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Search Guest Houses in Winchester

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Featured Guest Houses in Winchester

Luxury on Main / North

10.0 out of 10, Exceptional, (87)
"It was fabulous! Greatly located very clean! Bed was extremely comfortable!"
The price is NZ$313
includes taxes & fees
1 Dec - 2 Dec
Luxury on Main / North

"The Guest House", Located on a 300 acre horse farm.

10.0 out of 10, Exceptional, (15)
"We could not have had a better experience with this stay! The property is beautiful and the home was very clean. And Teresa was an incredible host! Would recommend to anyone staying in the area."
"The Guest House", Located on a 300 acre horse farm.

'Edith' Carriage House Getaway - I-75/Hamburg!

6.8 out of 10, (5)
"Great place ! "
'Edith' Carriage House Getaway - I-75/Hamburg!
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

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1460)
"Absolutely beautiful place!!!!"
The price is NZ$162
includes taxes & fees
8 Dec - 9 Dec
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (265)
"Perfect mountain get away. Very clean and quiet location. We would for sure stay again! "
The price is NZ$349
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

10.0 out of 10, Exceptional, (121)
"Very clean and well taken care of! The owner was very flexible after we had to reschedule"
The price is NZ$415
includes taxes & fees
2 Dec - 3 Dec
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.