Holiday 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.

Mugsy's Bunkhouse @ Progress Park Airstream Resort

Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. This bunkhouse combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Show up, settle in, and start relaxing. Progress Park has 11 total units on site. 2 houses, 8 airstreams & this bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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.

The Riverside Retreat - Your Coastal Getaway

Take it easy at this unique and tranquil getaway, perfectly situated with the Ohio River right in your backyard. Relax on the spacious back deck and enjoy stunning river views while unwinding in a peaceful setting. This home has been recently updated with a refreshed kitchen, flooring, modern lighting, updated bedrooms, and a renovated shower, making it a comfortable and inviting retreat for the duration of your stay. The Riverside Retreat is the perfect place to recharge and enjoy the scenery

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

The Stella is lovingly named after Airstream Founder Wally Byam's wife Stella! She is a 1983 Classic. This airstream is perfect for groups, families, or midweek getaways. Stella combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunkhouse. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

502 House @ Progress Park w/ Game Room

Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. The 502 house combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Show up, settle in, and start relaxing. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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 a large tv, an electric fireplace. and a bonus full bed. 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 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 Annex: close to Bourbon Trail

Enjoy Louisville and bourbon country while staying in a private bedroom on a wooded hillside. Churchill Downs, 18 mi. Private entrance to your bedroom and private bath. On weekends, a hot gourmet breakfast is served on the wide front porch or eat in the log living room decorated with antiques and a massive fireplace. A Continental breakfast is served on weekdays. Take a quiet break with a walk along the pond or the creek. Try homemade bourbon balls. Get a taste of Kentucky!

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.