Greensburg Vacation Rentals

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Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Greensburg vacation rentals

Interior
Modern Secluded Riverfront Cabin

Modern Secluded Riverfront Cabin

Modern Secluded Riverfront Cabin
Greensburg
10.0 out of 10, Exceptional, (15)
"This getaway is such a delight and has become an annual stay for us when we come into town! Thank you for your hospitality. "
United States
Nina D.
The price is ￥18,081
￥33,697 total
includes taxes & fees
Dec 24 - Dec 25
Modern Secluded Riverfront Cabin
Smart TV, fireplace, books
Charming Vintage Home

Charming Vintage Home

Charming Vintage Home
Greensburg
9.6 out of 10, Exceptional, (32)
"Place was nice and roomy"
United States
tim a.
The price is ￥15,278
￥31,696 total
includes taxes & fees
Dec 13 - Dec 14
Charming Vintage Home
Exterior detail
Grandma's Cottage; A charming 4 b-room home in a quite and peaceful setting

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

Grandma's Cottage; A charming 4 b-room home in a quite and peaceful setting
Greensburg
10.0 out of 10, Exceptional, (7)
"Worked out perfect last minute trip for ky deer season open"
United States
Kevin W.
The price is ￥42,050
￥60,951 total
includes taxes & fees
Dec 13 - Dec 14
Grandma's Cottage; A charming 4 b-room home in a quite and peaceful setting
Terrace/patio
10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
Horse Cave
9.6 out of 10, Exceptional, (4)
"Everything was perfect for our first glamping experience. Host communicated well and all the instructions were exact. We would definitely stay again!!!"
United States
Kabira Y.
The price is ￥16,197
￥19,631 total
includes taxes & fees
Dec 13 - Dec 14
10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
2 bedrooms, in-room safe, laptop workspace, iron/ironing board
Glamping at Peace In The Valley

Glamping at Peace In The Valley

Glamping at Peace In The Valley
Glasgow
10.0 out of 10, Exceptional, (1)
"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.
The price is ￥12,439
￥31,325 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Glamping at Peace In The Valley
TV
Lake Daze - Cottage C

Lake Daze - Cottage C

Lake Daze - Cottage C
Campbellsville
10.0 out of 10, Exceptional, (17)
"Amazing stay!! Would recommend to anyone in the are to stop by and enjoy a cozy trip!"
United States
Shanelle' V.
The price is ￥15,418
￥23,509 total
includes taxes & fees
Dec 14 - Dec 15
Lake Daze - Cottage C
Private kitchen
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.0 out of 10, Wonderful, (29)
"It was a great place for a quick stay. "
United States
Sarah B.
The price is ￥11,213
￥30,162 total
includes taxes & fees
Dec 13 - Dec 14
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
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

Kozy Haven Log Cabin Rentals
3.0 star property
Columbia
9.6 out of 10, Exceptional, (43)
"Very peaceful, quiet, and private and clean place to stay"
United States
Michelle
The price is ￥16,664
￥24,932 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Kozy Haven Log Cabin Rentals
Exterior
HOLY MOLY looking for small family to spend time. Sleeps 5

HOLY MOLY looking for small family to spend time. Sleeps 5

HOLY MOLY looking for small family to spend time. Sleeps 5
Glasgow
10.0 out of 10, Exceptional, (1)
"It was perfect! The cabins are all really cute, i slept great. Peggy was awesome, i wish we could’ve stayed longer. The property around it was beautiful as well."
United States
Lisa H.
The price is ￥11,662
￥30,469 total
includes taxes & fees
Jan 12 - Jan 13, 2026
HOLY MOLY looking for small family to spend time. Sleeps 5
Property grounds
Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
2.0 star property
Loretto
10.0 out of 10, Exceptional, (27)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
The price is ￥11,073
￥20,025 total
includes taxes & fees
Dec 13 - Dec 14
Modern 2 Bed Suite on Bourbon Trail
Interior
The Lillypad

The Lillypad

The Lillypad
Glasgow
10.0 out of 10, Exceptional, (16)
"The host was super nice we were checking in really late and she made sure everything was good to go for us after our long trip."
United States
Chelcee S.
The price is ￥12,439
￥31,325 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Lillypad
Property grounds
Cozy 12x24’ big charm small house on 350 acre grain beef farm near Mammoth Cave!

