Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Winchester vacation rentals

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 P9,247
P19,598 total
includes taxes & fees
Feb 22 - Feb 23
Family Getaway w/ Pool, 8 Mi to Lake Elsinore!
Outdoor spa tub

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
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 P8,759
P13,230 total
includes taxes & fees
Feb 22 - Feb 23
Coral Tree House
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, (85 reviews)
"Amazing stay, will visit again"
United States
Miguel
The price is P8,759
P10,300 total
includes taxes & fees
Feb 23 - Feb 24
The Cottages at Golden Village Palms RV Resort
Private kitchen

Paradise On Earth 3 Bedroom Residence by RedAwning

Paradise On Earth 3 Bedroom Residence by RedAwning
3.0 star property
Lake Elsinore
Paradise On Earth 3 Bedroom Residence by RedAwning
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, (23 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is P7,251
P8,585 total
includes taxes & fees
Feb 22 - Feb 23
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Iron/ironing board, free WiFi

Idyllwild Realty Vacations

Idyllwild Realty Vacations
3.5 star property
Idyllwild
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
Idyllwild Realty Vacations
Interior

Hike, Sip & Explore: Couples Retreat in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
Fallbrook
The price is P6,033
P15,392 total
includes taxes & fees
Mar 5 - Mar 6
Hike, Sip & Explore: Couples Retreat in Fallbrook
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

10/10 Excellent
"Nice bungalow room. "
Shaune 1-night trip
Posted 4 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: This vacation home near Winchester 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 32 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.