Winchester Vacation Rentals

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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

Vacation Rentals in Winchester

Interior
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
3.0 star property
Cozy Richmond Home w/ Fire Pit: Walk, Bike & More!
Interior
Exquisite Hagerstown Home With Deck & Gazebo!
3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!
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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.

Other types of properties in Winchester you may be interested in

Exterior
Comfort Suites
2.5 star property
9.4 out of 10, Exceptional, (223)
"So clean, spacious for our pack and play, quiet so our little one could sleep, and great breakfast options! 10/10 recommend (and I’m picky about hotels)"
The price is RM468
RM534 total
includes taxes & fees
19 May - 20 May
Comfort Suites
Golf
Randolph Inn and Suites
2.5 star property
9.0 out of 10, Wonderful, (183)
"Super friendly and clean!!!"
The price is RM708
RM793 total
includes taxes & fees
16 May - 17 May
Randolph Inn and Suites
Lobby
Baymont by Wyndham Richmond I-70
2.5 star property
8.0 out of 10, Very good, (890)
"."
The price is RM318
RM357 total
includes taxes & fees
19 May - 20 May
Baymont by Wyndham Richmond I-70
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.

Search for holiday rentals in Winchester on Expedia.co.uk! 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 holiday rentals in Winchester?

Yes, there are holiday rentals close to the most popular sights in Winchester, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its golf courses.

How many holiday rentals are there in Winchester?

Expedia has 3 holiday rentals for your stay in Winchester.

What’s there to see and do in Winchester?

While you're exploring the area, Prairie Creek Reservoir and Campground and Summit Lake State Park are a couple of picturesque spots to get outside and enjoy nature. Winchester Speedway and Historic Shopping & Dining District of Winchester, Indiana are other places to visit while you're in town.

What’s a holiday rental in Winchester like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family gatherings.

Recent reviews of Winchester properties
Expedia verified reviews

Comfort Suites

Comfort Suites

5/5 Excellent
"So clean, spacious for our pack and play, quiet so our little one could sleep, and great breakfast options! 10/10 recommend (and I’m picky about hotels)"
A verified traveller stayed at Comfort Suites
Posted 2 days ago
Comfort Suites