Photo by Sig

Greencastle Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Greencastle Vacation Homes

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

9.6 out of 10, Exceptional, (26)
"This house was in a beautiful location. It was such a quiet peaceful place to stay. My family loved the fact that there were walking trails around the property and even a small covered bridge!"
The price is CA $173
CA $354 total
includes taxes & fees
Aug 10 - Aug 11
2-bedroom vacation home minutes away from Greencastle and Depauw campus

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

10.0 out of 10, Exceptional, (88)
"Thank you for the beautiful stay!! "
This home is located in beautiful Parke County, a rustic and charming setting.

Millstone retreat

9.8 out of 10, Exceptional, (86)
"We were here for DePauw graduation weekend. It was perfect for our multigenerational family to gather and celebrate."
The price is CA $433
CA $561 total
includes taxes & fees
Aug 8 - Aug 9
Millstone retreat

Lake house w/seasonal pool and boat storage.

9.8 out of 10, Exceptional, (27)
"We enjoyed our stay we’ll probably book again this year"
Lake house w/seasonal pool and boat storage.

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

9.8 out of 10, Exceptional, (7)
"Quiet and peaceful "
The price is CA $140
CA $256 total
includes taxes & fees
Aug 11 - Aug 12
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Bridge-view at Cataract Falls Lodge

10.0 out of 10, Exceptional, (24)
"Very nice and clean place would definitely stay again"
Bridge-view at Cataract Falls Lodge

Creekside cottage with hot tub and fishing

10.0 out of 10, Exceptional, (13)
"The property is very nice. Enjoyed the pool table! "
Creekside cottage with hot tub and fishing

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

10.0 out of 10, Exceptional, (65)
"My family and I enjoyed our stay! The house was very clean and quiet. The beds were comfortable and we had everything we needed! We would stay there again for sure!"
The price is CA $246
CA $427 total
includes taxes & fees
Aug 11 - Aug 12
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

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

2.0 star property
10.0 out of 10, Exceptional, (35)
"This was a perfect location to spend some time at Turkey Run. The neighborhood was quiet and the host was kind. "
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

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

9.4 out of 10, Exceptional, (30)
"We stayed here for our anniversary to be near Turkey Run and Shades. Very convenient to the parks. The home itself very cozy and well maintained. We were greeted with a sweet anniversary card and some yummy muffins. We definitely enjoyed the peacefulness of the neighborhood as well. I do recommend this home and would rent again when we return to the area. "
The price is CA $220
CA $506 total
includes taxes & fees
Aug 17 - Aug 18
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

Raccoon Lake Retreat

10.0 out of 10, Exceptional, (2)
"This place was very clean and comfortable. The manager, Tawn, is incredible!"
Raccoon Lake Retreat

Spacious 4-bedroom house, + bonus rm in Serene Country Setting - sleeps up to 11

9.8 out of 10, Exceptional, (7)
"This property was perfect for our large group. The drscription was accurate, the propery was clean, easy to find, and the host was responsive. "
The price is CA $531
CA $741 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 4-bedroom house, + bonus rm in Serene Country Setting - sleeps up to 11

Charming 3-bedroom bungalow with AC, WiFi in delightful Terre Haute

Charming 3-bedroom bungalow with AC, WiFi in delightful Terre Haute

⚓Captain Bill's Guest House and heated pool access⚓

10.0 out of 10, Exceptional, (63)
"Great place to stay. Convenient location to Cataract Falls and boat ramp. Great local places to eat breakfast and dinner. Bill was great to communicate with."
⚓Captain Bill's Guest House and heated pool access⚓

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

9.8 out of 10, Exceptional, (10)
"We stayed here over New Year’s Eve as a last minute trip and it was incredible! The kids had so much fun playing in the pool, and it was close enough to the city that we went downtown for a day too! "
The price is CA $628
CA $1,947 total
includes taxes & fees
Aug 11 - Aug 12
Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake

Lakefont-Nestled in Nirvana

10.0 out of 10, Exceptional, (1)
"We stayed here for a weekend get away & it was nothing less than perfect. Our VRBO host, Aaron was amazing! We could tell right away he puts his clients and their experience first, above all! This place was beautiful. The vibe of the deck & becoming one with nature alone, will pull us back to this place with our kiddos next time! Aaron was unmatched on his quick and respectful responses. We couldn’t have been more happy to be here. The house was adorable and great vibes all around. 10/10...
The price is CA $208
CA $541 total
includes taxes & fees
Aug 11 - Aug 12
Lakefont-Nestled in Nirvana

The Getaway House with Hot Tub and Pool. Pet Friendly

9.6 out of 10, Exceptional, (19)
"Really enjoyed our stay at this great property in Parke county. The hosts are lovely people who take pride in their property and ensure you have what you need for a relaxing getaway. Location is great to get to all of the area sites via short drives. Love the proximity to Turkey Run state park and many covered bridges.Highly recommend. "
The Getaway House with Hot Tub and Pool. Pet Friendly

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars

10.0 out of 10, Exceptional, (2)
"Every year, a group of our good friends get together from all over to hang out for the weekend, adults and kids of all ages. This place was perfect! This is our 2nd year staying at a property hosted by Kyle and this place in Terre Haute was just as good as the last Big Sky Barnhouse in Arena, WI. Once again, we had a ton of space to spread out, sleep comfortably, eat together, swim and play games. Kyle answers so quickly when I have a question and we had everything we needed. I highly recommend...
The price is CA $1,473
CA $2,925 total
includes taxes & fees
Sep 1 - Sep 2
Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars

Luxury Amish Built Barn Home at Turkey Run

10.0 out of 10, Exceptional, (3)
"The location & setting were great! Close to both Turkey Run & Shades State parks. House is beautiful & worked great for a girls weekend!"
Luxury Amish Built Barn Home at Turkey Run

Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude

10.0 out of 10, Exceptional, (10)
"The stay was wonderful and convenient to the Hendricks County Fairgrounds."
Life-Giving, Quiet retreat only 25 min west of Indpls. Peace, Pace, & Gratitude
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greencastle Hotel Reviews