Holiday 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 holiday homes

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 €116
includes taxes & fees
3 Mar - 4 Mar
1 Bed Room Casita-Suite with Private Entrance

Holiday Home in Idyllwild

Idyllwild Realty Vacations
3.5 star property
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 €125
includes taxes & fees
3 Mar - 4 Mar
Idyllwild Realty Vacations

Holiday Home in Idyllwild-Pine Cove

"Rustic Elegance - A Woodland Escape"
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.
"Rustic Elegance - A Woodland Escape"

Holiday Home in Idyllwild-Pine Cove

Hobbit House - Heart of Town - Stunning Remodel
10.0 out of 10, Exceptional, (25 reviews)
"Amazing cabin!"
United States
Chris R.
Hobbit House - Heart of Town - Stunning Remodel
10.0 out of 10, Exceptional, (12 reviews)
"Fully equipped family friendly house fully in a peaceful area. "
United States
Antoinette
The price is €330
includes taxes & fees
3 Mar - 4 Mar
Charming working ranch in the heart of Temecula wine country
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 €346
includes taxes & fees
3 Mar - 4 Mar
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
10.0 out of 10, Exceptional, (3 reviews)
"It was a Great place to stay. "
United States
FELIPE
The price is €408
includes taxes & fees
3 Mar - 4 Mar
10min Soboba Casino Hemet Home with Hot tub+Lots of Parking grg/rv/boat/ATV's
10.0 out of 10, Exceptional, (15 reviews)
"Great place!"
United States
JoePiccoloh
The price is €115
includes taxes & fees
9 Mar - 10 Mar
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
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 €433
includes taxes & fees
3 Mar - 4 Mar
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
The price is €386
includes taxes & fees
16 Mar - 17 Mar
Haven at Cedar Haus: Luxury 1BR Escape w Hot Tub, EV Charger, Gourmet Kitchen, Fully Fenced Yard, Dogs OK

Holiday Home in Moreno Valley

BEAUTIFUL 2 STORY HOUSE IN 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 €475
includes taxes & fees
3 Mar - 4 Mar
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
9.2 out of 10, Wonderful, (5 reviews)
"I love the house and host was very attentive "
United States
Jessica G.
The price is €383
includes taxes & fees
3 Mar - 4 Mar
4-bedroom house in wonderful Perris with WiFi, AC
The price is €128
includes taxes & fees
3 Mar - 4 Mar
Female Only Please Surf, Wine, Vineyard, Beach Lovers
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 €755
includes taxes & fees
3 Mar - 4 Mar
Private European Vineyard w/ Secluded Hilltop Views in Wine Country

Holiday Home in Fern Valley

Classic Modern Walk Town Log Cabin
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 €317
includes taxes & fees
16 Mar - 17 Mar
Classic Modern Walk Town Log Cabin
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home and view! "
United States
Patty C.
The price is €720
includes taxes & fees
8 Mar - 9 Mar
Five bedroom hilltop view home with spa and three fire pits
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 €1,213
includes taxes & fees
10 Mar - 11 Mar
Hilltop Wine Estate- Pickleball | Pool | 360 views
10.0 out of 10, Exceptional, (6 reviews)
"Great property! Great communication! "
United States
Shari F.
The price is €336
includes taxes & fees
3 Mar - 4 Mar
Charming townhome with WiFi, AC, Pool and Community Center in Peaceful Fallbrook

Holiday Home in Valle De Los Caballos

House with pool/spa/minutes to wineries
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.
House with pool/spa/minutes to wineries
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 Holiday Homes information

Number of reviews
284
Accommodation
703 Holiday Homes
Lowest Price
€115
Highest Price
€1,213