Winchester Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Winchester vacation rentals

Outdoor pool
Coral Tree House

Cabin in Fallbrook

Coral Tree House
3.0 star property
10.0 out of 10, Exceptional, (22)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is P9,477
P14,061 total
includes taxes & fees
Jan 7 - Jan 8
Coral Tree House
Individually decorated, individually furnished, desk, laptop workspace
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center

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)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is P7,137
P8,450 total
includes taxes & fees
Jan 7 - Jan 8
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3 outdoor pools, pool umbrellas, sun loungers
The Cottages at Golden Village Palms RV Resort

Cottage in Hemet

The Cottages at Golden Village Palms RV Resort
3.0 star property
9.4 out of 10, Exceptional, (81)
"Amazing stay, will visit again"
United States
Miguel
The price is P8,888
P10,452 total
includes taxes & fees
Jan 7 - Jan 8
The Cottages at Golden Village Palms RV Resort
Interior
Hike, Sip & Explore: Couples Retreat in Fallbrook

Cottage in Fallbrook

Hike, Sip & Explore: Couples Retreat in Fallbrook
3.0 star property
The price is P6,122
P15,619 total
includes taxes & fees
Jan 7 - Jan 8
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

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:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

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.

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.