Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Guest favorite

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.

Apartment in Richmond

4.91 out of 5 average rating, 132 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 favorite

A spacious living area is depicted, featuring a large sectional sofa adorned with neutral and yellow cushions. A circular dining table with glass top and four upholstered chairs is positioned in the foreground. Two framed artworks are displayed on the wall, complemented by natural light entering through a window.

Apartment in Richmond

4.94 out of 5 average rating, 139 reviews

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

This spacious, single level duplex unit is located in one of Richmond's best neighborhoods and only 24 miles from Lexington, KY. It is perfect for a quick one or multiple night stay. With the central location of this unit, you are a short drive from all attractions! You and your guests will LOVE this luxury unit that provides stainless steel appliances, granite counter tops, memory foam mattresses, coffee bar, sectional sofa, work area, games and much more. 4 miles from I-75 2.5 miles to EKU

Top guest favorite

A spacious living area features a comfortable sectional sofa accompanied by a recliner. A patterned area rug covers the floor, and a coffee table stands nearby. A fireplace is set against a white brick wall, with decorative shelves holding various items above.

Home in Richmond

4.96 out of 5 average rating, 132 reviews

Near to EKU; discounts to 10%

Located 5 minutes from I-75. Newly renovated basement apartment perfect for solo travelers, friends or couples and is pet friendly. Take it easy at this country setting and enjoy the pool. Convenient to EKU, stay after a day at Keeneland, exploring the Bourbon Trial, concerts or just a peaceful and relaxing getaway. Available small hot tub on request. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

Top guest favorite

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, 184 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 favorite

The front porch features two tall columns framing a blue door, flanked by a swinging chair and decorative potted plants. Bright daisies bloom along the pathway, creating a welcoming entrance. A vibrant green garden with various plants adds a natural touch to the area.

Home in Berea

4.93 out of 5 average rating, 757 reviews

Berea Painter's Cottage

Eclectic, clean, comfortable cottage featuring original artwork, located in walking distance of Berea College Campus, Artisan Village/Old Town area, Art Galleries, Unique Shops, The Lot, Rebel Rebel, Nightjar, Sunhouse Craft, and Native Bagel. A short drive to the Pinnacles and Kayaking at Owsley Fork Lake. The location is great. A cozy patio in front of the home with a swing and a tree canopied deck in back that feels like being in a treehouse. Basic TV channels and high-speed internet.

Top guest favorite

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

4.97 out of 5 average rating, 393 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 favorite

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, 213 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 favorite

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

4.96 out of 5 average rating, 213 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 favorite

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, 119 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.

Top guest favorite

A modern living area features a blue sofa complemented by a round coffee table centered on a light area rug. Natural light enters through large windows, illuminating indoor plants. A television is mounted above the fireplace, creating a cozy focal point, while a doorway leads to another room.

Apartment in Richmond

4.97 out of 5 average rating, 233 reviews

Luxury on Main / North

Stately ★ Modern ★ Elegant ★ This listing is one of four in The Tenant House. This completely restored one bedroom, one bathroom unit has a remote control fireplace, Juliet balcony, original hardwood flooring, a beautiful patio, and all the amenities one could ask for. Located across from the Richmond Visitors Center, it is within walking distance of the downtown area, parks, and EKU. The laundry, an outdoor patio, and recreational area are all shared spaces.

Top guest favorite

A private country apartment is depicted, featuring a brick exterior and a paved driveway. Large windows allow natural light into the space. A grassy area in front leads to a peaceful pond, with open fields and a fence in the background, enhancing the tranquil setting.

Guesthouse in Richmond

4.97 out of 5 average rating, 319 reviews

Richmond Guesthouse

Private country apartment between Richmond and Berea. Enjoy quiet time away from the city but you are still just a short drive away from all the amenities. We have everything you could need for a one night stay or longer. There is livestock in the adjacent fields but won't be a bother to you. There is free wifi and a roku hooked up to the tv so you can access all of your streaming services.

Top guest favorite

A spacious living area features high wooden ceilings and large floor-to-ceiling windows that provide views of the green hills outside. Comfortable seating is arranged around a patterned rug, with a television mounted on the wall and natural light flooding the space.

Cabin in Waco

4.97 out of 5 average rating, 114 reviews

Stunning Cedar Cabin, Hot Tub, Amazing Views!

Escape to this serene cabin surrounded by 20 acres of green hills. This cedar cabin is only 15 minutes from Richmond KY, but you'll feel like you're in a different world. Admire the nature through floor to ceiling windows, roast marshmallows on the patio with a chimenea, and melt your stress away in the Artesian Premier hot tub. Experience a peaceful stay in this quiet and comfortable retreat.