Guest Houses in Jessamine County
Kentucky
United States of America
Guest Houses
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A bridge over a river with surrounding trees and a small settlement.

Guest Houses in Jessamine County

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your current months are November, 2026 and December, 2026.

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Top cities in Jessamine County

A town with a prominent clock tower, intersecting roads, and surrounding residential buildings.

Nicholasville

A bridge over a calm river with a sunset reflection.

Wilmore

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Our top choices for Jessamine County guest houses

A living room with a blue sofa, a glass coffee table, and a fireplace. There are potted plants and a TV mounted on the wall.

A bedroom with a bed, a bedside table, a lamp, a mirror, and a window.

A dining area with a chandelier, a round table, and chairs. There is a mirror with a decorative frame on the wall, and a lamp on a side table.

A kitchen with a coffee maker, a tray of coffee cups, and framed thank you signs.

1. Luxury on Main / North & Alongside EKU & BBQ

Luxury on Main / North & Alongside EKU & BBQ

Richmond

9.8 out of 10, Exceptional, (113 reviews)

9.8/10

Exceptional

(113 reviews)

"Pristine apartment - one of 4 in the beautiful restored building. Feels like it was very recently updated, yet kept some of the original charm (floors, doorknobs). Good Wi-Fi. Really beautiful property and would definitely plan to stay here if we're back in Richmond"

Kyle B.

The price is CA $117

CA $117

CA $225 total

includes taxes & fees

Nov 17 - Nov 18

Luxury on Main / North & Alongside EKU & BBQ

A large, white, two-story house with a wrap-around porch, multiple chimneys, and a well-maintained lawn.

A hallway with a wooden console table, a framed floral artwork, and a glass shower enclosure with a view of greenery.

A room with a round table by a window, a vase with flowers, a bowl, and a book.

A grand hallway with a staircase, ornate chandelier, and patterned wallpaper.

2. Rose Hill Inn

Rose Hill Inn

4.0 star property

Versailles

10.0 out of 10, Exceptional, (76 reviews)

10/10

Exceptional

(76 reviews)

"We stayed at Rose Hill inn for one night in the hideaway attic, and if was so cute and charming! The property is so beautiful and the home is very historic and interesting. The owners were very welcoming and the breakfast was delicious! Definitely recommend staying here."

Cindy

The price is CA $267

CA $267

CA $294 total

includes taxes & fees

Dec 1 - Dec 2

Rose Hill Inn

A swimming pool with two swan statues, a stone fireplace, and a stone wall.

A dining room with a round glass table set for six, surrounded by white chairs.

A two-story house with a front porch, a dark front door, and two large planters on either side.

A wooden console table with a mirror, two lamps, a vase with white flowers, and a bowl.

3. "The Guest House", Located on a 300 acre horse farm.

"The Guest House", Located on a 300 acre horse farm.

Lexington

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"We could not have had a better experience with this stay! The property is beautiful and the home was very clean. And Teresa was an incredible host! Would recommend to anyone staying in the area."

Andreas T.

"The Guest House", Located on a 300 acre horse farm.

A four-poster bed with a floral bedspread, a chandelier, and two bedside lamps.

A bathroom with a toilet, a small table with a lamp, a chair, and a window with curtains.

A neatly made bed with floral-patterned bedding, a wooden headboard, and a window with checkered curtains.

A bathroom with a white vanity, a gold faucet, a bottle of shampoo, and a bathtub with dark tiles.

4. Guest House Of Kentucky (King - 2nd Floor)

Guest House Of Kentucky (King - 2nd Floor)

Lancaster

6.4 out of 10, (5 reviews)

6.4/10

(5 reviews)

"Did not receive check in instructions, door code, WiFi code. Property owner arrived at property to let me in after an hour. House and bed was nice. I think the listing need to be updated to reflect that different rooms of the house are being rented by different parties. A party arrived after me and began accusing me of using the house they believed they rented the entire thing. Also there is no laundry machines available. They are present, but in a locked area of the house. Overall, I needed a...

Camaron P.

The price is CA $175

CA $175

CA $208 total

includes taxes & fees

Nov 16 - Nov 17

Guest House Of Kentucky (King - 2nd Floor)

A bedroom with two beds, a chandelier, a nightstand, and a window with shutters.

A small bathroom with a white sink, a toilet, and a window with curtains.

A bedroom with a fireplace, a bed, a wooden bench, a mirror, and a door leading to a bathroom.

A hotel room with two beds, a fireplace, a chandelier, and a large window with shutters.

5. Guest House of Kentucky (2 Queens - 1st Floor)

Guest House of Kentucky (2 Queens - 1st Floor)

Lancaster

The price is CA $265

CA $265

CA $320 total

includes taxes & fees

Nov 17 - Nov 18

Guest House of Kentucky (2 Queens - 1st Floor)

A front door with a wreath, two potted plants, and a welcome mat.

A dining room with a wooden table set for a meal, flanked by chairs, a fireplace, and a chandelier.

A kitchen with wooden cabinets, a central island, a refrigerator, and a microwave.

A cozy living room with a leather sofa, a coffee table with a decorative item, a small side table, and a TV mounted on the wall.

6. The Danville

The Danville

3.5 star property

Danville

2.0 out of 10, (1 review)

2.0/10

(1 review)

"I am giving one star because this is a false booking. The people who run the Danville are no longer available, there is no website and no number to call. The property is now run by someone else, who was wonderful. "

Holly

The Danville

A bedroom with two beds, a chandelier, a bedside table with a lamp, and a painting on the wall.

A bathroom with a white vanity, two wicker baskets with towels, a framed picture on the wall, and a small wicker basket on the floor.

A bathroom with a bathtub, a sink, a mirror, and a towel rack.

A bedroom with two single beds, a chandelier, a mirror, and a window with curtains.

7. Guest House of Kentucky (2 Singles - 2nd Floor)

Guest House of Kentucky (2 Singles - 2nd Floor)

Lancaster

The price is CA $215

CA $215

CA $252 total

includes taxes & fees

Nov 20 - Nov 21

Guest House of Kentucky (2 Singles - 2nd Floor)

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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Guest Houses in Jessamine County

Change your mind

Treat yourself

Be picky

Top cities in Jessamine County

Nicholasville

Wilmore

Check prices for these dates

Our top choices for Jessamine County guest houses

1. Luxury on Main / North & Alongside EKU & BBQ

2. Rose Hill Inn

3. "The Guest House", Located on a 300 acre horse farm.

4. Guest House Of Kentucky (King - 2nd Floor)

5. Guest House of Kentucky (2 Queens - 1st Floor)

6. The Danville

7. Guest House of Kentucky (2 Singles - 2nd Floor)

Explore a world of travel with Expedia