Jessamine County Vacation Rentals from ￥26,808: Search Short-Term Rentals

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Our top choices for Jessamine County vacation rentals

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

Nicholasville

Leah G.

￥96,029 total

includes taxes & fees

May 26 - May 27

The Lodge A-Frame Getaway

Nicholasville

Peggy W.

￥90,326 total

includes taxes & fees

May 26 - May 27

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Lexington

Sonya W.

￥240,745 total

includes taxes & fees

Jun 15 - Jun 16

Bourbon Trail: Caboose on the Farm

Lawrenceburg

Brittany B.

￥37,769 total

includes taxes & fees

Jun 8 - Jun 9

Bourbon Trail Cabin on the Farm

Lawrenceburg

James S.

￥28,344 total

includes taxes & fees

Jun 9 - Jun 10

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Frankfort

Jacob Y.

￥26,221 total

includes taxes & fees

May 28 - May 29

Unique Stay in a 1907 Log Cabin on The Kentucky River

Lexington

Jennie C.

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Georgetown

l v.

￥35,974 total

includes taxes & fees

May 26 - May 27

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Top Jessamine County Hotel Reviews

Country Inn & Suites by Radisson, Georgetown, KY

10/10 Excellent

"I love when after many hours driving I can sit in a hot tub and relax. I appreciate a clean place with friendly people and a nice atmosphere. This is the place. Breakfast was good. Everyone spoken with was wonderful."

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent

"Had a great time here. Cheryl at the front desk was AWESOME! And idk how many cookies you’re allowed but I got two! Haha anyway, that was fun perk I had forgotten about with Doubletree. The hotel location is a bit interesting that said, lots to do around it! Room was really nice and I loved the color palette of the hotel. I booked it because I liked how different it was. Didn’t disappoint- would stay here again!"

Hyatt Regency Lexington

4/10 Poor

"Below average rooms. Perhaps the heavy use by the various groups attending sporting events and conventions makes it difficult to keep the rooms in top working order. To be a Hyatt property the quality of the experience is way off. The common areas were nice enough, but the room itself was long past its prime. Banged up, roughed up, worn down/out. The only thing you get is location; unless you’re attending something at Rupp or the convention center there is no bang for your buck. Staff at registration truly struggled with their computer system which caused delay in getting checked in. Parking is very inconvenient especially if the weather isn’t perfect…crossing a busy roadway to your vehicle and a ticketing system that requires a validation every time you want to leave the property. A very poor overall experience for the price paid. Stay elsewhere if you’re seeking a quality experience. There’s certainly no luxury at this location."

Fairfield Inn & Suites by Marriott Lexington North

4/10 Poor

"Though we booked a king and it still showed that there were 2 king rooms still two available, we were put into another room. The bed was very uncomfortable we would sink in the middle. There were two different hairs on sheets. There were markings in the bathroom. It goes on. We were very disappointed by our experience."

Marriott Lexington Griffin Gate Golf Resort & Spa

4/10 Poor

"We went for a girls trip on Memorial Day weekend the four of us. Looking at the website, we felt like this would be an excellent four star hotel. We got a room that had a balcony. The balcony was great. It was spacious and worth the extra cost except it had two like two person bed loungers, and one of them had no cushions on them so we could not use it. Not so bad so far, but then we go down to the pool and the hot tub was out of order… we’re still trying to stay positive at this point. So we decide to go outside and sit around one of them many fire pits they have. It was raining earlier in the day, but it was no longer raining or thundering. Weather was fine yet we were told that they’re not allowed to light the fire pits because of the weather. So then we decide to play cards in the lobby. Then all the firemen come in and the fire chief because a set of the elevators were not working. Thankfully, they got one set working so we didn’t have to go up five flights of stairs. Maybe one issue would’ve been fine but one after the other after the other, just got to be a bit much and I didn’t feel it was worth the $200 a night stay in addition to a $21 resort fee fee. I would not stay here again."

Find out more about Jessamine County

Vacation Apartments in Jessamine County

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Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Jessamine County vacation rentals

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

The Lodge A-Frame Getaway

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Bourbon Trail: Caboose on the Farm

Bourbon Trail Cabin on the Farm

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Unique Stay in a 1907 Log Cabin on The Kentucky River

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Lexington Apt. with parking & private entrance Preview listing

Hot Tub Tiny Home Hideaway Near Horse Park and Ark

My Old Kentucky Home

Cozy 1-bedroom in Lexington

1800’s Historical Log Cabin near I-75 Interstate

Treetops Solar Sanctuary

The Bourbon Garage- walking distance to Buffalo Trace!

Luxury on Main / South

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Original Circa 1818 Oak Lodge

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Find vacation rentals that suit your style

Top Jessamine County Hotel Reviews

Country Inn & Suites by Radisson, Georgetown, KY

DoubleTree Suites by Hilton Hotel Lexington

Hyatt Regency Lexington

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Fairfield Inn & Suites by Marriott Lexington North

Holiday Inn Express Lexington Horse Park Area by IHG

Embassy Suites by Hilton Lexington/UK Coldstream

Hotel LEX, Trademark Collection by Wyndham

Marriott Lexington Griffin Gate Golf Resort & Spa

Find out more about Jessamine County

Vacation Apartments in Jessamine County

Vacation Rentals in Jessamine County

Change your mind

Treat yourself

Be picky

Our top choices for Jessamine County vacation rentals

This 19th century farmhouse has been given new life with a thoughtful restoration by Castle & Key

The Lodge A-Frame Getaway

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Bourbon Trail: Caboose on the Farm

Bourbon Trail Cabin on the Farm

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Unique Stay in a 1907 Log Cabin on The Kentucky River

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Lexington Apt. with parking & private entrance Preview listing

Hot Tub Tiny Home Hideaway Near Horse Park and Ark

My Old Kentucky Home

Cozy 1-bedroom in Lexington

1800’s Historical Log Cabin near I-75 Interstate

Treetops Solar Sanctuary

The Bourbon Garage- walking distance to Buffalo Trace!

Luxury on Main / South

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Original Circa 1818 Oak Lodge

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Find vacation rentals that suit your style

Top Jessamine County Hotel Reviews

Country Inn & Suites by Radisson, Georgetown, KY

Find out more about Jessamine County

Vacation Apartments in Jessamine County