Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite

Cottage in Mammoth Cave

4.97 out of 5 average rating, 118 reviews

Serene Cottage for Outdoor Enthusiasts #2

Keep it simple at this peaceful and centrally-located place. Newly constructed Cottage in wooded area adjacent to Nolin River Lake. Less than a mile to boat ramp. Within 5 minutes of MCNP boundary. 30 minute drive to the MCNP Visitor Center. 5 minute drive to Nolin Lake State Park. 5 minutes from Blue Holler Off-road Park, Hiking And Horse back riding trails. Within 1 mile of the Nolin River, which is designated as Kentucky s first National Water Trail. 15 minutes from Shady Hollow Golf Course.

Mar 12 – 19

G$27,006 GYD per night

Guest favorite

Barn in Campbellsville

4.95 out of 5 average rating, 99 reviews

Peaceful Getaway in the Country

Enjoy this rustic, yet cozy, two-story barnhouse located near bourbon country. Perfect for a couple's getaway, it has open lofts with a comfy king-sized bed, a kitchen stocked with all the essentials, laundry room, wood burning stove & two bathrooms: one with a walk-in shower & one with a soaker tub. This listing's interior is ready, however the exterior is still a work in progress as we continue to create comfortable outdoor spaces. Must see all pictures to appreciate what this place offers.

Oct 13 – 20

G$18,145 GYD per night

Guest favorite

Tiny home in Cave City

4.92 out of 5 average rating, 502 reviews

The Bear Wallow Bungalow - Cave Area I-65

Relax in a rustic, country style Bungalow just far enough away from the city and close to area attractions, restaurants, and shopping. Cozy, private cottage surrounded by farmland where neighbors are few. Large yard and private porch to enjoy nature. Covered area to enjoy a cookout. The daybed with pop up trundle for a king size bed or two singles. The loft bed is a Select Comfort XL Twin. Kitchenette has microwave, refrigerator, toaster, coffee maker and snacks. Storage in second loft.

Jan 7 – 14

G$19,153 GYD per night

Guest favorite

Townhouse in Elizabethtown

4.99 out of 5 average rating, 177 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

Apr 13 – 20

G$22,177 GYD per night

Guest favorite

Home in Campbellsville

5.0 out of 5 average rating, 218 reviews

Hubbard Hill Lake House - A Fisherman's Dream!

Newly renovated! Charming lake house with open floor plan and spacious living area. Quiet, country setting surrounded by colorful maples, large magnolia trees and plenty of nature. Conveniently located less than 1 mile from Green River Lake and minutes away from Campbellsville University. Full size bed in bedroom, queen size bed in common area and queen size air mattress available. Complimentary coffee bar and snack drawer. Perfect for a weekend fishing trip or a week long family vacation!

Sep 13 – 20

G$21,413 GYD per night

Guest favorite

Farm stay in Loretto

4.99 out of 5 average rating, 410 reviews

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

Apr 6 – 13

G$20,370 GYD per night

Guest favorite

Cabin in Hardin County

4.97 out of 5 average rating, 308 reviews

Cabin at Calico Springs -Bluegrass Bourbon Country

Welcome to The Cabin at Calico Springs, located on 150 acres with nine natural springs, a stream that runs year round, hiking trails, and beautiful forests. This cozy cabin features a great room with living, dining, and kitchen space. There is a private bathroom. The loft has a queen, a bunk bed (2 twins) and a twin. The downstairs has a wrap around porch with room for dining, swinging, and relaxing. There is a spacious porch off of the loft that is perfect for a hammock nap.

Jul 30 – Aug 6

G$32,094 GYD per night

Guest favorite

Cottage in Hodgenville

4.98 out of 5 average rating, 142 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.

Nov 18 – 25

G$19,212 GYD per night

Guest favorite

Cabin in Elizabethtown

4.91 out of 5 average rating, 197 reviews

The Cabin- private & cozy 1 queen bed 1 bath

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Nov 28 – Dec 5

G$23,442 GYD per night

Guest favorite

Home in Raywick

5.0 out of 5 average rating, 167 reviews

Bourbon Trail Country Farmhouse

The Olde Farmhouse is secluded on 5.8 acres and is on the historic Bourbon Trail. The house has a master on the main floor with a queen bed connected to the bathroom. There is an upstairs sleeping space that accommodates one queen bed and two twin beds. Beautiful wrap around porch for your morning coffee enjoyment or evening relaxation. All that can be heard on this property are crickets and frogs with lovely sunsets.

Dec 19 – 26

G$27,846 GYD per night

Guest favorite

Tiny home in Brownsville

4.97 out of 5 average rating, 104 reviews

Cute and Cozy tiny home

You won’t forget your time in this romantic, memorable place. It is newly renovated. Perfect for a short getaway or a long stay. Peaceful Country setting but close to many attractions. Enjoy hiking and sightseeing at Mammoth Cave. Short drive to Bowling green for Corvette museum…and many other options for sightseeing/shopping. Has full kitchen with all the essentials. Fireplace. Outdoor patio/porch.

Nov 17 – 24

G$19,355 GYD per night

Guest favorite

Home in Bardstown

4.95 out of 5 average rating, 459 reviews

Creekview Farm: Bourbon, Horses, and Sunsets

On this beautiful 19 acre horse farm, you will enjoy beautiful sunrises and sunsets. You will have the country feel while only being 3.5 miles from downtown Bardstown. The airbnb apartment located in the front of the horse barn. It is located behind the main farm house which is a long term rental house. The horses, cats, goats, chickens, and dogs belong to the long term rental tenants.

Aug 31 – Sep 7

G$27,462 GYD per night