House holiday rentals in Georgetown

4.96 out of 5 average rating, 406 reviews

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

Home in Lexington

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

4.93 out of 5 average rating, 932 reviews

A modern kitchen features sleek dark cabinetry and stainless steel appliances, offering ample counter space. Natural light floods the room, highlighting the herringbone-patterned floor. A wooden dining table with white, upholstered chairs invites meals together, while decorative shelves accentuate the wall.

Home in Lexington

Updated 1910 charm! Walk to Rupp/near Keeneland!

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert/sporting event at nearby Rupp Arena (5 min walk), stroll through Gatton Park (2 min walk), view the horse races at Keeneland (10 min drive), tour the Alltech bourbon distillery around the block, or explore the offerings of downtown just outside your front door

A charming exterior view of a single-story home is framed by a white picket fence, with a small seating area accessible by the entrance. Trees with autumn foliage create a colorful backdrop, and a clear blue sky enhances the welcoming appearance of the residence.

4.92 out of 5 average rating, 135 reviews

The Clayton House | Chic & Cozy

Welcome to our stylish, newly renovated 2-bedroom, 1-bath home, centrally located just minutes away from Georgetown College! This spacious gem boasts an inviting open full-kitchen and living room concept, a back patio, and back yard. Whether you're visiting the college, exploring the town, or simply looking for a comfortable and modern retreat, The Clayton House is the ideal choice for your stay. Experience the perfect blend of convenience and comfort in this newly revitalized space. *No pets

The exterior of a two-story home features light-colored siding with dark shutters framing large windows. A spacious two-car garage with a textured door is prominently displayed, alongside a welcoming entryway that includes a covered porch and well-maintained landscaping.

4.91 out of 5 average rating, 133 reviews

Dark Horse Inn 10 minutes to the Horse Park

We are a solid provider. Centrally located in the Golden Triangle between Louisville, Lexington, and Cincinnati. Since we are 10 minutes from the Horse Park we are enjoying decorating the house in horse related decor. We think our price is a really good deal for a family or 6 traveling friends. There’s plenty of room for the whole gang. There’s 3 Queen beds and 2.5 bathrooms. The Dark Horse Inn has a fully fenced back yard and a 2 car garage and is located within a mile of interstate 75.

A spacious living room features comfortable leather seating arranged around a wooden coffee table. A large Smart TV is mounted on the wall opposite the seating area. Natural light filters in through multiple windows adorned with light blinds, enhancing the modern decor.

4.98 out of 5 average rating, 145 reviews

Bourbon Run- KY Horse Park/Ark/Hot Tub/D'town/4 BR

Welcome to The Bourbon Run! This BRAND NEW 4-bedroom, 2 bath downtown home offers a perfect blend of modern luxury & style coupled with the rustic charm of Kentucky bourbon. Every detail of this home has been thought out to provide a perfect experience. Enjoy an open living room, a fire-pit area, covered patio with a hot tub, & a Z-Grill Pellet Grill!!! If Bourbon Run is not available on your travel dates, lookup its sister property Bourbon Chaser. Same location & amenities in Georgetown!

A charming cottage exterior is framed by lush greenery and mature trees. The light gray siding is complemented by white columns at the entrance. A brick walkway leads to the front door, bordered by neatly manicured bushes and seasonal flowers.

4.98 out of 5 average rating, 146 reviews

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

4.95 out of 5 average rating, 249 reviews

A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.

Home in Versailles

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

A serene outdoor area is highlighted by a covered patio featuring comfortable seating and a hot tub. Ambient lighting creates a cozy atmosphere, while lush green grass and carefully placed shrubs enhance the inviting outdoor space.

4.95 out of 5 average rating, 204 reviews

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Where elegant vintage meets modern design. Come and enjoy this historic home on a quiet street in downtown Georgetown. You will be within walking distance of shops, restaurants, Georgetown College, and parks. Home is also a ten minute commute to the Kentucky Horse Park and interstate. Equipped with a fully stocked kitchen, full dining room, and a Loft office space. You can enjoy your Private backyard oasis boasting a relaxing hot tub, fire pit, black stone grill, and outdoor tv.

4.88 out of 5 average rating, 203 reviews

A cozy living area showcases a leather couch and a plush chair, inviting relaxation. A wooden coffee table sits in the center, while natural light filters through the windows with blinds. A minimalist artwork hangs on the green accent wall, enhancing the overall aesthetic.

Home in Lexington

El Retro- Mid Century Ranch near Horse Park & Rupp

Welcome to “El Retro.” Unwind in this comfortable Mid-Century Modern Home with a dedicated office space. When it’s time to relax, sit back on a comfy leather couch, watch your favorite shows or movies on a Smart TV, or cook delicious meals in our fully stocked kitchen. Don't worry about cleaning up after your stay! Our cleaners will take care of everything! Pet fee is an additional $150, due to extra cleaning! Premises ID/Local Registration #15085095-1

The living area features a spacious sectional couch paired with a contrasting teal sofa. A patterned area rug lies beneath a wooden coffee table, which holds magazines. A colorful abstract painting adorns the wall, and light streams through sheer curtains, enhancing the ambiance.

4.97 out of 5 average rating, 124 reviews

Sleeps 8. Cozy Bungalow in Downtown Georgetown

Brand new, 4-bedroom home minutes from I-75, this is a central location to all things Ky has to offer! 15 mins to Ky Horse Park. 30 mins to ARK & Bourbon Trail. Our guests will enjoy comfy beds, luxury bedding, a pack & play, a well-stocked kitchen w/ granite countertops & stainless appliances, Smart TVs in every bedroom, high-speed wifi, 2 full baths, laundry, off-street parking, a deck & spacious backyard w/ charcoal grill & firepit.

A spacious bedroom features a plush bed with decorative pillows. An elegant rug covers the floor, while two hanging light fixtures provide soft illumination. A vintage chair and a side table are positioned beside the bed, and framed artwork adorns the walls.

4.96 out of 5 average rating, 113 reviews

Springside Bourbon Getaway

Looking for an apartment that is a warm and inviting getaway? In addition to the elegant master bedroom, this apartment offers a fully stocked kitchenette and a cozy living room for 2 or comfortable separate areas for reading or watching tv alone. Additionally, you could take in the quaint park across the street to experience some downtown Georgetown history and enjoy some fresh air to help you relax and unwind.