Vacation rentals in Jessamine County

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Top vacation rentals in Jessamine County

Experience the charm of Kentucky with cosy stay!

Experience the charm of Kentucky with cosy stay!

Nicholasville KY
5.49 mi from city center
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This vacation home features an outdoor pool and a hot tub. Families will appreciate the arcade/game room and barbecue grills. A garden and laundry facilities are also provided.
Pool
Hot Tub
Near Kentucky State Horse Park 💛The Yalla House🚪 🏇🏼Horse & Bourbon Central🥃

Near Kentucky State Horse Park 💛The Yalla House🚪 🏇🏼Horse & Bourbon Central🥃

Lexington KY
15.58 mi from city center
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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Treetops Solar Sanctuary

Treetops Solar Sanctuary

Lexington KY
10.64 mi from city center
$153 nightly
The price is $178 total per night
$178 total
Jun 9 - Jun 10
Total with taxes and fees
A garden is available at this apartment.
Kitchen
Free WiFi
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort KY
26.16 mi from city center
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Laundry facilities, concierge services, and barbecue grills are available at this vacation home.
Kitchen
Washer
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington KY
11.43 mi from city center
$197 nightly
The price is $200 total per night
$200 total
Jun 9 - Jun 10
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Luxe Home Downtown - Sleeps 6. Off-street parking

Luxe Home Downtown - Sleeps 6. Off-street parking

Lexington KY
12.93 mi from city center
$323 nightly
The price is $350 total per night
$350 total
Jul 6 - Jul 7
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
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

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

Lexington KY
7.51 mi from city center
$257 nightly
The price is $261 total per night
$261 total
Jun 9 - Jun 10
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room

Lawrenceburg KY
19.98 mi from city center
$262 nightly
The price is $289 total per night
$289 total
Jun 15 - Jun 16
Total with taxes and fees
This vacation home features barbecue grills.
Kitchen
Free WiFi
Graffiti Art Haus - Walk to Central Bank Arena

Graffiti Art Haus - Walk to Central Bank Arena

Lexington KY
12.6 mi from city center
$180 nightly
The price is $192 total per night
$192 total
Jun 9 - Jun 10
Total with taxes and fees
This condo features laundry facilities.
Kitchen
Washer
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Lawrenceburg KY
24.73 mi from city center
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Private Home located at Lake Herrington

Private Home located at Lake Herrington

Lancaster KY
11.13 mi from city center
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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Pool
Kitchen
3-bedroom luxury condo at Herrington Lake with lakeviews and Tesla charging

3-bedroom luxury condo at Herrington Lake with lakeviews and Tesla charging

Lancaster KY
10.98 mi from city center
$418 nightly
The price is $448 total per night
$448 total
Jun 9 - Jun 10
Total with taxes and fees
This condo features laundry facilities.
Kitchen
Washer
Historic 1850 Towering Italianate Mansion

Historic 1850 Towering Italianate Mansion

Lexington KY
17.17 mi from city center
$1,257 nightly
The price is $1,459 total per night
$1,459 total
Jun 9 - Jun 10
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
1800’s Historical Log Cabin near I-75 Interstate

1800’s Historical Log Cabin near I-75 Interstate

Lexington KY
12.4 mi from city center
$195 nightly
The price is $226 total per night
$226 total
Jun 9 - Jun 10
Total with taxes and fees
This cabin includes a garden and laundry facilities.
Kitchen
Washer
DOWNTOWN, Rupp Arena just 5 min away. 2 bedr/1 Bath cozy home.

DOWNTOWN, Rupp Arena just 5 min away. 2 bedr/1 Bath cozy home.

Lexington KY
13.25 mi from city center
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This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington

Cozy 1-bedroom apt in Victorian Era House minutes walking to Downtown Lexington

Lexington KY
12.79 mi from city center
$131 nightly
The price is $151 total per night
$151 total
Jun 30 - Jul 1
Total with taxes and fees
This apartment featured laundry facilities and barbecue grills.
Kitchen
Washer
Riverside Roost -bourbon themed waterfront home

Riverside Roost -bourbon themed waterfront home

Versailles KY
20.77 mi from city center
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Cozy cabin in the heart of horse country

Cozy cabin in the heart of horse country

Midway KY
20.35 mi from city center
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This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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See all available properties in Jessamine County
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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.

The Best Way to Find Vacation Rentals in Jessamine County 

How cheap is a vacation rental in Jessamine County?


You can find Jessamine County vacation rentals from just $151 per night. 


How do you look for the best vacation rental deals in Jessamine County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Jessamine County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Jessamine County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Jessamine County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Jessamine County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Jessamine County?


Whether you’re a winter wanderer or planning a summer sojourn, Jessamine County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Jessamine County?


Take your pick from the excitement of the big Jessamine County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Jessamine County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Jessamine County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.