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Our top choices for Winchester cabin rentals

1. 1800’s Historical Log Cabin near I-75 Interstate
1800’s Historical Log Cabin near I-75 InterstateLexington
9.4 out of 10, Exceptional, (86 reviews)
The price is CA $196
CA $344 total
includes taxes & fees
Nov 9 - Nov 10

2. Natural Bridge State Resort Park
Natural Bridge State Resort ParkSlade
8.6 out of 10, Excellent, (2,135 reviews)
The price is CA $79
CA $87 total
includes taxes & fees
Dec 6 - Dec 7

3. Unique Stay in a 1907 Log Cabin on The Kentucky River
Unique Stay in a 1907 Log Cabin on The Kentucky RiverLexington
9.6 out of 10, Exceptional, (114 reviews)
The price is CA $151
CA $262 total
includes taxes & fees
Nov 10 - Nov 11

4. Cabin in Kentucky Horse Country
Cabin in Kentucky Horse CountryBourbon County
10.0 out of 10, Exceptional, (82 reviews)
The price is CA $459
CA $625 total
includes taxes & fees
Nov 9 - Nov 10

5. Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge
Sunset Ridge Cabin – Hilltop Sunset Views Near Red River GorgeIrvine
10.0 out of 10, Exceptional, (133 reviews)
The price is CA $128
CA $263 total
includes taxes & fees
Nov 11 - Nov 12

6. New, Cozy, Secluded Cabin
New, Cozy, Secluded CabinJeffersonville
8.4 out of 10, Very good, (9 reviews)
The price is CA $148
CA $250 total
includes taxes & fees
Nov 17 - Nov 18

7. Social Distance/127 Private Acres -Hot Tub -Wi-Fi
Social Distance/127 Private Acres -Hot Tub -Wi-FiIrvine
9.6 out of 10, Exceptional, (4 reviews)
The price is CA $409
CA $460 total
includes taxes & fees
Nov 11 - Nov 12

8. Larkspur Cabin with Hot Tub near Red River Gorge
Larkspur Cabin with Hot Tub near Red River GorgeStanton
9.8 out of 10, Exceptional, (11 reviews)
The price is CA $140
CA $235 total
includes taxes & fees
Nov 11 - Nov 12

9. Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge
Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural BridgeStanton
10.0 out of 10, Exceptional, (141 reviews)
The price is CA $213
CA $366 total
includes taxes & fees
Nov 9 - Nov 10

10. Mountain Memories Cabin
Mountain Memories CabinStanton
10.0 out of 10, Exceptional, (99 reviews)
The price is CA $177
CA $246 total
includes taxes & fees
Nov 11 - Nov 12

11. Trailer Parking/Hot Tub/King Size Beds/Mt Views
Trailer Parking/Hot Tub/King Size Beds/Mt ViewsStanton
10.0 out of 10, Exceptional, (1 review)
The price is CA $144
CA $409 total
includes taxes & fees
Nov 9 - Nov 10

12. Private RRG Cabin • Hot Tub • 2BR • Secluded in the Woods
Private RRG Cabin • Hot Tub • 2BR • Secluded in the WoodsStanton
10.0 out of 10, Exceptional, (344 reviews)
The price is CA $239
CA $413 total
includes taxes & fees
Nov 15 - Nov 16

13. Romantic Red River Gorge Cabin • Private Hot Tub • Secluded Escape
Romantic Red River Gorge Cabin • Private Hot Tub • Secluded EscapeStanton
10.0 out of 10, Exceptional, (48 reviews)
The price is CA $213
CA $366 total
includes taxes & fees
Nov 10 - Nov 11

14. The Willow Nest Cabin, Stone fireplace, Cornhole, Kayaks, Views, Porch
The Willow Nest Cabin, Stone fireplace, Cornhole, Kayaks, Views, PorchStanton
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $225
CA $375 total
includes taxes & fees
Nov 9 - Nov 10

15. Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Briar Patch Cabin RRG: Firepit, Sunset, WIFIStanton
10.0 out of 10, Exceptional, (67 reviews)
The price is CA $253
CA $302 total
includes taxes & fees
Nov 9 - Nov 10

16. "Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub
"Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot TubStanton
9.2 out of 10, Wonderful, (25 reviews)
The price is CA $142
CA $322 total
includes taxes & fees
Nov 9 - Nov 10

17. Romantic Red River Gorge Cabin • Hot Tub • Quiet Escape
Romantic Red River Gorge Cabin • Hot Tub • Quiet EscapeStanton
10.0 out of 10, Exceptional, (183 reviews)
The price is CA $213
CA $366 total
includes taxes & fees
Nov 9 - Nov 10

18. Cozy RRG Cabin • King Beds • Hot Tub • Views
Cozy RRG Cabin • King Beds • Hot Tub • ViewsStanton
10.0 out of 10, Exceptional, (391 reviews)
The price is CA $239
CA $413 total
includes taxes & fees
Nov 12 - Nov 13

19. 180 Acre Forrest Retreat, Private Trails, Natural Springs, Near Red River Gorge
180 Acre Forrest Retreat, Private Trails, Natural Springs, Near Red River GorgeStanton
The price is CA $177
CA $340 total
includes taxes & fees
Nov 14 - Nov 15

20. Arch Fun Cabin - Modern Cabin w/ Hot Tub, Games & Views
Arch Fun Cabin - Modern Cabin w/ Hot Tub, Games & ViewsStanton
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $249
CA $578 total
includes taxes & fees
Nov 9 - Nov 10
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.
Learn more about Winchester
Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.
































































