Chalet vacation rentals in Kentucky

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Top-rated chalet rentals in Kentucky

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Top guest favorite
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
4.91 out of 5 average rating, 146 reviews

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!

Top guest favorite
A two-story cabin is showcased, featuring a dark blue exterior complemented by natural stone accents. The surrounding landscape includes green grass and trees, with a blooming pink tree nearby. A covered porch extends across the front, enhancing the outdoor living space.
Chalet in Lucas
4.91 out of 5 average rating, 32 reviews

Raider Base at Eagles Landing - Barren River Lake

Welcome to Raider Base at Eagles Landing!! The whole group will enjoy easy access to everything from this centrally located cabin on Barren River Lake in Lucas, KY. Several local marinas with boat rentals and campgrounds nearby. Picturesque setting, expansive deck, 3 bedrooms including loft with fold out mattresses, 2 Smart Flat Screen TVs and Wifi. Attractions: Bowling Green: 30 minutes, Mammoth Cave: 30 minutes, Nashville: 1.5 hours. Come enjoy the lake life! **See Guidebook for attractions**

Guest favorite
A carved wooden bear sculpture stands near the entrance, holding a lantern. The rustic wooden exterior of the cabin is visible, with a large window and a small seating area featuring a chair on a textured patio surface.
Chalet in Union
4.96 out of 5 average rating, 27 reviews

Timber Frame Country Retreat.

Do you like the Rustic and Romantic appeal of a Cabin tucked back in the woods but want all the comforts of being close to Everything? Well, you have just found it. Get your coffee and grab a seat on the deck and watch the woods wake up as the sun rises. There are three fire pits for your evening enjoyment, one located on the main patio, one behind the garage, and one at the pond. The home is 35 minutes to the Ark Encounter & 25 minutes to the Creation Museum. Close to Idlewild Disc Golf course.

A cabin is nestled among trees, featuring a wraparound deck and large windows that invite natural light. The exterior is showcased in muted tones, complemented by a metal roof. A gravel area is visible on one side of the cabin, surrounded by autumn leaves.
Chalet in Wellington
4.48 out of 5 average rating, 23 reviews

Primrose - Cave Run Lake OR Red River Gorge KY

Immerse yourself in nature at 'Primrose', designed for nature lovers looking to experience peacefulness and serenity in-between the Red River Gorge and Cave Run Lake areas of KY. The complete window wall on both sides of the cabin will allow you to fully be at one with the nature surrounding you. Or close the curtains for ultimate privacy! Slide into the bubbly hot-tub and forget all your worries! Red River Gorge and Cave Run Lake are approximately 45+ minutes from this very secluded property.

Guest favorite
Chalet in Owensboro
4.98 out of 5 average rating, 42 reviews

Woodsy Waterfront Cabin with Loft

Escape to our secluded waterfront cabin, nestled amidst natural surroundings, our cabin offers a serene retreat away from the hustle and bustle of everyday life. Wake up to the soothing sounds of nature and breathtaking views of the waterfront. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation and rejuvenation. Experience the magic of nature at its finest in this special haven. Limited cell service at cabin

Top guest favorite
A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.
Chalet in Lawrenceburg
4.96 out of 5 average rating, 218 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

Top guest favorite
The chalet is surrounded by trees, showcasing an expansive deck with multiple seating areas and a dining table under a red umbrella. The exterior features rich red siding, complemented by a stone pathway and colorful landscaping, providing a warm welcome to guests.
Chalet in New Concord
4.97 out of 5 average rating, 29 reviews

Kentucky Lake Chalet - Private Dock / Hot Tub

Come explore Lake Living at this Kentucky Lake Chalet. This 3 bedroom, 3 bath lake chalet is nestled into the hillside overlooking Ky Lake. The chalet-styled home boast amazing views from almost every room of the home. If you're looking for a lake rental to entertain family, friends or fishermen you're going to want to check out this lake-house as it's a crowd pleaser. This home offers a private 30ft covered slip dock, 2 jet-ski pads, 4 seater mule to carry you to & from dock if needed.

