House holiday rentals in Richmond

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Top-rated house rentals in Richmond

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

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Guest favourite
The exterior of a charming brick house is showcased, featuring a well-maintained lawn with shrubs and flowering plants. A concrete driveway leads to the front entrance, complemented by a tasteful umbrella over the entryway, framed by trees and greenery.
Home in Richmond
4.89 out of 5 average rating, 192 reviews

Downtown Charm - Walk to EKU & Parks Near I-75

Charming 4 BR/2 BA HOUSE in a quiet neighborhood in quaint downtown Richmond. Backyard patio, fire pit & Grill Walk to EKU, Restaurants, Bars, Parks & Shopping. Only 5 mins to I-75 30 mins to Lexington Airport (LEX). High Speed WIFI 2 Smart TVs - Rokus for Streaming. Sling TV & Antenna with 50 channels Sleeps 8 persons. $55 extra per person & night for parties above 4 guests. Pet Fees - $100 per pet. Pack n' Play with mattress, bassinet, high chair, toddler rails & stair gate available.

Top guest favourite
A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.
Home in Lexington
4.96 out of 5 average rating, 372 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Guest favourite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, offering ample counter space. Natural light floods the room, highlighting the herringbone-patterned floor. A wooden dining table with white, upholstered chairs invites meals together, while decorative shelves accentuate the wall.
Home in Woodward Heights
4.93 out of 5 average rating, 836 reviews

Restored charm! Walk to Rupp. Easy Keeneland drive

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington. Stay in the heart of it all!

Top guest favourite
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.

Top guest favourite
A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.
Home in Versailles
4.95 out of 5 average rating, 217 reviews

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Top guest favourite
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, 865 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 favourite
A spacious living area features a brown sectional sofa, accented by a patterned area rug. Large windows provide ample natural light. A coffee table is centrally located, with a lamp and an armchair nearby. A vibrant piece of art hangs above the fireplace, enhancing the inviting space.
Home in Berea
4.95 out of 5 average rating, 668 reviews

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!

Top guest favourite
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, 147 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 favourite
A bright living room showcases a green sofa flanked by two decorative pillows, with a round coffee table at its center. A ceiling fan hangs above, while curtains frame the windows, allowing natural light to illuminate the space. A television is mounted on the opposite wall.
Home in Berea
4.89 out of 5 average rating, 164 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.

Guest favourite
A spacious living area features a couch, a recliner, and a fold-out sofa bed for additional sleeping options. Large windows allow for natural light, and minimalist decor includes a wall clock and framed artwork. A television is mounted on the wall opposite the seating.
Home in McKee
4.93 out of 5 average rating, 140 reviews

Big Ridge Retreat, LLC

Big Ridge Retreat Come stay for a peaceful getaway in the mountains of Kentucky. This property is Located in Jackson County and nestled in the Daniel Boone National Forest. Located in the Sandsprings Community (approximately 10 miles from McKee and 10 miles from SandGap) -located 15 miles from S-Tree Recreational Area -located 17 miles from Flatlick Falls -located 22 miles from Irvine -lots of nearby hiking trails & ATV/four wheeling areas.

Guest favourite
A cozy living area features a brown leather sofa and two accent chairs in vibrant red. A wooden coffee table with a woven basket design sits in the center. Natural light enters through two windows, and a large artwork of a tree is displayed on the wall.
Home in Berea
4.94 out of 5 average rating, 144 reviews

Berea Bungalow

Indulge in a remarkable stay at our quaint bungalow in Berea, KY! We are conveniently located off I75, and only a stone's throw away from Berea College & Old Town. Treat yourself to some authentic local cuisine, discover the city's thriving artisan culture, or embark on an exhilarating hike in the nearby breathtaking "Pinnacles". Boasting 4 plush beds and 2 baths, this home can comfortably accommodate up to 6 guests.

Top guest favourite
A serene pond is nestled within gently sloping green terrain, surrounded by lush trees. Sunlight reflects off the water's surface, creating a peaceful ambiance. The area showcases a blend of natural greenery and wooded surroundings, inviting exploration and relaxation.
Home in Jackson County
4.96 out of 5 average rating, 185 reviews

Cozy Walkers Branch Airbnb

Walkers Branch Airbnb overlooks a beautiful pond on our 17 acres of woodland all surrounded by the Daniel Boone National Forest. There's so much to do in the area from four-wheeling trails, horseback riding trails, or hiking on well established trails in the S-Tree Tower and Horse Lick creek areas. It's a real treat to see all the wildlife in the area, such as deer, and wild turkey roaming around!

Popular amenities for house rentals in Richmond

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Quick stats about house rentals in Richmond

  • Total holiday rentals

    Explore 20 holiday rentals in Richmond

  • Nightly prices starting at

    Richmond holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 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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