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Guesthouse vacation rentals in Kentucky

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Kentucky

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

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An indoor heated pool is enclosed within a greenhouse, surrounded by lush greenery and potted plants. The water appears inviting and clear, reflecting the natural light filtering through the translucent roof. Decorative elements, including sculptures, enhance the tranquil atmosphere.

Guesthouse in Dayton

4.96 out of 5 average rating, 110 reviews

Art Studio at Turtle Hill, 5-Acre Oasis Near City

The Art Studio at Turtle Hill is located in Dayton, Ky, 2.2 miles from downtown Cincinnati. The studio is situated on 5 acres overlooking the Ohio River making it a unique urban location that feels like a country setting. The main house has a heated enclosed pool that is available to guests, a fire pit and pond. The studio has a full laundry, full kitchen and 4 off-street parking spots. The main bedroom (one queen) is on the first floor and the second bedroom (2 twins) is a loft. No cleaning fee

Top guest favorite

Lush green grass frames the scene, with two flowering trees prominently in the foreground. A wooden fence lines the area, leading to a cottage that is partially obscured by the trees. Natural light brightens the surroundings on a clear day.

Guesthouse in Nicholasville

4.98 out of 5 average rating, 358 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

Top guest favorite

A scenic view of a poolside deck captures the early morning sun rising over the mountains. A pair of Adirondack chairs are positioned nearby, beside a firepit. The serene landscape is featured with rolling hills and a layer of mist hovering in the valley.

Guesthouse in Stanton

4.98 out of 5 average rating, 312 reviews

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

A tiny guest home is featured with a welcoming front porch. A simple chair is positioned beside the entrance, which is framed by a decorative wreath. The home is light-colored with green accents, set against a backdrop of rolling hills.

Guesthouse in Scottsville

4.98 out of 5 average rating, 247 reviews

Adorable Guesthouse #2 Close to Barren River Lake

We are excited to present our tiny guest home #2. Perfect for the fisherman or couple wanting to stay close to Barren River Lake or Mammoth Cave. This unit is centrally located between several towns and less that four miles from Port Oliver Boat Ramp and Dam. It is close to the main house so we will be available if you need anything. Peaceful surroundings, comfortable queen bed, refrigerator, microwave and coffee bar. 55" smart tv to kick back & relax with. Exterior outlet for boat.

Top guest favorite

A cozy sleeping area features a spacious bed with crisp white linens. An inviting sitting area with a white couch rests next to a wooden wardrobe. Natural light filters through nearby windows, highlighting the room's soothing decor and warm atmosphere.

Guesthouse in Frankfort

4.94 out of 5 average rating, 225 reviews

The Carriage - Quaint Haven steps to the Capitol

Escape to a charming retreat in Historic Frankfort, just minutes from 13 iconic distilleries. As the weather warms, enjoy a Parisian-inspired pied-à-terre that blends comfort and style. Skip the crowded hotels; relax with private access, free street parking, Wi-Fi, a smart TV, full kitchen, and the KY Capitol nearby. Cozy up in a plush queen bed, surrounded by warmth and charm. Enjoy the quiet deck with a bistro table; perfect for coffee or wine. Make lasting memories in every season.

Top guest favorite

A private hot tub is surrounded by lush greenery and hanging ferns. The area features a charming, screened structure with large windows. Soft fabric curtains provide a sense of privacy, while brick pathways lead into a tranquil outdoor setting.

Guesthouse in Lexington

4.97 out of 5 average rating, 661 reviews

My Old Kentucky Home-Downtown LEX's Premier Stay!

Welcome to My Old Kentucky Home downtowns premier Kentucky themed Air B&B. The best Airbnb in Lexington for a romantic or relaxing getaway! No detail or amenity was spared; private hot tub, plush bath robes, back deck, fire pit, patio and garden with views of the city. Full bourbon bar mixers provided to make your cocktails! ( no alcohol ) Central downtown-1 block from Rupp arena and 3 blocks from UK campus! For a video tour visit the last picture to see the link !

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

4.88 out of 5 average rating, 286 reviews

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Top guest favorite

A comfortable living area features a neutral-colored sofa and a wooden coffee table. A ceiling fan hangs above, while a television is mounted on the wall above a decorative fireplace. Natural light enters through two windows, complemented by rustic wall accents.

Guesthouse in Shelbyville

4.97 out of 5 average rating, 117 reviews

Cottage of Eden. Bourbon Trail Stay in Shelby Co.

Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek that flows down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.

A spacious bedroom features a large bed with dark bedding centered on wooden floors. Two cozy armchairs are positioned nearby, complemented by a vibrant area rug. A decorative mirror and framed artworks adorn the walls, while a bookshelf holds an array of books, adding character to the space.

