Vacation rentals with a kayak in Jefferson County

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.

Bourbon Trail Beauty Basement Suite

You will enjoy a private room with a queen bed, a small private bath and my game room with pool table, dart board, games and large tv with an electric fireplace. We are 5 blocks from Iroquois Park and just 2.3 miles to Churchill Downs and University of Louisville. I have kayaks you may rent as well as a regular and an electric bike to rent. My home has multiple bedrooms, so if you have more than 4 guests, check out one of my other room listings. I can host up to 8, if rooms are available.

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!

The GiGi Airstream, Lakeside at Progress Park

Your stay in the Gigi Airstream at Progress Park will be anything but ordinary. Wake up to stunning views of the water, with the beach sand just outside your door. This 2022 Airstream Flying Cloud has all the bells and whistles and will ensure you are not roughing it while glamping in the city limits! We can't wait to host you! *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.