Apartment vacation rentals in Jessamine County

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Top-rated apartment rentals in Jessamine County

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Guest favorite

Rental unit in Versailles

4.98 out of 5 average rating, 308 reviews

High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Central Main St. location in charming Versailles, steps away from local coffee shop and bourbon bar. Walk to restaurants, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

Guest favorite

Rental unit in Frankfort

4.94 out of 5 average rating, 125 reviews

Speakeasy 1

The former office building to Kentucky gentleman and bourbon aristocrat Col. Albert B. Blanton. Guest will be centrally located in downtown Frankfort and just a few steps from restaurants, bars and attractions. Each speakeasy contains a vault room, where Mr. Blanton stored some of his most precious belongings. Guest will be offered a set of clues, that if answered will offer a combination to this vault and allow them to prosper from the riches within. Do you have what it takes to crack the code?

Guest favorite

Rental unit in Richmond

4.97 out of 5 average rating, 115 reviews

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

This spacious, single level duplex unit is located in one of Richmond's best neighborhoods and only 24 miles from Lexington, KY. It is perfect for a quick one or multiple night stay. With the central location of this unit, you are a short drive from all attractions! You and your guests will LOVE this luxury unit that provides stainless steel appliances, granite counter tops, memory foam mattresses, coffee bar, sectional sofa, work area, games and much more. 4 miles from I-75 2.5 miles to EKU

Guest favorite

Rental unit in Wilmore

4.98 out of 5 average rating, 277 reviews

Basement apt. w/private entrance & kitchenette

Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

Guest favorite

Rental unit in Lexington

4.92 out of 5 average rating, 197 reviews

Trendy 2 bedroom in the Distillery District

This trendy two-bedroom apartment is located in Lexington’s coolest new spot, the Distillery District (Breweries, Restaurants, Bars, Pizza, Ice Cream, and Live Music). You can’t ask for a more convenient location… 2 blocks from The Burl 5-minute walk to the Distillery District Less than 1 mile to Manchester Music Hall 1.5 miles to Rupp Arena 2 miles to Downtown Lexington 20 minutes to Keeneland and the Airport We provide all the amenities you might need, including a fully supplied kitchen.

Guest favorite

Rental unit in Wilmore

4.93 out of 5 average rating, 270 reviews

Travelers Loft - Asbury & Lexington area apartment

You deserve a unique and simple guest experience! This full apartment with an upstairs sleeping loft is located in Wilmore for you. ► A short walk from Asbury University and Seminary ► 25 minutes from Lexington, Keeneland, UK, and the airport ► A quiet neighborhood with green space ► Upstairs loft bedroom with low, pitched ceilings ► Secure keyless entry ► Hi Speed Internet ► Roku TV ► Peaceful & secure ► Keurig coffee maker ► One set of towels and sheets for stays less than a week

Guest favorite

Rental unit in Lexington

4.95 out of 5 average rating, 274 reviews

Enjoy Downtown Lex from your Private Deck

Walkable to downtown, Rupp/Convention Center, Town Branch Distillery & less than 1 mi to UK student center. 12 min drive to Keeneland, 19 min to horse park. Sleeps 2-3 with 1 queen size bed and a couch bed. Equipped with basic kitchen amenities, all new appliances, washer/dryer, 2 Smart TVs & WIFI. Bedroom features a glass garage door that opens to a private patio. This apartment is located in a brand new building with free parking on premises. Energy efficient, simple, center of it all!

Guest favorite

Rental unit in Lexington

4.98 out of 5 average rating, 442 reviews

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

Guest favorite

Rental unit in Richmond

4.95 out of 5 average rating, 177 reviews

Luxury on Main / West

Stately ★ Modern ★ Elegant ★ This listing is one of four in The Tenant House. This completely restored one bedroom, one bathroom unit has a remote control fireplace, Juliet balcony, original hardwood flooring, a beautiful patio, and all the amenities one could ask for. Located across from the Richmond Visitors Center, it is within walking distance of the downtown area, parks, and EKU. The laundry, an outdoor patio, and recreational area are all shared spaces.

Guest favorite

Rental unit in Midway

4.91 out of 5 average rating, 106 reviews

Downtown Midway Loft--Walk Everywhere!

Located in the heart of downtown Historic Midway, this renovated studio apartment makes for the perfect retreat. The bedroom features a queen sized Tempur-Pedic mattress, ROKU TV, and desk. Plan your day with a morning coffee in the full kitchen that's equipped with basic cookware for prepping light meals. The apartment is located on the third floor, so pack light as it is accessed only by stairs. We are delighted to host your stay in beautiful Kentucky!

Guest favorite

Rental unit in Lexington

4.94 out of 5 average rating, 169 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants.We love pets please note there is an extra fee This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway is our private area

Guest favorite

Rental unit in Lexington

4.95 out of 5 average rating, 147 reviews

New! One Bedroom Apt - Close to Everything

This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer, and convenient parking.