House vacation rentals in Lexington

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.

4.96 out of 5 average rating, 406 reviews

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.

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.

4.93 out of 5 average rating, 932 reviews

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

4.93 out of 5 average rating, 165 reviews

Charming Home in Southland – Cozy & Spacious!

Welcome to this charming 4-bed, 2-bath home in Lexington's Southland Drive area. Perfect for families, groups, or business travelers, it's within walking distance to local restaurants and cafes. Minutes away, explore downtown Lexington’s rich history, visit the iconic Keeneland Racecourse, or tour the University of Kentucky. Outdoor enthusiasts will love nearby parks and trails, while Bourbon fans can discover local distilleries. This home is your ideal gateway to Lexington’s finest attractions!

4.95 out of 5 average rating, 111 reviews

Large, 1980's 3BR w/full basemt in Upscale area

Spacious 1980's, two story, 3 bedroom, 2.5 bath in desirable Lexington, Ky neighborhood. Two Queen beds, One twin bed, two pull out Lazyboy sofas. Two Roku TV's. WIFI Perfect for large families desiring a quiet neighborhood while still within the heart of Lexington. Private driveway & on street parking is permitted. 20 minutes to Keeneland, 10 minutes to Rupp Arena, 8 minutes to the hospitals and UK campus. 5 minutes to Chevy Chase. Walking distance to Kroger and restaurants. ID15082024-1

A spiral slide in vibrant burgundy extends from a wooden ceiling to the floor, creating a playful focal point in the space. Natural light filters through windows, illuminating the smooth wood flooring and surrounding area, which includes modern appliances and a stylish chair.

4.96 out of 5 average rating, 147 reviews

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

The exterior of a two-story brick home is captured on a clear day, showcasing a sloped roof and large windows. An attached two-car garage is present at the front, surrounded by well-maintained landscaping and trees displaying autumn foliage.

4.98 out of 5 average rating, 125 reviews

MiCasa Es SuCasa - Tranquil Bluegrass Home

Clean and convenient 3 bedroom 2.5 bath home close to everything that you want in Lexington: 9 minutes to Horsepark; 15 minutes to downtown; 14 minutes to Airport and Keeneland Racetrack; 17 minutes to UK. Come and enjoy all that central Kentucky has to offer in this beautiful well appointed home. Located in an upscale neighborhood on a quiet cul-de-sac. Pets are encouraged. Attached two car garage. Easily and comfortably sleeps up to 8 people. Includes a full kitchen with all essentials.

4.98 out of 5 average rating, 506 reviews

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

A spacious living area features a comfortable grey sofa and armchairs arranged around a white coffee table. Light-colored curtains frame large windows, while a dining area with a dark wood table is visible in the background, alongside a modern kitchen with stainless steel appliances.

4.89 out of 5 average rating, 256 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!

A bright living area features a light-colored sofa and two beige armchairs arranged around a glass coffee table. Natural light enters through two large windows, complemented by white curtains. A green front door adds a pop of color to the welcoming space.

4.98 out of 5 average rating, 184 reviews

The Rosewood Cottage of Lexington I Elegant & Cozy

Rosewood Cottage is one of Lexington's most unique and charming properties. Located steps away from Ashland Park and under 5 minutes to Downtown, this picturesque 1920's cottage offers history, charm and elegance in one extraordinary home. Relax with a bubble bath & champagne while reading a book from the host's curated collection, roast s'mores by the backyard firepit, or dive into some southern cooking in the newly renovated kitchen. This home away from home is not one to miss.

The exterior of a charming ranch home is displayed, featuring a brick facade and a two-car garage. A well-maintained driveway leads to the entrance, framed by landscaping including shrubs and small flower beds. Sunlight brightens the scene with a clear blue sky above.

4.93 out of 5 average rating, 149 reviews

Lovely 3 Bdrm Home w/Free Parking Close to I-75

Charming open concept ranch home in Hamburg w/easy access to I-75, shopping & dining, UK, Bourbon Trail & Keeneland. Accommodates up to a maximum of 10 guests. Master bdrm has king bed w/full bath & large walk-in closet. There are 2 add'l bdrms w/queen beds, two full sized pull out beds in the secondary living and great room. Washer/ Dryer, outdoor dining w/BBQ, work space w/printer & wifi & 4 outdoor parking spaces (Garage is not available). LFUCG STR Licence #15073351

A comfortable family room is shown, featuring a cozy sofa set facing a white brick fireplace with a mounted TV above. Light-colored walls brighten the space, while an adjoining area reveals a dining area with a warm wooden floor and modern furnishings.

4.94 out of 5 average rating, 283 reviews

Close to downtown, can walk to UKgames!15.690.63-1

Fully updated home in the heart of Lexington with a cozy front porch and large fenced in back yard. Five large bedrooms and two full baths allows for guests to enjoy their privacy. Kitchen has all the amenities needed for a comfortable stay. The family room is perfect for any group to gather and there is a work space if needed! A small patio with a grill is a great spot for you to enjoy in nice weather. Per city ordiance we cannot allow more than 10 guests.

4.97 out of 5 average rating, 101 reviews

The exterior of the property showcases a spacious backyard with well-maintained grass, an outdoor fire pit surrounded by seating, and a hot tub visible beneath the deck. Soft lighting provides illumination as the sky transitions into dusk, highlighting the inviting atmosphere of the outdoor space.

