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Search Guest Houses in Winchester from CA $107

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Check prices for these dates

Next weekend
Apr 18 - Apr 20
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Apr 25 - Apr 27
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May 9 - May 11
In two months
Jun 6 - Jun 8

Browse Select Winchester Guest Houses

Luxury on Main / North
Smart TV, fireplace

Luxury on Main / North

10.0 out of 10, Exceptional, (97)
"Walking distance to everything that downtown has to offer. Several breweries and restaurants that were a hit for us! The unit has everything that you need and is so spacious."
The price is CA $132
CA $252 total
includes taxes & fees
Apr 13 - Apr 14
Luxury on Main / North
'Edith' Carriage House Getaway - I-75/Hamburg!
Property grounds

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

6.8 out of 10, (5)
"Great place and peaceful 🙌"
'Edith' Carriage House Getaway - I-75/Hamburg!
College Park Bungalow
TV

College Park Bungalow

The price is CA $107
CA $234 total
includes taxes & fees
May 1 - May 2
College Park Bungalow
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
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1524)
"This is a no-frills lodge perfect for hikers or climbers. Free Continental breakfast is provided, but know that when it says it ends at 10 that there will be nothing left out at 10 (plan accordingly). The rooms could stand to be updated, but they were very clean and served their purpose for us hikers! Beautiful scenery and easy access trail to the natural bridge! If you are looking for a clean place to lay your head for a night or two then this is a good fit. "
The price is CA $168
CA $185 total
includes taxes & fees
Apr 17 - Apr 18
Natural Bridge State Resort Park
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (65)
"Beautiful cabin w/an amazing view and bonus hot tub!"
The price is CA $143
CA $296 total
includes taxes & fees
Apr 20 - Apr 21
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Outdoor spa tub

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (140)
"Cozy, clean and comfortable cabin!"
The price is CA $157
CA $326 total
includes taxes & fees
Apr 16 - Apr 17
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
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.