Search Holiday Rentals in Winchester

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Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Top Holiday Rentals in Winchester

Leavenworth Local Hotel
Enjoy a compact retreat with a kitchenette, bed, and desk, perfect for a convenient stay.

Leavenworth Local Hotel

2.5 star property
8.8 out of 10, Excellent, (319)
"Very cool place to stay!"
The price is Rp1.590.950
Rp1.869.366 total
includes taxes & fees
14 Jul - 15 Jul
Leavenworth Local Hotel
Condotels
Guests can enter this charming single-story building through the central entrance, surrounded by a beautifully landscaped area with a large tree and a bench.

Condotels

3.0 star property
9.0 out of 10, Wonderful, (185)
"Great location in a safe neighborhood. Love the walking trail and fountain nearby."
The price is Rp1.946.160
Rp2.265.330 total
includes taxes & fees
31 Jul - 1 Aug
Condotels
Half Mi to Yacht Club: Home by Perry Lake!
Fully equipped kitchen with refrigerator, microwave, and dishwasher, plus ample countertop space.

Half Mi to Yacht Club: Home by Perry Lake!

3.0 star property
Half Mi to Yacht Club: Home by Perry Lake!
'the Farm House' w/ Deck & Historic Charm!
Enjoy cooking in this well-appointed kitchen with a central island, chandelier, and modern appliances.

'the Farm House' w/ Deck & Historic Charm!

3.0 star property
'the Farm House' w/ Deck & Historic Charm!
Spacious Ozawkie Home - Near Lake Perry!
Enjoy meals in this dining area with a large table and six chairs.

Spacious Ozawkie Home - Near Lake Perry!

3.0 star property
Spacious Ozawkie Home - Near Lake Perry!
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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Frequently asked questions

Can I find a holiday rental 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.

What’s there to see and do in Winchester?

While exploring the area, visit family-friendly sights like The Sallie House, or get outside and enjoy nature at Perry Lake. In the wider area, you’ll find Perry Lake Recreation Area and Delaware State Park.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.