House holiday rentals in Lexington

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Top-rated house rentals in Lexington

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Home in Lexington
4.96 out of 5 average rating, 377 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.

Top Guest favourite
Home in Lexington
4.92 out of 5 average rating, 202 reviews

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful & centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens & a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read & art from local artists - all for sale. Close to downtown, campus, NOLI District, New Circle, I-75/I-64. Great stay for traveling professionals, nurses/doctors.

Top Guest favourite
A charming brick home with a gabled roof is framed by lush green trees and landscaped garden beds. A stone pathway leads to the front porch, where two white chairs invite relaxation. The welcoming facade features multiple windows allowing natural light.
Home in Lexington
4.95 out of 5 average rating, 274 reviews

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown

Newly renovated 1930's home- walk to UK Campus, Chevy Chase, 1/2 mile to Kroger Field Tailgating. Approx 1 mile to downtown, 15 min to Keeneland and Airport. First floor boasts brand new kitchen, dining room, living room and one bedroom with attached full bath with standup shower. Upstairs with 2 bedrooms and full bath off hallway. All queen beds, 1 tempurpedic, one memory foam and 1 regular mattress. Basement with bonus bedroom/game area, queen bed. 2 washer/dryer sets in unfinished portion.

Top Guest favourite
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.
Home in Lexington
4.98 out of 5 average rating, 130 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.

Top Guest favourite
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.
Home in Lexington
4.95 out of 5 average rating, 122 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!

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.
Home in Lexington
4.91 out of 5 average rating, 636 reviews

KY & Bourbon & Horses, Oh My! Close to Keeneland

This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

Top Guest favourite
Home in Lexington
4.97 out of 5 average rating, 438 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

Top Guest favourite
A cozy living area is highlighted by a fireplace beneath a mounted television. A light green sofa and a beige couch are arranged around a circular coffee table. Natural light filters through the large arched window, complemented by indoor plants placed thoughtfully in the corner.
Home in Lexington
4.93 out of 5 average rating, 123 reviews

Cottage Circle Home

This charming home is nestled in a cozy neighborhood, offering a serene atmosphere and a strong sense of community. Conveniently located, it boasts easy access to a variety of restaurants, catering to different tastes and cuisines, just a short stroll away. Keeneland Racetrack, a track that runs in the fall and spring months, is only 8 minutes from the driveway! Additionally, a nearby grocery store ensures that daily essentials are within reach. Cottage Circle is waiting for YOU! ☺️

Top Guest favourite
The entrance of the cottage features a wooden door framed by two windows, offering natural light. A decorative wreath adorns the door, and wall sconces provide additional illumination. The exterior showcases white siding with teal accents, complemented by a brick pathway leading to the door.
Home in Winchester
4.91 out of 5 average rating, 883 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Top Guest favourite
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.
Home in Lexington
4.98 out of 5 average rating, 121 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.

Superhost
A cozy living area features a blue sofa with striped cushions, complemented by a wooden coffee table. A television is positioned against the wall. Natural light brightens the space, and an open layout connects to the kitchen area in the background.
Home in Lexington
4.84 out of 5 average rating, 286 reviews

Jefferson's Downtown Cottage/Walk to W6th Brewery

Location, Location, Location. This charming historic 2Bedroom & 2Bath home has been completely remodeled. Built in 1890, this property features all the amenities a guest could ask for. Located within steps of West Sixth Brewery, two restaurants Smithtown Seafood & County Club and a Lextran Trolley pickup, guests are able to Live Like A Local. Experience Kentucky in the heart of Lexington while staying only 5 minutes from Rupp Arena!

Guest favourite
A modern kitchen is equipped with stainless steel appliances and sleek countertops featuring a marble pattern. Bar stools provide seating at a breakfast bar, while a flat-screen television is mounted on the wall. Natural light illuminates the space, enhancing the open layout.
Home in Lexington
4.88 out of 5 average rating, 151 reviews

Luxurious 1-bedroom with free parking on premise

Historical home located in the heart of Lexington, Kentucky. Few minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). 1GB fiber optic wifi. (This home is a duplex.)

Popular amenities for Lexington house rentals

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Avg. price$251 NZD$243 NZD$260 NZD$324 NZD$328 NZD$296 NZD$276 NZD$274 NZD$286 NZD$329 NZD$281 NZD$262 NZD
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Quick stats about house rentals in Lexington

  • Total holiday rentals

    Explore 770 holiday rentals in Lexington

  • Nightly prices starting at

    Lexington holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 49,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    640 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 320 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wi-Fi availability

    770 of Lexington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Lexington rentals

  • 4.9 Average rating

    Lexington stays are highly rated by guests—averaging 4.9 out of 5!

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