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Compare 44 Vacation Homes in Greencastle with updated reviews, rates, and availability.

Country Hideaway but close to town
Exterior

Country Hideaway but close to town

9.8 out of 10, Exceptional, (12)
"Lovely home with lots of space to spread out- inside and out. Our dog appreciated the 12 acres of woods to romp through. I appreciated the hot tub after a long drive. I hope to stay again!"
The price is AED 588
AED 1,102 total
includes taxes & fees
30 Dec - 31 Dec
Country Hideaway but close to town
Millstone retreat
Exterior

Millstone retreat

9.8 out of 10, Exceptional, (78)
"Annual Thanksgiving/Christmas get together for our family. This place was perfect! Plenty of sleeping space, but even better was the amount of space for our family to gather around the table and in the living room. We were together all-in-one space without being overcrowded wiboth inside and outide."
The price is AED 1,286
AED 1,681 total
includes taxes & fees
25 Dec - 26 Dec
Millstone retreat
Charming Greencastle Home < 1 Mi to DePauw!
Greencastle Vacation Rental | 2BR | 2BA | 2 Entry Steps | 1,375 Sq Ft

Charming Greencastle Home < 1 Mi to DePauw!

10.0 out of 10, Exceptional, (11)
"Property was clean and nice, just wish it had a dining table, but would definitely stay there again!"
Charming Greencastle Home < 1 Mi to DePauw!
4 Mi to Dtwn: Danville Home w/ Patio & Yard
Danville Vacation Rental | 5BR | 3.5BA | 3,000 Sq Ft | 2 Steps to Enter

4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard
Quaint century-old home just minutes from Turkey Run & Shades State Park
Front porch area

Quaint century-old home just minutes from Turkey Run & Shades State Park

9.2 out of 10, Wonderful, (21)
"This is a cozy little home in a small town within a nine minute drive of Turkey Run State park, and nine miles from Shades State Park and Rockville ( which has some quaint specialty and antique stores). The host has it well stocked (above and beyond what most VRBO hosts do) with snacks, condiments, and a coffe bar! Stacie was very responsive to all my texts and questions throughout our stay. It suited my sister and I well for our stay."
The price is AED 496
AED 1,119 total
includes taxes & fees
31 Dec - 1 January 2025
Quaint century-old home just minutes from Turkey Run & Shades State Park
Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake
Welcome to Forest Park Lodge!

Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake

10.0 out of 10, Exceptional, (5)
"Beautiful home but the property is where it is at. Absolutely gorgeous. We really appreciate the extra towels and comfy beds. Kids had a blast in the bunk room with some AM cartoons while the adults shook over hangovers. Pool super cool. Only drawback is there were some lights we did not know how to turn on. Didn't ask though, property manager was great keeping us informed and answering questions. thinking about coming back next year!"
The price is AED 1,572
AED 4,798 total
includes taxes & fees
1 Jan - 2 January 2025
Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake
Home in Brazil
Exterior

Home in Brazil

10.0 out of 10, Exceptional, (8)
"Clean and comfortable, great communication with owner "
The price is AED 327
AED 428 total
includes taxes & fees
30 Dec - 31 Dec
Home in Brazil
Bridge-view Family Suite
One of my favorite views. Peaceful history.

Bridge-view Family Suite

10.0 out of 10, Exceptional, (2)
"Beautiful property and beautiful accommodations! "
Bridge-view Family Suite
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
We provide a BBQ, Patio Furniture, and beautiful surroundings!

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

10.0 out of 10, Exceptional, (50)
"We really enjoyed out stay. Place is immaculate and comfortable. Loved the covered outside deck and so did our Scottie dog! Wish we could have stayed longer. Will definitely look forward to staying there again. Thank you Bob and Joanne!"
The price is AED 477
AED 908 total
includes taxes & fees
31 Dec - 1 January 2025
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
Sugar Creek Escape at Turkey Run
Amazing landscaping throughout the grounds.

Sugar Creek Escape at Turkey Run

10.0 out of 10, Exceptional, (62)
"Better than a 5 star hotel!"
Sugar Creek Escape at Turkey Run
Lake house w/seasonal pool and boat storage.
Welcome to Captain Bill’s Lake House with poolside resort.

Lake house w/seasonal pool and boat storage.

9.8 out of 10, Exceptional, (24)
"The house was clean, comfortable, and charming!"
Lake house w/seasonal pool and boat storage.
Amazing Spacious Luxury Home - Sleeps Up To 16!
Exterior

Amazing Spacious Luxury Home - Sleeps Up To 16!

