A historic downtown area with a prominent clock tower and a green-roofed building.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winchester cabin rentals

A wooden porch with a red door, a welcome sign, a no smoking sign, and a key lock.

1. Country Cabin in Amish Country

Country Cabin in Amish Country
Peebles
9.8 out of 10, Exceptional, (20 reviews)
"Peaceful and Perfect. "
United States
Rodney C.
The price is CA $169
CA $292 total
includes taxes & fees
Nov 1 - Nov 2
Country Cabin in Amish Country
A two-story cabin with a red exterior and a porch.

2. Deer Lodge (Secluded in Amish Country and peaceful)

Deer Lodge (Secluded in Amish Country and peaceful)
Peebles
9.8 out of 10, Exceptional, (14 reviews)
"Nice place"
United States
William B.
The price is CA $212
CA $332 total
includes taxes & fees
Oct 21 - Oct 22
Deer Lodge (Secluded in Amish Country and peaceful)
A log cabin with a porch, a small attic window, and a metal roof.

3. Griffis Game Hunting and/or Getaway

Griffis Game Hunting and/or Getaway
West Union
9.8 out of 10, Exceptional, (36 reviews)
"Super nice host, very clean cabin."
United States
BRAD T.
The price is CA $190
CA $307 total
includes taxes & fees
Oct 26 - Oct 27
Griffis Game Hunting and/or Getaway
A rustic wooden building with a red roof, two chimneys, and a porch with four chairs.

4. Secluded in Amish Country and peaceful

Secluded in Amish Country and peaceful
Peebles
9.8 out of 10, Exceptional, (32 reviews)
"Nice quite place to stay."
United States
Gregory H.
The price is CA $212
CA $332 total
includes taxes & fees
Oct 25 - Oct 26
Secluded in Amish Country and peaceful
A wooden building with a red door, two windows, and two Adirondack chairs on the porch.

5. Hunter Lodge (Secluded in Amish Country and peaceful)

Hunter Lodge (Secluded in Amish Country and peaceful)
Peebles
10.0 out of 10, Exceptional, (50 reviews)
"We had a great stay here and would definitely come back!"
United States
kathy b.
The price is CA $212
CA $332 total
includes taxes & fees
Nov 8 - Nov 9
Hunter Lodge (Secluded in Amish Country and peaceful)
A cabin with a red exterior, a porch with two chairs, and a small window.

6. The Bear Den (Secluded in Amish Country and peaceful)

The Bear Den (Secluded in Amish Country and peaceful)
Peebles
9.8 out of 10, Exceptional, (47 reviews)
"Pictures don’t do this cabin justice - so much nicer than I was expecting!! This place is adorably decorated. Beds were comfortable. Peaceful and relaxing. Has anything you may need during stay. Definitely recommend to anyone!!"
United States
Amy C.
The price is CA $212
CA $330 total
includes taxes & fees
Nov 17 - Nov 18
The Bear Den (Secluded in Amish Country and peaceful)
A rustic wooden building labeled "Long Branch" with a porch, two wooden chairs, and a wooden door.

7. Cowboy Saloon Cabin

Cowboy Saloon Cabin
Hamersville
9.6 out of 10, Exceptional, (27 reviews)
"Absolutely Wonderful. & Plan to return this Summer."
United States
Jared
The price is CA $171
CA $266 total
includes taxes & fees
Oct 21 - Oct 22
Cowboy Saloon Cabin
A cabin with a green roof, surrounded by dense greenery and a body of water.

8. Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village

Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village
Hamersville
9.6 out of 10, Exceptional, (26 reviews)
"This was a great stay. The property owners were fabulous. Definitely coming back ."
United States
Atonenent R.
The price is CA $159
CA $253 total
includes taxes & fees
Oct 21 - Oct 22
Big Mike's Cabin on the lake, next to ball diamonds nestled in 3 -cabin village
A wooden cabin with a porch, a door, and two windows.

9. Cabin 9 Encore - Includes a Homemade Country Breakfast!

Cabin 9 Encore - Includes a Homemade Country Breakfast!
West Union
The price is CA $409
CA $510 total
includes taxes & fees
Nov 15 - Nov 16
Cabin 9 Encore - Includes a Homemade Country Breakfast!
A wooden interior with a kitchen area, including a microwave, sink, and cabinets.