Cozy 12x24’ big charm small house on 350 acre grain beef farm near Mammoth Cave!

Cozy 12x24’ big charm small house on 350 acre grain beef farm near Mammoth Cave!
Horse Cave
8.0 out of 10, Very Good, (4)
"Great affordable place to stay. Would recommend. "
United States
Megan A.
The price is ￥12,615
￥25,177 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 12x24’ big charm small house on 350 acre grain beef farm near Mammoth Cave!
House (1 Bedroom) | Interior
Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
2.0 star property
Russell Springs
The price is ￥14,328
￥42,575 total
includes taxes & fees
Dec 19 - Dec 20
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Property grounds
Glamping in the She Shed

Glamping in the She Shed

Glamping in the She Shed
Glasgow
9.8 out of 10, Exceptional, (17)
"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
The price is ￥11,662
￥30,469 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Glamping in the She Shed
Terrace/patio
The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (23)
"Great location relative to Maker Mark facility. "
United States
Scott
The price is ￥12,475
￥21,525 total
includes taxes & fees
Dec 13 - Dec 14
The Rustic Suite on Bourbon Trail
Interior
Cozy Bourbon Trail Loft suite in charming Loretto

Cozy Bourbon Trail Loft suite in charming Loretto

Cozy Bourbon Trail Loft suite in charming Loretto
Loretto
9.6 out of 10, Exceptional, (4)
"Very clean!"
United States
Tony K.
The price is ￥8,721
￥17,506 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Bourbon Trail Loft suite in charming Loretto
TV, offices
Cabin 4 - Very Romantic, King bed, Full Kitchen

Cabin 4 - Very Romantic, King bed, Full Kitchen

Cabin 4 - Very Romantic, King bed, Full Kitchen
Columbia
9.0 out of 10, Wonderful, (2)
"Cute and cozy place, exactly as described. Pet friendly which was a plus! Located close to amenities, too, including DG nearly across the road."
United States
Patty R.
The price is ￥16,664
￥27,539 total
includes taxes & fees
Dec 13 - Dec 14
Cabin 4 - Very Romantic, King bed, Full Kitchen
Property grounds
Glamping in the Man cave

Glamping in the Man cave

Glamping in the Man cave
Glasgow
10.0 out of 10, Exceptional, (9)
"Peggy is a wonderful lady that has created a family friendly escape from the norm. We loved our visit and will be returning soon"
United States
Larissa H.
The price is ￥11,662
￥30,469 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Glamping in the Man cave
TV
Can't BEAR to Leave - Cottage D

Can't BEAR to Leave - Cottage D

Can't BEAR to Leave - Cottage D
Campbellsville
10.0 out of 10, Exceptional, (31)
"We were very impressed with this property. We have stayed at a number of other places in the area and this one was super clean, convenient, and we will definitely stay again!"
United States
Amanda B.
The price is ￥20,090
￥28,648 total
includes taxes & fees
Dec 14 - Dec 15
Can't BEAR to Leave - Cottage D
Interior
Cabin 7 - Private Log Cabin with loft in Columbia Kentucky

Cabin 7 - Private Log Cabin with loft in Columbia Kentucky

Cabin 7 - Private Log Cabin with loft in Columbia Kentucky
Columbia
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at the cozy cabins ! So much that we even booked a extra night ! The host Joe was very nice and helpful! We will definitely be back !! Thanks Joe !"
United States
Ashley R.
The price is ￥17,443
￥28,560 total
includes taxes & fees
Dec 14 - Dec 15
Cabin 7 - Private Log Cabin with loft in Columbia Kentucky
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

Charming Vintage Home

Charming Vintage Home

10/10 Excellent
"Such a cute home! Was a very cozy stay for my little family. The house was well stocked and we loved the extra touch of some board games for us to play. The home was baby/child friendly which we appreciated with our recently mobile little one. Would love to come back and stay again! "
Amber E. 3-night trip
Posted 3 days ago
Charming Vintage Home

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, Marcum Island and Greensburg City Hall 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.