Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Top guest favourite
A cozy living area features a remote-control fireplace with a marble surround, highlighted by a modern television mounted above. Natural light enters through two windows, while a nearby leafy plant adds a touch of greenery. A stylish armchair and a side table complete the space.
Apartment in Richmond
4.96 out of 5 average rating, 398 reviews

Luxury on Main / East

Head past the custom front-door painting and into an interior with original hardwood flooring. Standouts include a remote-control fireplace and subway-tiled kitchen with stainless steel appliances. A wood stove adds a warm glow to the shared patio. This 1920's shotgun-style four unit apartment building has been completely restored with all modern amenities. The Tenant House has a rich history on Main Street in downtown Richmond. Guests have access to all shared spaces I will be available 24/7 for contact via text, call, email, or in person. Information about the surrounding area and the unit will be provided. Walk to the latest downtown venues and jog round nearby parks from this location, directly across from the Richmond Visitors Center. Eastern Kentucky University is also convenient for here, while many places to eat and drink are on the doorstep.

Guest favourite
The exterior of a charming brick house is showcased, featuring a well-maintained lawn with shrubs and flowering plants. A concrete driveway leads to the front entrance, complemented by a tasteful umbrella over the entryway, framed by trees and greenery.
Home in Richmond
4.89 out of 5 average rating, 195 reviews

Escape off I-75 - Walk to Downtown & EKU

Charming 4 BR/3 BA HOUSE in a quaint neighborhood in downtown Richmond. Walk to EKU, restaurants/bars, & parks Only 5 mins to I-75 40 mins to Lexington Airport (LEX) - High Speed WIFI - TVs in every bedroom (may have to download free TV remote (most taken item)) - Backyard patio, fire pit & grill Sleeps 9 persons $55 extra per person, per night, for parties above 4 guests. Pet Fees - $65 per pet. Pack n' Play with mattress, bassinet, highchair, toddler rails, & stair gate, upon request.

Top guest favourite
Cabin in McKee
4.97 out of 5 average rating, 127 reviews

Cozy Cabin in the Woods Near Berea

Relax in this tranquil mountain get away surrounded by nature. It is secluded in the woods yet close to many amenities. It’s 15 mins from the I75 exit in Berea KY and less than an hour south of Lexington KY. Places of interest like the Berea College Campus, Owsley Fork Lake, the Indian Fort “ Pinnacles” Hiking Trails and Anglin Falls are 10 minutes away. It’s a 30 minute drive to Renfro Valley and 75 minutes to the countless trails in Red River Gorge and Cumberland Falls State Resort Park.

Top guest favourite
The charming brick exterior of the older home is framed by vibrant flower beds, featuring colorful blooms and lush greenery. A neatly manicured pathway leads to the welcoming front door, flanked by decorative shutters and a covered entryway.
Home in Richmond
4.99 out of 5 average rating, 190 reviews

Richmond Retreat by Raydarr Properties, LLC

Older home with lots of character located within walking distance of downtown Richmond. If you like the outdoors there is a porch with a swing, and a sitting area in the back yard with a fish pond. Located approx. 2 miles off of I-75. The driveway goes behind the house for parking, and is quite narrow. There is plenty of room in the driveway to park out front (which is also safe), if you are unable to squeeze through. The driveway side of the yard is open, so the backyard is not fully fenced.

Guest favourite
A cozy cabin is nestled among trees, framed by colorful autumn foliage. A wraparound porch is visible, with steps leading up to the entrance. In the background, a tranquil pond reflects the surrounding nature, enhancing the peaceful setting.
Cabin in McKee
4.96 out of 5 average rating, 443 reviews

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

Top guest favourite
Cabin in Berea
4.93 out of 5 average rating, 230 reviews

A Happy Place Cabin with magical views!

