Log Cabins Winchester

An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

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Our top choices for Winchester cabin rentals

1. 1800’s Historical Log Cabin near I-75 Interstate

Lexington

Sarah

includes taxes & fees

21 Sept - 22 Sept

2. Unique Stay in a 1907 Log Cabin on The Kentucky River

Lexington

Anonymous traveller

includes taxes & fees

21 Sept - 22 Sept

3. Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

Irvine

Emmalynn P.

includes taxes & fees

21 Sept - 22 Sept

4. Larkspur Cabin with Hot Tub near Red River Gorge

Stanton

Anonymous traveller

includes taxes & fees

23 Sept - 24 Sept

5. Natural Bridge State Resort Park

Slade

Monty

includes taxes & fees

30 Sept - 1 Oct

6. Cabin in Kentucky Horse Country

Bourbon County

Siobann S.

includes taxes & fees

4 Oct - 5 Oct

7. New, Cozy, Secluded Cabin

Jeffersonville

Edgar O.

includes taxes & fees

21 Sept - 22 Sept

8. Spacious Secluded Cabin on 100 Acres Near Red River Gorge

Irvine

Kamryn

includes taxes & fees

21 Sept - 22 Sept

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Top Winchester Hotel Reviews

Natural Bridge State Resort Park

8/10 Good

"The room we had needs a lot of cleaning and a check of the air conditioning system. Couldn’t get the air to go any lower than 70 degrees. Bathroom needs new caulking and grout. Carpeting needs to be replaced and the vents in the bathroom need to be cleaned"

Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent

"This is the most fun place to stay in all of LEX in the summer! I stayed for my birthday & celebrating being one-year cancer-free this August and I live in town! Everyone was kind & helpful. Food at the lounge was great! The pool makes you feel like you are on vacation at a resort! Thinking seriously about making this a yearly thing."

Embassy Suites by Hilton Lexington Green

10/10 Excellent

"Friendly and knowledgeable staff, clean facility all around, extremely courteous to us with our small( 14 pound, quiet and well behaved dog). Reasonably priced, well located in Lexington area. We’ve stayed there probably 5-6 times I’m guessing at least and we’ll undoubtedly be returning. For the money and the value, unbeatable. Thank you"

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews	3,370
Accommodation	246 Cabin Rentals
Lowest Price	€96
Highest Price	€416

Frequently asked questions

What are the best cabins near Winchester?

Ranging from rustic and small to large and luxurious, you have 607 cabins on offer in and around Winchester. Some popular options include Secluded Red River Gorge Pet - Friendly Cabin On 3 Acres - Serenity Falls and Cabin - Secluded With Best Views In E. Ky. Can See 3 States. You Won't Be Disappointed.

Are there cheap cabins in Winchester?

Priced between €96 and €416 per night, escaping the everyday has never been so affordable. Snap up one of our cheap cabins in Winchester and experience the great outdoors without emptying your bank account.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 luxury cabins near Winchester?

Get set to treat yourself to a stay to remember at one of our Winchester luxury cabins. Cabin - Hot Tub, Wifi, No Pet Fee - Beary Cosy is one place where you can spend a few days or more living the high life. It features a deck and a spa tub. Or, use 2 Bed Cabin Hot Tub - Fire Pit as a base to explore the impressive natural areas around you. Quality touches here include a deck and a spa tub.

What are the best river cabins near Winchester?

If you're seeking a comfy hideaway by the water, a Winchester river cabin will be just the thing. Put your feet up at Hot Tub, Wifi, Adventure - New Family Cabin and let any worries on your mind disappear downstream. Handy amenities here include nearby ecotour services and a queen bed. Another top riverside property is Cabin - Pet - Friendly And Great Location. Guests have use of pet-friendly facilities, a deck and more.

What are the best cabins with pools near Winchester?

Slip on your swimsuit and go for a dip whenever you want when you stay at one of our cabin rentals with a pool near Winchester. Cosy East Bernstadt Cabin With Porch + Fishing Lake is a favourite among travellers. A porch and a patio are some other amenities you'll find here. Or you can enjoy a break from the hustle and bustle at Cabin With A Pool, Hot Tub And Wi. As well as a pool, this cabin comes with a swimming pool and a patio.

What are some great Winchester cabins?

When you want to spend some time out in nature but aren't into roughing it, a cabin is a perfect solution. Book a few nights or longer at Cabin - Sits On 8 Private Acres, Hiking Trails At This Secluded Chalet Wi. This property comes with an oven, a stovetop and more. You can also experience comfort and outdoor fun rolled into one at Cave Run Red River Gorge Cabin. A firepit and a garden are among its amenities.

