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Holiday rentals with breakfast in Jessamine County

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Top-rated Holiday Accommodation with Breakfast in Jessamine County

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

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Home in Nicholasville

5.0 out of 5 average rating, 10 reviews

Townhouse #1 @ The Corner House

Spacious & modern 2 bedroom townhouse with 1 1/2 baths, fully furnished kitchen, washer & dryer, living room, free wireless internet and cable tv. Each bedroom has a queen-sized bed. Beautiful view off of the back deck. Also has a grill & private driveway. Safe neighborhood. Price is determined by the number of people who stay: 1 person--$90/might, 2 people--$110/night, 3 people--$130/night and 4 people--$160/night. Taxi service available nearby. This house is within walking distance of many restaurants and stores. It is 2 blocks from Main St. Why stay in a hotel room when you can have a whole house?

Guest favourite

Home in Lexington

4.89 out of 5 average rating, 101 reviews

Hartland's Hideaway- 2 King Beds

Welcome to Hartland's Hideaway, nestled in the highly desirable Hartland Neighborhood. This home offers the perfect blend of comfort & convenience, ensuring a wonderful stay. Here you will find two inviting bedrooms, each boasting a king bed, & two full bathrooms! The kitchen has everything you need- from essential cookware & utensils to complimentary coffee & sugars. Enjoy the Kentucky weather in our fenced in back yard with string lights & a gas fir-pit. We love it here & think you will, too!

Home in Lexington

Stunning 4 BR/2.5 BA home with fireplace

4 BR/2.5 BA home w/fireplace - spacious bedrooms, including a first floor BR for those who don’t want to climb stairs. The kitchen has new custom cabinetry, granite countertops, microwave, dishwasher, stainless steel appliances, and tiled backsplash. Featuring vinyl plank flooring throughout, with the exception of new porcelain tile in the bathrooms. The two car garage has tons of storage space, with full attic. Home sits on almost 1/3 of an acre, with a completely fenced in backyard and deck.

Guest favourite

Room in Lexington

4.94 out of 5 average rating, 304 reviews

Three rooms: bedroom, bath & library Quiet street

Easy access suburban home. Private bedroom, bath & library/TV room. Elegant linens, quality mattress, charging station, work desk, fast wifi. Wildcat fans, a horse-lovers or visiting workers-17 min to Rupp Arena, Keeneland & airport. 30 min to KY. Horse Park. 7 min to shopping/restaurants. Coffee selections & biscotti, full breakfast $15/person. Microwave & fridge in library. Easy access from I-75 and I-64. Washer and dryer upon request. Pets welcome, small pet fee. Check our Experiences too!

Guest favourite

Room in Lexington

4.99 out of 5 average rating, 91 reviews

Private Suite near Airport, quiet neighborhood

Located just minutes away from common Lexington attractions such as Keeneland, Shillito Park, The Summit at Fritz Farm, Fayette Mall,and The Bluegrass Airport. You can reach all of these destinations in less than 10 minutes. Quick access to main roads also provides an easy way to get downtown to Rupp Arena - only 6.3 miles away or University of Kentucky campus - 6 miles. My home is ideal for work travelers! I am a very short commute to all of the major hospitals. Quick access in and out!

Boutique hotel in Lexington

Family-Friendly Suite w/ a Well-Equipped Kitchen!

Set in the heart of the city, this property is perfectly nestled amidst the hustle and bustle of downtown Lexington, where you'll find museums, theaters, distillery tours, and local dining. It's an area rich in exciting tourist attractions, like Wellington Dog Park and Waveland State Historic Site. It's just five miles from the University of Kentucky Arboretum, Rupp Arena, and Blue Grass Airport. Wake up to a complimentary breakfast buffet, and enjoy free Wi-Fi and onsite parking.

Guest favourite

Home in Lexington

5.0 out of 5 average rating, 9 reviews

A rare, extraordinary property!