Guesthouse in Louisville

4.96 out of 5 average rating, 235 reviews

Comfortable-relaxed space to find your inspiration

Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

Top guest favorite

A television is positioned on a dark wooden stand beneath a decorative sign that reads 'FAMILY.' A potted plant adds a touch of greenery on the stand. Light-colored walls and a door with a window create a welcoming atmosphere.

Guesthouse in Leitchfield

5 out of 5 average rating, 121 reviews

The Treehouse

Keep it simple at this peaceful and centrally-located 2 bedroom, 1 bath second floor apartment. Fully furnished, cozy, and located right in the center of Leitchfield. Also centrally located between Rough River (10 minutes) and Nolin lake (22 minutes) with room for boat trailer parking. With restaurants and grocery stores less than 5 minutes away, this apartment is also perfect for extended stays. Both bedrooms are furnished with queen beds.

Top guest favorite

A spacious entryway features a striking artwork installation on the black wall, complemented by a spiral staircase leading to the upper level. Comfortable seating includes a tufted leather chair and a plush sofa, with a round wooden coffee table at the center on a decorative area rug.

Guesthouse in Somerset

4.98 out of 5 average rating, 190 reviews

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

Top guest favorite

A cozy sitting area is furnished with two slender armchairs and a small ottoman, placed on a decorative rug. A flat-screen TV is mounted on the wall, and a narrow table holds decorative items. Sliding doors lead into the bedroom, enhancing the open feel.

Guesthouse in Louisville

4.96 out of 5 average rating, 786 reviews

Germantown Carriage House w/garage

Germantown is a quaint neighborhood revitalized with restaurants, coffee shops and pubs. The carriage house has all the amenities for any length of stay, including garage parking with room for bikes. Only 2 miles from downtown Louisville, Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Keyless entry makes for seamless check in and out.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Kentucky guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top guest favorite

Guesthouse in Radcliff

5 out of 5 average rating, 24 reviews

Quiet home

Guesthouse in Pendleton

4.87 out of 5 average rating, 78 reviews

The Waterfall Place, Suite and Walkout!

A view of the charming cottage is captured from the pool area, showcasing the inviting exterior surrounded by greenery. Sun loungers are arranged around the pool, providing a space for relaxation under the clear blue sky.

Guesthouse in Georgetown

4.85 out of 5 average rating, 40 reviews

Cozy Cottage on Horse Farm

Top guest favorite

A spacious living area features a plush green sectional sofa paired with a modern gold coffee table. Light spills through the windows, illuminating the wooden accent wall and inviting atmosphere. A cozy armchair sits nearby, while a neatly made bed is visible in the background.

Guesthouse in Warsaw

4.98 out of 5 average rating, 56 reviews

Romantic Carriage House in Historic Rivertown

A charming blue barn-style guest house is situated against a backdrop of lush greenery. Sunlight casts shadows on the gravel driveway, which leads up to the entrance. The structure features a sloped metal roof and a welcoming white door.

Guesthouse in Rockholds

4.77 out of 5 average rating, 75 reviews

Lofty retreat

Top guest favorite

A cozy living area is furnished with a dark sofa and two armchairs, complemented by a coffee table at the center. A television is positioned against a wall, while artwork and framed photographs adorn the space. Natural light filters through partially covered windows.

Guesthouse in Smiths Grove

4.98 out of 5 average rating, 50 reviews

Cozy MidCentury Modern Farmhouse near Mammoth Cave

A fire pit surrounded by four chairs creates a cozy gathering space. The seating includes two blue chairs and two gray chairs, arranged on a stone patio. A backdrop of lush greenery enhances the outdoor setting, inviting relaxation and conversation.

Guesthouse in Raywick

4.98 out of 5 average rating, 86 reviews

Peaceful Easy Feelin’

A hot tub is situated on a covered porch, with a view of the cottage's entrance and a wooden bench nearby. The porch features a sturdy roof supported by wooden beams, allowing for relaxation in various weather conditions.

Guesthouse in Stanton

4.91 out of 5 average rating, 56 reviews

Cozy Retreat *HOT TUB!* Mimi’s Hideaway

Guest house rentals with a patio

Top guest favorite

A cozy living area is depicted with a comfortable dark gray sofa and decorative cushions. Large windows allow natural light to brighten the space, enhancing the view of the surrounding greenery. A wooden dining table with chairs is visible in the background, complemented by a wall-mounted TV.

Guesthouse in Alvaton

5 out of 5 average rating, 64 reviews

Rural Getaway

Top guest favorite

A porch area features two black chairs and a small wooden table, inviting relaxation outdoors. A decorative plant in a blue pot adds a touch of greenery, while the entrance to the guesthouse is adorned with a small diamond motif and an American flag.

