A building with a sign reading "1906 BEESOI" surrounded by blooming trees.

Rockport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Rockport vacation rentals

A modern kitchen with a TV, bar stools, and a trash can.

1. The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
8.4 out of 10, Very good, (5 reviews)
"Very clean, they had everything you could possibly need to start, the complementary items was a nice gesture, love my cup of coffee looking at the lake, my kids love it they didn't want to leave, very beautiful home for a weekend getaway recommended 100% we enjoyed our stay."
United States
Stephanie A.
$232 nightly
The price is $263
Oct 12 - Oct 13
Total with taxes and fees
The Blue Herron of Carpenters Lake
A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

2. MILSuite separate entry...close to all things Owensboro and Daviess County.

MILSuite separate entry...close to all things Owensboro and Daviess County.
Owensboro
9.8 out of 10, Exceptional, (23 reviews)
"Second time staying at this location, both times have been exactly what I needed while in Owensboro. Attentive host and clean and tidy location equals a great and reasonably priced stay. Highly recommend for single travelers or couples looking for a place in Owensboro!"
United States
Randy W.
$139 nightly
The price is $158
Oct 11 - Oct 12
Total with taxes and fees
MILSuite separate entry...close to all things Owensboro and Daviess County.
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

3. Welcome to simple comfort a like new family friendly home Full of accommodation

Welcome to simple comfort a like new family friendly home Full of accommodation
Owensboro
10.0 out of 10, Exceptional, (22 reviews)
"Great location and the host was easy to communicate with."
United States
Jonathan M.
$212 nightly
The price is $249
Oct 11 - Oct 12
Total with taxes and fees
Welcome to simple comfort a like new family friendly home Full of accommodation
A covered porch with a wooden floor, a bench, and a small Christmas tree.

4. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (44 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
$157 nightly
The price is $185
Oct 12 - Oct 13
Total with taxes and fees
Bluegrass Bungalow 2 bedrooms with large porch
A modern living room with a sofa, coffee table, and a dining table.

5. Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
$308 nightly
The price is $362
Oct 16 - Oct 17
Total with taxes and fees
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A neatly made bed with a 'WELCOME' pillow, a bedside table with a lamp, a ceiling fan, and a 'STAY awhile' sign on the wall.

6. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (4 reviews)
"Was very nice clean and host was great"
United States
falesha p.
$204 nightly
The price is $239
Oct 12 - Oct 13
Total with taxes and fees
Cozy Cottage home
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

7. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (24 reviews)
"We were in town for my daughter’s graduation, it was a 10 out of 10. We couldn’t have asked for a better place to stay. "
United States
Johnny J.
$261 nightly
The price is $307
Oct 12 - Oct 13
Total with taxes and fees
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

8. Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (37 reviews)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
$179 nightly
The price is $211
Oct 10 - Oct 11
Total with taxes and fees
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

9. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
$419 nightly
The price is $455
Oct 12 - Oct 13
Total with taxes and fees
Downtown Dream in Owensboro Ky
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

10. Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!

Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Owensboro
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and the host was quick to answer any questions I had. My daughter had a volleyball tournament in Owensboro and the house was cheaper than a hotel! I will forever be thankful that the Lord placed this home on my options. It was beautiful and a great place to stay! 1000/10 recommend."
United States
Tyler C.
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

11. The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
$352 nightly
The price is $394
Oct 12 - Oct 13
Total with taxes and fees
The Cowboys Slumber' 2 Mi to Lincoln State Park
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

12. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (43 reviews)
"Extremely well-maintained property stocked with everything you could need. Host was accessible and very helpful."
United States
John
$294 nightly
The price is $346
Oct 26 - Oct 27
Total with taxes and fees
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Private kitchen

13. Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB

Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
Owensboro
$614 nightly
The price is $664
Oct 15 - Oct 16
Total with taxes and fees
Bluegrass Maple Manor-Sleeps 20/Game Room/HOT TUB
A wooden observation tower with a small deck and stairs, surrounded by trees.

14. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (122 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
$134 nightly
The price is $152
Oct 11 - Oct 12
Total with taxes and fees
Charming Treehouse with Lake View and Access
A wooden interior with a television, wooden cabinets, and a plant.

15. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (74 reviews)
"Doug is a wonderful host who goes the extra mile to make sure you are comfortable and enjoy your stay. His property is amazing, clean, and quiet. This was our third stay and we will definitely be back again and again."
United States
tasha k.
$164 nightly
The price is $184
Oct 11 - Oct 12
Total with taxes and fees
Guest House with acreage to explore.
A hallway with dark blue walls, gold trim, and a chandelier.

16. Luxury 1920's 6-bedroom home centrally located in Owensboro

Luxury 1920's 6-bedroom home centrally located in Owensboro
Owensboro
10.0 out of 10, Exceptional, (1 review)
"Awesome property and very responsive owner.Great location and very safe and secure..House is very unique and eclectic and nicely decorated..Rooms are spacious and great beds( my favorite was downstairs master)Host has everything you could possibly need for your stay whether it be long or short..We had issue w cooling and was able to contact host and they were there almost immediately to remedy the situation.Only draw back to our stay was there is no washer or dryer...We had a large group and...
United States
D
$745 nightly
The price is $877
Oct 11 - Oct 12
Total with taxes and fees
Luxury 1920's 6-bedroom home centrally located in Owensboro
A cozy cabin interior with a sofa, dining table, and chairs.

17. Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (29 reviews)
"A nice little cabin for our trip to holiday world."
United States
Brandon R.
$275 nightly
The price is $308
Oct 11 - Oct 12
Total with taxes and fees
Yellow Banks Log Cabin with Lake Views
A wooden cabin with a covered porch, a picnic table, and a view of a lake.

18. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.0 out of 10, Wonderful, (17 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
$246 nightly
The price is $276
Oct 11 - Oct 12
Total with taxes and fees
Yellow Banks Log Cabin With Waterfront Views
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

19. Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.

Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
Evanston
10.0 out of 10, Exceptional, (28 reviews)
"Awesome quiet place highly recommend!!!"
United States
Bradley D.
$296 nightly
The price is $332
Oct 12 - Oct 13
Total with taxes and fees
Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
A stone fireplace with a Christmas tree and decorations, a white sofa, and a window with a view.

20. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Lewisport
10.0 out of 10, Exceptional, (2 reviews)
"What a great place to stay to get away from it all with the family! "
United States
Favour R.
$286 nightly
The price is $315
Oct 13 - Oct 14
Total with taxes and fees
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rockport Hotel Reviews

Fairfield Inn by Marriott Owensboro

Fairfield Inn by Marriott Owensboro

10/10 Excellent
"Clean room excellent friendly staff. Breakfast so so"
Rick 1-night trip
Posted less than an hour ago
Fairfield Inn by Marriott Owensboro

Find out more about Rockport

Everything you need to know about Rockport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rockport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockport rentals

At Expedia, we put the best Rockport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rockport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Rockport?

Yes, we have vacation rentals near well known local attractions in Rockport, or you can select a secluded option if you want a relaxing place to stay. Rockport is known for its shopping and riverfront.

What's the top vacation rental in Rockport?

Oakside Retreat – Private Getaway with Huge Yard, Firepit and Game Room: This vacation home rental outside of Rockport offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Rockport?

While exploring the area, visit family-friendly sights like International Bluegrass Music Museum, or get outside and enjoy nature at Ohio River Valley. In the larger area, you’ll find Lincoln Pioneer Village and Museum and Kentucky Wesleyan College.

What are vacation rentals like in Rockport?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Rockport. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.