Sharpsburg Vacation Rentals from $124: Search Short-Term Rentals

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Our top choices for Sharpsburg vacation rentals

A rural road curving through a green landscape with a wooden fence, a stone wall, and a small building in the distance.

1. Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

Sharpsburg

Garrett W.

$365 nightly

Nov 8 - Nov 9

Total with taxes and fees

A Farmers' Market pavilion with a clear roof, a sign indicating it's powered by KJ, and operating hours from June through October.

2. Cozy, Bright Home in Historic Downtown

Mount Sterling

Glenda

$103 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

3. 5 o'clock somewhere in Mt Sterling

Mount Sterling

Trey S.

$113 nightly

Nov 8 - Nov 9

Total with taxes and fees

A staircase with a brick wall and a painted sheep mural.

4. Marvelous 3-bedroom second floor apartment in Carlisle with lots of history

Carlisle

caseycycling

$254 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Mount Sterling

Robert G.

$136 nightly

Nov 30 - Dec 1

Total with taxes and fees

6. Hunting Lodge in the City

Mount Sterling

$117 nightly

Nov 8 - Nov 9

Total with taxes and fees

A gated entrance with a stone wall, a tree, and white hydrangea flowers.

7. Cabin in Kentucky Horse Country

Bourbon County

Siobann S.

$416 nightly

Nov 8 - Nov 9

Total with taxes and fees

A red building with a covered porch, two potted plants, a grill, and a ladder.

8. Beautiful Country Sunsets I

Hillsboro

Simple

$124 nightly

Dec 2 - Dec 3

Total with taxes and fees

A dining room with a wooden table and chairs, a chandelier, a fireplace, and a mirror on the wall.

9. The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

Paris

"This property is an older home remodeled. the showers are only for SMALL people. they use horrible smelling air freshners. it took 2 days to get the chemical smell out. And the lights in the bathroom went out after the first day. The price on this home is way to high for the property. But on a good note, the fenced in back yard is huge. the dogs loved it. but the next door neighbor has aggressive pit bulls who go nuts at the fence when they are out. . And after letting the owner know about the...

Randy H.

$370 nightly

Nov 8 - Nov 9

Total with taxes and fees

A doorway leading to a room with a patterned chair and a painting on the wall.

10. Charming Apartment in the Heart of Carlisle

Carlisle

Stephanie D.

$247 nightly

Nov 8 - Nov 9

Total with taxes and fees

A kitchen with a central island, two pendant lights, a stove, and wooden cabinets.

11. Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC

Millersburg

"This property is perfect for families traveling together. Each bedroom has its own bathroom and plenty of room for everyone to relax. The kitchen is perfect and the back porch makes a great place to have your coffee in the morning or in the evening. It’s only 20 minutes from Cynthia Anna and less than 10 minutes from Paris, so if you were looking for a great place to stay look no further! We had an issue with one of the beds and they took care of it within a few hours"

Michelle

$464 nightly

Nov 8 - Nov 9

Total with taxes and fees

A log cabin interior with a blue sofa, wooden cabinets, a kitchen area, and a television.

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

Morehead

Hannah M.

$157 nightly

Nov 15 - Nov 16

Total with taxes and fees

A two-story house with a beige exterior, numbered 1112, featuring a front porch with two wicker chairs and two wall-mounted lanterns.

13. The Neal House: Charming & Historic 3 Bedroom House

Millersburg

$422 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a front porch, a central door, and a small front yard.

14. The Parsonage: A Grand 19th Century 4 Bedroom Home

Millersburg

$453 nightly

Nov 8 - Nov 9

Total with taxes and fees

A house with a blue door, two windows with shutters, and a porch with a white railing.

15. Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

Millersburg

$301 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a bed, a bedside table, a wall-mounted air conditioner, a window with blinds, and a hanging wall decoration.

16. Cottage at Cave Run

Salt Lick

Jacob H.

$246 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden cabin interior with a stone fireplace, wooden dining table, and chairs.

17. Secluded 2-BD cabin, tranquil mountain setting. Hot Tub Gazebo! Wood fireplace.

Stanton

Kelli O.

$200 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered outdoor patio with a grill and seating area.

18. Mountaintop Cottage

Stanton

Mike P.

$150 nightly

Nov 9 - Nov 10

Total with taxes and fees

A house with a covered porch, wooden steps, and a star decoration on the wall.

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

Morehead

Debra

$169 nightly

Nov 18 - Nov 19

Total with taxes and fees

A kitchen with white cabinets, a stainless steel oven, and a dishwasher.

20. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

Winchester

Tim T.

$246 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Sharpsburg Hotel Reviews

Best Western Eagles Inn

8/10 Good

"The EV charger is a game changer for me. My son’s girlfriend goes to Morehead but there are no superchargers within an hour of the school. When we first visited I had to plan a stop in Lexington and then make sure I had enough battery to get back. So much more convenient. The hotel was clean, breakfast was good, The staff was great."

