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

Flemingsburg Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Flemingsburg holiday rentals

Interior

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 HK$529
HK$986 total
includes taxes & fees
22 Jul - 23 Jul
Charming country home on 433 acres
Exterior

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 HK$588
HK$1,175 total
includes taxes & fees
28 Jul - 29 Jul
Lazy Lake Cabin 2!!! Pet Friendly!!
Terrace/patio

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 HK$666
HK$1,133 total
includes taxes & fees
22 Jul - 23 Jul
Beautiful Country Sunsets I
Outdoor dining

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 HK$784
HK$1,301 total
includes taxes & fees
22 Jul - 23 Jul
Lazy Lake Cabin 1! Pet Friendly
Terrace/patio

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)
"Great place to stay, updated and clean"
United States
Ty R.
The price is HK$941
HK$1,519 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Smart TV

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 price is HK$670
HK$1,305 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Cabin Near Cave Run Lake & Marina #1
Terrace/patio

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 HK$670
HK$1,305 total
includes taxes & fees
22 Jul - 23 Jul
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
Terrace/patio

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 HK$1,708
HK$2,925 total
includes taxes & fees
23 Jul - 24 Jul
Peaceful cabin with spectacular river and scenic views.
Coffee/tea maker, fridge, microwave, oven

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 HK$1,026
HK$2,140 total
includes taxes & fees
3 Aug - 4 Aug
3-bedroom house in charming Morehead near Cave Run and Morehead State
Property grounds

Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek
Green Township
9.8 out of 10, Exceptional, (8 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 HK$541
HK$894 total
includes taxes & fees
4 Aug - 5 Aug
Glamping Cabin | Huge Window | Over a Creek
Property grounds

Glamping Cabin | Huge Window | Cliff and Animal Views

Glamping Cabin | Huge Window | Cliff and Animal Views
Green Township
9.4 out of 10, Exceptional, (3 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 HK$541
HK$894 total
includes taxes & fees
5 Aug - 6 Aug
Glamping Cabin | Huge Window | Cliff and Animal Views
TV

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 HK$643
HK$1,412 total
includes taxes & fees
26 Jul - 27 Jul
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Exterior

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 HK$1,450
HK$1,763 total
includes taxes & fees
3 Aug - 4 Aug
Cottage 4 at MeadowView- near cave run lake!
Property grounds

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 HK$541
HK$894 total
includes taxes & fees
4 Aug - 5 Aug
Glamping Cabin | Huge Window | Tree House Feel
Interior

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

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
3.0 star property
Rome
The price is HK$894
HK$1,415 total
includes taxes & fees
23 Jul - 24 Jul
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Exterior

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 HK$776
HK$1,029 total
includes taxes & fees
22 Jul - 23 Jul
1 Bedroom Bourbon House on the Hill
Iron/ironing board, WiFi, bed sheets

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 HK$812
HK$1,068 total
includes taxes & fees
22 Jul - 23 Jul
5 o'clock somewhere in Mt Sterling
Terrace/patio

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 HK$1,058
HK$1,215 total
includes taxes & fees
26 Jul - 27 Jul
Sleeps 4| Private Bathroom | Stunning Views
Property grounds

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 HK$494
HK$977 total
includes taxes & fees
26 Jul - 27 Jul
Cozy, Bright Home in Historic Downtown
Exterior detail

Cave Run Lodge Near Lake & Marina Cabin Suite #8

Cave Run Lodge Near Lake & Marina Cabin Suite #8
Morehead
10.0 out of 10, Exceptional, (1 review)
"Loved the location, the cabin was very clean and stocked with everything we needed. The main living area is very open and spacious. The deck was very nice. We appreciated being able to bring our dog. "
United States
Laura M.
The price is HK$847
HK$2,028 total
includes taxes & fees
22 Jul - 23 Jul
Cave Run Lodge Near Lake & Marina Cabin Suite #8
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

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

10/10 Excellent
"Very nice and a great value for the price."
Clarence 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Mt Sterling North by IHG

Find out more about Flemingsburg

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Frequently asked questions

Can I find a holiday rental in Flemingsburg?

Yes, there are holiday rentals close to the most popular sights in Flemingsburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Flemingsburg has to offer?

Spacious Lodge w/ Fire Pit & Hot Tub: This highly rated holiday home rental in Flemingsburg is equipped with a BBQ, 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 that 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 holiday rentals like in Flemingsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Flemingsburg. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips or small group gatherings.