Vacation rentals in Madison County

4.96 out of 5 average rating, 363 reviews

A view showcasing an open kitchen leading into a bright, airy space. White cabinetry and a marble countertop are visible, with natural light pouring in through the large windows. The original hardwood flooring complements the neutral wall color, creating a welcoming atmosphere.

Apartment in Richmond

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.

4.94 out of 5 average rating, 131 reviews

A red fire extinguisher is positioned against a granite countertop, with its instructions clearly visible on the label. The background features white marble tiles, creating a clean and safe environment.

Apartment in Richmond

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

A light-filled living area features a comfortable white sofa adorned with yellow decorative pillows. A vibrant piece of artwork is displayed on the wall above, complementing the natural elements visible through the window. A round glass coffee table rests on a patterned rug, enhancing the space.

4.93 out of 5 average rating, 736 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.

4.95 out of 5 average rating, 125 reviews

The bathroom features a shower curtain adorned with a large floral design in soft pink hues. White towels are neatly arranged on a rack, while a compact sink with storage is present, alongside a toilet. A floral artwork adds a decorative touch to the wall.

Apartment in Richmond

Comfy upstairs 2bed/1 bath near EKU Richmond

Comfy upstairs 2 bed apartment offers a clean comfortable stay near downtown Richmond and the EKU campus. Close to Purdy's Coffee and BBH. Centrally located for ease of commuting to downtown Richmond, 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. Located 7 minutes from I-75. No pets please-there’s no green space here.

4.97 out of 5 average rating, 366 reviews

Cabin in McKee

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!

4.92 out of 5 average rating, 207 reviews

Cabin in Berea

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.

Superhost

Farm stay in Richmond

4.96 out of 5 average rating, 209 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.

4.99 out of 5 average rating, 114 reviews

An Instant Vortex air fryer is displayed on a countertop, featuring a sleek black exterior and a digital display. The appliance's door is closed, revealing the inner compartment through a clear window. Soft light from surrounding areas enhances the modern design.

Guest suite in Berea

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.

The kitchen showcases modern appliances, including a black stove and refrigerator. Light gray cabinets contrast with the granite countertops. A window offers natural light, while a washer and dryer are positioned near the entrance to the home, enhancing convenience.

4.9 out of 5 average rating, 140 reviews

Cheerful 2 bedroom home with parking on premises

Stay in style at this bright and newly renovated home where Old Town is only an 2 minute drive away! You'll have the whole home to yourself! amenities, including a full fenced in backyard and private driveway– all with restaurants and shops within easy driving distance.Perfect for a couple or a small family. If you’re searching for a cozy home in Berea with a great location, then look no further. Save your dates now and enjoy a vacation where the art is.

4.82 out of 5 average rating, 573 reviews

The image shows a stone plaque embedded in a textured concrete wall, featuring the year '1907' etched into its surface. Ivy leaves are partially visible, growing against the wall and adding a touch of greenery to the historical element.

Cabin in Lexington

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)

4.89 out of 5 average rating, 150 reviews

A tranquil river scene at dusk is depicted, with dark silhouettes of trees lining the shore. A reflection of the fading light creates a serene atmosphere on the water's surface. Subtle colors blend in the sky, transitioning from deep blue to soft pastels.

Apartment in Winchester

The River House Floor 2 Getaway, w/a river view.

Enjoy the spectacular views of the Kentucky River from this second floor studio. Located within an easy walk of hiking trails. After your hike (or whenever, you are on vacation), visit the Waterfront Grill or Hall’s on the River. They offer dining, bar, and seasonal outdoor seating. They are about a half mile down the road from the cottage. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby.

4.97 out of 5 average rating, 315 reviews

A brick exterior of the guest house features a symmetrical design with two front doors and decorative stained glass elements. Two metal chairs are positioned beside the entrance, while a grassy landscape extends in the background, providing a serene country setting.

Guesthouse in Richmond

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.

