Photo by Betsy Wood

Search Vacation Homes in Winchester

Start date: Check-in selected.
To Date
End date: Check-out

    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

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Winchester

1 Bed Room Casita-Suite with Private Entrance
9.8 out of 10, Exceptional, (55)
"Super comfortable and neat space to stay for 3 days! My host was extremely hospitable and answered my questions nearly as quickly as I wrote them!! Highly recommend I would stay again!!!"
United States
Lynette
The price is AEDĀ 192
AEDĀ 486 total
includes taxes & fees
29 Oct - 30 Oct
1 Bed Room Casita-Suite with Private Entrance
•Charming One-Level Home • Feels Like Home
The price is AEDĀ 1,341
AEDĀ 2,068 total
includes taxes & fees
26 Oct - 27 Oct
•Charming One-Level Home • Feels Like Home
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
10.0 out of 10, Exceptional, (1)
"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 AEDĀ 397
AEDĀ 1,172 total
includes taxes & fees
26 Oct - 27 Oct
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
Lakeside Escape, Cozy Getaway
2.0 star property
The price is AEDĀ 320
AEDĀ 522 total
includes taxes & fees
26 Oct - 27 Oct
Lakeside Escape, Cozy Getaway
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
9.8 out of 10, Exceptional, (8)
"Property was spacious for two, listing was very accurate. Clean and comfortable casita with an accommodative owner. Would recommend to anyone looking for a place to stay."
United States
Jacob W.
The price is AEDĀ 364
AEDĀ 481 total
includes taxes & fees
28 Oct - 29 Oct
Casita Menifee Cozy and private 1 bedroom Casita, couple or solo traveler
Beautifully remodeled mountain home with peaceful, private setting
8.8 out of 10, Excellent, (72)
"Super clean and comfy beds. Bath towels were super soft and they have to BEST smelling body wash. Top-notch kitchen appliances! Quiet and peaceful. We got a kick out of watching the squirrels playing from the living room window."
United States
Cheri L.
The price is AEDĀ 327
AEDĀ 1,148 total
includes taxes & fees
27 Oct - 28 Oct
Beautifully remodeled mountain home with peaceful, private setting
Hobbit House - Heart of Town - Stunning Remodel
10.0 out of 10, Exceptional, (22)
"Fast communication and great spot! "
United States
Lisa M.
The price is AEDĀ 569
AEDĀ 2,066 total
includes taxes & fees
23 Nov - 24 Nov
Hobbit House - Heart of Town - Stunning Remodel
1/2 acre fenced•Dog&Kiddo Paradise•3rd Bdrm Option•Fire Pit•Sky Deck•Town Close
10.0 out of 10, Exceptional, (206)
"Wonderful experience! Lovely house with a backyard that our doggo enjoyed so much for sniffing and playing fetch. Was also the perfect spot to avoid 4th of July fireworks."
United States
Anna K.
The price is AEDĀ 566
AEDĀ 1,271 total
includes taxes & fees
28 Oct - 29 Oct
1/2 acre fenced•Dog&Kiddo Paradise•3rd Bdrm Option•Fire Pit•Sky Deck•Town Close
Peach Blossom Country House
9.2 out of 10, Wonderful, (5)
"My stay was very nice and quiet. Didn't have to worry about my safety and stores were very close to the property. The host was very accommodating and responsive. I would recommend staying at this property."
United States
Eric W.
The price is AEDĀ 612
AEDĀ 1,251 total
includes taxes & fees
26 Oct - 27 Oct
Peach Blossom Country House
Private European Vineyard w/ Secluded Hilltop Views in Wine Country
9.8 out of 10, Exceptional, (14)
"This place was awesome. Great views, peaceful. The host jerry was very easy to work with excellent communication.No problems"
United States
Jimi S.
The price is AEDĀ 528
AEDĀ 2,493 total
