Pet-friendly 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, 403 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.

4.94 out of 5 average rating, 164 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!

4.96 out of 5 average rating, 101 reviews

Witchy Boutique Studio in 1890s Saloon Downtown

Close to everything in downtown Lexington. Perfect for two people visiting Lexington for a game, an event, or a special occasion who would like to stay somewhere interesting and fun. Built in the 1890s, this corner commercial building originally served as a saloon! The first floor houses a popular boardgame pub while the second floor has been converted into studios for travelers. Within a short walk radius: Rupp Arena, Opera House, Manchester Hall, fine & casual dining, bars & Gatton Park

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, 123 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, 505 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

4.83 out of 5 average rating, 270 reviews

The kitchen features dark cabinetry paired with elegant granite countertops, creating a modern aesthetic. Stainless steel appliances, including a refrigerator and stove, complement the design. The spacious central island is equipped with a sink, providing additional preparation space and seating options.

Townhouse in Lexington

Luxury Stay at Kentucky Horse park-Newtown Springs

✥ Luxury townhouse in Lexington, KY ✥ ONLY 6 miles from the famous Kentucky Horse Park, this beautiful townhome is fully equipped with all the essentials you need *If traveling with a family/large group we offer discounted rates on our listings directly next to each other* ✦ 5 miles from Rupp Arena and Kroger Field ✦ Kroger across the street ✦ Right next to Amazon center! ✦ 5 minutes from the interstate I-75 / I-64 ✦ 2 minutes away from Lexington Downtown ✦ 8 miles from Keenland

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.

4.97 out of 5 average rating, 267 reviews

A classic bungalow features a welcoming front porch, framed by two trees and a well-maintained lawn. The home is set back from the sidewalk, showcasing a path leading to the entrance. A spacious fenced yard is visible to the side, providing a private outdoor space.

Bungalow in Lexington

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

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, 152 reviews

Football SZN Pool Oasis:HotTub! GameRm! Keeneland!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!

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, 148 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 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, 202 reviews

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 exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.

4.95 out of 5 average rating, 256 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. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. Living room has a pullout sofa. Street parking only. The back and driveway are our private areas

Popular amenities for Lexington pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly 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, 283 reviews

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

4.96 out of 5 average rating, 202 reviews

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.

Home in Georgetown

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

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!

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 living room features two dark leather sofas arranged around a coffee table. A decorative rug lies underneath, and soft lighting is provided by a modern chandelier. The adjacent dining area reveals a long table with chairs, visible through an open entryway.

4.87 out of 5 average rating, 158 reviews

Hot tub•Firepit•3BR Home •2Gar spac•Near HorsePark

4.95 out of 5 average rating, 110 reviews

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

4.85 out of 5 average rating, 122 reviews

Home in Chevy Chase

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

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

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 130 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

4.91 out of 5 average rating, 212 reviews

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

4.92 out of 5 average rating, 324 reviews

A cozy living area features a light gray couch and a wooden loveseat with soft cushions. A coffee table sits between them, positioned in front of an electric fireplace. A small TV is placed on a stand nearby, and large windows allow natural light into the space.

Guest suite in Wilmore

The Roosting Place

4.9 out of 5 average rating, 48 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

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

4.95 out of 5 average rating, 22 reviews

Home in Lawrenceburg

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

4.96 out of 5 average rating, 28 reviews

Home in Paris

Bluegrass Bourbon Retreat/Pool/ Downtown Paris

4.86 out of 5 average rating, 29 reviews

The exterior of the residence showcases a charming white façade surrounded by lush greenery and well-maintained gardens. Tall trees and flowering plants enhance the landscaping, while a covered porch offers a welcoming entry. A spacious yard extends around the home, contributing to the tranquil setting.

Home in Frankfort

Entire Home Near Bourbon Trail w/ Pool & Gym

Private, pet-friendly home rentals

4.86 out of 5 average rating, 271 reviews

A welcoming chalkboard wall displays a map of Bourbon attractions and a list of local distilleries, breweries, and restaurants. A modern kitchen area is visible, featuring wooden countertops and bar stools, while the living room beyond offers a comfortable seating arrangement and a serene atmosphere.

Townhouse in Lexington

*Bourbon, Bourbon, Bourbon*

4.82 out of 5 average rating, 657 reviews

The living area features rustic log walls contrasted by a bright ceiling. A cozy sectional sofa faces a wooden coffee table and a small desk with a TV. Two armchairs are positioned beside a colorful area rug, while natural light filters through multiple windows.

Cabin in Lexington

Unique Stay - 1907 Log Cabin Near Kentucky River

4.93 out of 5 average rating, 256 reviews

A spacious living area is highlighted, featuring a brown couch and a circular coffee table atop a patterned rug. Large windows allow ample light, while a ceiling fan enhances airflow. A dining table and kitchen area are visible in the background, promoting an open layout.

Townhouse in Lexington

Mulberry Hill

A stylish living area features a spacious sofa adorned with decorative pillows, complemented by a glass coffee table. An ornate gold-framed mirror adds elegance to the wall, while a nearby lamp and art pieces create a cozy yet sophisticated ambiance.

4.98 out of 5 average rating, 169 reviews

The Guesthouse on Lime

4.99 out of 5 average rating, 589 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

A vintage living space features ornate floral wallpaper and rich, dark drapes. An elegant sofa and armchair provide seating, while a round dining table is adorned with a decorative bowl at its center. Golden light fixtures illuminate the area, enhancing the historic charm.

4.97 out of 5 average rating, 232 reviews

The Prohibition - Downtown Speakeasy with Hot Tub

4.88 out of 5 average rating, 280 reviews

A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.

Condo in Lexington

Lexington's Artistic Bunker / 1BR Downtown Condo

A spacious living area is highlighted by a comfortable teal sofa with decorative cushions. Large windows allow natural light to fill the space, complemented by two stylish lamps and wall-mounted planters, enhancing the inviting ambiance of the room.