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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Rockport vacation rentals

Pool

1. 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.
The price is AED 345
AED 600 total
includes taxes & fees
7 Oct - 8 Oct
MILSuite separate entry...close to all things Owensboro and Daviess County.
Terrace/patio

2. 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.
The price is AED 375
AED 678 total
includes taxes & fees
23 Sep - 24 Sep
Bluegrass Bungalow 2 bedrooms with large porch
Private kitchen

3. Cozy 2-bedroom house in Owensboro KY

Cozy 2-bedroom house in Owensboro KY
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"Great stay great host"
United States
BPCAT 0.
The price is AED 477
AED 729 total
includes taxes & fees
25 Sep - 26 Sep
Cozy 2-bedroom house in Owensboro KY
Smart TV, foosball, table tennis

4. 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, (36 reviews)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
The price is AED 364
AED 730 total
includes taxes & fees
27 Sep - 28 Sep
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Interior

5. 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.
The price is AED 658
AED 959 total
includes taxes & fees
22 Sep - 23 Sep
The Blue Herron of Carpenters Lake
2 bedrooms, iron/ironing board, WiFi, bed sheets

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.
The price is AED 380
AED 867 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Cottage home
Coffee/tea maker, fridge, microwave, oven

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.
The price is AED 474
AED 1,214 total
includes taxes & fees
27 Sep - 28 Sep
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Interior

8. 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.
The price is AED 436
AED 1,776 total
includes taxes & fees
23 Sep - 24 Sep
Downtown Dream in Owensboro Ky
Living area

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is AED 430
AED 1,322 total
includes taxes & fees
27 Sep - 28 Sep
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Microwave, oven, stovetop, dishwasher

10. Charming 3-bedroom house with king bed , pet friendly

Charming 3-bedroom house with king bed , pet friendly
Owensboro
9.6 out of 10, Exceptional, (10 reviews)
"Great location near food and groceries. Only 15 minutes from the convention center which was really nice for us. "
United States
Tyler R.
The price is AED 446
AED 1,325 total
includes taxes & fees
23 Sep - 24 Sep
Charming 3-bedroom house with king bed , pet friendly
Private kitchen

11. Cozy Stylish 2 BR Home w / Relax & Enjoy

Cozy Stylish 2 BR Home w / Relax & Enjoy
Owensboro
9.4 out of 10, Exceptional, (3 reviews)
"The host was easy to communicate with. The house was very clean, new appliances, spacious and comfortable. I highly recommend this property when staying in the Owensboro area"
United States
Carly J.
The price is AED 446
AED 1,348 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Stylish 2 BR Home w / Relax & Enjoy
Exterior

12. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (119 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is AED 364
AED 558 total
includes taxes & fees
22 Sep - 23 Sep
Charming Treehouse with Lake View and Access
Living area

13. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
10.0 out of 10, Exceptional, (1 review)
"After staying for several weeks, we can say with confidence that our host, Kelsey, and the Bluegrass Barbie house exceeded our expectations! Kelsey was so friendly and made our experience an easy one. She was accessible to us, very responsive, and accommodating throughout our stay. She made the process seamless. The home has great curb appeal and is located in a nice neighborhood where we felt very safe. We felt welcomed when we walked in the door. Inside, the home was very clean throughout...
United States
Jessica S.
The price is AED 327
AED 1,068 total
includes taxes & fees
30 Sep - 1 Oct
The Bluegrass Barbie
Dining

14. 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
The price is AED 489
AED 1,505 total
includes taxes & fees
27 Sep - 28 Sep
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Smart TV, fireplace, video games

15. 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.
The price is AED 703
AED 932 total
includes taxes & fees
28 Sep - 29 Sep
Welcome to simple comfort a like new family friendly home Full of accommodation
Smart TV, fireplace

16. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
The price is AED 417
AED 1,177 total
includes taxes & fees
28 Sep - 29 Sep
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Smart TV, fireplace

17. 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
The price is AED 533
AED 1,245 total
includes taxes & fees
4 Oct - 5 Oct
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
TV

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

The Cowboys Slumber' 2 Mi to Lincoln State Park
Gentryville
10.0 out of 10, Exceptional, (1 review)
"We had an excellent stay! Place was nice and homey, well decorated and perfectly clean! Host was on top of making sure we had everything we needed. Would definitely recommend for anyone wanting to stay close to Holiday World or Lincoln State Park!"
United States
Jennifer C.
The price is AED 404
AED 1,419 total
includes taxes & fees
22 Sep - 23 Sep
The Cowboys Slumber' 2 Mi to Lincoln State Park
House (2 Bedrooms) | Interior

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

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
The price is AED 551
AED 1,447 total
includes taxes & fees
22 Sep - 23 Sep
The Cowboys Slumber' 2 Mi to Lincoln State Park
Smart TV

20. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (73 reviews)
"The place was great, quiet and peaceful! "
United States
brian k.
The price is AED 525
AED 642 total
includes taxes & fees
22 Sep - 23 Sep
Guest House with acreage to explore.
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

Hampton Inn Evansville/Airport

Hampton Inn Evansville/Airport

10/10 Excellent
"Great space!"
Tai 1-night trip
Posted less than an hour ago
Hampton Inn Evansville/Airport

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?

Large Home Sleeps 24 in Santa Claus 5 Mins from Holiday World with a Game Room: This vacation home rental outside of Rockport offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.