includes taxes & fees
28 Oct - 29 Oct
Private European Vineyard w/ Secluded Hilltop Views in Wine Country
Rejuvenate! Remodeled home, 180-view on 4-acres
10.0 out of 10, Exceptional, (16)
"Loved the location, privacy and spa!"
United States
Jason B.
The price is AEDĀ 562
AEDĀ 1,524 total
includes taxes & fees
18 Nov - 19 Nov
Rejuvenate! Remodeled home, 180-view on 4-acres
Western Horizon Home
8.8 out of 10, Excellent, (14)
"Overall our stay was good. "
United States
Sonia L.
The price is AEDĀ 612
AEDĀ 1,251 total
includes taxes & fees
26 Oct - 27 Oct
Western Horizon Home
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
2.0 star property
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay , host was great and location also very calm and beautiful, recommend 10/10"
United States
Christy M.
The price is AEDĀ 826
AEDĀ 2,114 total
includes taxes & fees
27 Oct - 28 Oct
BEAUTIFUL 2 STORY HOUSE IN MORENO VALLEY
"Rustic Elegance - A Woodland Escape"
10.0 out of 10, Exceptional, (23)
"Mark’s place was absolutely perfect for our weekend in idyllwild. Easy checkin, close to town, quiet but cozy cabin, and lots of space. Would definitely book again when we come back!! "
United States
Daniella M.
The price is AEDĀ 584
AEDĀ 1,963 total
includes taxes & fees
6 Nov - 7 Nov
"Rustic Elegance - A Woodland Escape"
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
10.0 out of 10, Exceptional, (23)
"Nice place to stay, comfortable and clean. Really enjoyed the goats and other animals. "
United States
Kelsey N.
The price is AEDĀ 793
AEDĀ 1,517 total
includes taxes & fees
26 Oct - 27 Oct
Peaceful & Cozy 3 bedroom Ranch-Home w/Fireplace and Gaming Garage!
Dual Master Rooms - Perfect for Groups & Privacy - Family-friendly - Fire Pit
10.0 out of 10, Exceptional, (1)
"Very impressed. Great property and very good communication. Will use again in future. "
United States
matt s.
The price is AEDĀ 710
AEDĀ 1,701 total
includes taxes & fees
5 Nov - 6 Nov
Dual Master Rooms - Perfect for Groups & Privacy - Family-friendly - Fire Pit
Best in town location•private•pro clean•dogs ok•kids play space•fire pit•loved!
10.0 out of 10, Exceptional, (149)
"This house is so happy and relaxing and fun!!! It was clean and so well appointed with everything you need! The yard is a 10 to relax and for kids to play, it’s heaven. We were so sad to leave! "
United States
Diane H.
The price is AEDĀ 642
AEDĀ 1,573 total
includes taxes & fees
27 Oct - 28 Oct
Best in town location•private•pro clean•dogs ok•kids play space•fire pit•loved!
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
9.8 out of 10, Exceptional, (15)
"Perfect place to get together with family."
United States
Theresa F.
The price is AEDĀ 702
AEDĀ 1,910 total
includes taxes & fees
26 Oct - 27 Oct
Idy Hideaway: Picturesque Mountain Cabin in Perfect Location
Hacienda de Paz - Estate of Peace
2.0 star property
10.0 out of 10, Exceptional, (5)
"We were blown away with this beautiful property! Yami was the perfect host! I would 100% recommend staying at Hacienda de Paz."
United States
Daniel V.
The price is AEDĀ 1,983
AEDĀ 3,724 total
includes taxes & fees
27 Oct - 28 Oct
Hacienda de Paz - Estate of Peace
Charming working ranch in the heart of Temecula wine country
10.0 out of 10, Exceptional, (6)
"Fully equipped family friendly house fully in a peaceful area. "
United States
Antoinette
The price is AEDĀ 580
AEDĀ 1,142 total
includes taxes & fees
10 Nov - 11 Nov
Charming working ranch in the heart of Temecula wine country
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