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Holiday Homes in Sharpsburg

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sharpsburg holiday homes

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.

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
Sharpsburg
9.6 out of 10, Exceptional, (8 reviews)
"Delightful country setting that allowed our family to be together to prepare for our daughter’s wedding. "
United States
Lance S.
The price is AU$604
includes taxes & fees
14 Oct - 15 Oct
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
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

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.6 out of 10, Excellent, (24 reviews)
"This is definitely an older home, but it was clean and comfortable and the Dolly memorabilia is amazing!"
United States
Glenda
The price is AU$182
includes taxes & fees
5 Oct - 6 Oct
Cozy, Bright Home in Historic Downtown
A building with a staircase leading to a door marked with the number 218.

3. 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 AU$192
includes taxes & fees
4 Oct - 5 Oct
1 Bedroom Bourbon House on the Hill
A bedroom with a bed, nightstands, a ceiling fan, a mural of a sunset, and a window with blinds.

4. 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 AU$199
includes taxes & fees
5 Oct - 6 Oct
5 o'clock somewhere in Mt Sterling
Exterior

5. Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is AU$207
includes taxes & fees
5 Oct - 6 Oct
Hunting Lodge in the City
A dining room with a wooden table and chairs, a chandelier, a fireplace, and a mirror on the wall.

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

The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
Paris
8.8 out of 10, Excellent, (5 reviews)
"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...
United States
Randy H.
The price is AU$618
includes taxes & fees
2 Nov - 3 Nov
The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

7. 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 AU$219
includes taxes & fees
5 Oct - 6 Oct
Lazy Lake Cabin 2!!! Pet Friendly!!
Terrace/patio

8. 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 AU$257
includes taxes & fees
3 Nov - 4 Nov
Quiet Country home, Pet friendly
A house with a blue door, two windows with shutters, and a porch with a white railing.

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

Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
Millersburg
The price is AU$503
includes taxes & fees
2 Nov - 3 Nov
Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
A kitchen with white cabinets, a stainless steel oven, and a dishwasher.

10. 4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
9.4 out of 10, Exceptional, (13 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is AU$423
includes taxes & fees
4 Oct - 5 Oct
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
A black leather sofa with a center console, a glass table, and two boxes on the table.

11. The Winchester

The Winchester
Winchester
8.6 out of 10, Excellent, (11 reviews)
"The house was clean and had all amenities needed. Love the location and was adorable. Wish I could have stayed longer. Love that there is a park across the street and the neighbors were very friendly"
United States
Gina
The price is AU$421
includes taxes & fees
6 Oct - 7 Oct
The Winchester
A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

12. 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 AU$184
includes taxes & fees
4 Oct - 5 Oct
Charming country home on 433 acres
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

The Neal House: Charming & Historic 3 Bedroom House
Millersburg
The price is AU$704
includes taxes & fees
2 Nov - 3 Nov
The Neal House: Charming & Historic 3 Bedroom House
A spacious kitchen with dark wood cabinets, a marble countertop, and a wooden floor.

14. Bluegrass Bourbon Retreat/Pool/ Downtown Paris

Bluegrass Bourbon Retreat/Pool/ Downtown Paris
Paris
The price is AU$1,098
includes taxes & fees
4 Oct - 5 Oct
Bluegrass Bourbon Retreat/Pool/ Downtown Paris
A two-story house with a front porch, a central door, and a small front yard.

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

The Parsonage: A Grand 19th Century 4 Bedroom Home
Millersburg
The price is AU$757
includes taxes & fees
2 Nov - 3 Nov
The Parsonage: A Grand 19th Century 4 Bedroom Home
A kitchen with a central island, two pendant lights, a stove, and wooden cabinets.

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

Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
Millersburg
The price is AU$774
includes taxes & fees
2 Nov - 3 Nov
Historical 1812 Home featuring a Chef's Kitchen, Laundry, and AC
A modern kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a visible stove.

17. Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball

Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
Powell County
9.6 out of 10, Exceptional, (16 reviews)
"Great location, tons of things to do, and just about 20-25 min from the gorge."
United States
Veeresh R.
Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
A room with two sofas, a wooden ceiling, and a door with curtains.

18. Lake Adventure Basecamp w/ Game Room

Lake Adventure Basecamp w/ Game Room
Morehead
9.6 out of 10, Exceptional, (54 reviews)
"Overall a very nice property, but there are some general maintenance items that need addressed to make this a great stay."
United States
Ryan B.
The price is AU$944
includes taxes & fees
6 Oct - 7 Oct
Lake Adventure Basecamp w/ Game Room
A living room with a blue sofa set, a wooden coffee table, and a chandelier.

19. The Parsonage of Paris

The Parsonage of Paris
Paris
6.0 out of 10, (2 reviews)
"This is a very nice place....clean, well-decorated, great air conditioning and a nice quiet location in downtown Paris. Enjoyed our stay!"
United States
Leslie S.
The price is AU$577
includes taxes & fees
14 Oct - 15 Oct
The Parsonage of Paris
A log cabin interior with a wooden staircase, a kitchen area, and seating.

20. Kentucky Cabin Getaway w/ Loft Sleeping

Kentucky Cabin Getaway w/ Loft Sleeping
Mayslick
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful remote cabin with all the amenities of home. Every detail was planned out and perfect. We absolutely loved it."
United States
Diane L.
The price is AU$649
includes taxes & fees
5 Oct - 6 Oct
Kentucky Cabin Getaway w/ Loft Sleeping
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 Sharpsburg Hotel Reviews

Best Western Winchester Hotel

Best Western Winchester Hotel

10/10 Excellent
"The motel is dated but very clean and the staff is great. We have stayed here several times when traveling to and from visiting grandkids. We will be staying there again next week on our way back to Missouri."
Chris 1-night trip
Posted 6 hours ago
Best Western Winchester Hotel

Find out more about Sharpsburg

Sharpsburg Holiday Homes information

Number of reviews
146
Accommodation
60 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$1,098