Vacation rentals for every style

Get the amount of space that is right for you

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Convenient locations with everyday essentials

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Popular amenities for Madison County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Madison County

4.67 out of 5 average rating, 12 reviews

Charming Cottage in the Heart of Richmond

DougRating, 5 stars1 week ago

We needed a place to stay for our daughter’s wedding for myself, wife, son, daughter and sister-in-law. Friday night was the last night that we got to spend with my daughter as a single woman. We had a pleasant evening, after rehearsal and dinner, in a pleasant, comfortable environment. Everything was neat and clean and the water and cupcakes were a nice added touch. We could not have asked for better accommodations. Thanks, Christina.

A kitchen countertop displays a stylish water bottle, utensils in a holder, and a decorative wooden piece. Below, a drawer reveals a selection of coffee pods arranged neatly, featuring various flavors and labels, providing easy access for brewing.

4.8 out of 5 average rating, 5 reviews

Welcome Home

marlonRating, 5 stars2 weeks ago

Krista was a great host. She helped with gaining access to the location and was very helpful and responsive. Would definitely stay again!

A spacious living area features a vibrant orange sectional sofa, complemented by a textured rug and a stylish coffee table. A large wall is adorned with Kentucky-themed decorations, while greenery accents add a touch of nature. Soft lighting enhances the inviting atmosphere.

4.92 out of 5 average rating, 12 reviews

Artsy KY-Themed Richmond Gem: Sleeps 8, Near All

JourdanRating, 5 stars1 month ago

Very happy with our stay. no complains. would definitely stay here again.

The exterior of the welcome center showcases a spacious entrance with a wooden door framed by large, decorative plants. A stone facade complements the green roof and awnings. Paved pathways lead towards the building, with a well-maintained gravel area providing additional space.

5 out of 5 average rating, 9 reviews

Peaceful home near the arts district

SeanRating, 5 stars7 months ago

The house is in the beautiful and peaceful countryside of Berea and very close to the city of Richmond where you have shops and grocery stores. I enjoyed hiking in the Pinnacles only 5 min. away, and the city of Lexington was only a 45 min drive. The kitchen, bathrooms and bedrooms where very clean, and the master bedroom had a mattress that was VERY comfortable. Thank you, Donald for helping me figure out the TV and WIFI and for the suggestions of things to do in the area- I'll have to check out the winery next time I'm in town. The home was very comfortable and quiet, so I was able to get a lot of work done. I would very much recommend Donalds home to anyone wanting to relax and unwind...or just get work done. Thanks again for your hospitality.

5 out of 5 average rating, 11 reviews

A spacious garden tub is positioned in a well-lit bathroom, featuring a light-colored wall. A mirror reflects the room's decor, including a checked fabric valance above and subtle decorative elements, creating a sense of comfort and utility.

Home in Dreyfus

Hawks Landing

VernonRating, 5 stars1 week ago

House was stocked with every condiment and tool essential to cook a meal as well as fruit and snacks.

An open-concept living area combines the kitchen and living room space. Light wood flooring contrasts with dark cabinetry and modern stainless appliances. Bar stools are positioned at the kitchen island, while a comfortable sectional sofa faces large windows, allowing natural light to fill the room.

4.99 out of 5 average rating, 69 reviews

Newly Built Town & Country

EricaRating, 5 stars3 days ago

The pictures truly do not give this place justice! I was obsessed with the decor! Very tastefully Kentucky themed but not too much! Beds were so comfortable and high quality linens! Truly every detail was thought of! I can’t think of a thing that was missed and I felt as though Shannon went above and beyond to make sure it was a great stay!

5 out of 5 average rating, 10 reviews

A well-appointed bathroom features a white shower curtain and a tub with showerhead. Neutral marble-style flooring complements the rustic wooden walls. Fresh towels are neatly hung on the wall, and toiletries are conveniently arranged on a nearby shelf.

Cabin in Richmond

Secluded cabin on the KY River close to Lexington

ToriRating, 5 stars6 days ago

Incredible place to stay we absolutely loved it. Would come back again in a heart beat!

A red Keurig coffee maker is positioned on a granite countertop. Next to it, a small sign reads, 'Life is too short for bad coffee or a bad dog.' Coffee pods in various flavors are organized neatly in a row.