Richmond vacation rentals

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Top-rated vacation rentals in Richmond

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

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Guest favorite

Home in Richmond

4.9 out of 5 average rating, 149 reviews

Wellington: Walk to EKU & Downtown, Fire-pit

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. Pets accepted - $50 fee Pack n' Play with mattress, bassinet, high chair, toddler rails & stair gate available.

Dec 5 – 12

G$34,737 GYD per night

Guest favorite

Cabin in McKee

4.99 out of 5 average rating, 135 reviews

The Cabin on Panther Branch

Drive down Kentucky scenic highway 89 South just 9 miles south of McKee. The cabin is newly built and set back in a secluded area with a small creek running right beside the cabin and a larger creek just across the road. The Cabin on Panther Branch is a perfect place to come fish and kayak on the creek. Bring your ATV’s, side by side or dirt bikes and enjoy miles and miles of riding in S-Tree Tower in the Daniel Boone National Forest. We don’t think you will be disappointed with your stay.

Apr 1 – 8

G$23,316 GYD per night

Guest favorite

Home in Berea

4.92 out of 5 average rating, 637 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.

Feb 4 – 11

G$22,728 GYD per night

Guest favorite

Apartment in Richmond

4.83 out of 5 average rating, 235 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 soaps and detergents and have a wonderful backyard vegetable and herb garden. Great for extended stays! Stay includes gigabit ethernet for computer gaming or video editing as well as a new AirDoctor air purifier.

Jul 6 – 13

G$16,773 GYD per night

Guest favorite

Cabin in Mckee

4.96 out of 5 average rating, 248 reviews

Mountain Dream Cabin -Fish Pond+Horse Stalls

Peaceful cabin with a wrap around porch to enjoy the beauty of the nature surrounding you. We have room for trailer parking & four horse stalls available upon inquiry for riders. The pond pictured is catch & release, stocked with bass, bluegill, and catfish. 25 minutes from the historic downtown of Berea City and the Pinnacle Trails. 30 minutes from Flat Lick Falls Area & Sheltowee Trace National Recreation Trail. Very pet friendly. Come enjoy the beauty that our small town has to offer.

Feb 24 – Mar 3

G$16,807 GYD per night

Guest favorite

Cabin in Berea

4.92 out of 5 average rating, 169 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.

Aug 3 – 10

G$26,418 GYD per night

Guest favorite

Home in Winchester

4.91 out of 5 average rating, 674 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 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.

Jul 4 – 11

G$12,745 GYD per night

Guest favorite

Apartment in Richmond

4.95 out of 5 average rating, 155 reviews

Luxury on Main / West

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.

May 15 – 22

G$19,451 GYD per night

Guest favorite

Guesthouse in Winchester

4.98 out of 5 average rating, 175 reviews

Escape and unwind in the country

Relax and unwind in the country! Close to Lexington, Red River Gorge, Pilot Knob and Natural Bridge with easy access to the Mountain Parkway. We now have Wi-Fi!! Pets are welcome but we request that dogs are either crated or not left unattended. There is a $25 pet cleaning fee. Our guest house has a fully equipped kitchen, washer/dryer, queen size Sleep Number Bed, queen size sleeper sofa, and patio with gas grill. An air mattress is available by request.

Jul 30 – Aug 6

G$15,976 GYD per night

Guest favorite

Farm stay in Irvine

4.96 out of 5 average rating, 113 reviews

Beautiful cabin, creek, woods, horse farm.

Bella Vista sits on 175 acres of pasture, woods, trails and a beautiful creek in the Red Lick Valley. Once a large-scale horse farm we currently have only four pasture puffs who you will see grazing around the cabin. Enjoy beautiful sunsets, walk the creek looking for Kentucky agates, geodes, explore the trails, or just take solace in the peace and quiet of the cabin. We bought the farm in 2020 and are in the process of bringing it back to its glory days.

Nov 1 – 8

G$29,152 GYD per night

Superhost

Cabin in Lexington

4.81 out of 5 average rating, 445 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)

Dec 11 – 18

G$17,427 GYD per night

Guest favorite

Barn in Lexington

4.94 out of 5 average rating, 293 reviews

Stay with our horses and goats on a private farm

Lovely and private studio barn apartment in super safe neighborhood. Stay with our horse and goats on 12 private acres, minutes from downtown Lexington. Hiking trails around property, and just minutes to several state parks. Three miles to 75 and 64, and 15 minutes to downtown Lexington, the Kentucky Horse Park, UK campus, and 10 minutes to the Hamburg area of Lexington full of restaurants, sports bars, and movie theaters. 50 amp EV charging station

Jan 10 – 17

G$18,629 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Richmond vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Richmond's top sights