What are the best weekend cabin rentals in Winchester?

It doesn't get much better than a weekend cabin getaway after a long week at work. Swap your cramped office for a few days in the great outdoors at Hot Tub, Wifi, Adventure - New Family Cabin. A porch and a patio are some of the amenities it comes with. Alternatively, forget all about work at Secluded Cabin On 70 Acres Private Land. Put your bags down here and enjoy access to a patio and a firepit.

What are the best cabin prices in Winchester?

Whether you're on a budget or want to splash out on your next trip, you'll find what you're looking for on Expedia. At the moment, you can get a Winchester cabin from only €96 per night.

Can I find log cabins in Winchester?

For lots of nature lovers, the ideal outdoor holiday isn't complete without bunking down in a cosy log cabin. Get exploring or simply slow down and relax at Big Rock Log Cabin, Beside Natural Bridge. Recreational activities such as picnicking and hiking are within easy reach here. Another attractive log cabin getaway is Hot Tub, Wifi, Adventure - Family Log Cabin. Canoeing and quad biking will keep you active when you're not happily hibernating in your rustic hideaway.

What are the highest-rated cabins in Winchester?

With an impressive rating, it's easy to see why Cave Run Red River Gorge Cabin is a huge hit with Expedia cabin travellers. Some amenities here include a patio and a firepit. Cosy Secluded Cabin With Wi - Fi is another fantastic choice. Conveniences such as a porch and a patio will help make your stay happy and comfortable.

What are the top things to see and do in Winchester?

If you'd like to do some sightseeing around Winchester, don't miss Community Park. In the mood for a road trip? Rent a car and head to attractions a little further afield, including Cassell Creek Golf Course. There's a great big world to experience outside your comfy cabin!

Why should I book a cabin in Winchester?

For a holiday that's big on charm, value for money and home comforts, a cabin is the best choice. Leave your city blues behind and wander through the greenery of nature. From days spent hiking to peaceful nights cuddled up by the fire, cabins offer both excitement and relaxation. Check out all the great Winchester options right here on Expedia.

What are the top nature cabins in Winchester?

Escape to Hot Tub, Wifi, Adventure - New Family Cabin and let all your worries drift downstream. Activities such as nearby rock climbing and cycling help make this river cabin in Winchester a hit with travellers. Cabin - Pet - Friendly And Great Location is another getaway where you can hang out in nature. If you're in the mood for adventure, try nearby mountain biking and nearby fishing.

What are some of the best cabins near Bluegrass Heritage Museum in Winchester?

Leave the noisy city behind and venture into nature from a Bluegrass Heritage Museum cabin. Get up close to wildlife, take in the fresh air and then settle back at Secluded Getaway In Beautiful New Cabin Near Red River Gorge. Popular activities such as paddle boating and nearby fishing are mere moments away here. Another place where you'll feel right at home is Hot Tub, Wifi, Pet - Friendly - Cosy Tiny Cabin. Nearby fishing and hiking are a few things to keep you busy during your stay.

Search Log Cabins Winchester

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester cabin rentals

1. 1800’s Historical Log Cabin near I-75 Interstate

2. Unique Stay in a 1907 Log Cabin on The Kentucky River

3. Sunset Ridge Cabin – Hilltop Sunset Views Near Red River Gorge

4. Larkspur Cabin with Hot Tub near Red River Gorge

5. Natural Bridge State Resort Park

6. Cabin in Kentucky Horse Country

7. New, Cozy, Secluded Cabin

8. Spacious Secluded Cabin on 100 Acres Near Red River Gorge

9. Mountain Memories Cabin

10. "Alpine Hills" Cozy Hideaway RRG Cabin w/ Hot Tub

11. NEW, Promo Pricing - Luxury Woodland Loft Retreat @ Red River Gorge

12. Briar Patch Cabin RRG: Firepit, Sunset, WIFI

13. The Lakeview Cabin and Highland Retreat

14. Hot Tub Dome with Epic Ridge Views - Cardinal Crest

15. Hot Tub Dome with Epic Ridge Views: Cloud Chaser

16. Cozy RRG Cabin • King Beds • Hot Tub • Views

17. This cabin is a 4 bedroom(s), 2 bathrooms, located in Stanton, KY.

18. Quaint, heavily forested cabin, mountain valley view.

19. Tin Cantina - Cozy Tiny Cabin Near Red River Gorge - Stargazing & Seclusion

20. Romantic RRG Cabin • Private Hot Tub • Amazing Views • Near Natural Bridge

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Natural Bridge State Resort Park

Find out more about Winchester

Winchester Cabin Rentals information

Frequently asked questions

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