8.8 out of 10, Excellent, (12)
"Stayed here"
Amazing Spacious Luxury Home - Sleeps Up To 16!
The Getaway House with Hot Tub and Pool. Pet Friendly
Outdoor spa tub

The Getaway House with Hot Tub and Pool. Pet Friendly

9.6 out of 10, Exceptional, (11)
"This was our first VRBO rental and it did not disappoint!! We wanted to "get away" and that is exactly what we did. "The Getaway" was beautiful, clean and the hot tub was amazing. We will be back in the warmer months to try out the pool. Communication with the host was easy and the local food was great!! Thanks Lisa and family for allowing us to enjoy your home!!"
The price is AED 551
AED 1,001 total
includes taxes & fees
30 Dec - 31 Dec
The Getaway House with Hot Tub and Pool. Pet Friendly
This home is located in beautiful Parke County, a rustic and charming setting.
Living area

This home is located in beautiful Parke County, a rustic and charming setting.

10.0 out of 10, Exceptional, (78)
"Thank you for the beautiful stay!! "
This home is located in beautiful Parke County, a rustic and charming setting.
1840 Homestead
Bedroom

1840 Homestead

10.0 out of 10, Exceptional, (38)
"Overall a 10/10.We loved this little homestead house.everything was clean,neat,and very homie.The big surprise for us though was only a few steps away outside.We was not expecting this wonderfull warm ,soothing,relaxer.It really made our5 hour drive from southern Michigan worth the arrival,to ease our anxiety from the long drive.A perfect end to a long day.We recommend this property.And will love to stay again more than one night next time."
The price is AED 514
AED 1,012 total
includes taxes & fees
27 Dec - 28 Dec
1840 Homestead
Creekside cottage with hot tub and fishing
Property grounds

Creekside cottage with hot tub and fishing

10.0 out of 10, Exceptional, (9)
"The property is very nice. Enjoyed the pool table! "
Creekside cottage with hot tub and fishing
Perfect spot! Martinsville's Beautiful Leaves, IU Football to Indy nightlife!
Living area

Perfect spot! Martinsville's Beautiful Leaves, IU Football to Indy nightlife!

10.0 out of 10, Exceptional, (4)
"Nice little place for our short stay to go to an IU game. Slept 4 adults with no issues."
The price is AED 533
AED 1,255 total
includes taxes & fees
25 Dec - 26 Dec
Perfect spot! Martinsville's Beautiful Leaves, IU Football to Indy nightlife!
Huge Main Bedroom with En-suite Close proximity to Rose Hulman
Living area

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

10.0 out of 10, Exceptional, (13)
"Lovely house. Everything we needed to host Thanksgiving for my mom. We loved sitting in the living room, chatting, watching football and enjoying the place. Very relaxed setting. Bed in the main bedroom is firm and super comfortable (just the way we like it.) Decor was well done as well. We'll be back!"
Huge Main Bedroom with En-suite Close proximity to Rose Hulman
Lovely 2-Bedroom Home Located Close To It All
Living area

Lovely 2-Bedroom Home Located Close To It All

9.4 out of 10, Exceptional, (12)
"It was great! Lovely home was so clean and the neighborhood was so peaceful and quiet! I'll definitely be staying again if it's available! The host was so easy and quick to communicate with as well, with questions I had! "
Lovely 2-Bedroom Home Located Close To It All
Parkside at Cataract Falls Lodge
Main room showing location of the bathroom and view of the kitchenette area.

Parkside at Cataract Falls Lodge

10.0 out of 10, Exceptional, (27)
"Amazing nice and quiet and very clean will be back for another stay"
Parkside at Cataract Falls Lodge
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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Other property types in Greencastle

Country Hideaway but close to town
Exterior

Country Hideaway but close to town

9.8 out of 10, Exceptional, (12)
"Lovely home with lots of space to spread out- inside and out. Our dog appreciated the 12 acres of woods to romp through. I appreciated the hot tub after a long drive. I hope to stay again!"
The price is AED 588
AED 1,102 total
includes taxes & fees
30 Dec - 31 Dec
Country Hideaway but close to town
Charming Greencastle Home < 1 Mi to DePauw!
Greencastle Vacation Rental | 2BR | 2BA | 2 Entry Steps | 1,375 Sq Ft

Charming Greencastle Home < 1 Mi to DePauw!

10.0 out of 10, Exceptional, (11)
"Property was clean and nice, just wish it had a dining table, but would definitely stay there again!"
Charming Greencastle Home < 1 Mi to DePauw!
The Major Dunbar Home
Major Dunbar Home

The Major Dunbar Home

10.0 out of 10, Exceptional, (3)
"Absolutely loved the house. The whole process was so easy. Very clean and we had everything we needed. Would absolutely return. Highly recommend. "
The Major Dunbar Home
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.