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Compare 45 Vacation Homes in Greencastle with updated reviews, rates, and availability.

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
Exterior
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
2.0 star property
9.8 out of 10, Exceptional, (7)
"The house is located on a very quiet street- wonderful, and had the main "must haves" for us- screen porch and one level. The baths were well stocked, as was the kitchen. Really a lovely house in the perfect neighborhood, will definitely stay here again."
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
Country Hideaway but close to town
Exterior
Country Hideaway but close to town
9.6 out of 10, Exceptional, (10)
"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 SAR 601
SAR 1,128 total
includes taxes & fees
12 Nov - 13 Nov
Country Hideaway but close to town
The Rosedale House
Outdoor spa tub
The Rosedale House
2.0 star property
10.0 out of 10, Exceptional, (2)
"Brian was great at quickly responding to questions. House just as advertised. Very clean. Hot tub and fire pit with wood available but we didn’t use. (May want to add night stand lamps in bedrooms and reading light in living room, as there is mostly just ceiling lights) very close to Bridgeton, primary location of Covered Bridge Festival. "
The price is SAR 563
SAR 1,106 total
includes taxes & fees
12 Nov - 13 Nov
The Rosedale House
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, (49)
"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 SAR 488
SAR 929 total
includes taxes & fees
2 Dec - 3 Dec
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
1840 Homestead
Bedroom
1840 Homestead
10.0 out of 10, Exceptional, (36)
"We had a great time and enjoyed the beautiful home and modern Kitchen!! Such a pleasant experience. Too bad the weather didn't cooperate for us to try the new swim spa. Maybe next time! "
The price is SAR 526
SAR 1,031 total
includes taxes & fees
13 Nov - 14 Nov
1840 Homestead
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 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, (8)
"Excellent appreciated the check in and refresh of linens. House was clean and inviting "
The Getaway House with Hot Tub and Pool. Pet Friendly
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, (25)
"My sister lives in Ohio and I live in Illinois. We met somewhat in the middle to go to the festival for the first time. The location of Bill's place was farther away from Parke County, but we agreed that it was totally worth it! A great place to enjoy the outdoor Fall weather. Beautiful patio and we enjoyed our stay. You have to walk to see the falls and the bridge at the park next door-such an unexpected treat!"
Parkside at Cataract Falls Lodge
Home in Brazil
Exterior
Home in Brazil
10.0 out of 10, Exceptional, (8)
"Clean and comfortable, great communication with owner "
The price is SAR 372
SAR 478 total
includes taxes & fees
12 Nov - 13 Nov
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
Bright Plainfield Home ~ 14 Mi to Indianapolis!
Plainfield Vacation Rental | 3BR | 2.5BA | 2,700 Sq Ft | Stairs Required
Bright Plainfield Home ~ 14 Mi to Indianapolis!
10.0 out of 10, Exceptional, (1)
"Great place to spend Indy 500 week. Convenient to IMS, Lucas Oil Speedway, and downtown area, with plenty of restaurants nearby. Home was well cared for and located in a quiet neighborhood. I would not hesitate to book this property again."
Bright Plainfield Home ~ 14 Mi to Indianapolis!
Quiet retreat nestled in the woods.
Exterior
Quiet retreat nestled in the woods.
The price is SAR 1,033
SAR 1,662 total
includes taxes & fees
8 Nov - 9 Nov
Quiet retreat nestled in the woods.
Quaint century-old home just minutes from Turkey Run & Shades State Park
Side yard view from firepit
Quaint century-old home just minutes from Turkey Run & Shades State Park
9.0 out of 10, Wonderful, (20)
"6 adults stayed there. A very comfortable home, and the sleeping arrangements were fine. A lovely family place, and a great host. "
The price is SAR 563
SAR 1,231 total
includes taxes & fees
8 Dec - 9 Dec
Quaint century-old home just minutes from Turkey Run & Shades State Park
Sugar Creek Escape at Turkey Run
Amazing landscaping throughout the grounds.
Sugar Creek Escape at Turkey Run
10.0 out of 10, Exceptional, (61)
"Beautful, Clean, and organaized! Could not of had a more perfect honeymoon!"
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.
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 SAR 1,217
SAR 4,579 total
includes taxes & fees
12 Nov - 13 Nov
Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake
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!
Millstone retreat
Exterior
Millstone retreat
9.8 out of 10, Exceptional, (74)
"We really enjoyed our time at this cabin. It was a nice private peaceful spot. The pond was lovely. The beds were very comfortable. Especially the master bedroom mattress. Would definitely come again "
The price is SAR 1,315
SAR 1,719 total
includes taxes & fees
13 Nov - 14 Nov
Millstone retreat
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.
Creekside cottage with hot tub and fishing
Property grounds
Creekside cottage with hot tub and fishing
10.0 out of 10, Exceptional, (7)
"We were very pleased with everything at the Creekside Cottage. It was the perfect place and location. We especially enjoyed the hot tub at night."
Creekside cottage with hot tub and fishing
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
9.6 out of 10, Exceptional, (10)
"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 SAR 601
SAR 1,128 total
includes taxes & fees
12 Nov - 13 Nov
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, (1)
"Beautiful home. Loved all the details. Very quiet neighborhood. "
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.