Best Western Winchester Hotel

10/10 Excellent

"Liked parking just outside our ground floor room door. Pleasant, efficient check-in man Jared gave us a room near the designated smoking area when he found out one of the guests was a smoker. Room was clean and furnishings were decent quality. Beds were comfortable and water pressure in shower was good. Water only warm, not hot one morning of two spent there. Hot breakfast was good for hotel food. Location seemed safe enough and there was a grocery store across the street. Lots of fast food, pizza, bar & grill food nearby, as well as gas stations/convenience stores. Interstate nearby but couldn't hear traffic from inside room. Bluegrass Heritage Museum in downtown Winchester, KY is worth visiting and all 3 floors are wheelchair accessible. Only 15 minutes to Fort Boonesborough and a Civil War fort across the river from it. Would definitely stay again if in the area."

Holiday Inn Express & Suites Mt Sterling North by IHG

10/10 Excellent

"Great Hotel Came to stay one night for a funeral. Me & my best friend had 2 rooms reserved. We call & asked for connecting rooms & due to me having a suite n her having normal room we couldn’t, but we were allowed an early check in at 2pm to help us. Then when we came to actually check in they updated my friend’s room to a suite so we could have a joining rooms. The lady checking us in was so so nice. My room was perfect. I was excited for a hotel WITHOUT CARPET. It makes the room so much cleaner. Huge bathroom with bright lights to get ready. Then they had desk area with a mirror and chair you could sit and get ready too. I was thankful for the ironing board and iron for my dress for funeral. I slept great in the bed. It was an amazing stay. My friends went down for breakfast n sent me pics and were talking about how great it was. They said they had anything you could imagine. I was busy getting ready and had Starbucks door dashed to us. It’s a great area with a lot of little places to go. I stayed in a Hilton in Lexington 6 days last week and I would pick this hotel over that one any day. Thanks for a wonder -quick stop. ."

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

10/10 Excellent

"Val and her husband were very hospitable. I have rented from VRBO many times and have never met the owner of the property but walked in to a list of rules and instructions for checkout. That was not the case with Val's retreat! Even though we did not get in until close to 10pm Val was still there to greet us, gave us a tour of cabin, had our towels on the towel warmer, ensured the hot tub was at a nice relaxing temperature and even had cookies on the kitchen table and snacks with bottled water in the fridge. Oh and I can't forget her husband, Richard already had a fire going in our private fire pit, he even made a fire the following night while we were still out visiting with family. It was so wonderful and defiantly a change to have such and kind welcome. Our oldest daughter is getting married in a year and half and she wants to book both suites and have a bachelorette weekend there. I think we will have to do this for sure. I had mentioned this to Val while we were there so she even took time on Sunday to give us a tour of the other suite. We will defiantly be booking with Val anytime we are in town to visit with family and most likely a bachelorette weekend as well! Thank you Val and Richard!!"

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

10/10 Excellent

"As advertised. The place was great. Clean, spacious, well provided, and well maintained. The hosts checked on us to make sure everything was going good. The kitchen has modern appliances. Everything worked. Yes it’s an old farm house with the charm and the farm animals in the fields adjacent. I’d highly recommend it"

Find out more about Sharpsburg

Everything you need to know about Sharpsburg 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 Sharpsburg 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 Sharpsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sharpsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sharpsburg. 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 Sharpsburg 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 $124 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 Sharpsburg rentals

At Expedia, we put the best Sharpsburg 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 Sharpsburg 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 Sharpsburg 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 Sharpsburg. 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

Are there vacation rentals in Sharpsburg?

Yes, we offer vacation rentals close to popular local attractions in Sharpsburg, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Sharpsburg has to offer?

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.: This Sharpsburg vacation home rental offers an outdoor pool, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What can I see and do in Sharpsburg?

While you're exploring the area, Lake Carnico and Bourbon County Park are a couple of picturesque spots to get outside and enjoy nature. The Cane Ridge Meeting House and Blue Licks Battlefield State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Sharpsburg?

Vacation rentals are private properties you can stay in for a short or long stay in Sharpsburg. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

Room 1

Check prices for these dates

Our top choices for Sharpsburg vacation rentals

1. Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

2. Cozy, Bright Home in Historic Downtown

3. 5 o'clock somewhere in Mt Sterling

4. Marvelous 3-bedroom second floor apartment in Carlisle with lots of history

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

6. Hunting Lodge in the City

7. Cabin in Kentucky Horse Country

8. Beautiful Country Sunsets I

9. The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

10. Charming Apartment in the Heart of Carlisle

11. Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC

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

13. The Neal House: Charming & Historic 3 Bedroom House

14. The Parsonage: A Grand 19th Century 4 Bedroom Home

15. Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

16. Cottage at Cave Run

17. Secluded 2-BD cabin, tranquil mountain setting. Hot Tub Gazebo! Wood fireplace.

18. Mountaintop Cottage

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

20. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

Find vacation rentals that suit your style

Top Sharpsburg Hotel Reviews

Best Western Eagles Inn

Best Western Winchester Hotel

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG

Mountaintop Cottage

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

Holiday Inn Express and Suites Morehead by IHG

Red Roof Inn Morehead

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

Find out more about Sharpsburg

Frequently asked questions