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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winchester holiday homes

Outdoor pool

Holiday Home in Winchester

1 Bed Room Casita-Suite with Private Entrance
9.8 out of 10, Exceptional, (64 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 HK$407
HK$1,032 total
includes taxes & fees
26 Jan - 27 Jan
1 Bed Room Casita-Suite with Private Entrance
Smart TV

Holiday Home in Hemet

SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
10.0 out of 10, Exceptional, (1 review)
"Needed a safe place to stay in California for a month with 2 children. The cameras on the outside provided the security we were looking for."
United States
Shana W.
The price is HK$842
HK$2,487 total
includes taxes & fees
26 Jan - 27 Jan
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
Terrace/patio

Holiday Home in Menifee

Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
10.0 out of 10, Exceptional, (14 reviews)
"Great place!"
United States
JoePiccoloh
The price is HK$772
HK$1,021 total
includes taxes & fees
1 Feb - 2 Feb
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
Fridge, microwave, oven, stovetop

Holiday Home in Lake Elsinore

Lakeside Escape, Cozy Getaway
10.0 out of 10, Exceptional, (2 reviews)
"It is a pet friendly home. It was well stocked with linens and the kitchen had everything you need. We were very happy witj our experience."
United States
Trina L.
The price is HK$814
HK$1,243 total
includes taxes & fees
3 Feb - 4 Feb
Lakeside Escape, Cozy Getaway
Smart TV, fireplace

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.
The price is HK$928
HK$4,015 total
includes taxes & fees
26 Jan - 27 Jan
Hobbit House - Heart of Town - Stunning Remodel
Exterior

Holiday Home in Hemet

Peach Blossom Country House
9.4 out of 10, Exceptional, (6 reviews)
"Communication with property host was very good. "
United States
Ken R.
The price is HK$1,298
HK$2,678 total
includes taxes & fees
2 Feb - 3 Feb
Peach Blossom Country House
Smart TV, video games, table football, books

Holiday Home in Fallbrook

Endless Views & Spacious Home, Nature Games Weddings Wineries Hiking
10.0 out of 10, Exceptional, (17 reviews)
"Our hostess was awsome. Property very clean and plenty bathrooms"
United States
Terry H.
The price is HK$811
HK$3,098 total
includes taxes & fees
2 Feb - 3 Feb
Endless Views & Spacious Home, Nature Games Weddings Wineries Hiking
Fridge, microwave, oven, stovetop

Holiday Home in Fallbrook

Beautiful Fallbrook Estate Ideal for Weddings and Events
9.8 out of 10, Exceptional, (6 reviews)
"beautiful house & a great staff! "
United States
Kayla R.
The price is HK$10,526
HK$23,602 total
includes taxes & fees
17 Feb - 18 Feb
Beautiful Fallbrook Estate Ideal for Weddings and Events
Interior

Holiday Home in Temecula

2Bedroom 2bath in-law unit with kitchen and washer
10.0 out of 10, Exceptional, (1 review)
"Everything was excellent and met expectations."
United States
charles k.
The price is HK$1,039
HK$1,556 total
includes taxes & fees
2 Feb - 3 Feb
2Bedroom 2bath in-law unit with kitchen and washer
Terrace/patio

Holiday Home in Valle De Los Caballos

Ultimate Winery Getaway - The Hilltop Haven®
10.0 out of 10, Exceptional, (2 reviews)
"nice and cozy with a spectacular view of the Temecula Valley. hosts were friendly. Private small house separate from the main house. Quiet, clean and wonderful for a getaway. Convenient to the wineries. We will definately stay there again. Steve and Robin"
United States
robin
The price is HK$1,513
HK$1,692 total
includes taxes & fees
30 Jan - 31 Jan
Ultimate Winery Getaway - The Hilltop Haven®
Outdoor dining

Holiday Home in Fern Valley

Beautifully remodeled mountain home with peaceful, private setting
8.8 out of 10, Excellent, (72 reviews)
"Very clean beaautifful,restful, enjoyed our stay "
United States
Valerie M.
The price is HK$694
HK$2,298 total
includes taxes & fees
26 Jan - 27 Jan
Beautifully remodeled mountain home with peaceful, private setting
Smart TV

