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Compare 352 Vacation Homes in Winchester with updated reviews, rates, and availability.
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
9.0 out of 10, Wonderful, (29)
The price is SAR 995
SAR 1,808 total
includes taxes & fees
30 Nov - 1 Dec
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
10.0 out of 10, Exceptional, (31)
Newly renovated Historic House within walking distance to UK.
Newly renovated Historic House within walking distance to UK.
10.0 out of 10, Exceptional, (92)
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
9.6 out of 10, Exceptional, (125)
The price is SAR 319
SAR 588 total
includes taxes & fees
24 Nov - 25 Nov
Robin's Nest luxury cabin, Red River Gorge
Robin's Nest luxury cabin, Red River Gorge
9.8 out of 10, Exceptional, (139)
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
9.4 out of 10, Exceptional, (34)
The price is SAR 458
SAR 1,041 total
includes taxes & fees
5 Dec - 6 Dec
Experience the Grand Getaway: Centrally Located Luxury
Experience the Grand Getaway: Centrally Located Luxury
4.0 out of 10, (2)
The price is SAR 1,408
SAR 2,227 total
includes taxes & fees
23 Nov - 24 Nov
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
10.0 out of 10, Exceptional, (1)
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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Other property types in Winchester
The price is SAR 341
SAR 376 total
includes taxes & fees
26 Nov - 27 Nov
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (265)
The price is SAR 348
SAR 773 total
includes taxes & fees
5 Dec - 6 Dec
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (121)
The price is SAR 559
SAR 927 total
includes taxes & fees
3 Dec - 4 Dec
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.
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels
5/5 Excellent
"Easy to find off highway, very clean "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Posted 17 hours ago