10. The Huntsmen

The Huntsmen
Hillsboro
7.6 out of 10, Good, (7 reviews)
"A basic cabin in a good area for pets."
United States
Marcia
The price is CA $137
CA $175 total
includes taxes & fees
Nov 16 - Nov 17
The Huntsmen
Exterior

11. Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Stout
10.0 out of 10, Exceptional, (9 reviews)
"Very peaceful, amazing veiw perfect getaway will definitely stay again. "
United States
Kenneth
The price is CA $116
CA $254 total
includes taxes & fees
Oct 21 - Oct 22
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Exterior

12. Tom & Jerri's Rustic Cabin located on the lake

Tom & Jerri's Rustic Cabin located on the lake
Hamersville
9.8 out of 10, Exceptional, (15 reviews)
"Very cute cabin on the lake! Great stay while at the ball fields! "
United States
Malia P.
The price is CA $197
CA $338 total
includes taxes & fees
Oct 21 - Oct 22
Tom & Jerri's Rustic Cabin located on the lake
A rustic cabin with a wooden staircase leading to a deck, surrounded by trees and a clear sky.

13. Glamping Cabin | Huge Window | Unique Boulder Views

Glamping Cabin | Huge Window | Unique Boulder Views
Green Township
4.0 out of 10, (1 review)
The price is CA $97
CA $161 total
includes taxes & fees
Oct 21 - Oct 22
Glamping Cabin | Huge Window | Unique Boulder Views
A cozy living room with a brown sofa, patterned armchairs, a coffee table, and a television.

14. The Angler

The Angler
Hillsboro
8.6 out of 10, Excellent, (16 reviews)
"Clean and great for a couple of fisherman enjoying the lake and surrounding area. "
United States
Jerry P.
The price is CA $212
CA $255 total
includes taxes & fees
Oct 21 - Oct 22
The Angler
A cozy living room with a fireplace, wooden walls, a sofa, and a dining area.

15. The White Stag

The White Stag
Hillsboro
8.0 out of 10, Very good, (11 reviews)
"Place was cozy and beds were comfortable."
United States
Gavin D.
The price is CA $190
CA $232 total
includes taxes & fees
Oct 25 - Oct 26
The White Stag
A wooden cabin with a porch, a door, and a window.

16. Cabin 8 Celebration - Includes a Homemade Country Breakfast!

Cabin 8 Celebration - Includes a Homemade Country Breakfast!
West Union
The price is CA $409
CA $510 total
includes taxes & fees
Nov 2 - Nov 3
Cabin 8 Celebration - Includes a Homemade Country Breakfast!
A bathroom with a wooden floor, a glass-enclosed shower, a large bathtub, and a window with blinds.

17. Cabin 1 Delightful - Includes a Homemade Country Breakfast

Cabin 1 Delightful - Includes a Homemade Country Breakfast
West Union
The price is CA $416
CA $518 total
includes taxes & fees
Nov 2 - Nov 3
Cabin 1 Delightful - Includes a Homemade Country Breakfast
A wooden cabin interior with a four-poster bed, a fireplace, a dining table, and a sofa.

18. Cabin 5 M.Y. Cabin - Includes a Homemade Country Breakfast!

Cabin 5 M.Y. Cabin - Includes a Homemade Country Breakfast!
West Union
The price is CA $416
CA $518 total
includes taxes & fees
Nov 1 - Nov 2
Cabin 5 M.Y. Cabin - Includes a Homemade Country Breakfast!
A cabin with a wooden exterior, a metal roof, and a wooden deck with stairs leading to a porch.

19. Sleeps 4| Private Bathroom | Stunning Views

Sleeps 4| Private Bathroom | Stunning Views
Green Township
7.0 out of 10, Good, (6 reviews)
"We enjoyed staying at this unique cabin. Our children liked the animals and enjoyed petting some of them. "
United States
Al G.
The price is CA $190
CA $219 total
includes taxes & fees
Oct 21 - Oct 22
Sleeps 4| Private Bathroom | Stunning Views
A wooden deck with string lights, a covered seating area, and a view of a town at dusk.

20. Peaceful cabin with spectacular river and scenic views.

Peaceful cabin with spectacular river and scenic views.
Adams County
9.8 out of 10, Exceptional, (41 reviews)
"Very peaceful and relaxing. And VERY clean!!"
United States
Timothy
The price is CA $341
CA $583 total
includes taxes & fees
Oct 26 - Oct 27
Peaceful cabin with spectacular river and scenic views.
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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Top Winchester Hotel Reviews

Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky

8/10 Good
"No safety lock on door. No stopper for tub. Toliet set was way loose and lid would not stay up. It’s a nice place to stay everything needs to be updated from time to time."
John 2-night trip
Posted 21 hours ago
Days Inn by Wyndham Maysville Kentucky

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
323
Accommodation
53 Cabin Rentals
Lowest Price
CA $161
Highest Price
CA $583