A cabin and experience like no other in Berea. Enjoy the smell of cedar, sounds of the country, amazing views of the mountains and magical sunsets! Relax in our cozy all cedar cabin that sits on a 37 acre property. Fish in the large pond, swing on the porch, and cook dinner outside on the Blackstone griddle. Located just 5 miles from town, it is close enough to find great dining options and visit all that Berea has to offer, yet far enough away to provide serene tranquility and peace.

Top guest favourite
A modern kitchen is displayed, featuring sleek white cabinetry and stainless steel appliances. An island with seating is positioned at the center. Decorative plants and succulents are arranged on the dining table, complementing the contemporary decor.
Home in Richmond
5 out of 5 average rating, 107 reviews

Westwood

Stay in this newly renovated, freshly furnished 3 spacious bedroom 3.5 bathroom home in the heart of Richmond, KY. This home has many luxury features like a sunroom, granite countertops, and is walking distance to Eastern Kentucky University’s Campus. Included is a Smart TV in the living room, TVs in 2/3 bedrooms, adjustable AC/Heat, Serta Mattresses, and luxury furniture perfect for relaxing. We appreciate you staying with us, and feel free to reach out at any time during your stay!

Top guest favourite
The welcoming entrance features a covered porch with two wicker chairs, surrounded by neatly trimmed hedges and colorful plants. A decorative 'HOME' sign is displayed beside the door, while the large front window offers a glimpse of the inviting interior.
Guest suite in Berea
4.99 out of 5 average rating, 126 reviews

The Artist's Tranquil Nest & Studio

Nestled near Central Kentucky Wildlife Reserve, The Nest offers an entire upper floor for one price with two private rooms: Chickadee’s Nest (queen) & Sparrow's Nest (king and trundle), a Gathering room with a sleeper sofa, Paris Coffee Room, bird bath (bathroom), bird perch (deck), wifi, monitor/cable in each room. Art classes are offered upon request by children's book author/illustrator, Lori McKeel, for an additional fee. Separate entrance and plenty of privacy and parking.

Guest favourite
A wooden railing overlooks a serene river, with trees lining the opposite bank. A cozy plaid blanket drapes over the railing, alongside a glass decanter and two glasses, capturing the golden hues of a sunset.
Apartment in Winchester
4.89 out of 5 average rating, 169 reviews

Riverview 2 … enjoy the view !

Enjoy the spectacular views of the Kentucky River from this second-floor studio. Located within an easy walk of hiking trails and dining. Visit the Waterfront Grill or Hall’s on the River. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby. This property is nestled on the riverbank. You will encounter bugs if you are enjoying the outdoors. We have regular exterminations, but an occasional cob web is to be expected.

Guest favourite
Apartment in Richmond
4.96 out of 5 average rating, 102 reviews

The Nelson House-Walk to EKU

This fantastic 2 bedroom apartment is located less than a minute walk to Eastern Kentucky University. This completely renovated apartment puts you within walking distance to campus as well as downtown. Granite countertop kitchen, complimentary coffee and snacks, and beautifully tiled bathroom. The bedrooms are located upstairs. We look forward to hosting you soon. Given that it is located downtown we provide noise machines and complementary earplugs for any street noise.

Top guest favourite
A charming Craftsman bungalow is shown with a welcoming front porch featuring comfortable seating. Lush greenery surrounds the home, with steps leading to the entrance. Large windows allow natural light, and a blue garage is visible in the background, highlighting the residential neighborhood.
Home in Berea
4.95 out of 5 average rating, 685 reviews

Traveler's Cottage

Beautiful Craftsman style Bungalow in the heart of Berea. This two bedroom, two bath cottage has off street parking and is a short walk to Artisan Village/Old Town, galleries, shoppes, and cafes. Step into a beautiful, comfortable, clean environment featuring original art, hardwood floors, tall ceilings, and queen-sized beds. Basic TV channels, Roku, and high-speed internet. Walk to Nightjar for dinner, Native Bagel for breakfast or an early lunch. Great neighborhood!

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)

Popular amenities for Madison County vacation rentals