Holiday houses in Rockport

4.92 out of 5 average rating, 192 reviews

Loft in Huntingburg

Lovely Country Loft Lake, Hiking, Woods, Relaxing

Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.

4.96 out of 5 average rating, 166 reviews

Cottage in Maceo

Hattie's Hill Cottage

Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces (Pool is currently under repair) Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

4.97 out of 5 average rating, 139 reviews

Cottage in Owensboro

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.

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.

4.95 out of 5 average rating, 103 reviews

Guesthouse in Tennyson

Guest House with acreage to explore.

Relax with the whole family at this peaceful place to stay. The wooded property provides maintained walking trails for plenty of wildlife viewing pleasure and exercise. The property also features a swimming pond. Location is 8 miles from Lincoln State Park and Lincoln Amphitheater. 10 miles from Interlake State Off Road Recreation Area. 13 miles from Holiday World. 30 miles from Evansville casinos. This is a four season resort/stay, with long summers and mild winters.

4.96 out of 5 average rating, 134 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.

4.97 out of 5 average rating, 381 reviews

Cottage in Owensboro

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.

Holiday home in Owensboro

4.93 out of 5 average rating, 127 reviews

The little big cozy house

The little big cozy house offers you a place where you can relax and feel at home. a spacious kitchen with all the necessary elements such as The 3 bedrooms ,that invite you to rest with very suitable beds For you to spend a magnificent and comfortable night. The patio is a space where you can enjoy a grill surrounded by family or friends. This house is an excellent location that gives you quick access to any part of owensboro.

Superhost

4.85 out of 5 average rating, 146 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, 277 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.

Superhost

Cabin in Gentryville

4.95 out of 5 average rating, 142 reviews

The Cabin - Near Holiday World & Splashin' Safari

If you'd like a true log cabin feel while staying on a beautiful, serene wooded 10 acre plot of land, this is the place for you and your friends/family! This small cabin has been reconstructed after being transferred to this location by the owner and his son. All of the decor and fixings are antique in style to fit the log cabin feel, to bring you back to the good ole days.

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Other great holiday rentals in Rockport

4.96 out of 5 average rating, 50 reviews

Hill Ave home

EboniRating, 5 stars6 days ago

We loved staying here! Very spacious, looks just like the pictures, quiet neighborhood, Randy gave us a pizza recommendation and absolutely crushed it!! Mister B’s pizza was so good. Randy made us feel very safe and comfortable and I know where we will stay for our next visit. Hopefully longer next time.

5 out of 5 average rating, 23 reviews

Home in Olaton

Cowbell Cottage farm stay

AmandaRating, 5 starstoday

We absolutely LOVED our stay at the Cowbell Cottage! From the moment we arrived, our host Tracy went above and beyond to make us feel welcome – she was so kind and helpful. The cottage itself was spotless, beautifully decorated, and everything felt so fresh and new. The area is absolutely stunning and peaceful, yet just a quick 20-minute drive to the concert venue in Beaver Dam. The fresh eggs were such a sweet touch (and delicious – thank you, Tracy!), and let’s talk about those PILLOWS… hands down, the best sleep ever! Every detail of our stay was perfect. We can’t say enough great things about this little piece of paradise. We’ll absolutely be back!

4.94 out of 5 average rating, 31 reviews

house with king bed

KevinRating, 5 stars2 weeks ago

Lin’s place was perfect for our weekend. Easy to get to, close to grocery, bike trail nearby for running, and plenty of room! We had a very relaxing trip!

5 out of 5 average rating, 16 reviews

Green River Getaway

KennaRating, 5 stars1 week ago

My bridesmaids and I stayed here. We also used the barn, river and property for pictures for our wedding.

4.84 out of 5 average rating, 25 reviews

Tiny home in Centertown

Farmhouse Cottage

JeffreyRating, 5 stars3 days ago

The tiny house was great, a little challenging to find but her instructions were spot on to find it. House was very clean, my only complaint would be that there is no curtain in the bedroom so the 5:30am sunrise was bright. Overall a 10/10 stay

5 out of 5 average rating, 81 reviews

Guest suite in Owensboro

Quiet Country Views

JohnRating, 5 stars3 days ago

This place is just a few miles outside of town and so worth it. Beautiful farmland. Beautiful home. Spacious rooms. I wish we could’ve stayed longer to maybe make use of the beautiful surroundings by sitting around the fire pit. Hosts are super friendly and always available to respond to any questions. We had zero issues.

5 out of 5 average rating, 25 reviews

Heartland Hideaway

JoshuaRating, 5 stars2 days ago

2nd time staying at this location. Nice, private home. Perfect for my extended stay in Owensboro. I will stay here again in the future.