MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Winchester cabin rentals

Exterior

Glamping Cabin | Huge Window | Cliff and Animal Views

Glamping Cabin | Huge Window | Cliff and Animal Views
Green Township
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay, we loved the horse and goats. It was peaceful and beautiful, exactly what we needed! Will definitely stay again! "
United States
Callie J.
The price is €102
includes taxes & fees
18 Jun - 19 Jun
Glamping Cabin | Huge Window | Cliff and Animal Views
Exterior

Sleeps 4| Private Bathroom | Stunning Views

Sleeps 4| Private Bathroom | Stunning Views
Green Township
7.2 out of 10, Good, (5 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 €137
includes taxes & fees
21 Jun - 22 Jun
Sleeps 4| Private Bathroom | Stunning Views
Exterior

Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel
Green Township
8.8 out of 10, Excellent, (20 reviews)
"The property is very remote, secluded and quiet. It is a pet friendly property that our dog very much enjoyed. For hikers this is a great location. We were very unlucky with the weather, so no fire pit or BBQing due to torrential rain (no one can control that). Amenities are solid. It is glamping. There is a gas station approx. 10 minutes away that serves some solid breakfast…Portsmouth is about 45 minutes away for some dinner options."
United States
Stuart
The price is €102
includes taxes & fees
23 Jun - 24 Jun
Glamping Cabin | Huge Window | Tree House Feel
Exterior

Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek
Green Township
9.8 out of 10, Exceptional, (8 reviews)
"Loved watching the storm through the big window and listening to the rain on the roof. "
United States
Crystal A.
The price is €102
includes taxes & fees
18 Jun - 19 Jun
Glamping Cabin | Huge Window | Over a Creek
Exterior detail

Country Cabin in Amish Country

Country Cabin in Amish Country
Peebles
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful clean place "
United States
Casey J.
The price is €164
includes taxes & fees
13 Jul - 14 Jul
Country Cabin in Amish Country
Exterior

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, (8 reviews)
"Very peaceful, amazing veiw perfect getaway will definitely stay again. "
United States
Kenneth
The price is €159
includes taxes & fees
18 Jun - 19 Jun
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Microwave, oven, stovetop

The Huntsmen

The Huntsmen
Hillsboro
6.4 out of 10, (5 reviews)
"A basic cabin in a good area for pets."
United States
Marcia
The price is €105
includes taxes & fees
21 Jun - 22 Jun
The Huntsmen
Exterior

Secluded in Amish Country and peaceful

Secluded in Amish Country and peaceful
Peebles
9.8 out of 10, Exceptional, (30 reviews)
"Very cozy, warm an had everything we could possibly need, love the memory book left for guests to share, we were in Bunk House, would love to see each of the others recommend staying "
United States
Michael J.
The price is €169
includes taxes & fees
23 Jun - 24 Jun
Secluded in Amish Country and peaceful
Interior

Bear Necessities Cabin - What Else Do You Need?

Bear Necessities Cabin - What Else Do You Need?
West Union
10.0 out of 10, Exceptional, (12 reviews)
"Great little spot! Cabin is super nice inside and out."
United States
Jason M.
The price is €151
includes taxes & fees
29 Jun - 30 Jun
Bear Necessities Cabin - What Else Do You Need?
Living area

The White Stag

The White Stag
Hillsboro
7.6 out of 10, Good, (9 reviews)
"Place was cozy and beds were comfortable."
United States
Gavin D.
The price is €146
includes taxes & fees
1 Jul - 2 Jul
The White Stag
Exterior

Griffis Game Hunting and/or Getaway

Griffis Game Hunting and/or Getaway
West Union
9.8 out of 10, Exceptional, (31 reviews)
"Super nice host, very clean cabin."
United States
BRAD T.
The price is €189
includes taxes & fees
22 Jun - 23 Jun
Griffis Game Hunting and/or Getaway
TV

