Vacation rentals with breakfast in Lexington

4.99 out of 5 average rating, 152 reviews

A charming cottage exterior is framed by a large tree, with a well-maintained lawn and shrubs lining the front. The entrance features a porch with a welcoming door and matching window shutters, all under a sloped metal roof.

Home in Midway

Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

FamilyLocationWifi

5.0 out of 5 average rating, 224 reviews

The cottage features a charming exterior with light pink siding and a newly landscaped front yard. A pair of wooden chairs is positioned on the porch, surrounded by blooming flowers and freshly mulched areas, creating a welcoming approach.

Cottage in Danville

Quaint cottage in the heart of Danville

Cute renovated cottage in the heart of historic Danville. Walking distance to downtown and all of Centre College. Enjoy local restaurants, the Saturday morning Farmers Market, and the amazing shops on Main Street. The Cottage is fully furnished and beautifully decorated to make your stay comfortable and relaxing. All beds are memory foam mattresses, and all linens are 100% cotton with hypoallergenic fiber filled pillows and comforters. The front porch & deck offer outdoor space to sit a while!

FamilyLocationBreakfast

5.0 out of 5 average rating, 206 reviews

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

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.

LocationValueNearby

Superhost

4.86 out of 5 average rating, 95 reviews

Warfield Manor/ Walk to Greyline Station

Located just 5 minutes from downtown Lexington, Warfield Manor is a beautiful newly renovated home featuring 4 bedrooms & 3 bathrooms. Located on the historic farmland of William Warfield guest will #LiveLikeALocal by being 20 minutes from Keeneland & the Bluegrass Airport, 15 minutes from Kroger Field, & 5 minutes from Rupp Arena! Enjoy your morning coffee on our cozy porch or even cocktails in the aesthetically pleasing back yard by our firepit. We have no doubt that you will feel at home!

LocationValueIndoor spaces

4.92 out of 5 average rating, 133 reviews

The exterior of a historic building features a muted beige facade and black shutters. A black awning extends over the entrance, and manicured shrubs are visible along the front. A white vehicle is parked in front of the decorative iron fence that surrounds the property.

Loft in Lexington

Downtown/UK, Private, Quiet (Local ID 15067121)

Perfect for two guests without disabilities. No elevator. Spacious, third floor, walk-up studio apartment with private parking in a completely renovated historic professional office building near downtown Lexington. Everything downtown has to offer is nearby: Rupp Arena, gym, restaurants, nightlife, UK, and post office. Near everything, yet quiet, secure and private. Two HDTV's, new separate A/C & heating system, fully stocked kitchenette and bath, huge closet, memory foam queen size bed.

FamilyValueParking

4.97 out of 5 average rating, 115 reviews

A charming two-story building features a white exterior with blue accents and a sloped roof. A large wooden ramp leads to the entrance, surrounded by lush green trees and landscaped areas, creating a welcoming environment for guests.

Guest suite in Frankfort

Studio 1101

Second story one bedroom studio above small hair salon. Unique building conveniently located near historic downtown, major highways, restaurants and distilleries. Wi-Fi and on-site illuminated parking available as well. A window A/C unit (added 8/25) helps keep the 2nd story space cool during summer months. W/D svc available on stays over 5 days. The salon generally closes at 6 p.m. T-Th so there will be no traffic or noise after that time. The salon is also closed Sunday and Monday.

LocationValueWalkability

4.97 out of 5 average rating, 145 reviews

A rustic wooden box labeled 'Farmhouse' holds jars filled with daisies and assorted natural elements, set against a green field. A cow stands nearby, framed by soft evening light, with trees in the background, creating a peaceful farm scene.

Farm stay in Winchester

Family Farm Winchester/Lexington 20 min.*Game Room

Franklin Ridge Farm 5 minutes to DT Winchester Lexington 20min. Easy access 5min. I64; 15min. I75 / I64 Discounts Weekdays in July Centrally located: Eateries & Historical Sites Lexington 20min State Parks Meadow Green Music Park 20min Keeneland 30.4mi. Kentucky Horse Park 30min Red River Gorge 35min Ark Encounter 45min Creation Museum 1hr 30min ~Home is surrounded by our family farm beginning of Scenic Rt.15 *All guests must be registered to see price of your stay before booking

ValueFamilyWifi

4.95 out of 5 average rating, 168 reviews

A cozy living area features a striped sofa and two armchairs, creating a comfortable seating arrangement. Two lamps provide soft lighting, while a wooden side table holds a small plant. The hardwood floor is complemented by a large area rug, enhancing the warm atmosphere.

Apartment in Lexington

Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, The Commons, Keeneland, UK, Masterson Station Park, McConnell's Springs, the Legacy Trail, the airport and the Horse Park. There is a grocery store within 0.6 mile. Very walkable neighborhood. It is also near the distillery district with outdoor music events, food and bars. There are multiple places to eat within walking distance. Owner/host lives in other side of duplex.