Lake Reba Park20 locals recommend

Walmart Supercenter4 locals recommend

Eastern Kentucky University6 locals recommend

Richmond Centre7 locals recommend

Cracker Barrel Old Country Store7 locals recommend

Sonny's BBQ3 locals recommend

Other great vacation rentals in Richmond

Guest favorite

Farm stay in Irvine

4.96 out of 5 average rating, 184 reviews

Cottage on the Hill at Harmony Hollow

Jun 2 – 9

G$23,966 GYD per night

Guest favorite

Home in Berea

4.94 out of 5 average rating, 186 reviews

Best location, queen beds, wifi w/ self check-in

Aug 12 – 19

G$21,147 GYD per night

Guest favorite

Cottage in Wilmore

4.98 out of 5 average rating, 162 reviews

River House - Cottage with KY River View & Access

Aug 29 – Sep 5

G$26,261 GYD per night

Guest favorite

Cottage in McKee

4.92 out of 5 average rating, 131 reviews

Shady Lane Cottage 1

Apr 8 – 15

G$21,888 GYD per night

Guest favorite

Home in Jackson County

5.0 out of 5 average rating, 116 reviews

Cozy & Delightful Countryside Stay

May 16 – 23

G$16,493 GYD per night

Guest favorite

Cabin in McKee

4.99 out of 5 average rating, 217 reviews

Peaceful getaway for couples - Hemlock Haven LLC

Aug 7 – 14

G$31,811 GYD per night

Guest favorite

Home in Harrodsburg

4.93 out of 5 average rating, 204 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

Mar 27 – Apr 3

G$21,623 GYD per night

Guest favorite

Home in Richmond

5.0 out of 5 average rating, 10 reviews

College-town Comfort (no cleaning fee)

Sep 7 – 14

G$25,278 GYD per night

Show all

Other great vacation rentals in Richmond

Guest favorite

Apartment in Richmond

4.99 out of 5 average rating, 97 reviews

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

Oct 28 – Nov 4

G$28,940 GYD per night

Guest favorite

Home in Richmond

4.95 out of 5 average rating, 20 reviews

Newly Built Town & Country

Dec 22 – 29

G$33,896 GYD per night

Guest favorite

Cabin in Waco

5.0 out of 5 average rating, 58 reviews

Stunning Cedar Cabin, Hot Tub, Amazing Views!

Jul 8 – 15

G$31,211 GYD per night

Guest favorite

Tiny home in Richmond

5.0 out of 5 average rating, 13 reviews

Tiny Home; Mini Farm Getaway

Jul 14 – 21

G$26,303 GYD per night

Guest favorite

Cabin in Berea

4.96 out of 5 average rating, 24 reviews

Serenity Cabin

Apr 15 – 22

G$17,526 GYD per night

Guest favorite

Home in Berea

5.0 out of 5 average rating, 35 reviews

Blessed Blossom by Boone Tavern

Oct 13 – 20

G$22,718 GYD per night

Guest favorite

Guest suite in Berea

4.99 out of 5 average rating, 82 reviews

The Artist's Tranquil Nest & Studio

Oct 21 – 28

G$19,835 GYD per night

Guest favorite

Home in Richmond

4.99 out of 5 average rating, 79 reviews

Stylish Richmond Home. Near EKU and Downtown

Sep 7 – 14

G$33,616 GYD per night

Show all

Quick stats about vacation rentals in Richmond

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
G$8,339 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Richmond?
Yes! Work meets play with ease at over 20 vacation rentals in Richmond featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Richmond?
Four-legged friends are welcome in Richmond. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Richmond have air conditioning?
Absolutely! We offer over 20 house 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 $70 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 house rentals in Richmond?
Richmond has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Richmond have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Richmond. Enjoy a tailored experience with all the comforts you desire.

Richmond vacation rentals

Top-rated vacation rentals in Richmond

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Richmond vacation rentals

Stay near Richmond's top sights

Other great vacation rentals in Richmond

Farm stay in Irvine

Home in Berea

Cottage in Wilmore

Cottage in McKee

Home in Jackson County

Cabin in McKee

Home in Harrodsburg

Home in Richmond

Other great vacation rentals in Richmond

Apartment in Richmond

Home in Richmond

Cabin in Waco

Tiny home in Richmond

Cabin in Berea

Home in Berea

Guest suite in Berea

Home in Richmond

Quick stats about vacation rentals in Richmond

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Richmond?

Are there pet-friendly vacation rentals in Richmond?

Do house rentals in Richmond have air conditioning?

How much does it cost to stay in apartment rentals in Richmond?

Are there family-friendly house rentals in Richmond?

Do house rentals in Richmond have wireless internet?

Destinations to explore