A riverboat docked near a forested area with a warning sign.

Greensburg Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Greensburg vacation rentals

WiFi, bed sheets

Cozy 1-bedroom Studio apartment!

Cozy 1-bedroom Studio apartment!
Greensburg
$153 nightly
The price is $163
Jul 13 - Jul 14
Total with taxes and fees
Cozy 1-bedroom Studio apartment!
Smart TV, fireplace, books

Charming Vintage Home

Charming Vintage Home
Greensburg
9.6 out of 10, Exceptional, (38 reviews)
"Once again a very nice stay. Enjoyed this property."
United States
Donald H.
$190 nightly
The price is $203
Jul 7 - Jul 8
Total with taxes and fees
Charming Vintage Home
Exterior detail

Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Greensburg
10.0 out of 10, Exceptional, (8 reviews)
"Grandmas Cottage was just like described, very clean and cozy. And not to far away from Downtown Columbia. We would highly recommend to anyone. "
United States
Jennifer J.
$447 nightly
The price is $490
Jul 7 - Jul 8
Total with taxes and fees
Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Property grounds

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (30 reviews)
"Excellent accomodations. Well-priced with a great kitchen, more TVs than you could possibly ever dream possible, comfy outdoor seating, and so much more. Jeff is an incredible host who goes above and beyond."
United States
Russell
$134 nightly
The price is $143
Jul 7 - Jul 8
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail
Room, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker

Greer Room 1 Bedroom by Main Street Bed & Breakfast

Greer Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
10.0 out of 10, Exceptional, (1 review)
"I enjoyed my brief stay at the property. The check in process was unusual. I talked with the property manager via Ring and the place was unlocked. Also, I was initially unsure which room I would occupy. But everything got sorted out. The location is very, very close to the street, but the building, which apparently was constructed in 1810, was so well constructed that any noises from passing traffic could not be heard. The room was quiet and comfortable. The ambience of the place was...
United States
Michael Tim
$131 nightly
The price is $145
Aug 3 - Aug 4
Total with taxes and fees
Greer Room 1 Bedroom by Main Street Bed & Breakfast
Private kitchen

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.2 out of 10, Wonderful, (41 reviews)
"Nice little place for a stay, my teenagers loved the big bunk beds"
United States
Jennifer B.
$194 nightly
The price is $216
Jul 11 - Jul 12
Total with taxes and fees
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Interior

Cozy Bourbon Trail Loft suite in Loretto

Cozy Bourbon Trail Loft suite in Loretto
Loretto
9.8 out of 10, Exceptional, (9 reviews)
"Amazing host, place was super clean, conveniently located, place had everything you would need for a trip. I would highly recommend checking this place out."
United States
Andrea E
$155 nightly
The price is $166
Jul 7 - Jul 8
Total with taxes and fees
Cozy Bourbon Trail Loft suite in Loretto
Fridge, microwave, oven, stovetop

Cheerful Home w/Fireplace

Cheerful Home w/Fireplace
Campbellsville
10.0 out of 10, Exceptional, (32 reviews)
"Very clean place, quite little neighborhood. Would stay there again. "
United States
James W.
$203 nightly
The price is $223
Jul 20 - Jul 21
Total with taxes and fees
Cheerful Home w/Fireplace
Cabin 5 Shady Pines | Living area | 42-inch flat-screen TV with satellite channels, TV

Kozy Haven Log Cabin Rentals

Kozy Haven Log Cabin Rentals
3.0 star property
Columbia
9.6 out of 10, Exceptional, (51 reviews)
"House was very clean and accessible great staff definitely will stay again "
United States
Kent
$145 nightly
The price is $160
Jul 7 - Jul 8
Total with taxes and fees
Kozy Haven Log Cabin Rentals
Property grounds

Glamping in the She Shed

Glamping in the She Shed
Glasgow
9.8 out of 10, Exceptional, (17 reviews)
"The She Shed was great. Cozy little spot. Stayed for three nights and slept great. The hosts we're awesome: helpful and hospitable. The cabin was stocked well enough that we could cook a little breakfast in the morning and head off to Mammoth Cave for some hiking during the day. Really happy I found this spot. Glamping is where it's at."
United States
Andrew
$187 nightly
The price is $206
Jul 7 - Jul 8
Total with taxes and fees
Glamping in the She Shed
Smart TV, books

Charming 4-bedroom cottage with WiFi, AC in brilliant Munfordville

Charming 4-bedroom cottage with WiFi, AC in brilliant Munfordville
Munfordville
10.0 out of 10, Exceptional, (19 reviews)
"Excellent accommodations! "
United States
Susan B.
$295 nightly
The price is $335
Jul 7 - Jul 8
Total with taxes and fees
Charming 4-bedroom cottage with WiFi, AC in brilliant Munfordville
Terrace/patio

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (33 reviews)
"We have stayed here three times and love it. Location is great for Bourbon tours. I highly recommend!!! "
United States
Amy T.
$146 nightly
The price is $156
Jul 19 - Jul 20
Total with taxes and fees
The Rustic Suite on Bourbon Trail
Fridge, microwave, oven, stovetop

The Flint House! Lovely Cabin located in beautiful Campbellsville Ky.

