Vacation rentals in Rockport

4.92 out of 5 average rating, 193 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, 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.

4.97 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.

Superhost

Cabin in Dixon

4.9 out of 5 average rating, 499 reviews

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.

4.98 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.

4.98 out of 5 average rating, 138 reviews

Bungalow in Owensboro

Bluegrass Bungalow: Historic Charm, Modern Comfort

Welcome to the Bluegrass Bungalow, a charming 1924 two-bedroom, one-bath home that seamlessly blends historic charm with modern amenities. Located near the Ohio River and downtown, this cozy retreat is just moments from top restaurants and shopping. Enjoy the preserved vintage details alongside a fully renovated kitchen and bath, including a spacious walk-in shower.

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Other great vacation rentals in Rockport

5 out of 5 average rating, 23 reviews

Home in Olaton

Cowbell Cottage farm stay

AmandaRating, 5 stars2 days ago

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!

5 out of 5 average rating, 17 reviews

Green River Getaway

EmilyRating, 5 stars1 week ago

This was the perfect place for my son and his groomsmen to stay the night before his wedding. I didn't see it myself but when I called my son to ask how it looked his answer was "It's so nice." Just what I wanted to hear 🙂 Communication with Benita was easy and timely. I would highly recommend this Airbnb. Thanks Benita.

5 out of 5 average rating, 25 reviews

Heartland Hideaway

JoshuaRating, 5 stars4 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.

4.92 out of 5 average rating, 61 reviews

Quite and Cozy

BrandiRating, 5 stars2 weeks ago

Location was great Beds Very comfortable and plenty of room We felt right at home We will be back again to stay Thank you for helping to make use feel so welcome

5 out of 5 average rating, 29 reviews

Barn in Newburgh

Barn in the Burgh

KeithRating, 5 stars3 weeks ago

A hidden gem! Very beautiful property and very spacious! Enjoyed the beautiful quiet country side of town while still being nearby to everything!

5 out of 5 average rating, 27 reviews

Home in Calhoun

The Nest

TiffanyRating, 5 stars3 weeks ago

Ethan’s home was so clean and beautiful! The quiet countryside was just what we were looking for! He was always quick to respond and extremely friendly! Would recommend this place to anyone!

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!