Book Holiday Homes in Greensburg

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Featured Holiday Homes in Greensburg

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

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

Cave City KY
The price is AU$292 per night from 30 Dec to 31 Dec
AU$292
30 Dec - 31 Dec
includes taxes & fees
With a stay at this vacation home in Cave City, you'll be within a 10-minute drive of Mammoth Cave National Park and Cave City Convention Center.
Opens in a new windowCharming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Stunning view! Hot Tub, Privacy & Relaxation

Stunning view! Hot Tub, Privacy & Relaxation

2 out of 5
Raywick KY
This vacation home is 8.9 mi (14.2 km) from Clay Hill Memorial Forest and 13.3 mi (21.4 km) from Miller Park Walking Track.
Opens in a new windowStunning view! Hot Tub, Privacy & Relaxation
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 KY
The price is AU$400 per night from 3 Jan to 4 Jan
AU$400
3 Jan - 4 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cave City, you'll be within a 10-minute drive of Mammoth Cave National Park and Cave City Convention Center.
Opens in a new windowChillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
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Bluegrass Bliss

Bluegrass Bliss

Horse Cave KY
The price is AU$325 per night from 29 Dec to 30 Dec
AU$325
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Horse Cave, you'll be within a 5-minute drive of Hidden River Cave and American Cave Museum and Kentucky Repertory ...
Opens in a new windowBluegrass Bliss
🍒CHERRY’S DELIGHT - Where timeless comfort is served with a cherry on top!

🍒CHERRY’S DELIGHT - Where timeless comfort is served with a cherry on top!

Glasgow KY
With a stay at this vacation home in Glasgow, you'll be within a 15-minute walk of South Central Kentucky Cultural Center and Plaza Theatre.
Opens in a new window🍒CHERRY’S DELIGHT - Where timeless comfort is served with a cherry on top!
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 KY
The price is AU$382 per night from 31 Dec to 1 Jan
AU$382
31 Dec - 1 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cave City, you'll be within a 10-minute drive of Mammoth Cave National Park and Mammoth Cave Wildlife Museum.
Opens in a new windowCharming 3-bedroom house "Cavern" with tons of amenities in Cave City.
Charming Vintage Home

Charming Vintage Home

Greensburg KY
The price is AU$308 per night from 30 Dec to 31 Dec
AU$308
30 Dec - 31 Dec
includes taxes & fees
With a stay at this vacation home in Greensburg, you'll be within a 5-minute walk of Green County Public Library and Greensburg City Hall.
Opens in a new windowCharming Vintage Home
Foster Lodge at Green River Lake- Pet Friendly & NO Cleaning Fees!

Foster Lodge at Green River Lake- Pet Friendly & NO Cleaning Fees!

Campbellsville KY
Located in Campbellsville, this vacation home is in a rural location, a 1-minute drive from Green River Lake State Park and 5 minutes from Green River.
Opens in a new windowFoster Lodge at Green River Lake- Pet Friendly & NO Cleaning Fees!
8 Bedroom 13 Bed large Country Home, Huge Country Kitchen, Bright Starry Nights

8 Bedroom 13 Bed large Country Home, Huge Country Kitchen, Bright Starry Nights

Edmonton KY
With a stay at this vacation home in Edmonton, you'll be 26.1 mi (42 km) from Mammoth Cave National Park and 19.9 mi (32.1 km) from Green River.
Opens in a new window8 Bedroom 13 Bed large Country Home, Huge Country Kitchen, Bright Starry Nights
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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.

Greensburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greensburg vacation homes are the perfect way for you to wing it.

Holiday houses in Greensburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greensburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greensburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greensburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greensburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greensburg Holiday Homes essential information

Accommodation
59 Holiday Homes
Lowest Price
AU$138
Highest Price
AU$400
Popular accommodation
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City. , Stunning view! Hot Tub, Privacy & Relaxation, Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave! , Bluegrass Bliss, 🍒CHERRY’S DELIGHT - Where timeless comfort is served with a cherry on top!, Charming 3-bedroom house "Cavern" with tons of amenities in Cave City. , Charming Vintage Home, Foster Lodge at Green River Lake- Pet Friendly & NO Cleaning Fees!, 8 Bedroom 13 Bed large Country Home, Huge Country Kitchen, Bright Starry Nights

Top trending hotels in Greensburg

Walk to Dtwn Greensburg: Charming Unit w/ Deck!

Walk to Dtwn Greensburg: Charming Unit w/ Deck!

3 out of 5
Greensburg KY
With a stay at this apartment in Greensburg, you'll be within a 5-minute walk of Green County Public Library and Greensburg City Hall.
Opens in a new windowWalk to Dtwn Greensburg: Charming Unit w/ Deck!
Charming Vintage Home

Charming Vintage Home

Greensburg KY
The price is AU$308 per night from 30 Dec to 31 Dec
AU$308
30 Dec - 31 Dec
includes taxes & fees
With a stay at this vacation home in Greensburg, you'll be within a 5-minute walk of Green County Public Library and Greensburg City Hall.
Opens in a new windowCharming Vintage Home
Modern Secluded Riverfront Cabin

Modern Secluded Riverfront Cabin

Greensburg KY
The price is AU$342 per night from 29 Dec to 30 Dec
AU$342
29 Dec - 30 Dec
includes taxes & fees
With a stay at this cabin in Greensburg, you'll be on a river, just steps from Green River and a 3-minute drive from Hobson Island.
Opens in a new windowModern Secluded Riverfront Cabin
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Holiday Inn Express Horse Cave by IHG

Holiday Inn Express Horse Cave by IHG

2.5 out of 5
750 Flint Ridge Rd Horse Cave KY
Fully refundable
The price is AU$138 per night from 26 Jan to 27 Jan
AU$138
26 Jan - 27 Jan 2026
includes taxes & fees
Located in Horse Cave, Holiday Inn Express Horse Cave by IHG is in a rural location, within a 5-minute drive of Kentucky Down Under Adventure Zoo and Kentucky ...
Opens in a new windowHoliday Inn Express Horse Cave by IHG
Don't see what you're looking for?
See all available properties in Greensburg
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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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^Subject to availability and chosen travel dates.