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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 54 Vacation Homes in Greencastle with updated reviews, rates, and availability.

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

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

2.0 star property
10.0 out of 10, Exceptional, (22)
"Loved the house, ease of checkout, great communication and location."
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.
Exterior

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

10.0 out of 10, Exceptional, (56)
"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 AED 657
AED 1,140 total
includes taxes & fees
12 May - 13 May
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
Country Hideaway but close to town
Fridge, microwave, oven, stovetop

Country Hideaway but close to town

9.4 out of 10, Exceptional, (20)
"Property was easy to find with an easy check in process. Communication was also easy and property was well kept and clean. "
The price is AED 514
AED 1,012 total
includes taxes & fees
1 Jun - 2 Jun
Country Hideaway but close to town
4 Mi to Dtwn: Danville Home w/ Patio & Yard
Dining

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

7.4 out of 10, Good, (3)
"This home has a lot of potential. It was very roomy and had ample space for us to hang out in. The kitchen did have pots, pans, plates, and silverware. However it did not have cutting boards, cookie sheets, mixing bowls, and some other necessities needed if you plan to cook while you are there. Our only true issue was the heating. If it was comfortable downstairs, it was very warm upstairs. We just cracked a window to mitigate it because we had people sleeping in all bedrooms. "
4 Mi to Dtwn: Danville Home w/ Patio & Yard
Millstone retreat
Outdoor dining

Millstone retreat

9.8 out of 10, Exceptional, (81)
"Listing was exact. Very clean and nice!"
The price is AED 900
AED 1,183 total
includes taxes & fees
12 May - 13 May
Millstone retreat
Artesian Spring house! 2 Bed, 2 bath, equipped kitchen and laundry.
Exterior

Artesian Spring house! 2 Bed, 2 bath, equipped kitchen and laundry.

10.0 out of 10, Exceptional, (5)
"Great property and hosts."
The price is AED 433
AED 568 total
includes taxes & fees
19 May - 20 May
Artesian Spring house! 2 Bed, 2 bath, equipped kitchen and laundry.
Bridge-view at Cataract Falls Lodge
Exterior

Bridge-view at Cataract Falls Lodge

10.0 out of 10, Exceptional, (24)
"Very nice, clean and well-maintained property and lodging. Super close to Cataract Falls park. You can see the historic covered bridge and hear the falls from the rental space. Will definitely be back when we are in town visiting family."
The price is AED 580
AED 905 total
includes taxes & fees
26 May - 27 May
Bridge-view at Cataract Falls Lodge
1840 Homestead
Fridge, microwave, oven, stovetop

1840 Homestead

10.0 out of 10, Exceptional, (41)
"Wonderful hosts!!! Our second stay here and it was just as terrific as our first stay!!!"
The price is AED 533
AED 1,033 total
includes taxes & fees
11 May - 12 May
1840 Homestead
Lake house w/seasonal pool and boat storage.
Outdoor pool, a heated pool

Lake house w/seasonal pool and boat storage.

9.8 out of 10, Exceptional, (25)
"Wonderful stay with a fantastic resort-like pool and very friendly and helpful hosts."
The price is AED 496
AED 930 total
includes taxes & fees
26 May - 27 May
Lake house w/seasonal pool and boat storage.
The Trillium House at DePauw - 4/5 BR 3.5 BA
Exterior

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

10.0 out of 10, Exceptional, (2)
"The house was very welcoming, plenty of space and a great location for anyone visiting DePauw. Highly recommend this property for anyone traveling with a family. Host was very responsive and helpful with any questions we had. "
The Trillium House at DePauw - 4/5 BR 3.5 BA
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Exterior

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

10.0 out of 10, Exceptional, (1)
"Wish we could have stayed longer. Charming, comfortable cottage! Able to bring dogs was a big plus and close to Terre Haute. Decimated coming back! "
The price is AED 367
AED 668 total
includes taxes & fees
11 May - 12 May
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi
Creekside cottage with hot tub and fishing
Private kitchen

Creekside cottage with hot tub and fishing

10.0 out of 10, Exceptional, (10)
"The property is very nice. Enjoyed the pool table! "
Creekside cottage with hot tub and fishing
Charming Greencastle Home < 1 Mi to DePauw!
Fridge, microwave, stovetop, dishwasher

Charming Greencastle Home < 1 Mi to DePauw!

10.0 out of 10, Exceptional, (14)
"Home was perfect for 4 adults. Comfortable, clean, with everything we needed."
Charming Greencastle Home < 1 Mi to DePauw!
The Getaway House with Hot Tub and Pool. Pet Friendly
Pool

The Getaway House with Hot Tub and Pool. Pet Friendly

9.4 out of 10, Exceptional, (15)
"Overall great experience"
The Getaway House with Hot Tub and Pool. Pet Friendly
Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars
Interior

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

Barndominium! Pool, HotTub, Slide, Mini B-Ball Court/Nerf Arena, Theater, 2 Bars
This home is located in beautiful Parke County, a rustic and charming setting.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (80)
"Thank you for the beautiful stay!! "
This home is located in beautiful Parke County, a rustic and charming setting.
5-bedroom 4-bathroom big spacious residence
Exterior

5-bedroom 4-bathroom big spacious residence

6.0 out of 10, (3)
"This property was a perfect location for our family. We were close to Turkey Run State Park and Purdue University. We hiked on a Friday afternoon and went to a football game on Saturday. Both about 1 hour from this house. It was nice to have 5 bedrooms. Communication with the owners was easy and we had quick responses."
5-bedroom 4-bathroom big spacious residence
The Major Dunbar Home
Terrace/patio

The Major Dunbar Home

10.0 out of 10, Exceptional, (4)
"Beautiful home. Loved all the details. Very quiet neighborhood. "
The Major Dunbar Home
Bridge-view Family Suite
Spa

Bridge-view Family Suite

10.0 out of 10, Exceptional, (3)
"Beautiful property and beautiful accommodations! "
Bridge-view Family Suite
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
Interior

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

9.2 out of 10, Wonderful, (25)
"We loved the fire pit and how close we were to Turkey Run!"
The price is AED 441
AED 1,145 total
includes taxes & fees
14 May - 15 May
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
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

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

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

10.0 out of 10, Exceptional, (2)
"The house was very welcoming, plenty of space and a great location for anyone visiting DePauw. Highly recommend this property for anyone traveling with a family. Host was very responsive and helpful with any questions we had. "
The Trillium House at DePauw - 4/5 BR 3.5 BA
Country Hideaway but close to town
Fridge, microwave, oven, stovetop

Country Hideaway but close to town

9.4 out of 10, Exceptional, (20)
"Property was easy to find with an easy check in process. Communication was also easy and property was well kept and clean. "
The price is AED 514
AED 1,012 total
includes taxes & fees
1 Jun - 2 Jun
Country Hideaway but close to town
Charming Greencastle Home < 1 Mi to DePauw!
Fridge, microwave, stovetop, dishwasher

Charming Greencastle Home < 1 Mi to DePauw!

10.0 out of 10, Exceptional, (14)
"Home was perfect for 4 adults. Comfortable, clean, with everything we needed."
Charming Greencastle Home < 1 Mi to DePauw!
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.