
Holiday rentals in Upton
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Top-rated holiday rentals in Upton
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Hill-Billy Hilton Cabin near Nolin & Mammoth Cave
Hillybilly Hill-ton! HUGE cabin at Nolin Lake. Sleeps up to 16 people. 5 porches, western saloon, large hot tub, firepit, arcade area, luxurious decor & amenities. Huge kitchen w/ frig, ice machine, stove, dishwasher, microwave, coffee bar, gas grill & blackstone. 2 outdoor showers. 2 washer & dryers. 6 flat screen TV's, games & more. 5 min to Nolin Lake Wax area & 20 min to Mammoth Cave. RV connection & plenty of room to park lake toys. Perfect place for family reunions & retreats.
4.9 out of 5 average rating, 118 reviews
Baine Lake cottage
Sleep like a baby in the peaceful countryside. Wet a line early the next morning in the 30-acre fully stocked fishing lake. The 2-bedroom cabin features queen beds and all the comforts of home WiFi, and washer & dryer. Explore Abe Lincoln's boyhood home and Lincoln Jamboree in nearby Hodgenville. Venture a little farther to visit the Corvette Museum in Bowling Green or the Louisville Slugger Museum Get your bourbon on with a tour of one of the many nearby distilleries. RV hookup also available.
5.0 out of 5 average rating, 51 reviews
Spacious country living, game room, fire pit
This newly renovated & spacious home is located within minutes from town. Located on a quiet farm with views of wooded land and a large pond. Inside there is a full working kitchen, spacious dining room and a game room equipped with shuffle board, air hockey, card table, arcade machine and board games! Something for everyone! Just mins from town 20min drive to Elizabethtown Sports Park 30mins to Bardstown -the bourbon capital Our small town has some great mom and pop restaurants & shopping
5.0 out of 5 average rating, 45 reviews
Spectacular Nature Retreat - Dog & Family Friendly
Located in the heart of Kentucky, this 30 acre secluded farm with beautiful creek and giant rock bluffs, offers beauty and tranquility. Roundstone Retreat boasts a 2300+ sq ft home that combines modern finishes with rustic country charm. Be treated to a luxury living space with a king-sized bed, wrap around porch, fully stocked kitchen, laundry & office space. Perfect romantic getaway or multi-person retreat. If you are looking for some rest and relaxation (R&R) this is the place for you.
4.92 out of 5 average rating, 71 reviews
Cedar Hollow Cabin Along Bourbon Trail, off I-65
This quaint, couple's cabin gives you the night off from the stresses of life! Visit Mammoth Cave, Kentucky Down Under, the Bourbon Trail, and Abraham Lincoln's birthplace; or explore the Cedar Hollow Farm hiking trails. You will be welcomed with all the necessities to help you feel right at home. Coffee, bath supplies, washer and dryer, and an EV charger — expressions of our care. Serenity by the fire pit awaits. Seize the moment – book now for a symphony of comfort and adventure.
5.0 out of 5 average rating, 30 reviews
Cottage at the Hundred Acre Wood
Escape to the country and take it easy at this unique and tranquil getaway. This beautiful cottage shares the yard and scenery with the owner’s residence, but is a very peaceful & nice space to relax and sleep at the end of your day. You’ll be out in the country but still conveniently located, only about 15 min from everything. 16 minutes from Glendale - Ford Blue Oval plant 14 minutes from Etown Sports Park 16 minutes from downtown Etown & all the great restaurants and stores
4.92 out of 5 average rating, 129 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.
4.97 out of 5 average rating, 144 reviews
King Bed | Walk Downtown | Coffee Bar | Cozy Home
Located near downtown Hodgenville, this newly renovated home is perfect for travelers, tournament families, wedding guests, or a relaxing stay 5 min near Lincoln’s Birthplace. 🛏️ King bed + queen bed 🚗 10 miles to I-65 ⚾ 18 min to Elizabethtown Sports park 📍 Walk to food, coffee & shops 💒 Near local wedding venues 🏞️ 50 min to Mammoth Cave 🍳 Stocked kitchen + oils & spices ☕️ Coffee bar 🔐 Keyless entry 💻 Fast WiFi 🖤 Blackout shades 🌙 Late check-ins welcome
5.0 out of 5 average rating, 44 reviews
Private Retreat w/ Hot Tub + Celebration Annex
“Gather, celebrate, and make unforgettable memories at this one-of-a-kind Kentucky retreat near Mammoth Cave and Nolin Lake. Enjoy two private luxury barndos, a hot tub, karaoke stage, game room, firepit courtyard, and beautiful outdoor gathering spaces designed for connection and fun. Perfect for family gatherings, retreats, girls weekends, couples trips, and group getaways where the destination itself becomes part of the experience.”
4.98 out of 5 average rating, 129 reviews
Secluded country getaway
Bring the whole family to this great place with lots of room for fun.There is a large yard for the kids to play. It has an upstairs exercise room over the garage.A large back porch for grilling or relaxing.There is a wood fire pit plus a gas one too. Plenty of room inside.Easily sleeps 10. It is located close to the interstate and E-town Sports park. A large yard for outside activities. It is quiet and peaceful located on 6 .5 acres.
4.95 out of 5 average rating, 104 reviews
3 bedroom with hot tub!
Escape to our serene 3-bedroom, 2-bathroom country home. Enjoy complete privacy in the fenced backyard, complete with a fire pit perfect for roasting marshmallows under the stars, and a soothing, 6 person hot tub for ultimate relaxation. First floor consists of two of the bedrooms and both bathrooms, the third bedroom is upstairs with outside entrance 🍾🎈 Ask about our optional,add on romance/anniversary or birthday packages!
4.94 out of 5 average rating, 99 reviews
Duplex in Hodgenville
Property located in Hodgenville Ky, just few minutes drive from Abraham Lincoln National Park. 20 min drive to the Elizabethtown Sports Park or the Ford Blue Oval Plant. Hodgenville is also located less than 30 miles from Bardstown, the home of Kentucky Bourbon. The duplex is less than a 10min drive to Mathers Mill, the Barn at hidden Meadows and 15 or less to Christians Landing making this the perfect stay for wedding guest!
4.94 out of 5 average rating, 49 reviewsPopular amenities for Upton holiday rentals
Other great holiday rentals in Upton

The Cottage on Main
4.97 out of 5 average rating, 58 reviews
Large Home with Entertainment Options Galore
4.96 out of 5 average rating, 68 reviews
Private Lake Home w/FirePit, Arcade, & Game Table
5.0 out of 5 average rating, 29 reviews
Welcome to Casa de Glendale!
4.86 out of 5 average rating, 35 reviews
Rockstar~Indoor pool~Sleeps 10~Gameroom~Volleyball
4.97 out of 5 average rating, 29 reviews
Elizabethtown Sports Park/Bourbon Trail
5.0 out of 5 average rating, 61 reviews
Mr. Millers Farmhouse
5.0 out of 5 average rating, 8 reviews
Sandlot at Sandy Circle
4.99 out of 5 average rating, 89 reviewsDestinations to explore
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- Mammoth Cave National Park
- Beech Bend
- Jefferson Memorial Forest
- James B Beam Distilling
- Lost River Cave
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Nolin Lake State Park
- Dinosaur World
- Western Kentucky University
- Kentucky Down Under Adventure Zoo
- My Old Kentucky Home State Park
- Barren River Lake State Resort Park
- Abraham Lincoln Birthplace National Historical Park
- Heaven Hill Bourbon Experience
- Iroquois Amphitheater
- Hidden River Cave & American Cave Museum
- National Corvette Museum





