A rural landscape with barns, a silo, and a fenced area.

Flemingsburg Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Flemingsburg vacation rentals

Interior

1. Charming country home on 433 acres

Charming country home on 433 acres
wallingford
5.6 out of 10, (5 reviews)
"Spacious inside and out. Interior offers a large living room with separate dining room. Plenty of yard and privacy. Short drive to town. Host was very accommodating!"
United States
Maria B.
The price is ￥10,625
￥19,801 total
includes taxes & fees
Aug 4 - Aug 5
Charming country home on 433 acres
Exterior

2. Lazy Lake Cabin 2!!! Pet Friendly!!

Lazy Lake Cabin 2!!! Pet Friendly!!
Flemingsburg
4.0 out of 10, (2 reviews)
"Property was not clean. Rooms had exposed wiring and several other safety hazards. Ok room to rent if just looking for a place to rest your head. The couch also smelled like wet dog."
United States
Frederick L.
The price is ￥11,805
￥23,591 total
includes taxes & fees
Aug 27 - Aug 28
Lazy Lake Cabin 2!!! Pet Friendly!!
Terrace/patio

3. Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.6 out of 10, Exceptional, (68 reviews)
"Very nice, serene, and personable and the owners were excellent. Great sunrise and sunsets and the stars at night were amazing. "
United States
Simple
The price is ￥13,379
￥22,749 total
includes taxes & fees
Aug 2 - Aug 3
Beautiful Country Sunsets I
Outdoor dining

4. Lazy Lake Cabin 1! Pet Friendly

Lazy Lake Cabin 1! Pet Friendly
Flemingsburg
6.0 out of 10, (2 reviews)
"Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings"
United States
Donna S.
The price is ￥15,740
￥26,119 total
includes taxes & fees
Aug 3 - Aug 4
Lazy Lake Cabin 1! Pet Friendly
Terrace/patio

5. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (44 reviews)
"Everything about our stay was great! Bathroom was a little small but we adapted Recommend it highly "
Canada
Anonymous traveler
The price is ￥18,888
￥31,702 total
includes taxes & fees
Aug 16 - Aug 17
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Terrace/patio

6. Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6

Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Morehead
9.6 out of 10, Exceptional, (10 reviews)
"Me and my sister stayed there so that we could visit with family. It was big enough for everything that we needed very enjoyable stay."
United States
henry h.
The price is ￥13,599
￥27,093 total
includes taxes & fees
Aug 10 - Aug 11
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Smart TV

7. Cozy Cabin Near Cave Run Lake & Marina #1

Cozy Cabin Near Cave Run Lake & Marina #1
Morehead
9.6 out of 10, Exceptional, (64 reviews)
"The cabin was super nice and clean. Would definitely stay here again!"
United States
Carlotta M.
The price is ￥15,583
￥29,623 total
includes taxes & fees
Aug 9 - Aug 10
Cozy Cabin Near Cave Run Lake & Marina #1
TV

8. 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 ￥12,907
￥28,350 total
includes taxes & fees
Aug 2 - Aug 3
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Terrace/patio

9. Peaceful cabin with spectacular river and scenic views.

Peaceful cabin with spectacular river and scenic views.
Adams County
9.8 out of 10, Exceptional, (35 reviews)
"Very peaceful and relaxing. And VERY clean!!"
United States
Timothy
The price is ￥34,282
￥60,292 total
includes taxes & fees
Aug 2 - Aug 3
Peaceful cabin with spectacular river and scenic views.
Exterior

10. 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 ￥10,861
￥17,944 total
includes taxes & fees
Aug 2 - Aug 3
Glamping Cabin | Huge Window | Nature Lovers Dream
Property grounds

11. Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek
Green Township
9.0 out of 10, Wonderful, (9 reviews)
"Had a wonderful time! Bathrooms and cabin were very clean and it was very quiet. Just what we needed."
United States
Kristen W.
The price is ￥10,861
￥17,944 total
includes taxes & fees
Aug 2 - Aug 3
Glamping Cabin | Huge Window | Over a Creek
Coffee/tea maker, fridge, microwave, oven

12. 3-bedroom house in charming Morehead near Cave Run and Morehead State

3-bedroom house in charming Morehead near Cave Run and Morehead State
Morehead
The price is ￥18,982
￥42,202 total
includes taxes & fees
Aug 2 - Aug 3
3-bedroom house in charming Morehead near Cave Run and Morehead State
Property grounds

13. Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel
Green Township
8.6 out of 10, Excellent, (21 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 ￥10,861
￥17,944 total
includes taxes & fees
Aug 2 - Aug 3
Glamping Cabin | Huge Window | Tree House Feel
Exterior

14. Cottage 4 at MeadowView- near cave run lake!

Cottage 4 at MeadowView- near cave run lake!
Morehead
10.0 out of 10, Exceptional, (2 reviews)
"Clean, well-appointed home that had everything we needed in a convenient location. We enjoyed our stay and would definitely stay again. "
United States
Ashley B.
The price is ￥29,119
￥36,205 total
includes taxes & fees
Aug 2 - Aug 3
Cottage 4 at MeadowView- near cave run lake!
Coffee/tea maker, fridge, microwave, oven

15. Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Paris
10.0 out of 10, Exceptional, (21 reviews)
"Such a peaceful, cozy place to stay. "
United States
Ninette W.
The price is ￥19,832
￥49,799 total
includes taxes & fees
Aug 12 - Aug 13
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Exterior

16. 1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"This property was very welcoming to our small dog."
United States
Anne D.
The price is ￥15,583
￥20,650 total
includes taxes & fees
Aug 9 - Aug 10
1 Bedroom Bourbon House on the Hill
1 bedroom, iron/ironing board, WiFi, bed sheets

17. 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
9.4 out of 10, Exceptional, (3 reviews)
"A good stay in a friendly area."
United States
Trey S.
The price is ￥16,291
￥21,432 total
includes taxes & fees
Aug 6 - Aug 7
5 o'clock somewhere in Mt Sterling
Terrace/patio

18. 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 ￥21,249
￥24,397 total
includes taxes & fees
Aug 2 - Aug 3
Sleeps 4| Private Bathroom | Stunning Views
Private kitchen

19. The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!"
United States
Miguel
The price is ￥17,991
￥23,303 total
includes taxes & fees
Aug 8 - Aug 9
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Property grounds

20. Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.4 out of 10, Very Good, (23 reviews)
"Great stay as usual. Owners are super friendly & helpful. This was our 3rd time staying as we've made this our regular when visiting family in the area."
United States
Brittany K.
The price is ￥11,018
￥20,822 total
includes taxes & fees
Aug 9 - Aug 10
Cozy, Bright Home in Historic Downtown
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 Flemingsburg Hotel Reviews

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

10/10 Excellent
"I accidentally left my expensive neck pillow & they were very helpful with locating it & saved until I could return within 2 weeks & get it."
Martha 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Mount Sterling

Find out more about Flemingsburg

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Frequently asked questions

Can I find a vacation rental in Flemingsburg?

Yes, we have vacation rentals close to the most popular local attractions in Flemingsburg, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Flemingsburg has to offer?

Spacious Lodge w/ Fire Pit & Hot Tub: This highly rated vacation home rental in Flemingsburg is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Flemingsburg?

While exploring the area, visit family-friendly sights like National Underground Railroad Museum, or get outside and enjoy nature at Flemingsburg Recreation Park. Fleming County Recreation Park and Flemingsburg City Hall are other places to visit while you're in town.

What are vacation rentals like in Flemingsburg?

Vacation rentals are privately owned properties you can book for several days or longer in Flemingsburg. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.