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, 407 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.

FamilyValueWalkability

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, 196 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

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 170 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!

FamilyValueAccuracy

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

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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, 128 reviews

Good times on Woodbine! Close to UK/Downtown.

Fully renovated home in the southland neighborhood which provides 4 bedrooms (2 kings, 2 queens) and 2 ½ baths. Additionally, the first floor offers a spacious living and dining room, den and a new kitchen which includes all the essentials to make your visit a pleasant one. Centrally located and minutes to downtown, UK Campus, Kroger Field, hospitals, and the Distillery District. Plus, it is just 10 minutes from historic Keeneland and the airport. Premises ID/Local Registration #15082967-1

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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, 153 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.

FamilyValueWalkability

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!

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4.98 out of 5 average rating, 511 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

ValueLocationSolo travel

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, 260 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!

ValueFamilyOutdoor spaces

Superhost

Home in Chevy Chase

*Chevy Chase TH (1) mile to UK | EV Charging*

The Moody Chevy Chaser is located in the heart of 40502! Enjoy our 2-bedroom, 1-bathroom apartment that has been recently renovated. This gem is located in the heart of the highly desired Chevy Chase where guests are able to walk to UK, the Arboretum, Kroger Field, & so much more. This unit is the right-side of a duplex equipped with all the modern-day amenities a guest could desire. Guests will live like a true Lexingtonian and will be conveniently located for all their stay needs.

ValueLocationAir conditioning

4.85 out of 5 average rating, 123 reviews

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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4.91 out of 5 average rating, 317 reviews

NoLi Bungalow w/ King Bed - Horse Park, Keeneland

Welcome to your Kentucky Home Amazing beds, modern kitchen, fast WIFI in a beautifully designed space located in the vibrant, artistic NoLi district. This up and coming neighborhood is located North of Limestone (NoLi) w/ delicious restaurants, bars, bakeries and coffee shops nearby. * Rupp Arena 3 miles * Keeneland Racetrack 9.5 miles * Kentucky Horse Park 11 miles * STR Reg #15071157-5 - Maximum occupants 4 - Guests are prohibited from allowing more than maximum occupancy *

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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!

LocationFamilyHot tub

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

ValueLocationAccess

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!

ValueLocationOutdoor spaces

4.98 out of 5 average rating, 176 reviews

POOL/ game room! 8 beds 2 baths 3 bedrooms

LocationValueComfort

4.99 out of 5 average rating, 106 reviews

Close to Everything! Beautiful two-story home

FamilyValueQuiet

4.82 out of 5 average rating, 181 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

LocationFamilyGrill

4.9 out of 5 average rating, 49 reviews

A refreshing inground pool is set against a backdrop of rolling hills and greenery. Lounge chairs under umbrellas provide seating options. Decorative pink flowers in planters frame the pool area, while large inflatable floats add a playful touch to the water.

Home in Versailles

Sugar Hill Farm-Gorgeous Farmhouse w FirePit

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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

ValueLocationPool

Weekly house rentals

4.97 out of 5 average rating, 346 reviews

A bedroom features a spacious bed with layered bedding and decorative pillows. Flanking the bed are two bedside tables with lamps. Sheer curtains allow soft light to filter in, creating a serene ambiance in the space.

Home in Chevy Chase

Chevy Chase Charmer

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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!

LocationFamilyAir conditioning

4.99 out of 5 average rating, 135 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

LocationFamilyEV charging

4.88 out of 5 average rating, 113 reviews

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

FamilyLocationTV

4.95 out of 5 average rating, 111 reviews

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

ValueLocationLong stay

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

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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, 126 reviews

MiCasa Es SuCasa - Tranquil Bluegrass Home

FamilyValueAccuracy

4.95 out of 5 average rating, 100 reviews

Minutes to Keeneland/Airport/UK & more!

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Private house rentals

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, 204 reviews

El Retro- Mid Century Ranch near Horse Park & Rupp

ValueFamilyOutdoor spaces

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, 470 reviews

Big Rock Cottage

ValueFamilyBiking

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

ValueLocationCleanliness

4.98 out of 5 average rating, 128 reviews

Home in Nicholasville

Cuttawa House

FamilyValueBiking

5.0 out of 5 average rating, 152 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

ValueFamilyAccuracy

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, 586 reviews

Castlewood Park Cottage

ValueFamilyGetting around

A cozy living room features a white sofa adorned with decorative pillows, paired with a round dark coffee table and two accent chairs. Soft light is provided by a ceiling fan and lamps. Elegant decor elements are displayed on the walls and furniture, complementing a warm atmosphere.

4.9 out of 5 average rating, 166 reviews

Spacious 5BR/5BA Near Keeneland | UK | Rupp<10 min

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