
Holiday rentals in Richmond
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Top-rated holiday rentals in Richmond
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

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.

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!

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.

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.

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.

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!

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. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

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.

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 Richmond holiday rentals
Other great holiday rentals in Richmond

Lofted Dream Cabin - Fish Pond

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

Kentucky Diamond

Spacious Downstairs Apartment

Hawks Landing

Davis Hollow Retreat

Secluded Log Cabin in the Woods

Cozy Corner
When is the best time to visit Richmond?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $164 SGD | $139 SGD | $139 SGD | $157 SGD | $162 SGD | $166 SGD | $155 SGD | $152 SGD | $138 SGD | $138 SGD | $138 SGD |
| Avg. temp | 1°C | 3°C | 8°C | 13°C | 19°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
Are there house rentals with a dedicated workspace in Richmond?
Yes! Work meets play with ease at over 10 house rentals in Richmond featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Richmond have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Richmond. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Richmond have wifi?
Absolutely! We offer over 20 house rentals with wifi in Richmond. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Richmond?
Four-legged friends are welcome in Richmond. Choose from more than 10 house rentals for guests traveling with pets.
Do house rentals in Richmond have free parking?
Absolutely! We offer over 20 house rentals with free parking in Richmond. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Richmond have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Richmond. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Richmond?
Experience the best of Richmond with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly apartment rentals in Richmond?
Richmond has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Richmond

Total holiday rentals
Explore 60 holiday rentals in Richmond

Nightly prices starting at
Richmond holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Richmond holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Richmond rentals

4.9 Average rating
Richmond stays are highly rated by guests – averaging 4.9 out of 5!
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- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Levi Jackson Wilderness Road State Park
- Anderson Dean Community Park
- SomerSplash Waterpark
- Old Fort Harrod State Park
- Hamon Haven Winery
- Talon Winery & Vineyards
- Idle Hour Country Club
- Paradise Cove Aquatic Center
- Rising Sons Home Farm Winery
- Equus Run Vineyards
- Lovers Leap Vineyards and Winer
- Wildside Winery




