Greencastle vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Greencastle

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Greencastle vacation rentals

Most recommended vacation rentals in Greencastle

Show all
Charming Greencastle Home Less Than 1 Mi to DePauw! - Greencastle - Living room
Charming Greencastle Home Less Than 1 Mi to DePauw!
Greencastle, IN
9.9Wonderful(7)
Free Wi-Fi
Pet friendly
$287+
Check availability
So convenient! So clean! So close to Depauw University. 40 min. from Indy. - Greencastle - Building
So convenient! So clean! So close to Depauw University. 40 min. from Indy.
Greencastle, IN
10Wonderful(16)
$199+
Check availability
Clean, functional and charming home - Greencastle - Patio
Clean, functional and charming home
Greencastle, IN
Free Wi-Fi
$311+
Check availability
Major Dunbar Home - Greencastle - Building
Major Dunbar Home
Greencastle, IN
10Wonderful(1)
Parking
$519+
Check availability
Charming 3-bedroom farmhouse in marvelous Greencastle near DePauw University - Greencastle - Living room
Charming 3-bedroom farmhouse in marvelous Greencastle near DePauw University
Greencastle, IN
$491+
Check availability
Greencastle Tiny House, Walk to Raccoon Lake! - Greencastle - Beach
Greencastle Tiny House, Walk to Raccoon Lake!
Greencastle, IN
$123+
Check availability
Country Hideaway but close to town - Greencastle - Kitchen
Country Hideaway but close to town
Greencastle, IN
$246+
Check availability
Beautiful Four Bedroom Home Near Depauw Campus - Greencastle
Beautiful Four Bedroom Home Near Depauw Campus
Greencastle, IN
Pet friendly
$496+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$124 - $223$223 - $322$322 - $421$421 - $519$519+ per night

Property Types

ApartmentHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet
Useful Info

Good to know

Low season

February

High season

May

Average price (weekend night)

$423
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 205% rise in price.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Greencastle vacation rental deals

  • If you’re looking for a cheap vacation rental in Greencastle, you should consider visiting during the low season. The cheapest vacation homes in Greencastle can be found in February and March.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Greencastle for 3 days.

FAQs when booking a vacation home in Greencastle

  • What types of vacation rentals are available in Greencastle?

    There are loads of different property types that you can make your vacation home in Greencastle. You’ll find agritourism and houses.

  • Are there any pet-friendly vacation rentals in Greencastle?

    There are a number of dog and pet-friendly Greencastle vacation rentals, with around 18% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Greencastle?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Greencastle?

Our map will help you find the perfect place to stay in Greencastle by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Greencastle

Greencastle vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Greencastle. Find cheap vacation homes to rent in Greencastle. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Greencastle that suits you best.

Not what you’re looking for? Find thousands of other hotels, airline tickets, car rentals and package deals with KAYAK.