Vacation rentals with breakfast in Jessamine County

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Top-rated breakfast rentals in Jessamine County

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

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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

The exterior of a modern condominium complex is shown, featuring a unique blue horse sculpture in the foreground. Covered parking is available beneath the elevated building, with several vehicles parked in designated spots. The building’s architecture includes balconies and large windows.

Loft in Lexington

4.94 out of 5 average rating, 509 reviews

UNIQUE!! 1BR Loft-Rupp-Downtown w/ Many Extras.

One BR & bath downtown. * Front patio & secluded balcony * Covered parking * Complete kitchn. w/ m-wave, dishwasher, etc. * Cable-TV * B-band Internet * A/C * 24hr arrival access * Security * Desk & supplies * Wshr/Dryer * Guide to area provided with marked map * Self-guided walking tours supplied * Reading library * 15 min. to Keeneland & to Horse Park * 1.3 miles to UK * 1/2 mile to Rupp (10 minute walk) * Walk to restaurants, attractions Always professionally cleaned after each guest leaves.

Guest favorite

A shaded outdoor space features a hot tub next to a cozy seating area. Natural wood beams frame the area, with light streaming through the surrounding greenery. Comfortable chairs and a table are positioned for relaxation, enhancing the inviting atmosphere.

Home in Lexington

4.9 out of 5 average rating, 176 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

A steaming jacuzzi is visible in a snow-covered yard, surrounded by bare trees and a backdrop of a clear, cold sky. The sunlight creates a warm glow, enhancing the tranquil winter scene. A shed with colorful artwork can be seen in the distance.

Home in Lexington

4.89 out of 5 average rating, 155 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

The cottage features a stone exterior with a green metal roof and wooden deck. A driveway leads to the entrance, bordered by well-kept grass and shrubs. Large trees provide shade around the property while the landscape hints at a serene rural setting.

Home in Midway

4.99 out of 5 average rating, 120 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, 156 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 brick entrance to Centre College is highlighted by two large stone signs on either side. Lush trees and flowering plants frame the pathway leading to the main building, which features traditional architecture and a sloped roof. Soft, overcast lighting enhances the peaceful setting.

Cottage in Danville

5 out of 5 average rating, 174 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

A well-crafted log cabin exterior is showcased, featuring natural wood and stone accents. A large pottery planter is positioned near the door, which has a glass insert and a sturdy white frame. The surrounding area is adorned with fallen leaves, enhancing the natural setting.

Home in Frankfort

4.95 out of 5 average rating, 37 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

A covered wooden patio sits above a calm fishing pond, featuring two wooden chairs flanking a square fire pit. Warm sunlight filters through the structure, illuminating the surrounding greenery and offering a serene outdoor space.

Farm stay in Berea

4.94 out of 5 average rating, 171 reviews

Barn Cottage on Horse Farm. Breakfast included.

What could be better than a cottage suite on a beautiful horse farm?. This country cottage connects to the barn with the animals just steps away. The floral and vintage accents fill the suite with southern charm. The cottage has a queen bed, private bath, full kitchen and living room (pullout couch). Enjoy a private patio and fire pit overlooking the beautiful hills. Minutes from I-75 and downtown Berea. Breakfast and evening bourbon are included. Pet friendly/no fee

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, 111 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, 129 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

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

4.97 out of 5 average rating, 236 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.