Guest favorite
A charming chalet is positioned near a stone fire pit, with two camping chairs set beside it. A wooden deck extends from the chalet, surrounded by trees and rolling hills, creating a serene outdoor space perfect for relaxation.
Chalet in Livingston
4.88 out of 5 average rating, 26 reviews

Secluded cabin on the Rockcastle river.

Lovers Lane Chalet is located in the heart of Daniel Boone National Forest on the banks of the Rockcastle river. This chalet has all the amenities you'll need for a comfy stay in the woods. It sits on 4 secluded acres with plenty of privacy. Come disconnect from the world and experience the peaceful evenings next to the eminence fire pit. Endless hiking from the front door of the chalet, featuring waterfalls, rivers, streams and mountain top views. Six miles from Wildcat Adventure Park.

Guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows. Natural light flows through the expansive windows, highlighting the stone fireplace and warm tones of the surrounding decor. A coffee table holds a tray, complementing the inviting atmosphere.
Chalet in Lexington
4.72 out of 5 average rating, 36 reviews

Boone Creek Lodge and Troutfishing in Lexington KY

4 WHEEL DRIVE REQUIRED, $250 charge for any non 4 wheel drive vehicles stuck at the bottom of the hill. *SPECTACULAR VIEWS* lodge rental coincides with a short term membership to the private Anglers Club allowing 10-12 people access to the gorge and creek to Fly Fish (Trout) hike, and enjoy. This short term membership (min 3 days) allows overnight stay for people (non-locals) who would not be able to take advantage of our annual membership. No pets allowed Must Sign Liability Waiver

The kitchen features dark wood cabinetry and white marble countertops, with a large island housing a sink and bar seating. A gas stove is positioned next to a stainless steel oven. Natural light filters through multiple windows, illuminating the stylish, renovated space.
Chalet in Frankfort
4.75 out of 5 average rating, 12 reviews

Derby Day Digs Frankfort

Curated to give you all the bourbon-soaked southern feels, this is your place! Enjoy a stylish experience minutes from the premiere distilleries in the historic district of Kentucky's capital. Like a little nature with your bourbon? We're across the street from the Kentucky River and you are nestled into wooded hills within the city. The space is an homage to all things southern, this cozy and renovated historical building features full use of the upstairs unit. No smoking or pets

A hot tub is positioned on a wooden deck, surrounded by trees with visible autumn foliage. A serene sunset casts soft colors over the distant landscape, including a glimpse of the lake below. The tranquil setting offers a perfect spot for relaxation.
Chalet in Monticello
4.83 out of 5 average rating, 156 reviews

Waters Edge Retreat with new hot tub

Come and enjoy Lake Cumberland with the whole crew. This secluded home has 5 bedrooms, 3 and 1/2 bathrooms and tons of character. Soak in the views from this lodge-like home with all the right touches. Waters Edge is 6 miles from Beaver Creek Marina, 25 minutes from Conely Bottom Marina, and less than 20 minutes to Wal-Mart. The neighborhood has several hiking trails that walk to beautiful views of the lake.

A spacious wrap-around deck is featured, equipped with outdoor dining and lounging furniture. An umbrella provides shade over a round table surrounded by chairs, overlooking a serene private fishing pond surrounded by trees, creating a peaceful retreat in nature.
Chalet in Rogers
5 out of 5 average rating, 8 reviews

Bake's Burrow

Beautiful Updated 3-floor, 3-BD, 2-BA Cabin. Nestled in quiet Deerwater Lake Gated Community. Sleeps-8. Prime Location. Pet friendly. Boasts its own private fishing pond, fiber optic Wi-Fi, large open deck, gas grill and much more! Great for kayaking, swimming, & fishing! Close to Hollerwood off-road park, Zip-Line, restaurants, Climbing, Natural Bridge and more. A great cabin for small groups.

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