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

Flemingsburg Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Flemingsburg vacation rentals

1. 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.
$166 nightly
The price is $178
Aug 31 - Sep 1
Total with taxes and fees
Quiet Country home, Pet friendly
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

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.
$140 nightly
The price is $150
Sep 1 - Sep 2
Total with taxes and fees
Lazy Lake Cabin 2!!! Pet Friendly!!
A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

3. 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.
$125 nightly
The price is $134
Sep 14 - Sep 15
Total with taxes and fees
Charming country home on 433 acres
A red building with a covered porch, two potted plants, a grill, and a ladder.

4. 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
$135 nightly
The price is $145
Sep 2 - Sep 3
Total with taxes and fees
Beautiful Country Sunsets I
A wooden deck with string lights, a covered seating area, and a view of a town at dusk.

5. Peaceful cabin with spectacular river and scenic views.

Peaceful cabin with spectacular river and scenic views.
Adams County
9.8 out of 10, Exceptional, (36 reviews)
"Very peaceful and relaxing. And VERY clean!!"
United States
Timothy
$368 nightly
The price is $383
Sep 2 - Sep 3
Total with taxes and fees
Peaceful cabin with spectacular river and scenic views.
A wooden deck with a round table and two chairs, a window, and a wooden wall.

6. 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.
$155 nightly
The price is $166
Aug 31 - Sep 1
Total with taxes and fees
Lazy Lake Cabin 1! Pet Friendly
A house with a covered porch, wooden steps, and a star decoration on the wall.

7. 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 traveler
$183 nightly
The price is $201
Sep 8 - Sep 9
Total with taxes and fees
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
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
9.6 out of 10, Exceptional, (65 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 wooden cabin interior with a sofa, a television, and a sliding barn door.

9. 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
$178 nightly
The price is $182
Aug 30 - Aug 31
Total with taxes and fees
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
A cozy cabin interior with a sofa, a dining table, and a kitchen area.

10. Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #12

Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #12
Morehead
9.0 out of 10, Wonderful, (12 reviews)
"I’ve stayed on several visits - Good as always!"
United States
RUSSELL B.
$222 nightly
The price is $244
Aug 31 - Sep 1
Total with taxes and fees
Cave Run Lodge - Near Lake - Playground & Fire pit - Cabin #12
A single-story house with a front porch, a wooden door, and a small front yard with landscaping.

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

Cottage 4 at MeadowView- near cave run lake!
Morehead
8.0 out of 10, Very Good, (3 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.
$212 nightly
The price is $233
Aug 31 - Sep 1
Total with taxes and fees
Cottage 4 at MeadowView- near cave run lake!
A bedroom with a large bed, wooden wardrobe, and a chandelier.

12. Spacious 3-bedroom apartment with WiFi, AC in charming Ripley

Spacious 3-bedroom apartment with WiFi, AC in charming Ripley
Ripley
9.6 out of 10, Exceptional, (5 reviews)
"Nicely decorated property. This was perfect for our family and we’d definitely stay hear again when in Ripley. "
United States
John and Chris S.
Spacious 3-bedroom apartment with WiFi, AC in charming Ripley

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.
$200 nightly
The price is $220
Aug 31 - Sep 1
Total with taxes and fees
Cozy Lake Escape-Come Relax! Close to Cave Run Lake, RRG, MSU and I64
A kitchen with wooden cabinets, a black refrigerator, a stove, and a sink.

14. 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.
$160 nightly
The price is $162
Sep 1 - Sep 2
Total with taxes and fees
Cozy Apartment in Maysville KY - Apt A
A small cabin with a wooden exterior, a porch, and a visible interior with a bed and a table.

15. 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.
$114 nightly
The price is $114
Aug 30 - Aug 31
Total with taxes and fees
Glamping Cabin | Huge Window | Valley and Cliff Views
A rustic wooden structure with a wooden deck leading to a warmly lit interior, surrounded by trees.

16. 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.
$114 nightly
The price is $114
Aug 30 - Aug 31
Total with taxes and fees
Glamping Cabin | Huge Window | Over a Creek
A wooden cabin interior with a sofa, a television, and a sliding barn door.

17. 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
$175 nightly
The price is $180
Aug 30 - Aug 31
Total with taxes and fees
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

18. 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.
$124 nightly
The price is $136
Aug 30 - Aug 31
Total with taxes and fees
5 o'clock somewhere in Mt Sterling
A building with a staircase leading to a door marked with the number 218.

19. 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.
$119 nightly
The price is $131
Aug 31 - Sep 1
Total with taxes and fees
1 Bedroom Bourbon House on the Hill
A rustic wooden structure with a wooden deck leading to a warmly lit interior, surrounded by trees.

20. 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
$114 nightly
The price is $114
Aug 30 - Aug 31
Total with taxes and fees
Glamping Cabin | Huge Window | Tree House Feel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Flemingsburg Hotel Reviews

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling

8/10 Good
"The room had a slight musty odor, carpet possibly still damp from water? We sprayed odor disinfectant heavily in the suite to make it “non-musty”"
David 1-night trip
Posted 23 hours ago
Comfort Inn & Suites Mount Sterling

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Flemingsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.