ValueLocationParking

4.93 out of 5 average rating, 145 reviews

The exterior of the historic white brick building is visible, showcasing large windows and a covered entrance. Green grass surrounds the property, with a pathway leading to the front steps. A quiet neighborhood atmosphere is depicted with utility poles and nearby structures in the background.

Apartment in Midway

Downtown Midway Loft--Walk Everywhere!

Located in the heart of downtown Historic Midway, this renovated studio apartment makes for the perfect retreat. The bedroom features a queen sized Tempur-Pedic mattress, ROKU TV, and desk. Plan your day with a morning coffee in the full kitchen that's equipped with basic cookware for prepping light meals. The apartment is located on the third floor, so pack light as it is accessed only by stairs. We are delighted to host your stay in beautiful Kentucky!

ValueFamilyCheck-in

4.82 out of 5 average rating, 56 reviews

Bluegrass Bungalow

Escape to this modern 4-bedroom, 1-bath bungalow in Lexington, nestled on a quiet street. With a fully fenced-in yard, hot tub, and cozy, contemporary interiors, it’s the perfect spot to relax and unwind. Enjoy privacy, comfort, and convenience just minutes from downtown Lexington. Whether you’re here for a weekend getaway or a longer stay, this home offers the ideal blend of tranquility and modern amenities for your next trip. Registration ID15068130-7

LocationValueSleep quality

4.93 out of 5 average rating, 105 reviews

The front of a newly constructed cabin features a covered porch with two red chairs. A paved pathway leads to the entrance, surrounded by green grass and landscaped areas. The background includes trees and open pastures, contributing to a serene outdoor setting.

Cottage in Georgetown

Linden Place LLC

Our cabin is on gated property in the middle of Bluegrass horse country with a an indoor and outdoor private shower and sits on the back of 5 landscaped acres for maximum privacy. Close to the Ky Horse Park! Incl., YouTube TV, WiFi, deluxe king bed, & private deck overlooking pastures. Snacks, tea/coffee and breakfast items provided. Please note there will be a pet fee of $25/Nite/pet with a max weight of 35lbs. Fees will be requested after booking.

FamilyLocationNearby

5.0 out of 5 average rating, 16 reviews

A bright bedroom features a spacious bed with a light grey patterned duvet. Two windows allow natural light to fill the room, complemented by side tables with lamps. A light grey area rug adds warmth to the hardwood floor, and a dresser stands against one wall.

Townhouse in Lexington

Homestretch - An Elegant, Equestrian Themed Home!

This so comfortable, elegantly furnished 4 bedroom 3 1/2 bath town home is the perfect home away from home for Horse Lovers! Enjoy relaxing evenings by the fire pit with friends while recapping the events of your fun filled day at the track, horse park, The Bourbon Trail, or hiking at nearby Red River Gorge. Charming, elegant, and comfortable, this home is the perfect launching pad for unparalleled enjoyment of the Bluegrass area and beyond!

LocationValueQuiet

Popular amenities for Lexington breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

5.0 out of 5 average rating, 15 reviews

Home in Lawrenceburg

On the Bourbon trail old soul southern charm.

LocationFamilyWifi

5.0 out of 5 average rating, 59 reviews

Home in Georgetown

Cozy Retreat 10 mins to Horse Park, Pet Friendly

FamilyLocationAmenities

5.0 out of 5 average rating, 34 reviews

Modern Retreat | Hot Tub | Walk to Kroger Field

ValueFamilyParking

The living area reveals a spacious layout with natural light filling the room. A round coffee table is centered on a patterned area rug, surrounded by white armchairs and a light-colored sofa. A mounted TV and decorative fireplace can be seen, contributing to a cozy ambiance.

4.98 out of 5 average rating, 49 reviews

*New* Run for the Roses Retreat! 2 King beds/I-75

LocationFamilyCheck-in

4.96 out of 5 average rating, 57 reviews

A welcoming living area is presented, featuring a plush blue sofa with decorative pillows. Natural light enters through the nearby space, highlighting a mix of textures. A patterned area rug covers the floor, and wooden beams add architectural interest to the ceiling.

Home in Frankfort

Eire Cottage- Bourbon Trail, HotTub, Waterfalls

LocationFamilyBreakfast

4.97 out of 5 average rating, 33 reviews

The home's exterior features a well-kept garden with a variety of vibrant flowers surrounding the entrance. A small stone pathway leads to the door, complemented by a seating area with a decorative bench. Lush greenery and trees enhance the tranquil setting.

Home in Carlisle

While I’m gone, It’s yours!!!

