Winchester Holiday Rentals

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Holiday Rentals in Winchester

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Recommended hotels in Winchester

Country Nights Inn

2.5 star property
7.8 out of 10, Good, (26)
"Nice hotel reasonable price"
The price is S$91
includes taxes & fees
25 Jul - 26 Jul
Country Nights Inn

Quality Inn

2.5 star property
7.6 out of 10, Good, (269)
"Good place to stop for a night."
The price is S$119
includes taxes & fees
16 Jul - 17 Jul
Quality Inn

Greystone Motel

2.5 star property
6.6 out of 10, (163)
"Recently updated, courteous staff"
The price is S$89
includes taxes & fees
4 Jul - 5 Jul
Greystone Motel

Days Inn by Wyndham Hillsboro

2.5 star property
7.2 out of 10, Good, (242)
"Clean and a polite staff."
The price is S$136
includes taxes & fees
10 Jul - 11 Jul
Days Inn by Wyndham Hillsboro

Hillsboro Inn & Suites

2.0 star property
6.4 out of 10, (32)
"It’s at the end of town. Nothing in walking distance. No remote for tv. No coffee in room or on property! And the shampoo and soap dispensers were EMPTY!! Will not be back!"
The price is S$101
includes taxes & fees
3 Jul - 4 Jul
Hillsboro Inn & Suites

Paragon Inn Hillsboro

2.0 star property
7.8 out of 10, Good, (176)
"Friendly staff and nice clean room "
The price is S$99
includes taxes & fees
3 Jul - 4 Jul
Paragon Inn Hillsboro

French Quarter Inn

3.0 star property
8.8 out of 10, Excellent, (737)
"Great location with beautiful river view!"
The price is S$156
includes taxes & fees
9 Jul - 10 Jul
French Quarter Inn

Brown's Motel Aberdeen

2.0 star property
7.6 out of 10, Good, (228)
"Nice old school motel, warm shower and great price."
The price is S$71
includes taxes & fees
3 Jul - 4 Jul
Brown's Motel Aberdeen

Beverly hills inn

2.5 star property
8.8 out of 10, Excellent, (49)
"Very cool place"
The price is S$64
includes taxes & fees
12 Jul - 13 Jul
Beverly hills inn

Days Inn by Wyndham Maysville Kentucky

2.5 star property
7.0 out of 10, Good, (334)
"Liked the location and the friendly staff"
The price is S$99
includes taxes & fees
3 Jul - 4 Jul
Days Inn by Wyndham Maysville Kentucky

Quality Inn

2.5 star property
6.2 out of 10, (158)
"Worse hotel I’ve ever been in!! "
The price is S$94
includes taxes & fees
9 Jul - 10 Jul
Quality Inn

Super 8 by Wyndham Maysville KY

2.0 star property
7.0 out of 10, Good, (380)
"Friendly staff. "
The price is S$80
includes taxes & fees
9 Jul - 10 Jul
Super 8 by Wyndham Maysville KY

Countryside Inn & Suites

2.5 star property
7.2 out of 10, Good, (505)
"Great place to stay "
The price is S$124
includes taxes & fees
17 Jul - 18 Jul
Countryside Inn & Suites
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 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.

What’s there to see and do in Winchester?

While you're exploring the area, Rocky Fork Lake State Park and Rocky Fork Lake are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Adams Lake State Park and Serpent Mound.

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 feature amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.