Vacation rentals with a fireplace near Rupp Arena

4.91 out of 5 average rating, 150 reviews

An airy living space is showcased, featuring large windows that invite natural light and provide views of the surrounding fields. Comfortable seating arrangements with a mix of couches and chairs are positioned around a central area rug, highlighting a handcrafted coffee table and a wood stove.

Chalet in Wilmore

Timberframe on Farm Lexington, KY Solar Power

Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

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.

4.95 out of 5 average rating, 381 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, 191 reviews

A charming cottage is surrounded by a manicured lawn and mature trees, showcasing a brick exterior and a circular front path leading to the entrance. Nearby houses reflect uniqueness, contributing to the friendly neighborhood atmosphere.

Cottage in Lexington

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

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.

4.99 out of 5 average rating, 134 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.

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.

4.93 out of 5 average rating, 115 reviews

Lexington's Commonwealth Cottage STR:15070620-1

Welcome to "Commonwealth Cottage". Perfectly situated in the heart of Lexington. Our newly remodeled home is within yards of the University of Kentucky's main campus and Kroger Field, home of the Football Cats. Central Baptist Hospital is located a block away and UK hospital is located a half a mile. Commonwealth Cottage can also be used as a launching point to explore bourbon and horse country. The 2,100 square ft. home features 5 bedrooms and 3 full baths to include 2 master suites.

4.89 out of 5 average rating, 114 reviews

A spacious living room featuring a light-colored sectional sofa with ample seating, complemented by a dark wood coffee table. Large windows allow natural light to fill the space, framed by navy blue curtains. A ceiling fan enhances airflow in this modern area.

Condo in Lexington

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, dining table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

4.96 out of 5 average rating, 103 reviews

The exterior of a two-story duplex is showcased, featuring tall columns and a welcoming front porch. Lush green grass surrounds the building, complemented by trees and shrubbery. A flag hangs prominently from the porch, and a red vehicle is visible nearby.

Apartment in Lexington

Location Location Location-#15015318-1

Conveniently located across the street from Baptist Health hospital, and down the street from UK, this large 2 bedroom duplex is centrally located to all of Lexington. A 10 minute walk to Kroger Stadium. A 5 minute drive to downtown and a 10 minute drive to Keeneland. The city ordinance states, “The maximum number of occupants of this Short-Term Rental cannot exceed 4 people”. “Guests are prohibited from allowing more individuals than the maximum occupancy allows”, which is 6. Thanks!

A spacious bedroom features a large bed with neutral-toned bedding, flanked by two wooden nightstands with table lamps. Natural light filters through two windows, and an abstract painting is displayed above the bed, adding a touch of color to the serene space.

4.93 out of 5 average rating, 200 reviews

Bright Cozy Stay| Fenced Yard| Near I-75 Horsepark

The Kearney: newly renovated home in the beautiful 'Kearney Hall' neighborhood, primely located off the 64/75 intersection. This home is a perfect 'trifecta' between Lexington, Louisville, & Cincinnati! Situated only 8 minutes from the KY Horse Park, 15 minutes from Downtown Lexington and Keeneland Racecourse. This quaint home blends cozy with natural, modern elements for a pleasant stay. Bring your crew to experience a day at the tracks, a bourbon tour, or a KY family getaway!

A comfortable living area features light-colored walls and a large sectional sofa. Natural light enters through the windows, with a view of the front porch. A round coffee table sits in the center, adorned with books and a decorative item. A mounted TV is positioned above a white brick fireplace.

4.99 out of 5 average rating, 171 reviews

Cheerful and Cozy in the Heart of Chevy Chase!

Enjoy your morning coffee on the front porch Adirondacks of this quaint home in the heart of the popular Chevy Chase in Lexington, KY. Perfect for UK football weekends and campus events, Bourbon Trail outings or Keeneland Horse Track. Large master suite with private sitting area! Comfy, new beds and furnishings! Fully equipped kitchen ready for tailgate preparations! Walking distance to many local restaurants, UK campus, and fun shops. Off street parking for three cars too!

4.94 out of 5 average rating, 565 reviews

A polished copper bar counter reflects a variety of bourbon bottles and mixers. A cocktail shaker and glass sit ready for use, accompanied by a stylish ice bucket. The arrangement provides a glimpse into a well-equipped space for cocktail preparation.

Guesthouse in Lexington

The Bourbon House- Downtown Lex’s Premier Air B&B

Welcome to "The Bourbon House" Downtown Lexington's Premier spot to stay for an authentic Kentucky experience. This cottage was built by me from the ground up with no details spared to immerse my guests in the finest things Kentucky has to offer- Fully stocked bourbon bar mixers! (You supply bourbon) Hand crafted house and furnishing from reclaimed wood and bourbon barrels, private hot tub, bathrobes, garden, fire pit, and walking distance to downtown and Rupp arena

Superhost

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

4.82 out of 5 average rating, 618 reviews

Unique Stay - 1907 Log Cabin Near Kentucky River

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)