Vacation rentals with breakfast in Shelby County

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.

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.

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.

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.

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.

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

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

Kentucky Bourbon & Bluegrass Retreat* March 26

Welcome to The Shelby Stop where comfort & style awaits you! This 4 bedroom, 2.5 bath home offers space for everyone. 2 bedrooms are on the main floor; 1 of which is the luxury primary bedroom with en-suite bathroom. 1/2 bathroom just off the kitchen. The primary bedroom is a beautiful room with king size bed, luxury mattress, linens, large smart TV, sitting chair, & full size mirror. The attached en-suite bathroom is newly renovated in 2023

Private Retreat Outside the City

This quaint, quiet home is situated just outside of the city, but feels like a cabin in the woods. The outdoor space and "Chip and JoAnna Gaines" style decor makes this home feel like it should be in a magazine. This private home will be a great space for you and your family during the Kentucky Derby, family reunions, Bourbon Trail tours, weekend getaways, The Outlets shopping trips, Valhalla golf tourneys, and more!

Victorian Room

Regina's Country Living is located just off Interstate 64. 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 amazing breakfast to all guests, at no charge. Includes an antique bed from the year 1890!

Hot Tub | Firepit | Putting Green | 5 Bedrooms

Retreat to this beautifully updated 5-bed, 3-bath home in a quiet neighborhood between world-famous bourbon distilleries. With a hot tub, fire pit, pergola lounge, putting green, and spacious interior, it’s perfect for groups seeking comfort, style, and proximity to Kentucky’s iconic Bourbon Trail.

Private 5 acre A frame

5 acre beautiful private A frame , pool with wet bar and outdoor bathroom, 3 bedroom 2 bath , 28 miles from churchill downs . Partially finished basement with golden tee and big tv . Watch the races from the bar outside. Hot tub and deck over look property . Also has a one car attached garage .