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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winchester vacation rentals

Interior

•Charming One-Level Home • Feels Like Home

•Charming One-Level Home • Feels Like Home
Menifee
•Charming One-Level Home • Feels Like Home
Property grounds

A Cozy Sunrise Glamping Escape with Panoramic View

A Cozy Sunrise Glamping Escape with Panoramic View
Fallbrook
The price is ￥16,825
￥26,568 total
includes taxes & fees
Jun 17 - Jun 18
A Cozy Sunrise Glamping Escape with Panoramic View
Property grounds

The Pony Experience Farm Stay! 501c3

The Pony Experience Farm Stay! 501c3
Valle De Los Caballos
9.0 out of 10, Wonderful, (7 reviews)
"Great experience at Namaste Farms! The camper was cozy and we loved being able to walk around and visit all the animals. Location is a farm but very close to multiple vineyards and town so it was a perfect getaway."
United States
Jennifer
The price is ￥40,060
￥51,117 total
includes taxes & fees
Jun 23 - Jun 24
The Pony Experience Farm Stay! 501c3
Copper mine | Exterior

Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
9.4 out of 10, Exceptional, (6 reviews)
"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 ￥19,431
￥21,374 total
includes taxes & fees
Jul 2 - Jul 3
Idyllwild Realty Vacations
Outdoor spa tub

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful stay. Beautiful space, great hospitality and perfect tiny home. We thoroughly enjoyed our stay."
United States
Zachary
The price is ￥29,239
￥41,999 total
includes taxes & fees
Jul 2 - Jul 3
Coral Tree House
Property grounds

Dog-friendly mountain home with amazing views - near town & hiking

Dog-friendly mountain home with amazing views - near town & hiking
Idyllwild
8.6 out of 10, Excellent, (140 reviews)
"The cabin was excellent and had everything we needed for our week long stay. The hot tub was nice to have after a day of hiking. Would love to stay again!"
United States
Eric P.
The price is ￥18,980
￥52,531 total
includes taxes & fees
Jun 22 - Jun 23
Dog-friendly mountain home with amazing views - near town & hiking
Exterior

Private Studio Oasis in Menifee - Kitchenette - Washer/Dryer - Gated Property

Private Studio Oasis in Menifee - Kitchenette - Washer/Dryer - Gated Property
Menifee
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming. "
United States
Linda L.
The price is ￥15,872
￥22,285 total
includes taxes & fees
Jun 22 - Jun 23
Private Studio Oasis in Menifee - Kitchenette - Washer/Dryer - Gated Property
Terrace/patio

Private 1-Bedroom Suite at Eagle Creek

Private 1-Bedroom Suite at Eagle Creek
Idyllwild-Pine Cove
The price is ￥26,440
￥43,746 total
includes taxes & fees
Jul 3 - Jul 4
Private 1-Bedroom Suite at Eagle Creek
House (1 Bedroom) | Interior

Hike, Sip & Explore: Couples Retreat in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
Fallbrook
The price is ￥17,475
￥43,407 total
includes taxes & fees
Jun 24 - Jun 25
Hike, Sip & Explore: Couples Retreat in Fallbrook
3 outdoor pools, pool umbrellas, sun loungers

The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.2 out of 10, Wonderful, (99 reviews)
"This place is great!"
United States
Amanda
The price is ￥24,196
￥28,455 total
includes taxes & fees
Jun 17 - Jun 18
The Cottages at Golden Village Palms RV Resort
Property grounds

Entire cozy two floor guest house located in rainbow near Temecula

Entire cozy two floor guest house located in rainbow near Temecula
Fallbrook
10.0 out of 10, Exceptional, (2 reviews)
"Nice place cozy place definitely recommend!"
United States
Jayden B.
The price is ￥20,831
￥24,036 total
includes taxes & fees
Jun 30 - Jul 1
Entire cozy two floor guest house located in rainbow near Temecula
Property grounds