Holiday Home in Moreno Valley

Dual Master Rooms - Perfect for Groups & Family-friendly - Fire Pit, BBQ, Games
10.0 out of 10, Exceptional, (2 reviews)
"Very impressed. Great property and very good communication. Will use again in future. "
United States
matt s.
The price is HK$1,122
HK$3,181 total
includes taxes & fees
2 Feb - 3 Feb
Dual Master Rooms - Perfect for Groups & Family-friendly - Fire Pit, BBQ, Games
Exterior

Holiday Home in Hemet

Western Horizon Home
8.8 out of 10, Excellent, (18 reviews)
"We were in Hemet for our daughter’s wedding. The home was comfortable and fit our needs. Living area was very spacious and accommodating to our needs. "
United States
Carla A.
The price is HK$1,298
HK$2,655 total
includes taxes & fees
1 Feb - 2 Feb
Western Horizon Home
Fridge, microwave, oven, stovetop

Holiday Home in Hemet

Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
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 HK$1,684
HK$3,220 total
includes taxes & fees
1 Feb - 2 Feb
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
Interior

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.
The price is HK$1,240
HK$4,167 total
includes taxes & fees
1 Feb - 2 Feb
"Rustic Elegance - A Woodland Escape"
Property grounds

Holiday Home in Temecula

Charming working ranch in the heart of Temecula wine country
10.0 out of 10, Exceptional, (9 reviews)
"Fully equipped family friendly house fully in a peaceful area. "
United States
Antoinette
The price is HK$1,669
HK$2,919 total
includes taxes & fees
17 Feb - 18 Feb
Charming working ranch in the heart of Temecula wine country
Pool

Holiday Home in Murrieta

King Bed Temecula Getaway! Amazing Pool & Theatre
10.0 out of 10, Exceptional, (9 reviews)
"Such a lovely stay. Owners were very accommodating to requests and made the process so easy. My family loved the stay and hope to come back again!"
United States
Marisol D.
King Bed Temecula Getaway! Amazing Pool & Theatre
Smart TV, fireplace, stereo, computer monitors

Holiday Home in Idyllwild-Pine Cove

Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
9.6 out of 10, Exceptional, (19 reviews)
"I loved that you can fit 8 people but for the price I expected something better. I recommend this place if you want to be close to the town but I think I can find something better for that price point. "
United States
Rolando
The price is HK$1,489
HK$4,032 total
includes taxes & fees
26 Jan - 27 Jan
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
Outdoor pool

Holiday Home in Lake Elsinore

Kimberlys Amazing Palm Resort Salt Water Pool New 14 person Spa & Fire Table!
10.0 out of 10, Exceptional, (47 reviews)
"Incredible house and wonderful hospitality "
United States
Kris D.
The price is HK$2,027
HK$4,304 total
includes taxes & fees
9 Feb - 10 Feb
Kimberlys Amazing Palm Resort Salt Water Pool New 14 person Spa & Fire Table!
Outdoor pool

Holiday Home in Beaumont

Poolside Retreat Central to Coachella, Wine Country & SoCal’s Best Escapes
10.0 out of 10, Exceptional, (1 review)
"Host was fantastic. House was exceptional. Very clean, organized and smelled fresh. Would stay here 10 out of 10 times. "
United States
Justin p.
The price is HK$1,366
HK$1,522 total
includes taxes & fees
15 Feb - 16 Feb
Poolside Retreat Central to Coachella, Wine Country & SoCal’s Best Escapes
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Ayres Hotel & Spa Moreno Valley

Ayres Hotel & Spa Moreno Valley

10/10 Excellent
"All of the above!"
Kevin 1-night trip
Posted 3 days ago
Ayres Hotel & Spa Moreno Valley

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
309
Accommodation
703 Vacation Homes
Lowest Price
HK$1,021
Highest Price
HK$23,602

Explore a world of travel with Expedia