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Jessamine County holiday homes

We found 572 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 13 homes and other holiday rentals in Jessamine County that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as a fireplace and garden. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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  • All the privacy of home
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  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Jessamine County getaway

Learn about the unique charm of Jessamine County with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Jessamine County

Are you looking for top things to see and do in the city? Venture out of your holiday home and check out everything that makes Jessamine County a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Talon Winery (7.3 mi / 11.7 km)
  • Keeneland Racing Course (11.7 mi / 18.8 km)
  • The Kentucky Castle (12.3 mi / 19.7 km)
  • Kearney Hills Golf Links (16.7 mi / 26.8 km)
  • Equus Run Vineyard & Winery (19.6 mi / 31.6 km)
  • Peninsula Golf Course (10.3 mi / 16.6 km)

Exploring the natural features in Jessamine County

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Jessamine County is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Raven Run Nature Sanctuary (10 mi / 16.1 km)
  • Herrington Lake (12.3 mi / 19.8 km)
  • Masterson Station Park (15.2 mi / 24.4 km)
  • Kentucky Horse Park (18.9 mi / 30.5 km)
  • Lake Reba (20.2 mi / 32.6 km)
  • Arboretum (10 mi / 16.1 km)

Frequently asked questions

What is the best area to stay in Jessamine County when booking a holiday home?

Wilmore is among the most popular areas for a Bookabach holiday home in Jessamine County. Consider our range of comfortable stays and then get ready to experience the best of this destination.

What is the most popular type of holiday home accommodation in Jessamine County?

According to our data, houses are the most desirable holiday home type in Jessamine County. But that goes without saying, everyone's idea of an epic trip isn't the same. Bookabach has holiday homes in a variety of shapes and sizes, and we'll help you find the perfect fit for you.

How much does it cost to rent a holiday home in Jessamine County?

The average price for a holiday home in Jessamine County is determined by a number of factors, such as property type, season and length of stay. Whether you're searching for a villa with space for extended family or a quaint cabin for just you and the kids, just enter your dates of travel to view stays with great value.

How much does it cost to rent a beach house in Jessamine County?

The average price for a holiday home near the beach in Jessamine County depends on when you'll be there and the type and size of property you want. Find prices easily on Bookabach by entering your preferred travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.

What are popular home amenities in Jessamine County?

When it comes to home amenities that guests search for in Jessamine County, an oven, a stovetop and a fridge rank highest. With Bookabach holiday homes, you'll find options to match your style and taste, whether you're taking a trip with family members, friends or even pets.

Are there large group holiday homes in Jessamine County?

With four properties that can sleep 10 or more people in Jessamine County, you won't have to keep anyone off the invite list. From fun family holidays to special events like birthday parties and weddings, Bookabach will help you find a large group home to match the occasion.

Can I find two-bedroom holiday homes in Jessamine County?

Gather your family and experience complete comfort and privacy in one of the two two-bedroom holiday properties Jessamine County has to offer.

Are there holiday homes with WiFi in Jessamine County?

Jessamine County has eight holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to writing and sending emails, these Bookabach homes make it a cinch to get online.

How old do you have to be to rent a holiday home in Jessamine County?

We recommend checking with the Jessamine County holiday property you're considering on Bookabach as the age limit varies. However, generally it's 16, 18 or 21.

How long can I rent a holiday home in Jessamine County for?

It's down to the Jessamine County property. To look at a list of options offering extended stays, simply enter your dates and guest number into the Bookabach search page. Look forward to having the entire property to yourself, as well as amenities such as air conditioning, a kitchen and outdoor spaces where the kids can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

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