Book Holiday Homes in Greencastle

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Featured Holiday Homes in Greencastle

2-bedroom vacation home minutes away from Greencastle and Depauw campus

2-bedroom vacation home minutes away from Greencastle and Depauw campus

Greencastle
Located in Greencastle, this vacation home is in a rural location, a 4-minute drive from Deer Creek Fish and Wildlife Area and 8 minutes from Scott Hamilton ...
2-bedroom vacation home minutes away from Greencastle and Depauw campus
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

2 out of 5
Rockville
With a stay at this vacation home in Rockville, you'll be within a 5-minute drive of 1883 Train Depot and Billie Creek Village.
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

Rockville
A stay at this vacation home places you in the heart of Rockville, within a 5-minute drive of Billie Creek Village and 1883 Train Depot.
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
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The Trillium House at DePauw - 4/5 BR 3.5 BA

The Trillium House at DePauw - 4/5 BR 3.5 BA

Greencastle
With a stay at this vacation home in Greencastle, you'll be a 1-minute walk from DePauw University and 8 minutes by foot from Judson and Joyce Green Center for ...
The Trillium House at DePauw - 4/5 BR 3.5 BA
1840 Homestead

1840 Homestead

Jamestown
With a stay at this vacation home in Jamestown, you'll be 25.4 mi (40.9 km) from Indianapolis Motor Speedway and 31.3 mi (50.3 km) from Indiana Convention ...
1840 Homestead
The Getaway House with Hot Tub and Pool.  Pet Friendly

The Getaway House with Hot Tub and Pool. Pet Friendly

Rosedale
Located in Rosedale, this vacation home is within a 15-minute drive of Union Hospital Clinton and Union Hospital.
The Getaway House with Hot Tub and Pool. Pet Friendly
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Brazil
With a stay at this vacation home in Brazil, you'll be 31.2 mi (50.3 km) from Turkey Run State Park and 12.1 mi (19.5 km) from Hulman Beach.
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Hidden Gem in the Woods: Lost Creek Lodge

Hidden Gem in the Woods: Lost Creek Lodge

Terre Haute
This vacation home is 1.1 mi (1.7 km) from Rose-Hulman Institute of Technology and 1.8 mi (3 km) from Speed Beach.
Hidden Gem in the Woods: Lost Creek Lodge
Huge Main Bedroom with En-suite Close proximity to Rose Hulman

Huge Main Bedroom with En-suite Close proximity to Rose Hulman

Terre Haute
Located in Seelyville, this vacation home is within a 5-minute drive of Hulman Links Golf Course and Rose-Hulman Institute of Technology.
Huge Main Bedroom with En-suite Close proximity to Rose Hulman
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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.

Greencastle 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 Greencastle vacation homes are the perfect way for you to wing it.

Holiday houses in Greencastle 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 Greencastle 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 Greencastle adventures, obvs.

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

Greencastle Holiday Homes essential information

Accommodation
53 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
2-bedroom vacation home minutes away from Greencastle and Depauw campus, Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown., A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge., The Trillium House at DePauw - 4/5 BR 3.5 BA, 1840 Homestead , The Getaway House with Hot Tub and Pool. Pet Friendly, Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi, Hidden Gem in the Woods: Lost Creek Lodge, Huge Main Bedroom with En-suite Close proximity to Rose Hulman

Top trending hotels in Greencastle

Inn at DePauw

Inn at DePauw

3.5 out of 5
2 West Seminary Street, Greencastle, IN
With a stay at Inn at DePauw in Greencastle, you'll be within a 5-minute walk of DePauw University and Roy O West Library.
Inn at DePauw
2-bedroom vacation home minutes away from Greencastle and Depauw campus

2-bedroom vacation home minutes away from Greencastle and Depauw campus

Greencastle
Located in Greencastle, this vacation home is in a rural location, a 4-minute drive from Deer Creek Fish and Wildlife Area and 8 minutes from Scott Hamilton ...
2-bedroom vacation home minutes away from Greencastle and Depauw campus
Charming Greencastle Home < 1 Mi to DePauw!

Charming Greencastle Home < 1 Mi to DePauw!

Greencastle
With a stay at this vacation home in Greencastle, you'll be within a 10-minute walk of Putnam County Train Museum and Mary Rogers Field Park.
Charming Greencastle Home < 1 Mi to DePauw!
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The Trillium House at DePauw - 4/5 BR 3.5 BA

The Trillium House at DePauw - 4/5 BR 3.5 BA

Greencastle
With a stay at this vacation home in Greencastle, you'll be a 1-minute walk from DePauw University and 8 minutes by foot from Judson and Joyce Green Center for ...
The Trillium House at DePauw - 4/5 BR 3.5 BA
Don't see what you're looking for?
See all available properties in Greencastle
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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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