
Search the Best Cabins in Winchester
- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winchester cabin rentals

8.6 out of 10, Excellent, (1,793 reviews)
$86 nightly
The price is $95
Jan 16 - Jan 17
Total with taxes and fees

Dappled Grey Cabin with hot tub at Red River Gorge
Dappled Grey Cabin with hot tub at Red River GorgeStanton
10.0 out of 10, Exceptional, (6 reviews)
$166 nightly
The price is $174
Jan 19 - Jan 20
Total with taxes and fees

Quaint, heavily forested cabin, mountain valley view.
Quaint, heavily forested cabin, mountain valley view.Slade
8.2 out of 10, Very Good, (28 reviews)
$185 nightly
The price is $204
Jan 19 - Jan 20
Total with taxes and fees

7.2 out of 10, Good, (5 reviews)
$164 nightly
The price is $181
Jan 19 - Jan 20
Total with taxes and fees

Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - Firepit
Minutes to Nada Tunnel + Natural Bridge SP / Views - Hot Tub - FirepitStanton
9.8 out of 10, Exceptional, (15 reviews)
$318 nightly
The price is $351
Jan 19 - Jan 20
Total with taxes and fees

7.8 out of 10, Good, (10 reviews)
$161 nightly
The price is $178
Jan 19 - Jan 20
Total with taxes and fees

Tranquil Getaway in the Woods ~ Sunset Ridge
Tranquil Getaway in the Woods ~ Sunset RidgeIrvine
10.0 out of 10, Exceptional, (86 reviews)
$125 nightly
The price is $137
Jan 18 - Jan 19
Total with taxes and fees

"Rocky Top" - Cozy RRG Cabin
"Rocky Top" - Cozy RRG CabinStanton
9.2 out of 10, Wonderful, (13 reviews)
$188 nightly
The price is $207
Jan 21 - Jan 22
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Winchester Hotel Reviews

The Campbell House Lexington, Curio Collection by Hilton
10/10 Excellent
Find out more about Winchester
Winchester Cabin Rentals information
Number of reviews | 2,783 |
|---|---|
Accommodation | 260 Cabin Rentals |
Lowest Price | $95 |
Highest Price | $351 |
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Bluegrass Heritage Museum
- Hotels near Community Park
- Hotels near Clark Regional Medical Center
- Hotels near Lykins Park
- Hotels near Southwind Golf Course
- Hotels near Cassell Creek Golf Course
- Hotels near Kentucky River Museum
- Hotels near Fort Boonesborough State Park
- Hotels near Grimes Mill Winery
- Hotels near Kentucky River
- Lexington Hotels
- Hotels near W S Webb Museum of Anthropology
- Hotels near Hamburg Pavilon
- Cabin Rentals in Mount Sterling
- RV Parks in Mount Sterling
- B&B in Mount Sterling
- Motels in Mount Sterling
- Apartments in Mount Sterling
- Cottages in Mount Sterling
- Condo Rentals in Mount Sterling
- Farmstay in Mount Sterling
- Hotels near Raven Run Nature Sanctuary
- Hotels near Jacobson Park
- Mount Sterling Hotels
- Hotels near Hamburg Place
- Hotels near Liberty Area
- Hotels with a Pool in Mount Sterling
- Pet-friendly Hotels in Mount Sterling
- Hotels with Hot Tubs in Mount Sterling
- Hotels with smoking rooms in Mount Sterling
- 4 Star Hotels in Mount Sterling
- Luxury Hotels in Mount Sterling
- 3 Star Hotels in Mount Sterling
- Marriott Hotels & Resorts in Mount Sterling
- Hilton Hotels in Mount Sterling
- Hotels with a Gym in Mount Sterling
- Hotels with an Outdoor Pool in Mount Sterling
- Family Hotels in Mount Sterling
- Hotels with Connecting Rooms in Mount Sterling
- Hotel Wedding Venues Hotels in Mount Sterling
- Best Western Hotels in Mount Sterling
- Extended Stay Hotels in Mount Sterling
- Red Roof Inn Hotels in Mount Sterling
- Resorts & Hotels with Spas in Mount Sterling
- Non-Smoking Hotels in Mount Sterling
- Hotels with an Indoor Pool in Mount Sterling
- Hotels near Claiborne Farm
- Hotels near The Thoroughbred Center
- Hotels near Lexington Ice Center
- Cabin Rentals in Paris
- Apartments in Paris
- Motels in Paris
- B&B in Paris
- Cottages in Paris
- Vacation Homes in Paris
- Hotels near Talon Winery
- Hotels near Hopewell Museum
- Paris Hotels
- Hotels near The Cane Ridge Meeting House
- Camargo Hotels
- Bluegrass Heritage Museum
- Lykins Park
- Southwind Golf Course
- Cassell Creek Golf Course
- Fort Boonesborough State Park
- Boone Station State Historic Site
- Grimes Mill Winery
- Raven Run Nature Sanctuary
- Jacobson Park
- Visit Mount Sterling
- Mount Sterling Vacations
- White Hall State Historic Site
- Claiborne Farm
- The Thoroughbred Center
- Lexington Ice Center
- Talon Winery
- Hopewell Museum
- The Cane Ridge Meeting House
- Nannine Clay Wallis Arboretum
- Visit Paris
- Car rentals near Lykins Park
- Car rentals near Clintonville
- Car rentals near North Middletown
- Car rentals near Hamburg Pavilon
- Car rentals near Mount Sterling
- Enterprise Rental Cars in Mount Sterling
- Hertz Rental Cars in Mount Sterling
- Budget Rental Cars in Mount Sterling
- Luxury Car Rentals in Mount Sterling
- Car rentals near The Thoroughbred Center
- Car rentals near Camargo
- Car rentals near Paris















































































