Holiday rentals in Richmond

4.96 out of 5 average rating, 363 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.

4.94 out of 5 average rating, 131 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

4.93 out of 5 average rating, 736 reviews

Home in Berea

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, 128 reviews

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, 367 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, 210 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

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.

4.91 out of 5 average rating, 809 reviews

Home in Winchester

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

4.9 out of 5 average rating, 140 reviews

Home in Berea

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.

4.99 out of 5 average rating, 177 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 approximately 2 miles off of I-75. The driveway goes behind the house for parking. That side of the yard is open, so the backyard is not fully fenced.

Superhost

4.83 out of 5 average rating, 263 reviews

Spacious Downstairs Apartment

This downstairs apartment is great for singles and couples that need to stay near EKU or need close access to the highway. Newly renovated, the space features a private entrance with keypad for entry 24/7. We are an environmentally friendly Airbnb and feature fragrance free or essential oil soaps and detergents. Great for extended stays!

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Popular amenities for Richmond holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Richmond

4.69 out of 5 average rating, 13 reviews

Charming Cottage in the Heart of Richmond

TaylorRating, 5 stars4 days ago

Christina is a great host! The place was amazing! great location. If I'm back in the Richmond area, I'll see if this place is available first

4.8 out of 5 average rating, 5 reviews

Welcome Home

marlonRating, 5 stars3 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!

Superhost

Cabin in Lexington

4.79 out of 5 average rating, 19 reviews

Shipping Container Tiny Cabin-The Tuck

BrittneyRating, 5 stars2 months ago

The Tuck Lex is a hidden gem! From the moment we arrived, it was clear the host had thought of everything from a first aid kit and ironing board to extra toothbrushes with toothpaste (a lifesaver!). The space was incredibly cozy and spotless, with a perfect balance of charm and comfort. What truly set it apart was the peaceful setting. Nestled among Kentucky’s stunning horse farms & rolling green hills, it offered such stillness and quiet, feeling like a true escape. We loved winding down with a movie using the projector & screen, & the bed was super comfy. The location was ideal, too! We explored the Aviation Museum, spent a day at Ashland The Henry Clay Estate, had a dreamy dinner at the Kentucky Castle, & even wrapped up the trip engaged! We added in some fun at Main Event, I suggest bringing a good book to read on the porch or propane fire pit (weather permitting) Whether you’re looking for a calm retreat or an adventure-packed stay, The Tuck is the perfect spot.

5 out of 5 average rating, 11 reviews

Home in Dreyfus

Hawks Landing

VernonRating, 5 stars2 weeks ago

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

5 out of 5 average rating, 49 reviews

Home in Berea

Sapphire Hideaway w/Hot Tub! – Near I-75

ChloeyRating, 5 stars2 weeks ago

Very clean and tidy has everything you need love the makeup remover cloths! Great location hosts are sweet and respond very fast!