Guesthouse in Blackey

5 out of 5 average rating, 35 reviews

An Appalachian Mountain Getaway. ATV friendly

Top guest favorite

A charming red garage structure is presented under a bright blue sky with fluffy clouds. The building features a distinct sloped roof and balconies above the entryway, flanked by trees that reflect the serenity of the surrounding forested area.

Guesthouse in Stanton

5 out of 5 average rating, 72 reviews

Forest Edge Retreat; Cozy Charm w Hottub Wi-Fi

A spacious garage with a gravel driveway is visible, featuring a large white door and exit door. The setting includes a covered area with a metal roof. Trees are seen in the background, softly illuminated by the warm light of a setting sun.

Guesthouse in Raywick

5 out of 5 average rating, 5 reviews

Tower View Estate #2

Top guest favorite

Guesthouse in Stanton

5 out of 5 average rating, 51 reviews

Judy Creek Retreat

Top guest favorite

The kitchen area features modern cabinetry and an abundance of natural light from a nearby window. A gas stove and a sink with butcher block counters are visible. Open shelving holds decorative items and glassware, while a neon sign adds a subtle touch of ambiance.

Guesthouse in Louisville

5 out of 5 average rating, 255 reviews

*BRAND NEW* Gem of Germantown Private Derby Suite

The lodge features a vibrant red and white exterior, complemented by large windows that allow for natural light. A welcoming front porch is adorned with a pair of red chairs, while neatly arranged landscaping enhances the inviting entrance.

Guesthouse in DeMossville

4.95 out of 5 average rating, 40 reviews

The Lodge at Three Pines

Top guest favorite

The exterior of a charming cottage is presented, featuring a covered porch supported by white columns. Potted flowers line the entrance, while lush greenery and a scenic view of a fenced pasture can be seen in the background under a partly cloudy sky.

Guesthouse in Georgetown

4.98 out of 5 average rating, 56 reviews

Cozy 1 bedroom cottage on picturesque horse farm

Guest house rentals with a washer and dryer

Top guest favorite

A spacious outdoor area features a wooden deck above a garage, surrounded by mature trees and landscaped greenery. A table and chairs are positioned on the stone patio, while decorative lights hang from the branches, creating an inviting setting.

Guesthouse in Louisville

4.99 out of 5 average rating, 418 reviews

Highlands - Elegant Calm Clean & Green - Walkable

Top guest favorite

A small patio area is arranged with four chairs arranged around a fire pit. The guest house features a white exterior, surrounded by greenery and colorful flower pots. A cloudy sky looms above, adding a serene ambiance to the outdoor space.

Guesthouse in Pine Ridge

4.99 out of 5 average rating, 366 reviews

Family Guest House-near Red River Gorge&MuirValley

Top guest favorite

An outdoor gathering space is highlighted, featuring a circular structure with a metal façade. Strings of lights create a warm ambiance against the dusk sky. A large flat-screen television is mounted on the wall, complementing the open seating area with various tables and chairs.

Guesthouse in Springfield

4.98 out of 5 average rating, 120 reviews

Lofty Lodge on the Bourbon Trail

Top guest favorite

A well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.

Guesthouse in Frankfort

4.99 out of 5 average rating, 129 reviews

Treetop Hideaway

Top guest favorite

The exterior of a guest house is presented, featuring a brick facade and light green shutters. A welcoming front porch with a wooden bench and flower beds adds charm. Soft lighting emanates from a wall-mounted fixture beside the door, enhancing the peaceful country setting.

Guesthouse in Petersburgh

5 out of 5 average rating, 335 reviews

Stones Throw Country Inn - includes breakfast!

An open kitchen and living area is displayed, featuring a stylish kitchen island with bar seating. A light-colored sectional sofa is arranged with a wooden coffee table, and an accent chair adds a pop of color. A piece of wall art is visible, enhancing the modern décor.

Guesthouse in Louisville

4.94 out of 5 average rating, 116 reviews

Carriage House - Crescent Hill (Frankfort Avenue)

Top guest favorite

The bedroom features a spacious king-sized bed, adorned with decorative pillows, and a stylish ceiling fan above. A wooden chest sits at the foot of the bed, complemented by a desk and chair in the corner. Natural light enters through window treatments, illuminating the room.

Guesthouse in Louisville

4.97 out of 5 average rating, 132 reviews

The City Cottage…quiet, peaceful, and convenient!

Top guest favorite

A comfortable living area features a gray sofa adorned with yellow accent pillows. A dark coffee table sits centrally, with a decorative cloche on top. Light curtains frame the window, and a flat-screen TV is mounted above a gas fireplace, enhancing the cozy atmosphere.

Guesthouse in Lancaster

4.99 out of 5 average rating, 211 reviews

Wishing Well Guesthouse On The Lake

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