Holiday rentals in Upton

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Top-rated holiday rentals in Upton

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Top guest favourite
Home in Elizabethtown
4.9 out of 5 average rating, 136 reviews

Downtown Elizabethtown Mid-Century Charm Home

Cozy 2BR/2BA mid-century modern home, great for tournament families or working travelers. This is also my personal home when I’m not traveling & I share it with guests while I’m away. Sleeping setup: 1 king, 1 full, futon sofa bed and two queen air mattresses. Minutes from Etown Sports Park, downtown, Freeman Lake & the hospital. Fully equipped kitchen plus a Pac-Man arcade game that kids love. Backyard opens to a large community field with baseball and soccer space, plus a grill and fire pit

Top guest favourite
Farm stay in Elizabethtown
4.99 out of 5 average rating, 128 reviews

Mini Cow Cottage! Peaceful Farm Getaway

Come enjoy this peaceful private getaway in a beautiful country setting that is still close to town and the bourbon trail. The cottage offers two bedrooms (one king, one queen) and one bath with an open floor plan, fully stocked kitchen, W/D, front and back covered porches, and don't forget the animals! We have mini Highland and High Park cattle, a horse, friendly barn cats, and spacious natural surroundings. There is also a walking trail along the woods, and a beautiful pond. Dogs welcome too!

Guest favourite
A cozy living area is highlighted by a large, plush bean bag chair and a comfortable sofa. A wall-mounted TV is positioned near a small table. Light-colored walls contrast with the dark furniture, while natural light enters from a nearby doorway.
Townhouse in Elizabethtown
4.98 out of 5 average rating, 274 reviews

Bear-BnB - Relaxing Bear Themed Space

You will be close to everything in Elizabethtown when you stay at this newly remodeled, centrally-located place with a Bear theme. Unique amenities unlike any experience Including: 1Gb Fiber with WiFi, 55" QLED TV, Nest Thermostat with Smoke & Carbon Monoxide, LoveSac Sactional with LoveSac SuperSac coined the ":Bear Chair", Keurig D-Duo Coffee, premium Therapeutic brand mattresses. Full Laundry, and Flywheel Exercise Bikes, Weber Natural Gas Grill and Outdoor Seating area. Included Laundry

Top guest favourite
A stone fireplace is framed with natural materials, showcasing a warm, flickering flame. A wooden rocking chair is positioned nearby, providing a cozy spot for relaxation. The hearth features a flat stone surface, adding to the rustic charm of the living area.
Flat in Cub Run
4.86 out of 5 average rating, 270 reviews

Cub Run Getaway

This is our home set up as a duplex type house. Located close to Nolin lake, less than 15 min. from Mammoth cave park, 25 to 45 min drive to cave tour, 5 min to golf coarse, 10 min from blue holler off road park, 5 min to double J, there are mountain bike trails close, we have trailer parking, 2 fire pits, we have kayaks, and mountain bikes we can rent. Great country getaway to enjoy the outdoors in so many ways, or just stay in and play board games or choose from the thousands of DVDs.

Top guest favourite
An open living space is highlighted by an inviting wooden ceiling and polished concrete floors. Comfortable seating is arranged around a coffee table. Natural light flows in through large windows, showcasing views of the surrounding nature. A dining area features a wooden table with metal chairs.
Home in Magnolia
4.97 out of 5 average rating, 127 reviews

Magnolia Pines Farmhouse in quiet country setting

This 1,100 SF farmhouse is open and spacious - surrounded by nature with beautiful views. Don't be surprised if you see deer, wild turkeys, rabbits, and fireflies! Very comfortable and relaxing inside and out. There is an inviting deck for enjoying a cup of coffee or a glass of wine by the fire pit. Also, a cozy gas fireplace inside! No smoking allowed. Excellent high-speed internet. Gas and groceries are only 7-15 minutes away. One queen bed and 2 portable twins if needed.

