includes taxes & fees
Mar 3 - Mar 4
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY

4-bedroom house in wonderful Perris with WiFi, AC

4-bedroom house in wonderful Perris with WiFi, AC
Perris
9.2 out of 10, Wonderful, (5 reviews)
"I love the house and host was very attentive "
United States
Jessica G.
The price is ¥26,685
¥71,471 total
includes taxes & fees
Mar 3 - Mar 4
4-bedroom house in wonderful Perris with WiFi, AC

Female Only Please Surf, Wine, Vineyard, Beach Lovers

Female Only Please Surf, Wine, Vineyard, Beach Lovers
Fallbrook
The price is ¥11,938
¥22,862 total
includes taxes & fees
Mar 3 - Mar 4
Female Only Please Surf, Wine, Vineyard, Beach Lovers

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, (14 reviews)
"House was amazing. The view was so awesome that we ate each meal outside overlooking the valley. Host was super responsive and extremely kind. Will definitely stay there again next time we are in Temecula!"
United States
Grant T.
The price is ¥52,761
¥138,745 total
includes taxes & fees
Mar 3 - Mar 4
Private European Vineyard w/ Secluded Hilltop Views in Wine Country

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 ¥37,265
¥58,235 total
includes taxes & fees
Mar 3 - Mar 4
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 ¥42,134
¥120,690 total
includes taxes & fees
Mar 4 - Mar 5
Five bedroom hilltop view home with spa and three fire pits

Hilltop Wine Estate- Pickleball | Pool | 360 views

Hilltop Wine Estate- Pickleball | Pool | 360 views
Temecula
10.0 out of 10, Exceptional, (5 reviews)
"The entire stay was absolutely amazing, Elk and Mandy delivered on all my questions & concerns and I will be using this beautiful home again when we visit Temecula. Thank You for being part of a memorable weekend. "
United States
steven a.
The price is ¥75,216
¥222,689 total
includes taxes & fees
Mar 10 - Mar 11
Hilltop Wine Estate- Pickleball | Pool | 360 views

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, (6 reviews)
"Great property! Great communication! "
United States
Shari F.
The price is ¥28,089
¥62,888 total
includes taxes & fees
Mar 3 - Mar 4
Charming townhome with WiFi, AC, Pool and Community Center in Peaceful 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)
"House was as advertised. Plenty of room for family, we enjoyed the beautiful outdoor patio and pool. We had amazing weather, would definitely come back."
United States
martha d.
The price is ¥54,461
¥153,153 total
includes taxes & fees
Mar 3 - Mar 4
House with pool/spa/minutes to wineries

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, (7 reviews)
"Beautiful location! Loved being here!"
United States
Tim J.
Rainbow Canyon Retreat: Hot Tub, Fire Pit, Games Room - Sleeps 16+
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
284
Accommodation
703 Vacation Homes
Lowest Price
¥20,443
Highest Price
¥222,689