Holiday rentals in Calhoun

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Calhoun

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam
4.95 out of 5 average rating, 374 reviews

Country Charm

This House is located in a quiet neighborhood one block off Main street here in Beaver Dam, KY. Enjoy a nice cozy country home while you visit. It is fully finished so you will feel right home. The property sits on a corner lot with access from both streets. The house has a front porch for lazy evening to catch some fresh air. You can pull right up underneath the carport for easy access to the back door for entry. The home offers a nice yard and fire pit. You are minutes from stores/ food.

Top guest favourite
The exterior of a renovated two-story home is featured, showcasing a distinct architectural design with exposed beams. Large windows allow natural light to enter, while a welcoming front door is framed by decorative lighting fixtures. A concrete pathway leads to the entrance.
Cottage in Owensboro
4.98 out of 5 average rating, 178 reviews

The Woodford Retreat Cottage

Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

Top guest favourite
Cabin in Dixon
4.96 out of 5 average rating, 349 reviews

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Top guest favourite
The charming farmhouse showcases a red metal roof and a welcoming front porch supported by elegant white columns. Seasonal plants and decorative accents are placed along the entrance, complemented by a well-maintained lawn under the shade of surrounding trees.
Home in Calhoun
4.95 out of 5 average rating, 20 reviews

Smith House Back to the country

Take it easy at this unique and tranquil getaway. Come back to the country and travel back in time. The house was built in 1906 and has been painstakingly restored. Come get away from it all! Chickens provide eggs for breakfast. Friendly farm animals surround a pond stocked with fish. Bring your pole or use ones we will provide. Almost all of the furniture in the house is original to the house. New beauty rest mattresses on all beds. You can soak in the tub with views of the farm.

Guest favourite
The exterior of the home features a welcoming front porch with steps leading up to the entrance, framed by white railing. The facade is adorned with large windows and traditional shutters, complemented by a red roof that adds a pop of color.
Home in Calhoun
5.0 out of 5 average rating, 18 reviews

Calhoun Riverview House

Escape to this cozy riverside getaway in Calhoun, Kentucky! Nestled along the beautiful Green River, our two-bedroom, one-bath home offers a peaceful retreat surrounded by nature. Enjoy your morning coffee on the deck while taking in river views. With a fully equipped kitchen and comfortable living area this home is perfect for couples, friends, or small families looking for a serene stay. Book your stay at our Riverside Retreat and experience all that Calhoun has to offer!

Guest favourite
Home in Owensboro
4.93 out of 5 average rating, 230 reviews

The Cozy Cottage

Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.

Top guest favourite
A spacious living area features a large flat-screen television mounted on a dark wall. Two light gray sofas are arranged around a round coffee table on a textured rug. Soft lighting from two side tables complements the warm wooden flooring.
Home in Owensboro
5.0 out of 5 average rating, 200 reviews

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.

Top guest favourite
The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.
Cabin in Dixon
4.91 out of 5 average rating, 556 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favourite
A cozy cabin stands surrounded by a well-maintained lawn, with three large windows adorning its bright red exterior. Lush greenery frames the structure, while a screened-in porch is visible, providing a serene view of the landscape. Tall trees offer shade nearby.
Cabin in Calhoun
4.94 out of 5 average rating, 48 reviews

Little Red on the Green River

Little Red on the Green is the perfect getaway if you enjoy the peacefulness of watching the river flow downstream. This simple, cute, cozy, 600 square foot, one room cabin is sure to be enjoyed. The private riverfront property is just steps from the river bank. If you like to fish, this might be the perfect spot! Calhoun boat ramp is only 2 miles away. This property is centrally located, 25 miles north-east of Madisonville, 20 miles south of Owensboro.

Guest favourite
Home in Livermore
5.0 out of 5 average rating, 5 reviews

Two Rivers Retreat

Welcome to Two Rivers Retreat – Your Serene Escape in Livermore, KY! Nestled in the heart of Livermore, where the Green and Rough Rivers meet, our cozy two-bedroom home offers the perfect blend of comfort, style, and natural charm. Whether you're here to explore the local rivers, visit with family/friends, attend a community event, short-term work in the area, or simply enjoy a peaceful getaway, Two Rivers Retreat is your ideal home away from home.

Top guest favourite
Cottage in Owensboro
4.97 out of 5 average rating, 437 reviews

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.

Guest favourite
The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.
Farm stay in Hopkinsville
4.86 out of 5 average rating, 153 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

Popular amenities for Calhoun holiday rentals