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Near Holiday World & Owensboro, The Little House

The Little House is a charming 2-BR, 1-bath retreat, ideal for family vacations or romantic getaways. Nestled in a peaceful location, this cozy home offers easy access to local attractions: Lincoln Pioneer Village and Museum – 0.3 miles Downtown Owensboro – 10 miles Bluegrass Hall of Fame – 11 miles Newburgh, IN – 21 miles Holiday World – 21 miles Unwind and relax in this convenient, comfortable home base. Pet-friendly for small dogs under 25lbs (Pet fee: $50). Professional photos coming soon!

The Bluegrass House

Welcome y'all! Serene hot tub, fenced-in back yard (2-dog limit, extra charge). Airport shuttle (separate fee). Nestled near parks, 3 miles from Edge Ice/Sports Arena. Immerse yourself in cultural richness at Bluegrass Music Hall of Fame and Owensboro Symphony Orchestra. Enjoy free summer outdoor entertainment on the Riverfront. Holiday World (30+min). Experience southern style with breakfast at Windy Hollow Biscuit House, & ribs, mutton or burgoo at Moonlight BBQ (visited by celebrities).

Green River Getaway

Experience relaxation and adventure at the Green River Getaway. Nestled right on the banks of the Green River. Our property offers beautiful views. Enjoy mornings and sunsets from your own private dock. Our outdoor area is ideal for gatherings or intimate events. Fire pits are available and so is firewood so you can focus on making memories not worrying about supplies. Whether you're hosting a special event (with prior approval) or a peaceful retreat, our property provides the perfect place!

Sleeps 10! Pool Table,Coffee Bar,Darts OooHH MY!

Bring the whole family to this stunning home with lots of room for fun! This beautiful all brick colonial home is perfect for large families to gather for any holiday, baby showers, reunions, bridal showers, bachelorette parties, exciting events in Owensboro, girls night out or even birthday parties. PLENTY of space. This home is huge with over 4200 sq. ft. of fun! Includes unique features like a pool table,dart board, an Alexa, coffee bar, an outdoor blackstone grill and private backyard!

Woodsy Waterfront Cabin with Loft

Escape to our secluded waterfront cabin, nestled amidst natural surroundings, our cabin offers a serene retreat away from the hustle and bustle of everyday life. Wake up to the soothing sounds of nature and breathtaking views of the waterfront. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation and rejuvenation. Experience the magic of nature at its finest in this special haven. Limited cell service at cabin

Peaceful Stay | Relax & Unwind

This beautifully updated home offers a warm, inviting atmosphere with an uplifting vibe throughout. With 3 bedrooms and 1.5 baths, it comfortably sleeps up to 6 guests. The fully equipped kitchen makes meal prep a breeze, while a built-in doggie door and spacious fenced backyard—complete with a chain link divider—make it just as convenient for your four-legged friends. Ideal for a relaxing, pet-friendly stay . Jack C Fisher,, Waymond Morris Park, Green River Distillery, Holiday World

Rustic Log Cabin Old Farm

Step back in time at this 1800s log cabin on historic DeLacey Farm. Surrounded by barns, wildlife, and wide-open fields, this rustic getaway sits on a nearly 100-year-old working farm—just minutes from Owensboro’s BBQ, bourbon, and small-town charm. Relax on the back deck with views of the original farm buildings, or head into town to explore the Green River Distillery and local eats. It’s the perfect blend of peaceful retreat and convenient access to everything Owensboro has to offer.

Lakeside Cottage

Set in the treetops with stunning views of the lake, our cabin has everything you need for a unique relaxing private stay! Boasting lots of amenities, it's only a short 15-20 minute drive into Owensboro, a quaint RiverTown full of eateries, special events and shopping! Enjoy our propane fire pit on the deck or wood pit in the yard. Weekday winter rates run Dec-Feb with an added special offer rent 2 nights get 1 night 50% off! (Mon-Wed excluding holidays). Ask when sending request!

Tranquil & Modern Sanctuary

I rent my home part time while travelling for work. It’s fully renovated with a minimalist design. The master bedroom has a king-size memory foam mattress and attached bath. Down the hall is a guest bedroom with queen-size bed, small TV, and bathroom across the hall. The L-shaped living room has a large TV, sectional seating, and dining area. The kitchen is fully equipped for cooking. The house has a great central location with quick access to downtown, Legion Park, and the bypass.

Midtown Cottage- Self Check-In & Centrally Located

Enjoy your stay in Owensboro, KY in this cozy, warmly decorated home! This home is centrally located to everything Owensboro has to offer, a short drive from downtown and the award winning riverfront. Wifi and parking are included. Enjoy a stylish experience at this centrally-located home. You will enjoy relaxing either in the home or the lovely backyard space. Whether you are in town for work or play indulge in the comfort and tranquility of this modern house.

Blue Moon Cottage: Music Room, Inground Pool

Welcome to Blue Moon Cottage, a charming home nestled in the heart of Owensboro, that offers a lovely blend of vintage allure and modern comfort. Built in 1935 and recently remodeled, this historic home exudes both character and contemporary elegance. Relax by the pool or cozy outdoor seating area, or indulge in the beautifully decorated interiors which includes a room dedicated to bluegrass music, a musical genre that originated in this area.

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.