Frequently asked questions

What are the best cabins near Winchester?
Ranging from cozy and quaint to large and luxurious, there are 159 cabins on offer in and around Winchester. Standouts include Rustic Cabin With Modern Amenities And 1 Acre Stocked Fishing Lake and Amish - Built Cabin, Serene And Peaceful With Pond And Private Dock For Fishing.
Are there cheap cabins in Winchester?
Whether you want to stay steps from the water or up a mountain, we've got an excellent selection of cheap cabins in Winchester to suit your budget and style. Priced from CA $161 to CA $583 a night, your perfect cabin rental is waiting right here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Winchester?
If you need a fix of fresh air and stunning views, spend your next escape in a Winchester mountain cabin. Unplug from it all at Peaceful Cabin On 6 Acres Amish. This guest favourite has all you need for a cozy getaway, including winery tours and nearby hunting activities. Alternatively, experience mountain life at Cabin - Cave Run Lake / Morehead State University Area Fully Equipped. It offers a porch, a microwave oven and more.
What are the best river cabins near Winchester?
If you're searching for a comfortable abode surrounded by water and adventure, a Winchester river cabin will be just the thing. Stay at Cabin - River Retreat For 10 With Pool, Hot Tub and let any worries vanish downstream. Useful amenities here include a firepit and a queen bed. Another top riverside getaway is Cabin - Tiny House @ Cierra Acres. Guests have use of cycling, outdoor furniture and more.
What are the best cabins with pools near Winchester?
If you love the idea of every day being a pool day, make a break for Rustic Cabin With Modern Amenities And 1 Acre Stocked Fishing Lake. It's one of our most sought-after cabin rentals with a pool and offers amenities like a swimming pool and a patio. Cabin - River Retreat For 10 With Pool, Hot Tub is another great place to spend your days splashing around. A swimming pool, a patio and good times are all on the menu here.
What are some great Winchester cabins?
When you want to spend your getaway in nature but aren't fond of wrestling with tent poles, a cabin is the way to go. Lock in a few nights at Peaceful Historic Log Cabin Getaway On 40 Acres. This property comes with an outdoor fireplace, a firepit and more. You can also experience comfort and outdoor fun rolled into one at Private Cabin On 80 Acre Farm In Adams County Ohio. A firepit and a fireplace are among the amenities here.
What are the best weekend cabin rentals in Winchester?
If you're eager to spend a couple of restful days in nature, All Season Getaway. Relax At The "wilberness" Log Cabin Close To Rocky Fork Lake awaits. Bunk down here for a long weekend and take advantage of conveniences including a porch and a patio. Another terrific escape is Big Mike's Cabin On The Lake, Next To Ball Diamonds Nestled In 3. Offering on-site watersports, a firepit and lots of peace and quiet, you'll go home feeling all brand new.
What are the best cabin prices in Winchester?
With prices starting at only CA $161 per night for a cabin rental in Winchester, there's no reason to rough it in a tent.
Can I find log cabins in Winchester?
If you're craving a simpler way of life, you'll discover it at one of our log cabins in Winchester. For example, All Season Getaway. Relax At The "wilberness" Log Cabin Close To Rocky Fork Lake. Spend your days here going picnicking and cycling and then return home to its creature comforts. Time also seems to pass slowly at Peaceful Historic Log Cabin Getaway On 40 Acres. When you're in the mood to venture beyond your cozy hideout, picnicking and rafting opportunities are close by.
What are the highest-rated cabins in Winchester?
With an impressive rating, it's easy to understand why Private Cabin On 80 Acre Farm In Adams County Ohio is a huge hit with vacationers. Among the amenities you'll find here are a firepit and a fireplace. Amish - Built Cabin, Serene And Peaceful With Pond And Private Dock For Fishing is another great option. Conveniences like a firepit and a fireplace will help make your stay nice and comfortable.
Why should I book a cabin in Winchester?
For a vacation that's big on character, affordability and home comforts, you can't beat a cabin. Leave your city blues behind and wander through the greenery of the wilderness. From days of rugged adventure to peaceful evenings cuddled up with your sweetheart, a cabin stay can be as exciting or relaxing as you like. Check out the wonderful Winchester options here on Expedia.
What are the top nature cabins in Winchester?
If you're able to drag yourself away from the comfort of Cabin - River Retreat For 10 With Pool, Hot Tub, you'll find adventure everywhere. Among the best nature cabins in Winchester, it offers unrivaled access to the outdoors and amenities including a barbecue grill and a patio. Cabin - Tiny House @ Cierra Acres should also be on your short list. Location, rustic charm, a firepit, a barbecue grill ... This retreat has it all.
What are some of the best cabins near Serpent Mound in Winchester?
Leave the noisy city behind and spend time in nature at a Serpent Mound cabin. Wander among wildlife, tick off the sights and then settle in at All Season Getaway. Relax At The "wilberness" Log Cabin Close To Rocky Fork Lake. Activities such as nearby kayaking and nearby hiking and biking trails are waiting for you here. Another place you'll enjoy coming home to is Peaceful Cabin On 6 Acres Amish. Cycling and nearby rock climbing are a couple of things to keep you busy during your stay.

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