Family-friendly vacation rentals in Richmond

A comfortable living area features a dark sectional sofa adorned with yellow accent pillows. Soft lighting from two floor lamps illuminates the space. A large television is positioned above a white entertainment unit, and light filters through the windows adorned with sheer curtains.

4.9 out of 5 average rating, 125 reviews

College-town Comfort

Centrally located in Richmond, KY with easy access to I-75. The house is a 6 minute drive to downtown Richmond and Eastern Kentucky University. A new park is 3 minutes away. Several grocery stores are close; 10 minute drive from restaurants and entertainment. The new Richmond Sports Complex and Lexington Sporting Club Youth Complex are an easy, short drive away. This charming house is great for a couple, two couples, or a family visiting the area! Guests breaking house rules will be vacated.

4.89 out of 5 average rating, 202 reviews

Downtown Richmond- Walk to EKU, Parks, & Diners

Charming 4 BR/3 BA HOUSE in a quaint neighborhood in downtown Richmond. Walk to EKU, restaurants/bars, & parks Only 5 mins to I-75 40 mins to Lexington Airport (LEX) - High Speed WIFI - TVs in every bedroom (may have to download free TV remote (most taken item)) - Backyard patio, fire pit & grill Sleeps 9 persons $55 extra per person, per night, for parties above 4 guests. Pet Fees - $65 per pet. Pack n' Play with mattress, bassinet, highchair, toddler rails, & stair gate, upon request.

4.81 out of 5 average rating, 118 reviews

A welcoming living space is featured, with a dining table set for four and a black shelving unit displaying decorative items. Light beige walls complement the comfortable seating area, which includes a sectional couch and a television. Natural light flows in through the door leading to the outside.

Townhouse in Richmond

2 Beds/2 Full Baths, Fenced Yard, Pets Welcomed!

This duplex is centrally located in a single family neighborhood in the heart of Richmond, Kentucky. No steps from the garage or front door. No carpet, pet friendly w/a privacy fenced extra large & flat corner lot. Large primary ensuite w/2 sinks, corner jetted tub, separate walk in shower w/door & walk in closet. Both bedrooms & living room have ceiling fans. Brand new (Jan. 2022) stainless appliances, washer & dryer in the unit, 1 car garage plus parking for 2 more cars. Roku TVs in bedrooms.

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.

5.0 out of 5 average rating, 206 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.

The exterior of a charming single-story home is depicted, featuring a combination of light brick and dark roofing. A neat driveway leads to a two-car garage, while a well-maintained lawn with green grass adds to the welcoming appearance of the property.

4.99 out of 5 average rating, 125 reviews

Southern Charm

Centrally located to all things Richmond!! This beautiful home gives you all the warm and cozy vibes. From the time you walk in the front door, it will feel as comfortable as being home. Enjoy the fully stocked kitchen, spacious and well-appointed bedrooms, electric fireplaces in several rooms, pool table, covered back deck with grill, large backyard, Roku enabled TV's throughout and so much more. Let your family enjoy the whole home instead of booking two rooms at a hotel! See you soon!

Superhost

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

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) please read all details on the cabin.

4.82 out of 5 average rating, 657 reviews

4.91 out of 5 average rating, 250 reviews

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

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.

A modern kitchen is displayed, featuring sleek white cabinetry and stainless steel appliances. An island with seating is positioned at the center. Decorative plants and succulents are arranged on the dining table, complementing the contemporary decor.

5.0 out of 5 average rating, 129 reviews

Westwood

Stay in this newly renovated, freshly furnished 3 spacious bedroom 3.5 bathroom home in the heart of Richmond, KY. This home has many luxury features like a sunroom, granite countertops, and is walking distance to Eastern Kentucky University’s Campus. Included is a Smart TV in the living room, TVs in 2/3 bedrooms, adjustable AC/Heat, Serta Mattresses, and luxury furniture perfect for relaxing. We appreciate you staying with us, and feel free to reach out at any time during your stay!

4.95 out of 5 average rating, 237 reviews

The historic log home showcases a warm wood exterior, surrounded by lush green grass and colorful flower beds. Tall pine trees provide a serene backdrop, and a wide driveway leads to the entrance, highlighting the inviting and rustic charm of the property.

Farm stay in Richmond

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, 140 reviews

The welcoming entrance features a covered porch with two wicker chairs, surrounded by neatly trimmed hedges and colorful plants. A decorative 'HOME' sign is displayed beside the door, while the large front window offers a glimpse of the inviting interior.

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.

4.96 out of 5 average rating, 124 reviews

The kitchen features granite countertops and a modern layout, equipped with a black refrigerator, stove, and microwave. Light-colored cabinetry is complemented by white tiled backsplash. A round dining area offers high stools, and natural light filters through the window with horizontal blinds.

Apartment in Richmond

The Nelson House-Walk to EKU

This fantastic 2 bedroom apartment is located less than a minute walk to Eastern Kentucky University. This completely renovated apartment puts you within walking distance to campus as well as downtown. Granite countertop kitchen, complimentary coffee and snacks, and beautifully tiled bathroom. The bedrooms are located upstairs. We look forward to hosting you soon. Given that it is located downtown we provide noise machines and complementary earplugs for any street noise.

