Holiday rentals with breakfast in Shelby County

The elegant three-story mansion is reflected in the still waters of the pond. Surrounded by lush greenery and mature trees, the structure features multiple porches and a turret, enhancing its architectural charm against the serene backdrop of nature.

4.99 out of 5 average rating, 426 reviews

The Lavender bedroom with queen poster bed.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, sports arenas, convention centers, Kentucky State Fairgrounds, and downtown attractions.

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An elegant three-story mansion is reflected in the calm waters of a half-acre pond, surrounded by lush trees. The colorful exterior features a turret and ample outdoor spaces for relaxation, with warm lights glowing from the windows, creating a serene evening atmosphere.

4.99 out of 5 average rating, 247 reviews

Nautical, King bed w/sitting area.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 4 unique and beautifully decorated bedrooms. Please click on each listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, sports arenas, convention centers, Kentucky State Fairgrounds, and downtown attractions.

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Guest suite in Shelbyville

4.99 out of 5 average rating, 71 reviews

Spacious suite, pool table, fire pit, country view

Escape to the tranquility of the countryside at Marshalls Creekside Haven. Our lower-level walkout guest suite, with own driveway and entrance, offers the perfect retreat, providing comfort and relaxation. Enjoy the warm glow of the fire pit or sway gently on the porch swing, taking in the breathtaking country views that surround you. Indoors enjoy a game of pool, darts or board games. Convenient to bourbon trail, wineries and quaint towns. Cell service is AT&T. Wi-Fi provided by Starlink.

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A spacious mansion is reflected in the tranquil pond, showcasing its multi-story structure and elegant architectural features. The wrap-around porch is visible, and surrounding trees provide a lush backdrop, enhancing the serene atmosphere of the property.

4.99 out of 5 average rating, 625 reviews

Sky Blue Ensuite has a King bed & balcony.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each separate listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, convention centers, Kentucky State Fairgrounds, and downtown attractions.

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Guest favourite

A spacious bedroom features a king size bed dressed in gray linens, complemented by decorative pillows. Large windows adorned with yellow curtains allow abundant natural light to brighten the room. A wooden bench sits at the foot of the bed, alongside a cozy seating area with a desk and chair.

Private room in Finchville

4.93 out of 5 average rating, 15 reviews

King's room @ Regina’s Country Livin

Regina's Country Livin is located in the heart of Finchville, KY. This charming farmhouse offers multiple entertaining areas, beautiful views, and a community park just beyond the back yard. There are three private bedrooms available for guests to rent. We offer delightful breakfast to all guests at no additional cost. The King's Room is on the second floor. Featuring a King size bed and flat screen smart TV. Please inquire about adding a rollaway bed for extra guests.

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A comfortable grey sofa with yellow accent pillows is arranged in a living space. A rustic wooden coffee table sits in front, accompanied by decorative items. Natural light filters in through large glass doors, enhancing the inviting atmosphere of the room.

5.0 out of 5 average rating, 99 reviews

A Slice Of Bourbon Country 1 BR *Fresh Breakfast*

A true BnB in bourbon country with a mix of horse country. Wake up to made to order breakfast or Grab and Go Monday through Friday (during school year) GF and Vegan options available upon request. Property is minutes from I-64. Nearby attractions include Jeptha Creed Distillery, Talon Winery and Bluegrass Outlet Shoppes. Drive to Louisville in 20 min and multiple bourbon distilleries less than an hour away *2 bedroom stay available at “A Slice of Bourbon Country 2

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A light grey sofa with yellow accent pillows is positioned in a living area. A rustic wooden coffee table is adorned with various items, including small containers and a decorative tray. Natural light filters in through large glass doors, providing a view of the greenery outside.

5.0 out of 5 average rating, 53 reviews

Slice Of Bourbon Country 2 BR FreshBreakfast

A true BnB in bourbon country with a mix of horse country. Wake up to made to order breakfast or Grab and Go Monday through Friday (during school year) GF and Vegan options available upon request. Property is minutes from I-64. Nearby attractions include Jeptha Creed Distillery, Talon Winery and Bluegrass Outlet Shoppes. Drive to Louisville in 20 min and multiple bourbon distilleries less than an hour away 1 bedroom stay available at “A Slice of Bourbon Country

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Near Weissinger Hills Golf Course + Free Breakfast

Stay comfortably at our newly built, modern hotel in Shelbyville, KY. Ideally located off I-64 near the Bourbon Trail, we keep you close to Jeptha Creed Distillery, Talon Winery, and Weissinger Hills Golf Course. Fuel your day with a free hot breakfast featuring fresh morning favorites. Enjoy top amenities like our 24-hour fitness center and free Wi-Fi. Our spacious, contemporary rooms feature ergonomic workspaces and black-out blinds for a seamless stay.

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Close to Jeptha Creed Distillery + Free Breakfast

Minutes to KFC Yum! Center + Free Breakfast & Gym