Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Winchester vacation rentals

Outdoor spa tub

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
10.0 out of 10, Exceptional, (23 reviews)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is P11,899
P16,753 total
includes taxes & fees
Apr 13 - Apr 14
Coral Tree House
Iron/ironing board, free WiFi

Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
10.0 out of 10, Exceptional, (3 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 P7,743
P8,518 total
includes taxes & fees
Apr 9 - Apr 10
Idyllwild Realty Vacations
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, (88 reviews)
"So good! Very nice place and friendly staff "
China
Zhicong
The price is P9,064
P10,659 total
includes taxes & fees
Apr 8 - Apr 9
The Cottages at Golden Village Palms RV Resort
Interior

Hike, Sip & Explore: Couples Retreat in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
Fallbrook
The price is P6,243
P15,928 total
includes taxes & fees
Apr 14 - Apr 15
Hike, Sip & Explore: Couples Retreat in Fallbrook
Individually decorated, individually furnished, desk, laptop workspace

The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center

The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3.0 star property
Moreno Valley
9.8 out of 10, Exceptional, (24 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is P7,503
P8,884 total
includes taxes & fees
Apr 8 - Apr 9
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Desk, iron/ironing board, free WiFi, bed sheets

Always Inn Idyllwild Vacation Cottages

Always Inn Idyllwild Vacation Cottages
3.0 star property
Fern Valley
6.8 out of 10, (11 reviews)
"Great property, well kept, great for extended vacations"
United States
Domonick
The price is P15,781
P28,999 total
includes taxes & fees
Apr 12 - Apr 13
Always Inn Idyllwild Vacation Cottages
Interior

Family Getaway w/ Pool, 8 Mi to Lake Elsinore!

Family Getaway w/ Pool, 8 Mi to Lake Elsinore!
3.0 star property
Wildomar
The price is P9,544
P20,227 total
includes taxes & fees
Apr 15 - Apr 16
Family Getaway w/ Pool, 8 Mi to Lake Elsinore!
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

South Coast Winery Resort and Spa

South Coast Winery Resort and Spa

8/10 Good
"We love south coast winery and are members and have come here over the years. The staff is friendly and welcoming. The property is starting to show its age. We stay at the villa because we like the privacy it gives. But the decor is dated. Hopefully they will consider remodeling. But it will not stop us from returning."
Roselyn 2-night trip
Posted 2 hours ago
South Coast Winery Resort and Spa

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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Look no further and take a look at our great range of rental properties in Winchester!

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: Located near Winchester, this vacation home rental comes with free WiFi so you can feel at home during your trip. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 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.