LocationFamilyCleanliness

4.89 out of 5 average rating, 190 reviews

Hartland's Hideaway- 2 King Beds

FamilyLocationCondition

A single-story home features a stone facade with a spacious front yard, surrounded by greenery. A simple walkway leads to the front door, and a gravel driveway runs alongside the property, providing access to the backyard.

4.79 out of 5 average rating, 150 reviews

The Bourbon Barrel on Wyatt-Fenced in yard

ValueLocationPets

Bed and breakfast rentals with breakfast

4.98 out of 5 average rating, 160 reviews

The historic house is surrounded by well-maintained lawns, featuring vibrant pink blossoms on trees in the foreground. The wraparound porch provides a welcoming entrance, framed by neatly arranged shrubs and greenery. The two-story structure showcases classic architectural details typical of its time.

Private room in Wilmore

1898 Red Bud Bed & Breakfast (Gourmet breakfast!)

ValueLocationNearby

Private room in Versailles

The historic Italianate-style home features a symmetrical façade with large double doors framed by tall windows. Twin flowering trees flank the entrance, and a manicured lawn leads to the steps. Sunlight brightens the brick exterior, enhancing the classic architectural details.

Sunlit master bedroom on a farm

LocationFamilyPets

5.0 out of 5 average rating, 37 reviews

Superhost

The rear view of the country home is showcased amidst greenery, featuring a spacious deck with multiple seating arrangements. Large windows allow natural light to enhance the interior. Lush grass surrounds the structure, accompanied by a few trees, creating a serene outdoor setting.

Private room in Berea

Goose Hill Downs Bed & Breakfast

FamilyIndoor spacesTV

A historic brick building features a classic Greek revival architectural style with tall white columns flanking the entrance. Green shutters accent the windows, and vibrant greenery surrounds the property, creating a serene environment. The well-maintained lawn invites guests to enjoy the outdoors.

Hotel room in Paint Lick

Denny House Bed & Breakfast: Traveler's Porch Room

BathroomBreakfastHospitality

5.0 out of 5 average rating, 4 reviews

A charming exterior of a house is framed by lush greenery. The porch features pendant lighting and is accessed by a set of steps. Natural wood accents and a lattice design provide texture to the facade, enhancing the welcoming feel of the space.

Private room in Frankfort

J&M on Capital Buffalo Trace 2 Rooms sleep 4

CleanlinessHospitalityBreakfast

The exterior of The Denny House is characterized by classic architectural elements, featuring tall white columns and large windows framed by dark shutters. The brick façade is complemented by a green lawn and surrounding trees, evoking a serene and inviting presence.

Hotel room in Paint Lick

Denny House Bed & Breakfast: Fitzarran Library

Other vacation rentals with breakfast

5.0 out of 5 average rating, 33 reviews

Guesthouse in Versailles

Historic Cottage | Bourbon Trail | King Bed |

LocationCleanlinessBreakfast

The living room is arranged with a dark sofa and matching armchairs, complemented by a wooden coffee table. A decorative clock adorns the wall above a fireplace, while a floor lamp and window treatments allow for ambient lighting.

Townhouse in Lexington

3 Bedroom Downtown Townhouse, Close to All!

LocationValueLaundry

4.76 out of 5 average rating, 431 reviews

Apartment in Lexington

Citation @ 3Forty / 1Br Apt / Walk to Rupp Arena

LocationValueGetting around

4.88 out of 5 average rating, 83 reviews

5.0 out of 5 average rating, 63 reviews

The image captures a green, spacious yard with a gently sloping lawn. Two houses stand in the background; one is larger with a screened porch, while the other is a charming tiny house with wooden accents. A wooden fence borders the yard, surrounded by trees.

Guesthouse in Lexington

Nordost-Lillegard ( NorthEastSmallGarden)

LocationValueQuiet

The open-concept living and dining area features a leather couch and a coffee table atop a textured rug. A dining table is seen along with bar stools at the kitchen counter. Natural light pours in through a large window, enhancing the inviting atmosphere.

Townhouse in Lexington

The Midland- Walk to brewery/shops

FamilyLocationHospitality

4.87 out of 5 average rating, 61 reviews

4.92 out of 5 average rating, 13 reviews

An outdoor view features a charming structure under a night sky, illuminated by string lights. A stone archway leads to the pathway, enhancing the serene atmosphere. The full moon is visible among scattered clouds, casting a soft glow on the surrounding area.

Cabin in Lawrenceburg

Bourbon Trail Retreat

LocationFamilyCheckout

A spread of assorted cheeses, meats, grapes, and crackers is displayed on a wooden table, with a canvas tent visible in the background. The tent features a large front window and is situated against a backdrop of green grass and blue skies.

Tent in Cynthiana

Camp in Luxury: Lexington Glamping Experience #1

HospitalityAccuracyPets