Vacation rentals with breakfast in Jessamine County

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Top-rated breakfast rentals in Jessamine County

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Superhost

A laundry area is presented in a closet setting, featuring a top-loading washer on the left and a front-loading dryer on the right. Shelving above holds various items, while space is organized to facilitate laundry activities.

Home in Nicholasville

5 out of 5 average rating, 12 reviews

Townhouse #5 @ The Corner House

Spacious & modern 2 bedroom townhouse with 1 1/2 baths, fully furnished kitchen, washer & dryer, living room, wireless internet and cable. Each bedroom has a queen-sized bed. Guests are welcome to come to the B&B for breakfast . Beautiful view off the back deck. Also has a grill & private driveway. Price is determined by the number of people who stay: 1 person is $70/night, 2 people are $90/night, 3 people are $120/night & 4 people are $150/night. Located in the center of town, it is a short drive or walk to lots of stores & restuarants.

Guest favorite

Home in Lexington

4.89 out of 5 average rating, 180 reviews

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

Only minutes from Kroger field and 15 min to Keeneland. The warm and inviting floor plan offers plenty of room for entertainment. Home is equipped with new luxury Tempurpedic mattresses 4 king beds, 2 queens and 2 air mattresses. This house has a vaulted screen porch overlooking the park-like back yard which opens freely to Merrick Park . Patio is set up to BBQ and enjoy your favorite sports with an outdoor TV. Plenty of restaurants and entertainment nearby. The swimming pool is open from Apri

Guest favorite

Home in Lexington

4.9 out of 5 average rating, 162 reviews

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful and centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens and a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read and art from local artists - all for sale. Close to downtown, campus, NOLI District and I-75 / I-64. Great stay for traveling professionals, nurses/doctors.

Top guest favorite

A screened-in porch features two black metal chairs positioned on a tiled floor. Natural light filters through the screen, illuminating the wooden ceiling. A view of greenery outside enhances the inviting space, and a light fixture is mounted above.

Home in Midway

4.99 out of 5 average rating, 126 reviews

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!

Top guest favorite

A spacious backyard features a fire pit surrounded by three turquoise Adirondack chairs. Tall green grass covers the area, while a wooden privacy fence encloses the space. Mature trees provide shade and greenery, creating a peaceful outdoor setting.

Cottage in Lexington

4.93 out of 5 average rating, 162 reviews

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

Top guest favorite

A historic building is featured, showcasing its grand architecture and clock tower. Vibrant flower beds with a variety of colors surround a fountain in the foreground. Flags representing the state and country are displayed on nearby poles, creating a welcoming public space.

Cottage in Danville

5 out of 5 average rating, 179 reviews

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!

Guest favorite

Home in Frankfort

4.95 out of 5 average rating, 44 reviews

Eire Cottage Hot Tub & Private Waterfall Luxury

This Unique home is close to everything, making it easy to plan your visit for visiting local bourbon distilleries; Buffalo Trace, Castle and Key, Lover's Leap Vineyard, Kentucky State Capital and more. Close to the river and a free boat launch. Where you can cruise down to Benson Marina and have a yummy Bourbon bacon burger & onion rings. Be on the lookout for the Kentuggy mini tug boat. Or sit and relax in the hot tub over looking the waterfall and creek at the house. The perfect place.

Guest favorite

The exterior of the Midway Lofts building is shown, featuring a white brick facade with a welcoming entrance framed by large windows. A wooden deck with a railing leads up to the entrance, complete with a set of outdoor chairs. Lush greenery is visible in the surrounding area.

Apartment in Midway

4.91 out of 5 average rating, 114 reviews

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!

Top guest favorite

A spacious deck is equipped with a lit umbrella at its center, providing shade for a circular table surrounded by chairs. A view of green spaces and nearby structures is featured in the background, with warm evening light enhancing the scene.

Apartment in Lexington

4.94 out of 5 average rating, 137 reviews

Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, 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.

Top guest favorite

A cozy movie theater room is showcased, featuring two plush recliner chairs positioned on a dark carpet. Movie posters adorn the walls, and soft lighting is provided by wall sconces, enhancing the inviting atmosphere for a relaxed viewing experience.

Farm stay in Berea

4.96 out of 5 average rating, 213 reviews

Stable Suite on Farm, with view of Goats’ Stall.

Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall. The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

Top guest favorite

The kitchen features wooden cabinetry and a granite-topped island, providing ample counter space. Bright, warm lighting highlights the rich wood floors and exposed brick wall. A rustic sliding door leads to the pantry, adding character to the modern design.

Home in Lexington

4.98 out of 5 average rating, 241 reviews

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

A great home if you are coming to KEENELAND, THE HORSE PARK, BOURBON TRAIL, or a WEDDING. 5 Star reviews say it all! Located at 133 N Ashland in historic Bell Court, only 5 minutes to DOWNTOWN LEXINGTON, 7 minutes to RUPP ARENA, 6 minutes to UK & UK's football stadium. Close to restaurants, shops, brewery, incl.the trendy areas of Chevy Chase & National Avenue. Walk to many of these places . Great place to stay if you are here for work.

Superhost

A pendant light hangs from the ceiling, featuring a glass enclosure showcasing two visible light bulbs. The kitchen cabinetry, painted in soft white, complements the modern appliances, including a microwave and stove. Natural light fills the space through nearby windows.

Home in Lexington

4.85 out of 5 average rating, 112 reviews

The Bourbon Barrel on Wyatt-Fenced in yard

This 2 bedroom, 1 bathroom bourbon-themed home will have you feeling like a Lexington, KY native the second you walk in the door. This property includes a spacious kitchen, cozy bedrooms, & a huge fenced in backyard! The Bourbon Barrel is located in the heart of Lexington & is just minutes away from Chevy Chase, Downtown, Hamburg, and I-75. No matter what brings you to Lexington, this is the perfect place to stay!