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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Flemingsburg vacation rentals

A kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

1. Highland Hideaway - Tons of character, modern updates and art !

Highland Hideaway - Tons of character, modern updates and art !
Flemingsburg
The price is CA $179
CA $268 total
includes taxes & fees
Sep 10 - Sep 11
Highland Hideaway - Tons of character, modern updates and art !

2. Quiet Country home, Pet friendly

Quiet Country home, Pet friendly
Wallingford
10.0 out of 10, Exceptional, (1 review)
"Beautiful property especially if you like the peace and quiet of nature. The host was fantastic to work with and extremely friendly. "
United States
Julie G.
The price is CA $138
CA $244 total
includes taxes & fees
Sep 21 - Sep 22
Quiet Country home, Pet friendly
A covered porch with stone walls, a staircase, and outdoor seating.

3. Spacious Lodge w/ Fire Pit & Hot Tub

Spacious Lodge w/ Fire Pit & Hot Tub
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"super nice place!"
United States
Trystan S.
The price is CA $498
CA $809 total
includes taxes & fees
Sep 7 - Sep 8
Spacious Lodge w/ Fire Pit & Hot Tub
A house with a covered porch, wooden steps, and a star decoration on the wall.

4. 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, (45 reviews)
"Everything about our stay was great! Bathroom was a little small but we adapted Recommend it highly "
Canada
Anonymous traveller
The price is CA $166
CA $276 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

5. Charming country home on 433 acres

Charming country home on 433 acres
wallingford
6.0 out of 10, (6 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 CA $93
CA $174 total
includes taxes & fees
Sep 14 - Sep 15
Charming country home on 433 acres
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

6. 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 CA $104
CA $207 total
includes taxes & fees
Sep 14 - Sep 15
Lazy Lake Cabin 2!!! Pet Friendly!!
A red building with a covered porch, two potted plants, a grill, and a ladder.

7. 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 CA $118
CA $200 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Country Sunsets I
A log cabin interior with a blue sofa, wooden cabinets, a kitchen area, and a television.

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

Cozy Cabin Near Cave Run Lake & Marina #1
Morehead
9.8 out of 10, Exceptional, (66 reviews)
"Perfect location to stay to enjoy all the things Cave Run Lake has to offer! Cabin is clean and perfect for an intimate weekend getaway! We really enjoyed our stay!"
United States
Hannah M.
Cozy Cabin Near Cave Run Lake & Marina #1
A log cabin with a black door, a porch with chairs, and a small deck area.

9. 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 CA $137
CA $257 total
includes taxes & fees
Sep 10 - Sep 11
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #6
A rustic wooden structure with a wooden deck leading to a warmly lit interior, surrounded by trees.

10. Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek
Green Township
9.2 out of 10, Wonderful, (11 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 CA $95
CA $158 total
includes taxes & fees
Sep 8 - Sep 9
Glamping Cabin | Huge Window | Over a Creek
A small cabin with a wooden exterior, a porch, and a visible interior with a bed and a table.

11. Glamping Cabin | Huge Window | Valley and Cliff Views

Glamping Cabin | Huge Window | Valley and Cliff Views
Green Township
10.0 out of 10, Exceptional, (4 reviews)
"Very family friendly lovely views great host and respectfully so clean very nice stay"
United Kingdom
Brett W.
The price is CA $95
CA $158 total
includes taxes & fees
Sep 7 - Sep 8
Glamping Cabin | Huge Window | Valley and Cliff Views
A wooden deck with string lights, a covered seating area, and a view of a town at dusk.

12. Peaceful cabin with spectacular river and scenic views.

Peaceful cabin with spectacular river and scenic views.
Adams County
9.8 out of 10, Exceptional, (37 reviews)
"Very peaceful and relaxing. And VERY clean!!"
United States
Timothy
The price is CA $301
CA $530 total
includes taxes & fees
Sep 7 - Sep 8
Peaceful cabin with spectacular river and scenic views.
A bedroom with a bed, a television, a wardrobe, and a window with curtains.

13. Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64

Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64
Morehead
10.0 out of 10, Exceptional, (1 review)
"Properly is exactly as listed, beautiful. Hosts were more than accommodating and easy to communicate with."
United States
Tiffany M.
The price is CA $128
CA $263 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64
A rustic wooden structure with a wooden deck leading to a warmly lit interior, surrounded by trees.

14. Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel
Green Township
8.6 out of 10, Excellent, (22 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 CA $95
CA $158 total
includes taxes & fees
Sep 7 - Sep 8
Glamping Cabin | Huge Window | Tree House Feel
A wooden cabin interior with a sofa, a television, and a sliding barn door.

15. 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 CA $158
CA $250 total
includes taxes & fees
Sep 7 - Sep 8
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
A wooden cabin interior with a sofa, a television, and a sliding barn door.

16. 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 CA $113
CA $249 total
includes taxes & fees
Sep 7 - Sep 8
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
A building with a staircase leading to a door marked with the number 218.

17. 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 CA $137
CA $182 total
includes taxes & fees
Sep 7 - Sep 8
1 Bedroom Bourbon House on the Hill

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 CA $187
CA $214 total
includes taxes & fees
Sep 7 - Sep 8
Sleeps 4| Private Bathroom | Stunning Views
A kitchen with wooden cabinets, a black refrigerator, a stove, and a sink.

19. Cozy Apartment in Maysville KY - Apt A

Cozy Apartment in Maysville KY - Apt A
Maysville
10.0 out of 10, Exceptional, (1 review)
"This was a very comfortable, historic home with beautiful architecture and minimalist decor to make for a relaxing and peaceful stay. We loved it!"
United States
Cindy H.
The price is CA $194
CA $225 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Apartment in Maysville KY - Apt A
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

20. 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 CA $143
CA $188 total
includes taxes & fees
Sep 8 - Sep 9
5 o'clock somewhere in Mt Sterling
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

Beverly hills inn

Beverly hills inn

8/10 Good
"Good place stay other then been to loud at midnight working on cars"
Timothy 3-night trip
Posted 13 hours ago
Beverly hills inn

Find out more about Flemingsburg

Everything you need to know about Flemingsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Flemingsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Flemingsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Flemingsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Flemingsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Flemingsburg vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Flemingsburg vacation rentals we have selected for you start as low as CA $158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Flemingsburg rentals

At Expedia, we put the best Flemingsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Flemingsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Flemingsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Flemingsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Flemingsburg City Hall and Fleming County Golf Association 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.