Top guest favourite
The exterior of a large farmhouse is depicted, surrounded by lush green grass and vibrant flower beds. A blooming pink dogwood tree provides shade in the front yard. The porch features colorful chairs, and elements of country decor, including a decorative star, are visible.
Farm stay in Lebanon
4.97 out of 5 average rating, 197 reviews

Farmhouse in the Country

Amenities! You don't need to pay more to get the BEST! My guests are amazed at all the Farmhouse has to offer. The home is on a 3rd generation family farm & has 4 huge bedrooms for your upmost privacy. It is definitely in the country yet only minutes from town. Surrounded by pastures, your only neighbors are the grazing cows. It has 2 wonderful porches, firepit area, renovated garage to hang out in, 320 acres to roam on & 2 fishing ponds. Smoking is allowed outside/2 pet max

Top guest favourite
A vibrant sunset casts shades of orange and pink across the sky, illuminating the spacious property. A gravel driveway leads up to a barn structure, flanked by green grass and a small gazebo. Silhouettes of trees are visible in the background.
Farm stay in Loretto
4.98 out of 5 average rating, 121 reviews

Sunshine and Whiskey

We are located in the heart of the bourbon capital of the world. If your looking for a peaceful quiet country night we are the place for you. We offer a queen size bed and small pull out sofa. There are several local attractions we are 6 miles from Makers Mark, 11 miles to Log Still, 3 miles from the XB Arena (Saturday nights Nov-March), and 13 miles to Historic Bardstown to include Heaven Hill. At night you can relax under our grain bin gazebo. Horse stalls available for $25

Top guest favourite
A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.
Cottage in Hodgenville
4.98 out of 5 average rating, 246 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Top guest favourite
An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.
Farm stay in Raywick
4.96 out of 5 average rating, 141 reviews

Missy’s unique stays on the bourbon trail .

Welcome to this funky and eccentric property that sits on 72 acres of luscious farmland in the heart of Kentucky, situated along the bourbon trail .. Previously “Missy’s café ) now turned it into a country getaway for family, Friends or sweethearts .. it is set up for intimate events (extra) or just a nice quiet stay .. it has a beautiful view of the farm and surrounding knobs.. not to far away from civilization, but far enough too get away and enjoy nature

Top guest favourite
The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.
Cottage in Coxs Creek
4.96 out of 5 average rating, 156 reviews

Bourbon Way Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Guest favourite
An open living space features a cozy leather sofa paired with a round coffee table, under a wooden ceiling with exposed beams. Two windows allow natural light to brighten the room, and a framed bear print is displayed on the wall, adding a touch of nature.
Cabin in Mammoth Cave
4.94 out of 5 average rating, 102 reviews

Hideaway Mammoth Cave/Nolin Lake

Escape to a private retreat near Nolin Lake and Mammoth Cave! This cabin is offers one bedroom with a queen bed, full-size kitchen, and bath. It's about 20 minutes to Mammoth Caves (check for Ferry closures) through a beautiful scenic drive. It's near Nolin Lake State Park with a beach in the summer, lots of fun hiking, and biking. This is the perfect getaway if you're looking to explore the outdoors and all the beauty that Kentucky has to offer.

Top guest favourite
An aerial view of a private peninsula is displayed, surrounded by calm waters and dense green trees. Pathways meander through the landscape, leading toward a secluded home nestled among the foliage, offering a tranquil retreat from the surrounding nature.
Guest suite in Wax
4.99 out of 5 average rating, 486 reviews

Secluded Nolin Lake Retreat near Mammoth Cave

Secluded walk-out lake retreat on a private peninsula. Located near stores and the Wax Marina. This area is called "Wax" and is easily accessible from both I-65 and the Western KY Parkway. If you are looking for a nice private location near Mammoth Cave you found it! Please read the entire listing, I have attempted to answer your questions. Please note that we are on Central time.

Popular amenities for Upton holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Larue County
  5. Upton