Holiday rentals in Madison County

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Top-rated holiday rentals in Madison County

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Top guest favourite
A spacious living area features a neutral-colored sofa with decorative pillows, paired with a wooden coffee table. Art pieces adorn the walls, and a ceiling fan circulates air. A large window allows natural light to fill the room, highlighting the hardwood flooring.
Flat in Richmond
4.96 out of 5 average rating, 408 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.

Top guest favourite
Two goats are visible inside their stall, with one wearing a pink collar. The wooden walls of the stall are complemented by a soft light from a lantern overhead. Straw covers the floor, creating a cozy environment for the animals.
Farm stay in Berea
4.96 out of 5 average rating, 243 reviews

Stable Suite on Farm, with view of Goats’ Stall.

Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite, featured in the hit series 50 States in 50 Days, is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall! The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

Guest favourite
A comfortable living area features a brown reclining sofa adorned with assorted cushions, including plush white and navy blue accents. A small side table with a lamp sits adjacent to the sofa. A colorful area rug adds a touch of warmth to the floor, and a blue armchair complements the setting.
Flat in Richmond
4.91 out of 5 average rating, 145 reviews

Cozy upstairs 2bed/1 bath Apt Richmond near EKU

Cozy upstairs 2 bed apartment offers a clean comfortable stay near downtown Richmond and the EKU campus. Centrally located for ease of commuting to downtown, Wal-mart, Kroger, Richmond Centre shopping and numerous restaurants. Easy check in / check out process. Security cameras on site. Egyptian cotton towels and microfiber sheets provided. Full size washer / dryer in unit. This unit can be noisy during weekdays from 6 am to 5 pm from the granite business next door. Located 7 minutes from I-75.

Guest favourite
A comfortable living area features a dark sectional sofa adorned with yellow accent pillows. Soft lighting from two floor lamps illuminates the space. A large television is positioned above a white entertainment unit, and light filters through the windows adorned with sheer curtains.
Home in Richmond
4.89 out of 5 average rating, 110 reviews

College-town Comfort

Centrally located in Richmond, KY with easy access to I-75. The house is a 6 minute drive to downtown Richmond and Eastern Kentucky University. A new park is 3 minutes away. Several grocery stores are close; 10 minute drive from restaurants and entertainment. The new Richmond Sports Complex and Lexington Sporting Club Youth Complex are an easy, short drive away. This charming house is great for a couple, two couples, or a family visiting the area! Guests breaking house rules will be vacated.

Top guest favourite
A cozy living area features a stone fireplace and large windows, allowing natural light to fill the space. A comfortable sofa is complemented by a wooden coffee table. A yellow chair and a lamp add a touch of warmth to the rustic wooden interior.
Cabin in McKee
4.97 out of 5 average rating, 128 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, 192 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.

Top guest favourite
A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.
Cabin in McKee
4.96 out of 5 average rating, 450 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!

Guest favourite
A cozy cabin is illuminated by warm light as dusk falls. The porch area features steps leading to the entrance, with a pathway visible in front. Dark clouds hover above, contrasting with the soft glow emanating from the windows.
Cabin in Berea
4.92 out of 5 average rating, 233 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.

Guest favourite
The historic log home showcases a warm wood exterior, surrounded by lush green grass and colorful flower beds. Tall pine trees provide a serene backdrop, and a wide driveway leads to the entrance, highlighting the inviting and rustic charm of the property.
Farm stay in Richmond
4.95 out of 5 average rating, 228 reviews

Martin Manor: Authentic, historic log cabin

Surround yourself with beauty, art, and treasures of days-gone-by in this lovingly restored historic log home. Clear ponds, majestic pines, picnic tables and horses on the property. Near by attractions: Historic craft center Berea, Red River Gorge, horse racing at Keenland, and Kentucky Proud dining and activities in Lexington. Hot tub, washer/dryer, 2 fireplaces, 2 TVs, WiFi, porch swings, hammocks, grill, fire pit, paddle boats, dishwasher, filtered water, trash compactor and more.

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, 110 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!

Guest favourite
The kitchen features granite countertops and a modern layout, equipped with a black refrigerator, stove, and microwave. Light-colored cabinetry is complemented by white tiled backsplash. A round dining area offers high stools, and natural light filters through the window with horizontal blinds.
Flat in Richmond
4.95 out of 5 average rating, 106 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 spacious living area features a brown sectional sofa, accented by a patterned area rug. Large windows provide ample natural light. A coffee table is centrally located, with a lamp and an armchair nearby. A vibrant piece of art hangs above the fireplace, enhancing the inviting space.
Home in Berea
4.95 out of 5 average rating, 690 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!

Popular amenities for Madison County holiday rentals