Home in Versailles

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

► Located directly on Bourbon Trail; close to many distilleries: - 5 miles to Wild Turkey - 9 miles to Woodford Reserve - 13 miles to Four Roses - 19 miles to Buffalo Trace ► 13 miles to Keeneland ► Large media room with GOLF SIMULATOR, putting green, pool/billiards table, bar, dart board, skee-ball and 75" Smart TV ► Located on 15 private acres ► Large outdoor fire pit ► Poker table, shuffleboard and other games

Popular amenities for Lexington house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

4.97 out of 5 average rating, 153 reviews

Football SZN Pool Oasis:HotTub! GameRm! Keeneland!

4.99 out of 5 average rating, 108 reviews

A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.

Home in Midway

The Bees Wing

Superhost

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

4.83 out of 5 average rating, 145 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

4.99 out of 5 average rating, 105 reviews

Close to Everything! Beautiful two-story home

A refreshing pool is surrounded by a wooden deck, featuring lounge chairs and a table with an umbrella. Floating toys are visible in the clear water, while lush greenery and trees provide a natural backdrop to the inviting outdoor space.

4.98 out of 5 average rating, 174 reviews

POOL/ game room! 8 beds 2 baths 3 bedrooms

4.91 out of 5 average rating, 212 reviews

Pool | Hot Tub | Covered Porch | Patio | Game Room

4.82 out of 5 average rating, 180 reviews

A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.

Home in Lawrenceburg

Restful Bourbon Trail Lodge with Pool and Hot Tub

4.94 out of 5 average rating, 81 reviews

Luxe Home w/htd. Pool+Hot Tub+Fire Pit+Brbn Trl

Weekly house rentals

5.0 out of 5 average rating, 150 reviews

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

Birdsong Valley on Bourbon Trail

4.99 out of 5 average rating, 134 reviews

The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.

Home in Frankfort

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

A spacious living area is highlighted by two dark sofas positioned around a wooden coffee table. A light fixture hangs from the ceiling, while a textured rug covers the floor. An open kitchen and dining area are visible through the doorway, showcasing a blend of modern and rustic design.

4.94 out of 5 average rating, 367 reviews

4br/3ba/5bed Home, Walk to Chevy Chase/UK/downtown

A living room is filled with natural light, featuring a mix of comfortable seating options, including a leather couch and a fabric sofa. A coffee table holds magazines, and a TV is positioned against a wall. Nearby bookshelves display books and decorative items.

4.92 out of 5 average rating, 585 reviews

Castlewood Park Cottage

The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.

4.98 out of 5 average rating, 152 reviews

Newly renovated upscale house with high ceilings

Superhost

The living room showcases a combination of blue and brown sofas with colorful throw pillows, centered around a natural gas fireplace. A Smart TV is mounted above the mantel. Open space leads to a kitchen with a breakfast bar and dining area in the background.

4.91 out of 5 average rating, 145 reviews

Bluegrass Retreat with Hot Tub! Near Horse Park!

A charming exterior of a single-story home is displayed, featuring dark blue siding and a welcoming front porch. Neatly trimmed shrubs frame the entrance, and an American flag hangs by the door. Sunlight bathes the scene, highlighting the surrounding greenery.

4.98 out of 5 average rating, 186 reviews

Cheerful and Cozy in the Heart of Chevy Chase!

5.0 out of 5 average rating, 119 reviews

Home in Lawrenceburg

Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14

Private house rentals

A spacious two-story house is showcased with a brick exterior and red shutters. Symmetrical windows allow natural light to fill the interior. Landscaping includes neatly trimmed shrubs and decorative stonework. A cozy front porch adds charm to the inviting entrance.

4.91 out of 5 average rating, 227 reviews

Your Home Away from Home

The kitchen features smooth beige cabinetry and granite countertops, complemented by a stylish tile backsplash. Modern stainless steel appliances, including a refrigerator, oven, and microwave, are present. Ample storage is provided with numerous cabinets, creating a functional cooking space.

4.95 out of 5 average rating, 236 reviews

Southern Hospitality! Best location close to UK!

A historic brick duplex features a welcoming front porch with white railings and steps leading to the entrance. Lush greenery borders the walkway, and large windows reflect natural light, enhancing the home's classic architectural details.

4.97 out of 5 average rating, 263 reviews

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

A charming brick home is framed by lush greenery, featuring a distinctive peaked roof. A well-maintained front yard includes neatly trimmed shrubs. Stairs lead to a welcoming entryway with a decorative wrought-iron door, while large windows allow natural light to fill the interior.

4.94 out of 5 average rating, 130 reviews

Lexington's Commonwealth Cottage STR:15070620-1

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.

4.88 out of 5 average rating, 203 reviews

El Retro- Mid Century Ranch near Horse Park & Rupp

A spacious two-story house features a charming front porch framed by wooden columns. The facade combines gray siding with a warm shingle roof and black shutters. Lush greenery is planted along the pathway leading to the welcoming front door.

4.97 out of 5 average rating, 163 reviews

Kentucky Comfort Near all the best REG#150830301

The spacious living area features a large sectional sofa with accent pillows, complemented by polished floors and tall ceilings. A striking horse painting adorns the wall, while a kitchen bar area with seating is visible, along with large windows allowing natural light to fill the space.

4.95 out of 5 average rating, 137 reviews

Spacious Home w/ Fenced Yard• Near Horse Park & UK

Superhost

A charming house with a purple front door is shown, set on a spacious lot with a well-kept lawn. The driveway leads to a flat surface suitable for off-street parking. Trees and a wooden fence enclose the backyard, providing a sense of privacy.