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.

LocationFamilyKitchen

4.93 out of 5 average rating, 168 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!

ValueFamilyPets

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

FamilyLocationAccuracy

A warm living area is highlighted by natural light from a front window. A cozy seating arrangement is set against a decorative fireplace. A wooden dining table stands nearby, with greenery and décor enhancing the space. A wooden ladder and plants add character to the room.

4.99 out of 5 average rating, 193 reviews

The Flower Pot

Welcome to The Flower Pot! Come and stay at our newly renovated mid century modern home complete with a record player collection and great natural sunlight. This location is a hidden gem in Lexington! HIGHLIGHTS: - One turn off main road for easy access to ALL attractions and necessities in Lexington - The Distillery District, Rupp Arena, Keeneland, Red Mile(Railbird Music Festival), UK Campus all approximately 10 MINUTES OR LESS - 1 King bed/ Two Queen Beds with smart TVs - New luxury bathroom

ValueFamilyBathroom

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!

FamilyValueBackyard

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.

ValueLocationQuiet

A dining area features a sturdy wooden table surrounded by several dark chairs. Natural light enters through multiple windows adorned with blinds. A large rug with colorful stripes adds warmth to the space, while modern cabinetry and appliances complete the inviting kitchen design.

4.98 out of 5 average rating, 347 reviews

Wilton Manor, walk to Burl & Distillery-pets ok

Enjoy great restaurants, bars, and music venues in Lexington within walking distance. This 1940 bungalow is in an up-and-coming neighborhood has an inviting open floor plan design with a gorgeous kitchen, three bedrooms, and one bath. The house is close to the Distillery District, 5 minutes to downtown/Rupp Arena (1.3 miles), 10 minutes to UK, and 15 minutes to the Horse Park by car. STR Reg #15075605-2 - Maximum occupants 6. Guests are prohibited from allowing more than maximum occupancy

ValueFamilyBackyard

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, 257 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!

LocationValueCleanliness

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.

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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!

Unbeatable location for the best experiences in Central Kentucky! You will be close to the Kentucky Horse Park, historic Keeneland, downtown Midway, the Ark Encounter, Rupp Arena and downtown Lexington, UK sporting events, golf courses, and several highly desirable distilleries including our personal favorite - Buffalo Trace Distillery. There are so many great restaurants nearby! Be sure to check out our Guidebook when you book a stay at Bluegrass Retreat.

LocationValueAir conditioning

4.97 out of 5 average rating, 102 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

LocationFamilyLayout

4.95 out of 5 average rating, 131 reviews

An open-concept living area features high ceilings supported by dark beams. A comfortable sofa and a rug are positioned on the wood floor, while a kitchen with colorful bar stools is visible in the background. Large windows allow natural light to fill the space.

Home in Georgetown

Modern Farmhouse/20 acres/9 miles from Horse Park

Beautiful new home (built in 2018) on 20 acres just outside Lexington. 19 miles from the Blue Grass Airport & Keeneland Racetrack. 9 miles from the Horse Park. In-ground pool (open beginning of May-end of Sept, not heated). Marble wrap around porch provides stunning views of the bluegrass. **Please read about our WIRELESS INTERNET SIGNAL before booking**

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Popular amenities for Lexington house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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!

FamilyValueCleanliness

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!

FamilyLocationDecor

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

FamilyLocationHospitality

4.99 out of 5 average rating, 105 reviews

Close to Everything! Beautiful two-story home

ValueLocationCheckout

4.98 out of 5 average rating, 176 reviews

POOL/ game room! 8 beds 2 baths 3 bedrooms

LocationFamilyPool

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

ValueLocationKitchen

A spacious living area is centered around a decorative stone fireplace, complemented by a large flat-screen television mounted above. Comfortable leather seating and a wooden coffee table are arranged on a patterned area rug, with natural light entering through a nearby window.

4.88 out of 5 average rating, 59 reviews

My Old Kentucky Home

FamilyLocationHot tub

4.96 out of 5 average rating, 24 reviews

Home in Lawrenceburg

NEW | Triple Crown Manor | Pool, Hot Tub, Slps 20

LocationFamilyOutdoor spaces

Weekly house rentals

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, 284 reviews

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

ValueLocationAccess

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

ValueLocationBathroom

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!

LocationValueGetting around

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

LocationValueHospitality

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

ValueLocationNearby

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

ValueLocationWalkability

4.95 out of 5 average rating, 111 reviews

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

FamilyLocationIndoor spaces

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, 228 reviews

Your Home Away from Home

FamilyValueDecor

Private house rentals

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

FamilyLocationBackyard

4.91 out of 5 average rating, 316 reviews

NoLi Bungalow w/ King Bed - Horse Park, Keeneland

ValueFamilyWalkability

A welcoming front porch features a solid door with an address number visible. A small, potted evergreen plant stands next to the door. A black chair with a red cushion is positioned nearby, alongside a geometric decorative table. The porch floor is finished in dark wood.

4.93 out of 5 average rating, 469 reviews

Big Rock Cottage

LocationFamilyHospitality

A modern living area features a comfortable brown sofa with decorative pillows and a round coffee table. Large windows with sheer curtains allow natural light to fill the space. A flat-screen TV is mounted above a white fireplace, and a stylish wicker chair adds additional seating.

4.93 out of 5 average rating, 150 reviews

3 bed (2kings) 2.5 bath spacious remodeled home

LocationFamilyCheck-in

4.88 out of 5 average rating, 113 reviews

Boho-Glam, Pet-Friendly w/ Fenced Yard & 2 Kings

FamilyLocationHospitality

The exterior of the home is characterized by a stone façade and a welcoming covered porch. Lush green lawn and trees frame the house, creating a pleasant environment. Windows are symmetrically arranged, allowing for natural light, while flower planters add a touch of color at the entrance.

4.99 out of 5 average rating, 127 reviews

Good times on Woodbine! Close to UK/Downtown.

FamilyLocationHospitality

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

LocationValueComfort

Superhost

A modern kitchen features light-colored cabinetry and a granite countertop, equipped with stainless steel appliances. A window with soft yellow curtains allows natural light to brighten the space. Decorative tile backsplashes add a subtle touch, while a rug enhances the floor area.