The Outdoorsman

The Outdoorsman
Hillsboro
8.0 out of 10, Very good, (10 reviews)
"Clean and very quiet stay"
United States
Mindy
The price is €150
includes taxes & fees
18 Jun - 19 Jun
The Outdoorsman
Exterior

Glamping Cabin | Huge Window | Nature Lovers Dream

Glamping Cabin | Huge Window | Nature Lovers Dream
Green Township
9.8 out of 10, Exceptional, (9 reviews)
"We had a spectacular stay! Comfortable, Quiet, and Clean!Only a small suggestion Put a handle on the inside of the screen door and WD-40 the big door on cabin 1."
United Kingdom
Abby M.
The price is €102
includes taxes & fees
18 Jun - 19 Jun
Glamping Cabin | Huge Window | Nature Lovers Dream
Exterior

Cowboy Saloon Cabin

Cowboy Saloon Cabin
Hamersville
9.6 out of 10, Exceptional, (22 reviews)
"Absolutely Wonderful. & Plan to return this Summer."
United States
Jared
The price is €181
includes taxes & fees
22 Jun - 23 Jun
Cowboy Saloon Cabin
Exterior

Glamping Cabin | Huge Window | Valley and Cliff Views

Glamping Cabin | Huge Window | Valley and Cliff Views
Green Township
10.0 out of 10, Exceptional, (3 reviews)
"Very family friendly lovely views great host and respectfully so clean very nice stay"
United Kingdom
Brett W.
The price is €102
includes taxes & fees
18 Jun - 19 Jun
Glamping Cabin | Huge Window | Valley and Cliff Views
Exterior

The Cabin at 114 Main Street

The Cabin at 114 Main Street
Augusta
9.6 out of 10, Exceptional, (36 reviews)
"I have stayed here twice and bother stays were great"
United States
Tiffany B.
The price is €207
includes taxes & fees
22 Jun - 23 Jun
The Cabin at 114 Main Street
Exterior

Sleeps 12| Private Bathroom | Stunning Views

Sleeps 12| Private Bathroom | Stunning Views
Blue Creek
10.0 out of 10, Exceptional, (8 reviews)
"Neat house for a group with kids! The bunk house with the trap door was a blast for them. "
United States
Matt S.
Sleeps 12| Private Bathroom | Stunning Views
Exterior

Peaceful cabin with spectacular river and scenic views.

Peaceful cabin with spectacular river and scenic views.
Adams County
9.8 out of 10, Exceptional, (33 reviews)
"Great location. "
United States
John S.
The price is €347
includes taxes & fees
1 Jul - 2 Jul
Peaceful cabin with spectacular river and scenic views.
Exterior

Tom & Jerri's Rustic Cabin located on the lake

Tom & Jerri's Rustic Cabin located on the lake
Hamersville
10.0 out of 10, Exceptional, (14 reviews)
"Very cute cabin on the lake! Great stay while at the ball fields! "
United States
Malia P.
The price is €197
includes taxes & fees
18 Jun - 19 Jun
Tom & Jerri's Rustic Cabin located on the lake
Exterior detail

Cabin 8 Celebration - Includes a Homemade Country Breakfast!

Cabin 8 Celebration - Includes a Homemade Country Breakfast!
West Union
Cabin 8 Celebration - Includes a Homemade Country Breakfast!
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

Paragon Inn Hillsboro

Paragon Inn Hillsboro

8/10 Good
"Stayed here before, will probably stay again if in the area again. Price was higher than I remember. This time the room smelled but airing it out spraying some freshener made it tolerable. pillows are nice, bed isnt soft but not rock hard either."
Alicia 1-night trip
Posted 16 hours ago
Paragon Inn Hillsboro

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
183
Accommodation
58 Cabin Rentals
Lowest Price
€102
Highest Price
€347

Frequently asked questions

What are the best cabins near Winchester?
Ranging from cosy 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 €102 to €347 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 cosy 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 €102 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 cosy 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 holiday makers. 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 holiday 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.