House holiday rentals in Jessamine County

4.89 out of 5 average rating, 152 reviews

Fully Renovated | Finished Basement | Luxury Beds

Newly Renovated!! Check out this Charming 4 bedroom 2.5 bath ranch style home. This home features tons of improvements including new flooring, new custom kitchen cabinets, kitchen island, back splash, granite countertops and brand new stainless steel appliances! The bathrooms feature new custom shower and new vanities. Full finished walk-out basement and fresh paint throughout! Video Surveillance: – The Property has 1exterior cameras placed as a doorbell camera. This video footage is not shar

4.99 out of 5 average rating, 110 reviews

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

4.89 out of 5 average rating, 175 reviews

Perfect for Traveling Professionals & Vacation!

Traveling professionals, relocation guests, vacation guests, this is the perfect house for you! This 3 bedroom 2 bath ranch-style home w/ a garage has a gourmet kitchen and an open floor plan. Perfectly located in the heart of Lexington in a family-friendly neighborhood near Trader Joes, hospitals, restaurants, the Summit Shopping Center, Fayette Mall and a short trip to Keeneland or downtown Lexington. This is the perfect home away from home. All are welcome! Pet Friendly, per request!

4.94 out of 5 average rating, 163 reviews

Southern Hospitality! Best location close to UK!

This home has been completely renovated with truly flawless finishes. Approximately 1 mile from all hospitals; UK, Central Baptist, St.Joseph. New kitchen and appliances. Very convenient location to Keeneland, Shopping, and Restaurants. Extremely clean and comfortable living spaces. The living and bed rooms have been equiped with Tv’s. WiFi is included. The shower even has a Bluetooth fan for playing music in the shower. I’ve provided everything to make your trip as enjoyable as possible.

Superhost

Home in Lancaster

4.83 out of 5 average rating, 65 reviews

New Construction/ Close to Herrington Lake

The White Chalet is a brand NEW construction home centrally located in a peaceful neighborhood in Lancaster, KY. Whether you are going to Keeneland, a sporting event, Herrington Lake, or just looking for a fun getaway, you will only be a short commute to all that Central KY has to offer! Featuring 4BR, 3BA, high end kitchen, hot tub, game room, and sauna, we have all the amenities needed for a short or long stay. We are 21mi to Downtown Lexington & 20mi to Wilderness Trail Distillery.

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Home in Harrodsburg

4.96 out of 5 average rating, 27 reviews

The River Side Lodge- with private boat dock!

Welcome to The River Side Lodge at the Palisades! Relax and fish by the the river on your own private dock, roast marshmallows by the fire, play in our game room, grill out over looking the beautiful view, or just cuddle up on the couch Netflix and chill 😎 This property offers fun for the whole family, or a sweet get away for couples. While this area is a quiet little getaway surrounded by nature, it is only a 25 minute drive from Lexington and 15 minutes from Nicholasville!

5 out of 5 average rating, 68 reviews

Home in Wilmore

*KY Charm*Asbury-Lex-Keeneland-King bed-spacious

This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248

4.97 out of 5 average rating, 115 reviews

Summer Bliss! Pool&FunZone Oasis! Hottub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!

4.93 out of 5 average rating, 267 reviews

Home in Nicholasville

Cali King beds w/ Koi pond Oasis. 15 min from LEX

Nicholasville's finest short term rental! We recently finished remodeling this spacious ranch home in Nicholasville Ky and are extremely excited to share it with future guests. It looks brand new on the inside and has an awesome oasis in the backyard with water effects/ koi pond. It is close to all the great things to do in Lexington including Keeneland and the University of Kentucky. Mattresses are top of the line and will ensure you have a very comfortable stay.

4.9 out of 5 average rating, 94 reviews

Top Lexington, Ky Stays- No Cleaning Fee

Spacious 3 bedroom, 1.5 bath home in one of the safest neighborhoods in Lexington, Ky. Perfect for families wanting a quiet escape from the hustle & bustle while still in the heart of Lexington. Conveniently located to Keeneland, Fayette Mall, Blue Grass Airport, Shillito Park,Rupp Arena, Jeff Ruby's, Distilleries, 5.5 miles to The Infield at Red Mile (Railbird Festival) Walking distance to The Summit at Fritz Farm. Within a 45 min drive to Red River Gorge.