Holiday rentals in Calhoun

4.95 out of 5 average rating, 314 reviews

Home in Beaver Dam

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.

4.97 out of 5 average rating, 143 reviews

Loft in Hartford

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

4.94 out of 5 average rating, 113 reviews

Bluegrass Commons

You will be close to everything when you stay at this centrally-located three bedroom two bath home right off the bypass that is a short drive to anywhere in Owensboro, KY for any business travelers. This is a brand new construction home in Bluegrass Commons neighborhood! New furnishings and the home sleeps 6 comfortably. Split bedroom with an open concept perfect for families. Fully stocked kitchen with a keurig coffee station. Large backyard perfect for entertaining or just grilling.

4.97 out of 5 average rating, 288 reviews

Cabin in Dixon

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.

4.96 out of 5 average rating, 135 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.

5 out of 5 average rating, 147 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.

4.81 out of 5 average rating, 16 reviews

Cabin in Calhoun

Little Red on the Green River

Are you a fisherman? Maybe you prefer the peacefulness of watching the river flow past, then Little Red on the Green will be the perfect getaway. 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. The Calhoun boat ramp is only 2 miles away. This property is located 25 miles north-east of Madisonville, and 20 miles south of Owensboro, Ky.

4.9 out of 5 average rating, 500 reviews

Cabin in Dixon

Handcrafted Cabin in Woodsy Heaven

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.

4.85 out of 5 average rating, 148 reviews

The Bluegrass Barbie

Welcome to Owensboro, KY home to the ONLY Bluegrass Museum Hall of Fame on PLANET EARTH! Minutes away from Owensboro Convention Center, ALL sports facilities, world class dining, & one of the MOST UNIQUE stays in Owensboro, KY! Great home to stay at for sports tournaments, visiting family, visiting Holiday World, or just a weekend away! And don't forget to check out The Green River Distillery!

4.98 out of 5 average rating, 278 reviews

Loft in Newburgh

Riverfront Loft Above Honey Moon Coffee Shop

Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. 2 complimentary drip coffees are included with your stay.

4.97 out of 5 average rating, 111 reviews

Home in Livermore

River Trails Inn

Historic two story home with three bedrooms and 3 1/2 baths, circa 1900, located in the old downtown district of the quaint river town of Livermore, Kentucky, just two blocks from the confluence of the Green and Rough Rivers and our expansive riverfront recreation complex. River kayaking and canoeing and biking trails on marked low-use county roads are right in your back yard!!

5 out of 5 average rating, 18 reviews

Home in Webster County

Newly Listed! Secluded 3 BR house in the Woods!

Escape to a tranquil oasis nestled on a wooded hillside with our charming house available for short term. Located just a short drive from Henderson, Madisonville, Owensboro, or Evansville this serene property offers the perfect blend of natural beauty and modern comfort. Each bedroom includes a television and house is Starlink equipped for Internet access.

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5 out of 5 average rating, 10 reviews

Cabin in Drakesboro

Private fishing retreat

JoshuaRating, 5 stars3 days ago

Returning customer and we can’t wait to book again! This place is a hidden gem that we don’t want to share. Wish it was our own. Tim always goes above and beyond. He’s full of fishing tips, facts about the area, nature and great with his recommendations of things to do around Drakesboro. We had an awesome time and are looking for free time on our calendar to visit again soon!

4.71 out of 5 average rating, 14 reviews

Home in Sacramento

CROSSROADS COTTAGE

JohnRating, 5 stars7 months ago

Once again a very good stay. I would recommend to anyone. Very hospitable hosts.

5 out of 5 average rating, 18 reviews

Green River Getaway

JeffRating, 5 stars3 days ago

Beautiful updated home! Had high end appliances, tastefully decorated and very clean and comfortable. Beds were super comfortable! Loved the great water pressure.Enjoyed the big screen tvs. Outside was very manicured. Enjoyed the big covered porch as it rained a lot. Big dock and fire pits with wood our favorite Saw an eagle salamanders and a toad. Thanks so much for having us! God bless! Jeff and Mike

5 out of 5 average rating, 8 reviews

Home in Lewisburg

Hot Tub Haven with Private Dock on Lake Malone

JillianRating, 5 stars2 weeks ago

Our stay at this lakeside retreat was nothing short of magical! The home was impeccably clean, beautifully decorated, and equipped with everything we needed for a comfortable and relaxing getaway. The private dock provided the perfect spot for fishing and boat docking, while the hot tub offered a serene way to unwind after a day on the water. The peaceful surroundings and stunning views made it an ideal escape from the hustle and bustle of daily life. Our host, Sara, was incredibly welcoming and responsive, ensuring we had all the information we needed for a seamless stay. Her attention to detail and thoughtful touches truly enhanced our experience. We left feeling refreshed and rejuvenated, already planning our next visit. Highly recommend this hidden gem for anyone seeking tranquility and natural beauty!

4.67 out of 5 average rating, 6 reviews

Home in Madisonville

Martin’s Place

AleksandrRating, 5 stars2 weeks ago

Awesome house, I’d like to stay more 🔥

4.94 out of 5 average rating, 64 reviews

Barn in Philpot

Fiddlewood Farm Barn Stay

JoAnnRating, 5 stars2 weeks ago

Another great stay at Fiddlewood Farm! Shelly is a wonderful host! Very nice and responsive! Their farm is peaceful and relaxing! Can’t wait for our next stay!

4.98 out of 5 average rating, 98 reviews

Treehouse in Lewisburg

Aerial Joy Treehouse(Lake Malone)

LeeRating, 5 stars1 week ago

Stayed two nights for honeymoon. So nice and peaceful. Loved sitting on the porch and the view of the water. Very clean and a perfect size for two. Kayaks were also provided. Would love to visit again.