Vacation rentals in Richmond

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Top-rated vacation rentals in Richmond

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 189 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.

Guest favorite
The cozy living area features a comfortable recliner chair and a plush sofa, complemented by a decorative area rug. A dining table for two is positioned near the window, illuminating the space with natural light. The room is styled with artwork and a TV stand.
Apartment in Richmond
4.94 out of 5 average rating, 141 reviews

Simply sweet - Entire 1 bed upstairs apt near EKU

Simply sweet is a cozy upstairs 1 bed apartment that offers a clean comfortable stay near 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. Stackable washer / dryer in unit. Located 7 minutes from I-75. No pets please-there’s no green space here.

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, 411 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, 224 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.

Top guest favorite
The entrance of the cottage features a wooden door framed by two windows, offering natural light. A decorative wreath adorns the door, and wall sconces provide additional illumination. The exterior showcases white siding with teal accents, complemented by a brick pathway leading to the door.
Home in Winchester
4.91 out of 5 average rating, 864 reviews

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.

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
4.98 out of 5 average rating, 241 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 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
4.97 out of 5 average rating, 146 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. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

Guest favorite
The living area features rustic log walls contrasted by a bright ceiling. A cozy sectional sofa faces a wooden coffee table and a small desk with a TV. Two armchairs are positioned beside a colorful area rug, while natural light filters through multiple windows.
Cabin in Lexington
4.82 out of 5 average rating, 611 reviews

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)

Top guest favorite
A black horse grazes peacefully on green grass in the foreground, while a white horse is seen near a cozy mobile home in the background. The surrounding area is shaded by trees, providing a serene atmosphere.
Tiny home in Richmond
4.97 out of 5 average rating, 139 reviews

The Stepping Stone Ranch

Cozy little mobile home located on a very beautiful horse farm (we welcome you to book a trail ride while you stay, just write in advance so we can get it booked as we do sometimes fill up)! Terrific location, only 15 minutes from Lexington, with many other outdoor activities in the area as well (ziplining, kayaking, Fort Booneborough). Also very close to multiple awesome restaurants with fun atmospheres (Proud Mary, Boonedogs, Halls on the River, etc.)

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, 327 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
4.98 out of 5 average rating, 121 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.

Top guest favorite
The cottage's exterior features a wooden façade with a green metal roof, set amidst lush greenery. A spacious porch offers seating and overlooks the surrounding wooded area, inviting guests to relax in the serene environment.
Farm stay in Irvine
4.96 out of 5 average rating, 218 reviews

Cottage on the Hill at Harmony Hollow

Cottage on the Hill at Harmony Hollow is surrounded by nature and quiet in beautiful Red Lick Valley. Hike 250 acres of deep woods in pure solitude, go rock hunting in the creek or mushroom hunting in the hills, watch horses on the property peacefully grazing, enjoy the view from the fish pond, or just take solace in the peace and quiet of the cottage.

Popular amenities for Richmond vacation rentals

When is the best time to visit Richmond?

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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 vacation rentals in Richmond

  • Total vacation rentals

    Explore 60 vacation rentals in Richmond

  • Nightly prices starting at

    Richmond vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 3,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Richmond vacation rentals include wi-fi 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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