The Flint House! Lovely Cabin located in beautiful Campbellsville Ky.
Campbellsville
10.0 out of 10, Exceptional, (17 reviews)
"The house was beautiful and very nice to stay at. "
United States
Seth C.
$191 nightly
The price is $210
Jul 7 - Jul 8
Total with taxes and fees
The Flint House! Lovely Cabin located in beautiful Campbellsville Ky.
Smart TV, offices

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
Cave City
9.6 out of 10, Exceptional, (21 reviews)
"The location and size of this property was perfect for our stop to visit Mammoth Caves!"
United States
Curt B.
$269 nightly
The price is $299
Jul 7 - Jul 8
Total with taxes and fees
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
2 bedrooms, in-room safe, laptop workspace, iron/ironing board

Glamping at Peace In The Valley

Glamping at Peace In The Valley
Glasgow
10.0 out of 10, Exceptional, (1 review)
"Peggy was very gracious and kind. The SheShed was charming as could be, and my kids loved the ammenities on the property."
United States
Ruth F.
$187 nightly
The price is $206
Jul 7 - Jul 8
Total with taxes and fees
Glamping at Peace In The Valley
Outdoor dining

Charming Cave City Vacation Rental w/ Fire Pit!

Charming Cave City Vacation Rental w/ Fire Pit!
Cave City
10.0 out of 10, Exceptional, (54 reviews)
"My wife, two kids, and I stayed here while we were visiting Mammoth Caves. It was in a great location, and was spacious and clean."
United States
Jason H.
$296 nightly
The price is $327
Jul 8 - Jul 9
Total with taxes and fees
Charming Cave City Vacation Rental w/ Fire Pit!
Smart TV, books, stereo

Hidden Station. 2 bedroom pet friendly apartment in the heart of Horse Cave Ky.

Hidden Station. 2 bedroom pet friendly apartment in the heart of Horse Cave Ky.
Horse Cave
10.0 out of 10, Exceptional, (25 reviews)
"Stayed here for a short family trip to see mammoth cave and other caves around. Great decoration and spacious apartment for our family. Park across the street for pets or kiddo. Private show cave directly across the street! "
United States
Amy B.
$206 nightly
The price is $227
Jul 7 - Jul 8
Total with taxes and fees
Hidden Station. 2 bedroom pet friendly apartment in the heart of Horse Cave Ky.
Interior

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
Cave City
10.0 out of 10, Exceptional, (47 reviews)
"Super cute and perfect for what we needed!"
United States
Caitlynn A.
$232 nightly
The price is $258
Jul 8 - Jul 9
Total with taxes and fees
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
Bar (on property)

Cozy cottage in charming New Hope with AC, WiFi

Cozy cottage in charming New Hope with AC, WiFi
New Hope
10.0 out of 10, Exceptional, (19 reviews)
"The owners went above and beyond during our stay. This place is a true gem! The cottage has everything you need and the bed was super comfy!"
United States
Megan B.
$217 nightly
The price is $232
Jul 7 - Jul 8
Total with taxes and fees
Cozy cottage in charming New Hope with AC, WiFi
Exterior

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Magnolia
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place!"
United States
Scott B.
$237 nightly
The price is $254
Jul 9 - Jul 10
Total with taxes and fees
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
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 Greensburg Hotel Reviews

Days Inn by Wyndham Columbia Kentucky

Days Inn by Wyndham Columbia Kentucky

8/10 Good
"It was a pleasant stay. I didn’t have any issues I slept good too."
La Tonya 1-night trip
Posted 4 hours ago
Days Inn by Wyndham Columbia Kentucky

Find out more about Greensburg

Everything you need to know about Greensburg 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 Greensburg 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 Greensburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greensburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greensburg. 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 Greensburg 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 $160 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 Greensburg rentals

At Expedia, we put the best Greensburg 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 Greensburg 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 Greensburg 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 Greensburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Greensburg?

Yes, we offer vacation rentals close to popular points of interest in Greensburg, or you can select a more remote option if you want a relaxing place to stay. Greensburg is known for its theaters.

What are some of the best vacation home rentals that Greensburg has to offer?

The House at Cedar Grove: Visitors give good reviews to this Greensburg vacation home rental, which is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Greensburg?

Choose from 4 Expedia vacation rentals in Greensburg for a memorable vacation.

What’s there to see and do in Greensburg?

Green River and Hobson Island are a couple of scenic spots to enjoy the outdoors, whereas Skyline Drive-In Theatre is one of the cultural attractions. While here, Greensburg City Hall and Green County Public Library are other places worth a visit.

What’s a vacation rental in Greensburg like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Greensburg. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.