Winchester Vacation Rentals

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Check prices for these dates

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

Our top choices for Winchester vacation rentals

Outdoor pool

Vacation 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 ￥8,258
￥20,948 total
includes taxes & fees
Jan 25 - Jan 26
1 Bed Room Casita-Suite with Private Entrance
Outdoor spa tub

Cabin in Fallbrook

Coral Tree House
3.0 star property
10.0 out of 10, Exceptional, (22 reviews)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is ￥23,686
￥35,863 total
includes taxes & fees
Jan 29 - Jan 30
Coral Tree House
The Marylin Monroe: 1 Queen Bed, 1 Sofa Bed, Non-Smoking, CORP RATE | Individually decorated, individually furnished, desk, laptop workspace

Aparthotel in Moreno Valley

The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3.0 star property
9.8 out of 10, Exceptional, (23 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is ￥19,181
￥22,711 total
includes taxes & fees
Jan 23 - Jan 24
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Property grounds

Cabin in Idyllwild-Pine Cove

Secluded mystical cabin in Idyllwild-Pine Cove
9.2 out of 10, Wonderful, (17 reviews)
"Lots of wildlife, very rustic cabin experience "
United States
Robert H.
The price is ￥11,073
￥26,101 total
includes taxes & fees
Feb 16 - Feb 17
Secluded mystical cabin in Idyllwild-Pine Cove
3 outdoor pools, pool umbrellas, sun loungers

Cottage in Hemet

The Cottages at Golden Village Palms RV Resort
3.0 star property
9.2 out of 10, Wonderful, (82 reviews)
"Amazing stay, will visit again"
United States
Miguel
The price is ￥23,887
￥28,091 total
includes taxes & fees
Jan 25 - Jan 26
The Cottages at Golden Village Palms RV Resort
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Mobile Home in Moreno Valley

3RV/ parking/Netflix/ private/excellent location
8.6 out of 10, Excellent, (8 reviews)
"Communication with host was good , decently priced not a bad stay "
United States
Roger P.
The price is ￥7,751
￥26,734 total
includes taxes & fees
Feb 1 - Feb 2
3RV/ parking/Netflix/ private/excellent location
Hideout | Living area

Vacation Home in Idyllwild

Idyllwild Realty
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 ￥20,579
￥22,636 total
includes taxes & fees
Feb 2 - Feb 3
Idyllwild Realty
Property grounds

Cottage in Fallbrook

Cactus Garden Cottage…Best Location!!
10.0 out of 10, Exceptional, (56 reviews)
"Little trouble finding the door at night but overall a great stay!"
United States
Peyton
The price is ￥15,661
￥26,734 total
includes taxes & fees
Jan 26 - Jan 27
Cactus Garden Cottage…Best Location!!
Terrace/patio

Cabin in Fallbrook

The New Way cabin: off-grid tiny cabin with ocean and mountain views.
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥18,856
￥25,975 total
includes taxes & fees
Feb 12 - Feb 13
The New Way cabin: off-grid tiny cabin with ocean and mountain views.
Outdoor dining

Vacation 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 ￥14,079
￥46,631 total
includes taxes & fees
Jan 26 - Jan 27
Beautifully remodeled mountain home with peaceful, private setting
Property grounds

Apartment in Idyllwild-Pine Cove

Wildland Loft: Serene Mountain Retreat w Fireplace, AC, Fire Pit, Hammock, Outdo
10.0 out of 10, Exceptional, (12 reviews)
"The Loft was adorable, just as pictured. Everything was neat, clean & air cooled for our comfort. Check in was simple, the WiFi worked great and the fire pit was fun to enjoy each night. We will definitely be back for a chill stay!"
United States
Mana N.
The price is ￥14,079
￥32,730 total
includes taxes & fees
Jan 26 - Jan 27
Wildland Loft: Serene Mountain Retreat w Fireplace, AC, Fire Pit, Hammock, Outdo
House (1 Bedroom) | Interior

Cottage in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
The price is ￥16,452
￥41,976 total
includes taxes & fees
Jan 23 - Jan 24
Hike, Sip & Explore: Couples Retreat in Fallbrook
Outdoor spa tub

