Vacation rentals with a kayak in Louisville

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

The Marie Airstream at Progress Park in Derby City

NOTE: FOR DERBY WE DON'T ALLOW CHECK INS OR OUTS ON FRI OR SAT. THURS-SUN MIN RQUIRED. This gorgeous silver bullet is our Marie Airstream! Marie is a 1996 Excella. She sleeps 5 and includes a private bathroom with shower, and a full kitchen. Your covered patio will have a firepit, grill & hammock & a short walk to all the fun & water activities. Boats & lifejackets provided. Progress Park is a shared glamping property with 11 total units on site. 2 houses, 8 airstreams & a bunk house.

Bourbon Trail Beauty Guest Room

Peaceful, relaxed home just miles to Iroquois Park, the airport, Churchill Downs, U of L and St. James. Downtown, Germantown & the Highlands are less than 15 minutes away, while Frankfort Ave. and the riverfront are about 20ish. Registered guests are invited to share my living room, kitchen/dining room, fenced in backyard with a firepit available and grill. I am always happy to share info about local restaurants and things to do, but will do my best to be "invisible" unless you need me.

The Riverside Retreat - Your Coastal Getaway

Hello and Welcome to The Riverside Retreat! NO Large Parties and NO Bonfires. NO Marijuana Smoking! Take it easy at this unique and tranquil getaway with the Ohio River in your backyard. Enjoy the views on the amazing back deck. This home has been recently updated with new flooring, shower, kitchen, bedrooms and lighting and will be a great retreat the duration of your visit. Book your weekend getaway here and enjoy the scenery. This is a Non Smoking Home. No Smoke or Vaping Inside the Home!

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 5 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.

Feel @ home even when you’re not

Updated 4 bedroom, 2 full & 2 half baths. Finished basement with pool table, gym, play area and large screen tv. Common areas with tvs and plenty of seating. Master suite with king bed, a guest room with king bed, second guest room with queen and nursery with crib that converts to a full size bed if requested. Property has a hammock, trampoline, 2 kids playhouses, large soccer and basketball goals, and other kid activities. Outdoor deck with a smoker, grill, patio furniture and dining table.

Stella Airstream at Progress Park in Derby City

This gorgeous silver bullet is our Stella Airstream, lovingly named after Wally Byam's wife Stella! She is a 1983 Airstream Classic. She's loaded with all the modern amenities! Stella can sleep 6 comfortably with 2 king beds and 2 bunk beds. There's a private toilet/shower with 2 add'l nearby. You'll have a kitchen & covered patio with grill & firepit. There are 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Mugsy's Bunkhouse @ Progress Park Airstream Resort

Mugsy's bunk house is cute as can be! While small in size, it's big on amenities and charm! It sleeps 7, and is complete with kitchenette, full bath and outdoor living room w/ couch & TV. Includes a hammock, table, firepit/chairs and charcoal grill. 2 add'l shared bathrooms avail. It is near our small fishing pond(no swimming). Progress Park has 11 total units on site. 2 houses, 8 airstreams & this bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

502 House @ Progress Park w/ Game Room

Welcome to Progress Park! A true getaway for fun! Located on a 12 acre Airstream Glamping resort w/ a 2 acre swimming pond. Sleeps 8 comfortably in the beds with 2 leather futons. Enjoy all the luxuries of home w/ added amenities such as a custom game room & luxurious backyard with TV, firepit & grill. Relax, unplug and reconnect in our little slice of heaven. Progress Park has 8 total units on site. 2 houses, 5 airstreams & a bunk house. *DERBY IS A MIN THURS-SUN REQUIRED

The Grace Airstream at Progress Park in Derby City

Always wanted to experience the vintage airstream life? Here's your chance! The Grace is a 1974 Airstream Sovereign Land Yacht. All the amenities of a hotel, just on the water's edge. Enjoy your coffee in the hammock, spend your days hiking, fishing, swimming, kayaking or paddle boarding. A hidden gem, right in the city. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Yaya Airstream at Progress Park

Our newest airstream is the Yaya. She is lovingly named after our owner Val's late mom. Yaya has all the modern comforts & amenities! It can sleep 3 adults. Possibly 2 adults/2 young kids with a full bed and a small pullout couch. There's a private toilet/shower with a full bath on side of our event ctr next door. You'll have a kitchen & covered patio with grill & firepit, as well as your own hammock. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Pet-Friendly 3BR Retreat w/ Fenced Yard!

Bring the whole family — pets included — to this spacious home with a fenced yard, large kitchen, and plenty of room to relax. Enjoy two living rooms, two dining areas, and a finished basement with a projector, games, and a new washer/dryer. Home features two fireplaces, a brand-new HVAC unit, and updated appliances. Close to restaurants, grocery stores, and local attractions. Pet-friendly and perfect for group stays! New with only 5 ⭐️ reviews!