🏡 Welcome to Lexington, KY 40502! 🏡 Nestled in the heart of Lexington, this charming house offers comfort and convenience for your stay in the Bluegrass State. Located just minutes away from Landsdowne Plaza, you'll find yourself in walking distance to vibrant shopping, dining, and entertainment options. Whether you're in town for business or leisure, this cozy retreat provides easy access to healthcare facilities, ensuring peace of mind during your travel

Home in Lexington

4.85 out of 5 average rating, 67 reviews

Sky Beauty/12min to Keeneland/18min to Rupp Arena

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much more. Guests will truly #LiveLikeALocal in this cozy home. Conveniently located to Keeneland, Fayette Mall, Blue Grass Airport, Rupp Arena, Jeff Ruby's, Distilleries & so much more! An hour drive to Red River Gorge

Guest favourite

Room in Wilmore

4.99 out of 5 average rating, 147 reviews

The Corbitt Cove Suite with private entrance

Our Corbitt Cove Suite, nestled between two parks, is walking distance from Asbury University and Asbury Seminary. It is next to Centennial Park with walking trail, disc golf, basketball courts, playground, picnic shelter and open field. Located in a safe neighborhood with access to back patio and screened in porch. Wilmore has quaint shops, yet is just 20 minutes from the city of Lexington, Keeneland and Bluegrass Airport. Rental Permit #9245.

Guest favourite

Room in Wilmore

4.98 out of 5 average rating, 122 reviews

1898 Red Bud Bed & Breakfast

1898 Red Bud B & B is professionally licensed, inspected and insured. We opened our doors to visitors in 2010. We are just a short drive to downtown Lexington, the Bourbon Trail, horse farms, vineyards, Keeneland, and historic sites such as Shaker Village of Pleasant Hill. Walking distance to Asbury. We look forward to welcoming you into our home!

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Popular amenities for Jessamine County Holiday Accommodation with Breakfast

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

Guest favourite

Home in Richmond

4.99 out of 5 average rating, 130 reviews

Great older home by Raydarr Properties, LLC

Guest favourite

Home in Midway

4.99 out of 5 average rating, 102 reviews

Country Cottage in Horse and Bourbon Country

Guest favourite

Home in Lexington

4.97 out of 5 average rating, 217 reviews

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

Home in Lexington

4.84 out of 5 average rating, 81 reviews

House w/Jacuzzi - centrally located, comfy beds!

Guest favourite

Home in Lexington

4.93 out of 5 average rating, 54 reviews

Charming 3 BR Apt- Historic Downtown Lexington

Guest favourite

Home in Lexington

4.85 out of 5 average rating, 39 reviews

Gardenside Getaway... Minutes from Airport & UK!

Home in Lexington

4.82 out of 5 average rating, 67 reviews

The Bourbon Barrel on Wyatt-Fenced in yard

Guest favourite

Home in Lexington

5.0 out of 5 average rating, 10 reviews

*New* Run for the Roses Retreat! - 2 King bedrooms

Bed and breakfast rentals with breakfast

Guest favourite

Home in Midway

5.0 out of 5 average rating, 66 reviews

1901 Restored Cottage Pool, Keeneland Distilleries

Guest favourite

Room in Versailles

4.9 out of 5 average rating, 276 reviews

Downtown Historic Home

Guest favourite

Room in Versailles

5.0 out of 5 average rating, 32 reviews

Sunlit master bedroom on a farm

Room in Stanford

5.0 out of 5 average rating, 3 reviews

Master Suite at Arcadia Farm Danville Ky

Room in Berea

Goose Hill Downs Bed & Breakfast

Room in Paris

4.82 out of 5 average rating, 28 reviews

Art on High Room 2

Hotel room in Paint Lick

5.0 out of 5 average rating, 4 reviews

Denny House Bed and Breakfast, Traveler's Porch Rm

Guest favourite

Room in Nicholasville

5.0 out of 5 average rating, 21 reviews

Purple Room Creekside B & B

Destinations to explore