Cabin in Idyllwild

Dog-friendly mountain home with hot tub & amazing views - near town & hiking
8.4 out of 10, Very Good, (136 reviews)
"Was a cute quaint cabin, got the cabin details a head of time which was very reassuring. Has a wonderful decor."
United States
Michael
The price is ￥16,610
￥48,876 total
includes taxes & fees
Jan 26 - Jan 27
Dog-friendly mountain home with hot tub & amazing views - near town & hiking
Fridge, microwave, oven, stovetop

Vacation Home in Lake Elsinore

Lakeside Escape, Cozy Getaway
2.0 star property
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 ￥16,942
￥25,642 total
includes taxes & fees
Feb 3 - Feb 4
Lakeside Escape, Cozy Getaway
Smart TV

Vacation 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 ￥17,085
￥50,463 total
includes taxes & fees
Jan 25 - Jan 26
SALE! Peaceful, Clean, 4x Queen Bed, Spacious!
A heated pool

Villa in Fallbrook

3000 Sqft 5BR/4BTH Villa with Pool and Hot Tub
2.0 star property
8.8 out of 10, Excellent, (13 reviews)
"Excellent house and location, great host communication."
United States
Jed H.
The price is ￥25,483
￥75,201 total
includes taxes & fees
Jan 23 - Jan 24
3000 Sqft 5BR/4BTH Villa with Pool and Hot Tub
Interior

Cabin in Idyllwild-Pine Cove

Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
10.0 out of 10, Exceptional, (14 reviews)
"Very clean, I enjoyed the stay very quiet surroundings. "
United States
Sofia
The price is ￥21,213
￥44,611 total
includes taxes & fees
Jan 26 - Jan 27
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
Exterior

Cabin in Idyllwild-Pine Cove

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful little home away from home! We chose this house for the completely fenced-in yard. We were so pleasantly surprised by the little unexpected amenities like gourmet loose-leaf tea, welcome champagne and a homemade candle to take home. There are beautiful hardwood floors in the living room, kitchen and bathroom; bedrooms both have comfortable carpeting. We stayed for 5 weeks... we have never stayed anywhere for that long and we would definitely stay here again. Margaret is an...
United States
Shanen A.
The price is ￥22,637
￥57,013 total
includes taxes & fees
Jan 28 - Jan 29
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
Interior

Vacation Home in Idyllwild-Pine Cove

La Petite - Heart of Town - Stunning Remodel
10.0 out of 10, Exceptional, (16 reviews)
"The cabin was excellent it was very clean and had everything we needed for our stay. "
United States
michael
The price is ￥15,661
￥72,673 total
includes taxes & fees
Jan 27 - Jan 28
La Petite - Heart of Town - Stunning Remodel
Exterior

Vacation Home in Perris

Hacienda de Paz - Estate of Peace
2.0 star property
9.8 out of 10, Exceptional, (10 reviews)
"Host was very responsive, all details and instructions were easy to follow and given. The property was beautiful, spacious, and peaceful! "
United States
Isabella P.
The price is ￥85,423
￥158,349 total
includes taxes & fees
Jan 25 - Jan 26
Hacienda de Paz - Estate of Peace
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

Murrieta Hot Springs Resort

Murrieta Hot Springs Resort

10/10 Excellent
"So many uniques hot pools and wonderful room upgrades "
William 1-night trip
Posted 1 day ago
Murrieta Hot Springs Resort

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Winchester?

Yes, you can find vacation rentals near well known sights in Winchester, or you can choose a secluded option if you're looking for relaxation. Winchester is known for its wineries and coffeehouses. Make sure you have time to check out the bars while you're in the area.

What's the top vacation rental in Winchester?

1 Bed Room Casita-Suite with Private Entrance: This Winchester vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Make the most of the hot tub in this rental home to help you unwind. Our travelers also rate 5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views! as a favorite home for rent in Winchester.

How many vacation rentals will I find in Winchester?

Choose from 31 Expedia vacation rentals in Winchester for a memorable vacation.

What can I see and do in Winchester?

Explore the area and family-friendly sights such as Orange Empire Railroad Museum, or get out into nature at a spot like Diamond Valley Lake Marina. K1 Circuit and Pechanga Resort & Casino are a couple of places you'll find in the larger area.

What are vacation rentals like in Winchester?

Vacation rentals are private properties you can stay in for a short or long stay in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.