4.96 out of 5 average rating, 227 reviews

A bright living area features a green velvet sofa opposite a wooden coffee table, with a light area rug beneath. Framed artwork adorns the walls, while a potted plant and lamps add warmth. A dining room is visible through the doorway, indicating a connected space.

Apartment in Richmond

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.

Popular amenities for Richmond family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 154 reviews

The cabin is nestled in a lush, green landscape surrounded by trees, showcasing a long driveway that leads to a fire pit area. A covered structure is visible nearby, enhancing the outdoor space. The rustic design of the cabin harmonizes with the natural setting.

Cabin in Richmond

Private cabin on KY River/Hot tub/30 miles to Lex

4.88 out of 5 average rating, 136 reviews

Cottage in Winchester

Life is Better On The River

4.92 out of 5 average rating, 137 reviews

Cabin in Clay City

Hemlock Hideaway Red River Gorge Recent Refreshed

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

4.97 out of 5 average rating, 152 reviews

Football SZN Pool Oasis:HotTub! GameRm! Keeneland!

4.98 out of 5 average rating, 146 reviews

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

Stunning Cedar Cabin, Hot Tub, Amazing Views!

4.96 out of 5 average rating, 172 reviews

The exterior of the lodge is showcased, featuring a spacious wooden deck surrounded by a grassy area. A gravel driveway leads up to the home, and a wooden fence with a small pile of firewood is visible in the foreground, creating a natural country setting.

Home in Berea

Pinnacle Lodge now w/ Hot Tub!

4.96 out of 5 average rating, 400 reviews

The kitchen features wooden ceilings and updated cabinetry in muted green hues. Modern appliances, including a refrigerator and oven, are positioned throughout. A central island with seating is complemented by decorative rugs on the floor, enhancing the warm and functional layout.

Cabin in Stanton

*NEW HOT TUB* Cabin 25min from RRG/Natural Bridge

4.96 out of 5 average rating, 136 reviews

A newly constructed A-Frame cabin is set against a backdrop of bare trees and a clear blue sky. Steps lead up to a spacious deck, emphasizing the cabin's inviting entrance. The exterior features a combination of neutral tones and crisp lines, reflecting modern design.

Cabin in Stanton

New! Mountain Top A-Frame Cabin, The Triangles

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 290 reviews

A historic blue cottage is surrounded by lush greenery, with a sprawling front yard. The inviting front porch features two light blue chairs. Tall trees provide shade, accentuating the tranquil atmosphere of the property.

Home in Berea

Churchill Cottage- Cheerful, Historic 1 Bedroom

4.93 out of 5 average rating, 116 reviews

A cabin is positioned on a gentle rise, showcasing a wraparound porch. A windmill stands on the grassy foreground. Trees provide a natural backdrop, while the cabin's sturdy structure features a metal roof and a welcoming front deck. Outdoor seating can be seen on the porch.

Cabin in McKee

Lofted Dream Cabin - Fish Pond

4.87 out of 5 average rating, 145 reviews

A warm living area features wooden walls and a high ceiling, with large windows allowing natural light. A cozy seating arrangement is complemented by a colorful area rug. A wood stove is positioned centrally, and shelving displays books in the background.

Home in Berea

Big Hill House: Artisan Built Near Berea Hiking

4.96 out of 5 average rating, 113 reviews

Home in Mount Vernon

Kromer Cottage

4.96 out of 5 average rating, 483 reviews

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

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

4.99 out of 5 average rating, 142 reviews

Home in Irvine

Pauline's Paradise

4.9 out of 5 average rating, 266 reviews

A rustic cabin made of logs is set against a backdrop of rolling hills and dense trees. A vibrant red roof contrasts with the natural surroundings. Morning mist hovers over the landscape, creating a serene atmosphere in the valley.

Cabin in McKee

Lakes Creek Log Cabin

4.94 out of 5 average rating, 195 reviews

A wooden sign reading 'LENMAR FARM Est. 2019' is prominently displayed on a green metal gate. The sign showcases a natural wood grain, and the background features an open field with scattered trees and horse jumps.

Farm stay in Winchester

LenMar Farm Country Stay near Lexington KY

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 133 reviews

A charming cabin is nestled among trees, featuring warm lights strung above a patio area. A grill is positioned on the deck beside a table and chairs, while a fire pit is placed in the foreground, surrounded by logs. The setting offers a serene woodland atmosphere.

Cabin in Clay City

It’s the perfect Silver Lining Hilltop Paradise Ky

4.92 out of 5 average rating, 324 reviews

A cozy living area features a light gray couch and a wooden loveseat with soft cushions. A coffee table sits between them, positioned in front of an electric fireplace. A small TV is placed on a stand nearby, and large windows allow natural light into the space.

Guest suite in Wilmore

The Roosting Place

Superhost

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

4.84 out of 5 average rating, 143 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

4.98 out of 5 average rating, 172 reviews

POOL/ game room! 8 beds 2 baths 3 bedrooms

4.99 out of 5 average rating, 104 reviews

Close to Everything! Beautiful two-story home

4.97 out of 5 average rating, 188 reviews

A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.

Farm stay in Georgetown

Beautiful farm stay apartment, rural Georgetown KY

4.91 out of 5 average rating, 211 reviews

Pool | Hot Tub | Covered Porch | Patio | Game Room