Vacation rentals with breakfast in Jefferson County

4.88 out of 5 average rating, 131 reviews

An outdoor deck features cozy seating arranged around a fire pit, with soft lighting from overhead string lights. A jacuzzi tub is positioned nearby, and a grill is available for outdoor cooking. Surrounding greenery provides a sense of privacy.

Home in Louisville

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

4.95 out of 5 average rating, 339 reviews

A welcoming porch features a rustic wooden bench adorned with decorative pillows. An American flag flutters in the breeze, while a vintage lantern and baskets add character to the space, surrounded by towering trees and natural woodland scenery.

Cabin in Louisville

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

4.96 out of 5 average rating, 140 reviews

Home in Louisville

Highlands Hangout - Restaurant Row, WALK TO ALL

Located in the HEART of it all! Welcome to The Highlands Hangout! 50 steps from Restaurant Row, park your car in your 2-car garage & walk to everything! Situated in the hip Highlands, the safest and most walkable neighborhood close to downtown Louisville, this home boasts 12 beds! 4 bedrooms & 3 full baths await you & your family & friends - plus an extra large outdoor deck that overlooks restaurant row and the best game room in Louisville Kentucky!!! We look forward to your arrival!

4.97 out of 5 average rating, 834 reviews

A cozy outdoor seating area is visible through large glass doors. The space features a comfortable dark wicker sofa set against a textured brick wall, accompanied by decorative wall plants. A soft area rug lies beneath, adding warmth to the inviting atmosphere.

Loft in Louisville

Bourbon City Loft - Free downtown parking!

If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft Spacious 950 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! You'll be 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Guest suite in Jeffersonville

4.96 out of 5 average rating, 134 reviews

Cozy! Minutes from Louisville. No cleaning fees.

NO CLEANING FEES!Relax in this modern yet cozy space. (2)Queen beds/bedrooms, (1)Queen air mattress available NOTE: We too reside in upper level but will not invade your privacy. NO SHARED LIVING SPACE. 6 minutes to 2nd St bridge/65S to downtown Louisville or 2 minutes to East End Bridge (265E) to Louisville LOU (SDF) Airport 20 min CHURCHILL DOWNS 21 min Highland Festival Grounds/Ky Expo Ctr 18 min LOU Waterfrnt 12 min KFC YUM Ctr 12 min Ky Kingdom 16 min

4.97 out of 5 average rating, 340 reviews

A wooden sliding door leads to a cozy bedroom with a patterned bedspread atop a low bed frame. Glazed double doors reveal light streaming into the room, while warm wood flooring continues into the hallway, enhancing the inviting ambiance.

Home in New Albany

Charming shotgun nestled in historic mansion row.

New Albany is returning to its former glory. Once ranked highly for Ohio river personal & business adventures. Revisit history. Stroll down Main Street, one block over, and sense and experience the grandeur of 1900’s mansions. Imagine the pride of William Culbertson seeing his 1867 showcase home been built. 1010 Market is hardly a shadow of that splendor yet it greets you with tremendous loving charm. This pocketbook sized “ mansion” offers you a quiet, comfortable retreat.

A modern kitchen features a sleek bar with five black metal stools arranged around it. The bar is positioned against a clean, white shiplap wall, complemented by a small potted plant placed centrally. A stainless steel refrigerator is visible in the background.

4.9 out of 5 average rating, 135 reviews

Cottage Park Carriage House. Rest w/Hollyhock

The Carriage house is located behind a historic mansion in beautiful Crescent Hill. Situated next to a park, this ideal location is still one block away from Frankfort Ave. shopping & dining, conveniently located near downtown, Churchill Downs, & four blocks from the Largest park in downtown Louisville. Newly designed and renovated-includes two separate bedrooms, office area, full kitchen, bathroom, & laundry. Free wifi, & parking. Refresh and relax in this satisfying getaway!

A charming carriage house features a peaked roof and a welcoming front entrance. A small wooden deck extends from the upper level, adorned with a railing. Lush green grass surrounds the structure, complemented by a decorative tree and hanging floral arrangement.

4.98 out of 5 average rating, 292 reviews

Highlands Carriage House

Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

4.91 out of 5 average rating, 547 reviews

Cute Carriage House off Frankfort Avenue

Welcome to "The Cute Carriage House at Frankfort Avenue". Experience serenity in a genuine "tiny house” that comfortably accommodates two people. There are several sleeping options that I will mention below. We are located a short block from premier restaurants and shops on Frankfort Avenue in the classy Clifton Neighborhood...and close to Cherokee Park and the cool Bardstown Road. FYI https://www.leoweekly.com/2020/10/the-winners-of-the-2020-readers-choice-awards/

4.95 out of 5 average rating, 397 reviews

A collection of various items is showcased, including a colorful gift-wrapped box and a stack of magazines. A wooden lamp base holds a brochure. A plush couch with decorative cushions and a coffee table in front complete the arrangement within the inviting space.

Apartment in Louisville

Sunny Clifton Loft

Recently renovated studio apartment with loads of natural light, steps from award-winning local restaurants, bakeries, bars, and housed above our independent record store. We do our best to AirBnB ethically & responsibly.. Revenue from this unit helps to 1) keep on-site residential rents affordable & increase-free 2) maintain the historic building & protect it from outside development while 3) help us steer our future as a brick and mortar independent business.

An outdoor patio space features comfortable wicker seating with blue cushions and lounge areas. Lush greenery and potted plants provide a natural setting. The backdrop includes a brick building and wooden steps, contributing to a welcoming atmosphere for relaxation.

4.97 out of 5 average rating, 141 reviews

Charming Carriage House in Old Louisville

Charming carriage house in historic Old Louisville neighborhood near Churchill Downs, convention center and downtown attractions. Unique, newly renovated space with 3 bedrooms, 3 queen beds/1 twin bed, 2 full baths each with shower, kitchen, patio/deck and 5G high speed internet. Also 2 Roku TVs with popular streaming channels like Fubo, Prime, Apple TV and Netflix, washer/dryer, parking spots at back of house plus on street parking in front of Carriage house.