Greensburg Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Greensburg

Charming Vintage Home

9.6 out of 10, Exceptional, (28)
"In town for a week to visit the grandchildren and had a very nice stay. Very clean and comfortable."
The price is ¥16,026
¥31,639 total
includes taxes & fees
Sep 21 - Sep 22
Charming Vintage Home

Modern Secluded Riverfront Cabin

10.0 out of 10, Exceptional, (11)
"This getaway is such a delight and has become an annual stay for us when we come into town! Thank you for your hospitality. "
Modern Secluded Riverfront Cabin

The House at Cedar Grove

10.0 out of 10, Exceptional, (18)
"Impressed with size, furnishings and cleanliness."
The House at Cedar Grove

Grandma's Cottage; A charming 4 b-room home in a quite and peaceful setting

10.0 out of 10, Exceptional, (6)
"Worked out perfect last minute trip for ky deer season open"
The price is ¥39,698
¥57,542 total
includes taxes & fees
Sep 11 - Sep 12
Grandma's Cottage; A charming 4 b-room home in a quite and peaceful setting

Walk to Dtwn Greensburg: Charming Unit w/ Deck!

3.0 star property
Walk to Dtwn Greensburg: Charming Unit w/ Deck!

Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

10.0 out of 10, Exceptional, (236)
"Great way to relax....and fish....at the same time!"
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

Nice log cabin home in the heart of bourbon country. Pet friendly.

10.0 out of 10, Exceptional, (5)
The price is ¥19,849
¥24,398 total
includes taxes & fees
Aug 31 - Sep 1
Nice log cabin home in the heart of bourbon country. Pet friendly.

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

9.0 out of 10, Wonderful, (23)
"Easy check in. Extremely clean bungalow. Air conditioning was so awesome. Very comfortable bed. Thanks for sharing your place with us, we enjoyed our stay so much. If I return to Cave City I will definitely stay here again."
The price is ¥11,645
¥29,325 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Kozy Haven Log Cabin Rentals

3.0 star property
9.6 out of 10, Exceptional, (39)
"Absolutely adorable! Comfortable. Quiet. Kid friendly. Clean. Definitely staying again."
The price is ¥12,825
¥20,234 total
includes taxes & fees
Sep 2 - Sep 3
Kozy Haven Log Cabin Rentals

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (15)
"We really enjoyed our stay. The owner was awesome to work with!"
The price is ¥10,983
¥18,842 total
includes taxes & fees
Sep 1 - Sep 2
Modern 2 Bed Suite on Bourbon Trail

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

9.6 out of 10, Exceptional, (12)
"We had a lovely stay! Great house just about 20 minutes from the park. Perfect for families!"
The price is ¥19,849
¥44,021 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

Lake House near Green River Lake and minutes from several marinas.

9.2 out of 10, Wonderful, (87)
"Great stay. "
Lake House near Green River Lake and minutes from several marinas.

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

10.0 out of 10, Exceptional, (36)
"Overall, ot was a great place to stay because right between all the"
The price is ¥20,114
¥39,732 total
includes taxes & fees
Sep 2 - Sep 3
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Quaint,newly remodeled country cabin in the heart of Bourbon Country.

2.0 star property
9.8 out of 10, Exceptional, (7)
"Quaint, recently updated place in the heart of bourbon country! Quiet stay, scenic area!"
Quaint,newly remodeled country cabin in the heart of Bourbon Country.

Stunning view! Hot Tub, Privacy & Relaxation

2.0 star property
10.0 out of 10, Exceptional, (16)
"Awesome place. Very clean. Very peaceful and relaxing "
Stunning view! Hot Tub, Privacy & Relaxation

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
The price is ¥17,335
¥43,584 total
includes taxes & fees
Sep 1 - Sep 2
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Charming 3-bedroom house in peaceful Saint Francis, on the Bourbon Trail

10.0 out of 10, Exceptional, (4)
"As described. Nice quiet place to stay. Not too far from Bardstown, distilleries and attractions. "
Charming 3-bedroom house in peaceful Saint Francis, on the Bourbon Trail

Hatcher Pass Cozy House less than 5 miles from Green River Lake

10.0 out of 10, Exceptional, (57)
"Had a good time in Kentucky, great location to go see multiple things in the area"
Hatcher Pass Cozy House less than 5 miles from Green River Lake

Guesthouse

10.0 out of 10, Exceptional, (87)
"I have lost count on times we have stayed. Kelli & Jason are great host"
Guesthouse

Charming Cave City Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (45)
"Lovely property, would definitely return"
The price is ¥14,115
¥47,622 total
includes taxes & fees
Sep 1 - Sep 2
Charming Cave City Vacation Rental w/ Fire Pit!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greensburg Hotel Reviews

Find out more about Greensburg

Find out more about Greensburg

Search for holiday rentals in Greensburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Greensburg using one of the methods below:

  • View our selection of featured holiday rentals in Greensburg
  • Use the map to find apartments and other holiday homes in the Greensburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greensburg while they last

Look no further and take a look at our great range of rental properties in Greensburg!

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?

Charming Vintage Home: Visitors give good reviews to this Greensburg vacation home rental, which offers a fireplace, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.