Wildland Loft: Serene Mountain Retreat w Fireplace, AC, Fire Pit, Hammock, Outdo

Wildland Loft: Serene Mountain Retreat w Fireplace, AC, Fire Pit, Hammock, Outdo
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (13 reviews)
"The property exceeded my expectations! Great location."
United States
Stephanie H.
The price is ￥15,704
￥37,112 total
includes taxes & fees
Jun 25 - Jun 26
Wildland Loft: Serene Mountain Retreat w Fireplace, AC, Fire Pit, Hammock, Outdo
Terrace/patio

The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe

The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe
Idyllwild-Pine Cove
9.8 out of 10, Exceptional, (25 reviews)
"Had a great time! "
United States
Jimmy S
The price is ￥24,517
￥64,545 total
includes taxes & fees
Jun 17 - Jun 18
The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe
Property grounds

Secluded mystical cabin in Idyllwild-Pine Cove

Secluded mystical cabin in Idyllwild-Pine Cove
Idyllwild-Pine Cove
8.8 out of 10, Excellent, (33 reviews)
"Place is awesome!"
United States
Dylan G.
The price is ￥10,100
￥25,330 total
includes taxes & fees
Jun 22 - Jun 23
Secluded mystical cabin in Idyllwild-Pine Cove
Interior

Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.

Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
Idyllwild-Pine Cove
9.8 out of 10, Exceptional, (25 reviews)
"Very clean, I enjoyed the stay very quiet surroundings. "
United States
Sofia
The price is ￥21,488
￥45,510 total
includes taxes & fees
Jun 21 - Jun 22
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
Exterior

Cozy cabin retreat nestled among forest trees

Cozy cabin retreat nestled among forest trees
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (10 reviews)
"We absolutely loved our stay at this clean, cozy cabin. The hosts really went above and beyond to make sure the home is well stocked and comfortable, We are already looking forward to visiting again. "
United States
KIM
The price is ￥25,799
￥51,293 total
includes taxes & fees
Jun 18 - Jun 19
Cozy cabin retreat nestled among forest trees
Outdoor dining

Beautifully remodeled mountain home with peaceful, private setting

Beautifully remodeled mountain home with peaceful, private setting
Fern Valley
8.8 out of 10, Excellent, (72 reviews)
"Great cabin and a beautiful place."
United States
Robert J.
The price is ￥18,980
￥55,736 total
includes taxes & fees
Jun 17 - Jun 18
Beautifully remodeled mountain home with peaceful, private setting
Exterior

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (12 reviews)
"Absolutely beautiful cabin. "
United States
Colleen D.
The price is ￥24,805
￥60,455 total
includes taxes & fees
Jun 21 - Jun 22
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
Exterior

Idyllwild Cabin: HotTub, Fireplace&Mountain Views!

Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
Idyllwild-Pine Cove
9.4 out of 10, Exceptional, (35 reviews)
"Beautiful space, cozy atmosphere, lovely view, great central location, quality amenities "
United States
Sophie P.
The price is ￥30,125
￥64,545 total
includes taxes & fees
Jul 16 - Jul 17
Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
Property grounds

Cactus Garden Cottage…Best Location!!

Cactus Garden Cottage…Best Location!!
Fallbrook
10.0 out of 10, Exceptional, (67 reviews)
"Loved the location and garden"
United States
Cyrus
The price is ￥20,040
￥33,988 total
includes taxes & fees
Jun 21 - Jun 22
Cactus Garden Cottage…Best Location!!
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

Hotel Xola

Hotel Xola

10/10 Excellent
"This place is great for the awesome price and staff. A little older hotel but very clean and staff is awesome. Only small issue is sack bag breakfast which they bag for you not self serve."
Gilbert 3-night trip
Posted 3 hours ago
Hotel Xola

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?

Idyllwild Realty Vacations: You might like this vacation home rental near Winchester. It comes with WiFi so you can feel at home during your trip. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Winchester are 1 Bed Room Casita-Suite with Private Entrance and 5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!.

How many vacation rentals will I find in Winchester?

Choose from 35 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 Western Science Center, or get out into nature at a spot like Lake Perris. 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.