Apartment vacation rentals in Madisonville

Top guest favorite

Guest favorite

The Mint Julep! Upstairs 3BD/2BA - Next to Brewery

Book your stay at The Mint Julep and experience Henderson like a local. Fresh vibes, classic charm, and a stay worth toasting. You are "mint" to make memories at The Mint Julep. Welcome to The Mint Julep, a stylish and spacious upstairs retreat in the heart of Henderson, Kentucky! This 3-bedroom, 2-bath rental is perfectly located adjacent to Henderson Brewing Co., near Holy Name Church, and just a short walk from downtown restaurants, shops, riverfront attractions, and seasonal festivals.

Suburban Chateau (No cleaning fee)

Located roughly a mile from city limits, this spacious and serene duplex offers a comfortable retreat with easy access to nearby attractions while still providing a peaceful setting. Guests will have exclusive use of their unit, including a separate driveway and private entrance. Please note, this is a duplex. Accommodates up to 4 guests max -Farmer & Frenchman • 3.7 miles away -Holiday World • 43 miles away -Sloughs Hunting State Land • 12 miles away -Sandy Lee Watkins • 9.6 miles away

3 Bedroom Basement Apt. Kitchen, Washer & Dryer

Enjoy the entire private basement level of our home with a separate keyed entrance. This spacious 1,700 sq. ft. guest suite is perfect for families, work crews, or groups. The open floor plan includes a stocked kitchen with pots and pans, dishes, glasses, coffee maker, refrigerator, stove, and microwave. Washer and dryer included. Sleeping arrangements: King Bedroom Queen Bedroom Twin Bedroom All bedrooms include closets and dressers. Clean, comfortable, private, and roomy for your stay.

Cozy Downtown Studio Apartment

Enjoy a stay in this centrally located downtown studio apartment right in the heart of historic Hopkinsville. The apartment is fully furnished with a queen sized bed, a full couch, two-person dining table, and in-unit washer and dryer. Within walking distance of downtown shops and restaurants. Private entrance to the second story apartment (no elevator). *Note: This studio apartment does not have windows - perfect for third shifters, night owls, gamers, or vampires!

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Guest favorite

The Guest House at Kate & Waverly

Welcome to the Guesthouse at Kate & Waverly! This beautiful historic building, built in 1902, is located in downtown Owensboro. We are walking distance to many downtown restaurants and bars, as well as the Convention Center, Bluegrass Music Hall of Fame, Bluegrass Fieldhouse, and the beautiful Ohio riverfront and park. The AirBnB is located on the second floor above Kate & Waverly—a gift shop with unique vintage and antique finds, as well as an interior design center.

Luxury Edgar Cayce Condo in Heart of Downtown

Explore the Predictions and insights of Edgar Cayce Hopkinsville World famous “sleeping prophet. This historical themed unit pays homage this 20th century Psychic and Medical Clairvoyant. Located in historic downtown Hopkinsville a few steps away from the museum. This completed remodeled building brings luxury and style to Hopkinsville. This Upscale 2-bedroom, 2-bath offers the perfect blend of luxury, space and location. Enjoy a fully equipped Kitchen.

The Shire Apt 1

I think you'll be surprised at what this little apartment has to offer. This apartment is perfect for the traveling professional who would like a place of their own without having to pay for a costly hotel. If you're looking for a quaint quiet little place, this apartment is perfect. If you're looking for a five-star hotel then there are plenty of other of listings with prices to match. Our rental starts at 5 to 7 days with offers to extend for as long as you need.

Top guest favorite

Guest favorite

Modern, Quiet, Hidden Gem: Manna House (5)

Kick back and relax in this peaceful, brand new, stylish space. Located close to town yet feels like a hidden country paradise. This unit is one of two units available at a duplex situated on 5 acres. With 10 foot ceilings this one bedroom feels so much bigger! It offers a walk in tile shower, King bed and Queen sleeper sofa, full kitchen with Quartz countertops, KitchenAid appliances, and includes full size stacked washer/dryer. We think you will love it here!

Spacious studio apartment blocks from downtown

Welcome to your private apartment in an old Victorian Era home, located right on the edge of downtown Hopkinsville. This space blends unique historic character with the comforts of a modern, private retreat. It also holds a special piece of local history—this home once belonged to and built by Lucian M. Cayce, a former Hopkinsville mayor and uncle of the world-famous mystic Edgar Cayce. Book your stay and experience a unique piece of Hopkinsville history!

Bluegrass Hideaway

Cozy 2-bedroom, 1-bath retreat perfect for families, friends, or business travelers. Sleeps 4 comfortably with plush bedding. Fully equipped kitchen, spacious living area, high-speed WiFi, and Smart TV for entertainment. Fresh towels and toiletries provided. Free parking available. Conveniently located near restaurants, shopping, and local attractions. Experience comfort and convenience in a relaxing space. Book your stay today!

Apt 3 - Furnished 2 bdr 2nd floor Apartment

This is Apt 3 of a 5 unit Apt building that has been converted into 5 airbnbs. Each unit is 2 bdrm 1 bath. It includes full kitchen, dishes, silverware, pots/pans, stove, microwave, refrigerator, dishwasher, coffee maker, washer/dryer, and a smart TV. Each bedroom has a queen bed. Towels, bedding, etc.. are included. You dont need to bring anything. Free Wifi comes with each unit. There are no shared spaces between units.

Top guest favorite

Guest favorite

River House Suite

This special place is close to everything, making it easy to plan your visit. Walking distance to Downtown Owensboro’s Bluegrass Hall of Fame, Riverpark Center and the Convention Center. Peaceful culdesac with a nice view of the Ohio River from the spacious deck where you can barbeque or just relax and watch the river roll by. Walk a few steps to the rivers edge for a look at the Blue bridge and Owensboro's Riverfront.