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

Rockport Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Rockport vacation rentals

A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

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, (25 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.
$131 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
MILSuite separate entry...close to all things Owensboro and Daviess County.
Exterior

2. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
$282 nightly
The price is $332
Nov 21 - Nov 22
Total with taxes and fees
Stylish Southern Stay for Music Lovers & Getaways!
A covered porch with a wooden floor, a bench, and a small Christmas tree.

3. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (45 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
$149 nightly
The price is $175
Nov 19 - Nov 20
Total with taxes and fees
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a grey sofa, a coffee table, and a fireplace.

4. Bluegrass Vintage

Bluegrass Vintage
Owensboro
$208 nightly
The price is $224
Nov 17 - Nov 18
Total with taxes and fees
Bluegrass Vintage
A bedroom with a wooden ladder, a dresser, a wall-mounted TV, and a window with blinds.

5. Get ready for a Spellbinding Themed Getaway at Owensboro!

Get ready for a Spellbinding Themed Getaway at Owensboro!
Owensboro
2.0 out of 10, (1 review)
"About 10 minutes after our 3 pm check in time I used the provide codes to enter the property. Once inside I found a man who had been staying there a couple of days saying there was a mistake. We both tried calling the host and got an answering machine. I made the reservation over a month ago. I left and checked my email. I had an email a little before 1 saying my reservation was canceled and a refund issued. After seeing the place and the area I would not have felt comfortable staying there. It...
United States
Barbara B.
$285 nightly
The price is $335
Nov 22 - Nov 23
Total with taxes and fees
Get ready for a Spellbinding Themed Getaway at Owensboro!
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

6. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (26 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
$403 nightly
The price is $436
Dec 1 - Dec 2
Total with taxes and fees
Downtown Dream in Owensboro Ky
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.

7. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (5 reviews)
"Cute little cottage! We were in town for my son’s tournament and it worked great for a short stay with me, my husband and our two sons. Host had great communication and hospitality. Will book again if travel brings us back to this area. "
United States
Kristen C.
$186 nightly
The price is $218
Nov 16 - Nov 17
Total with taxes and fees
Cozy Cottage home
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

8. 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, (25 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.
$268 nightly
The price is $315
Nov 27 - Nov 28
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.

9. 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)
"House was clean and friendly host."
United States
Danielle B.
$171 nightly
The price is $201
Nov 15 - Nov 16
Total with taxes and fees
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

10. 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.
$205 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Welcome to simple comfort a like new family friendly home Full of accommodation
A modern kitchen with white cabinets, a built-in refrigerator, and a dining area with a marble table and chairs.

11. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time here. The home was easy to check in to and the host was very responsive."
United States
Isaac D.
$274 nightly
The price is $322
Nov 30 - Dec 1
Total with taxes and fees
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A wooden interior with a television, wooden cabinets, and a plant.

12. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (75 reviews)
"Nice quaint place to stay. 10/10 would recommend and stay if in the area again"
United States
Chasity D.
$156 nightly
The price is $175
Nov 15 - Nov 16
Total with taxes and fees
Guest House with acreage to explore.
A modern living room with a flat-screen TV mounted on the wall, a dark wooden dresser with drawers, and a ceiling fan.

13. Bluegrass Cove - Private HOT TUB- Sleeps 6

Bluegrass Cove - Private HOT TUB- Sleeps 6
Owensboro
$314 nightly
The price is $338
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Cove - Private HOT TUB- Sleeps 6
A kitchen with granite countertops, wooden cabinets, stainless steel appliances, and a large island with bar stools.

14. Bluegrass Oasis | Pool Home in Owensboro

Bluegrass Oasis | Pool Home in Owensboro
Owensboro
$340 nightly
The price is $365
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Oasis | Pool Home in Owensboro
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

15. 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.
$236 nightly
The price is $278
Nov 29 - Nov 30
Total with taxes and fees
The Bluegrass Barbie
A wooden observation tower with a small deck and stairs, surrounded by trees.

16. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (127 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
$125 nightly
The price is $141
Nov 16 - Nov 17
Total with taxes and fees
Charming Treehouse with Lake View and Access
A modern living room with a dining table, chairs, a sofa, and a television.

17. Bluegrass Nest- Sleeps 8

Bluegrass Nest- Sleeps 8
Owensboro
$295 nightly
The price is $317
Nov 15 - Nov 16
Total with taxes and fees
Bluegrass Nest- Sleeps 8
A bedroom with a bed, a bedside table, a wall-mounted TV, and a window with curtains.

18. Bluegrass Commons | Sleeps 6

Bluegrass Commons | Sleeps 6
Owensboro
$295 nightly
The price is $317
Nov 30 - Dec 1
Total with taxes and fees
Bluegrass Commons | Sleeps 6
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

19. Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF

Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
Owensboro
$408 nightly
The price is $412
Nov 15 - Nov 16
Total with taxes and fees
Unit 6 - The Bluegrass · 1 Bed · 1 Bath · 900 SF
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

20. 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
$270 nightly
The price is $318
Nov 16 - Nov 17
Total with taxes and fees
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
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

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

10/10 Excellent
"The hotel was very clean. The food is great. the bed is the best , that’s why we always stay at Drury. Staff friendly. the only complaint is the road work in front of the hotel. took us a little longer to find how to get into the parking lot! but no fault of the hotel at all! i will always be a returning customer."
Troy 2-night trip
Posted 18 hours ago
Drury Inn & Suites Evansville East

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 $141 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.