Pet-friendly holiday 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.

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!

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, 509 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 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, 271 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.

4.89 out of 5 average rating, 186 reviews

A comfortable living area features a light gray sofa adorned with decorative pillows. A patterned armchair sits adjacent to the sofa. A wooden coffee table is centered on a soft area rug, while natural light enters through two windows, brightening the space.

Flat in Lexington

Hidden Gem|One Bedroom Apt Downtown Lexington

Our One Bedroom Apartment is conveniently located near Downtown Lexington; University of Kentucky, Transylvania, Thoroughbred Park, The Legacy Trail, Restaurants, Fine Dining & Nightlife. It is a Guest Favorite for many travel nurses! They call it their favorite tucked away spot. Martine’s Pastry conveniently located next door. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

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

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.

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

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

4.95 out of 5 average rating, 258 reviews

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.

Flat in Lexington

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

Superhost

A spacious living room features a modern fireplace and a large flat-screen TV mounted above it. Large windows provide ample natural light, while a patterned area rug lies beneath a central coffee table. Comfortable seating is arranged around the space, accented by two red lamps.

Townhouse in Lexington

TWO-STORY Townhome at the Kentucky Horse Park - KJ

✥ Luxury two-story townhouse in Lexington, KY ✥ ONLY 3 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 ✦ 5 minutes from the interstate I-75 / I-64 ✦ 8 minutes away from Lexington Downtown ✦ 8 miles from Keenland

4.76 out of 5 average rating, 142 reviews