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Winchester Vacation Rentals

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Nov 15 - Nov 16
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Vacation Rentals in Winchester

Outdoor pool
Coral Tree House

Coral Tree House

3.0 star property
Fallbrook
10.0 out of 10, Exceptional, (21)
"Michelle and Greg were great host they very kind and generous. Very knowledgeable about the surrounding area. Absolutely lovely place to stay."
United States
Jesus
The price is ￥24,728
￥36,752 total
includes taxes & fees
Nov 18 - Nov 19
Coral Tree House
House | 5 bedrooms, Internet
Bright Airy 5B Home Workspace Outdoor Lounge

Bright Airy 5B Home Workspace Outdoor Lounge

2.0 star property
Moreno Valley
The price is ￥41,936
￥94,542 total
includes taxes & fees
Nov 16 - Nov 17
Bright Airy 5B Home Workspace Outdoor Lounge
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
9.4 out of 10, Exceptional, (78)
"Very impressed with the property and lodging. Retail shops and food options all within a mile or less. Easy to get to property and felt very safe. Would recommend and would return. "
United States
Annette
The price is ￥22,649
￥26,634 total
includes taxes & fees
Nov 16 - Nov 17
The Cottages at Golden Village Palms RV Resort
The Motorist Choice: Queen Bed and Hot Shower, Smoking & Non-smoking Room | 1 bedroom, individually decorated, individually furnished, desk
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)
"The owner went over and above to make my stay a great one. I’m sad I only stayed one night. Places like this are the real jewels of the hotel world. Location is quiet. The motel was quiet. The shower was excellent- hot and plenty of water pressure. Nice firm comfy bed. So much charm and character"
United Kingdom
Alistair
The price is ￥17,305
￥20,489 total
includes taxes & fees
Nov 16 - Nov 17
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
Sleeping Beauty | 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)
"Great property, well kept, great for extended vacations"
United States
Domonick
The price is ￥48,148
￥76,146 total
includes taxes & fees
Dec 11 - Dec 12
Always Inn Idyllwild Vacation Cottages
House, Multiple Beds, Patio, Garden View (22421 Moreno Valley) | Living area | 42-inch flat-screen TV with digital channels, fireplace
Bright & Airy 5B Home Workspace & Outdoor Lounge

Bright & Airy 5B Home Workspace & Outdoor Lounge

4.0 star property
Moreno Valley
The price is ￥42,705
￥86,915 total
includes taxes & fees
Nov 16 - Nov 17
Bright & Airy 5B Home Workspace & Outdoor Lounge
House (1 Bedroom) | Interior
Fallbrook Airplane Home w/ Fire Pit & Mtn Views!

Fallbrook Airplane Home w/ Fire Pit & Mtn Views!

3.0 star property
Fallbrook
The price is ￥47,008
￥79,298 total
includes taxes & fees
Nov 16 - Nov 17
Fallbrook Airplane Home w/ Fire Pit & Mtn Views!
House, 3 Bedrooms | Pool | Indoor pool, outdoor pool
Paradise On Earth 3 Bedroom Residence by RedAwning

Paradise On Earth 3 Bedroom Residence by RedAwning

3.0 star property
Lake Elsinore
The price is ￥51,127
￥116,826 total
includes taxes & fees
Dec 15 - Dec 16
Paradise On Earth 3 Bedroom Residence by RedAwning
Suite | 2 bedrooms, Internet
Dog Friendly A-frame Hot Tub Nature Views

Dog Friendly A-frame Hot Tub Nature Views

2.0 star property
Idyllwild
The price is ￥22,773
￥50,768 total
includes taxes & fees
Dec 1 - Dec 2
Dog Friendly A-frame Hot Tub Nature Views
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

Tahquitz Pines Retreat

Tahquitz Pines Retreat

10/10 Excellent
"We arrived at 2pm with a pre-check through Expedia but our room was not ready until shortly after 5pm. We also asked for a downstairs unit and we were upstairs. Not happy with the checkin experience however our room was clean and it was quiet and we enjoyed our stay. Hopefully our next check in experience will be better. "
Gabrielle 1-night trip
Posted 16 hours ago
Tahquitz Pines Retreat

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.

What's the top vacation rental in Winchester?

5 Mins to Temecula Wine Country; resort-like pool spa with amazing sunset views!: Visitors give good reviews to this Winchester vacation home rental, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.