House
10.0(57 Reviews)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $249/Night
7 Nights - US $1,744
Greencastle Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Villas, Resorts, & Rentals in Greencastle
10.0
House
10.0(1 Review)
4 Bedrooms
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $495/Night
7 Nights - US $3,465
House
10.0(1 Review)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $265/Night
7 Nights - US $1,858
New
House
10.0(43 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $290/Night
7 Nights - US $2,027
House
9.5(2 Reviews)
2 Bedrooms
4 Guests
- Parking
Internet
Pet Friendly
Security/Safety
US $243/Night
7 Nights - US $1,701
House
10.0(22 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $277/Night
7 Nights - US $1,940
House
10.0(21 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $220/Night
7 Nights - US $1,541
House
10.0(15 Reviews)
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $506/Night
7 Nights - US $3,540
House
10.0(12 Reviews)
4 Bedrooms
9 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $368/Night
7 Nights - US $2,575
Luxury Holiday Rentals in Greencastle
Over 27+ Luxury Holiday Rentals in or Near Greencastle
Other
6 Bedrooms
22 Guests
Hot Tub- Parking
- Air Conditioner
- Internet
US $3,528/Night
7 Nights - US $24,696
New
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $521/Night
7 Nights - US $3,650
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $504/Night
7 Nights - US $3,528
House
9.6(15 Reviews)
3 Bedrooms
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $499/Night
7 Nights - US $3,493
Apartment
9.0(2 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $382/Night
7 Nights - US $2,673
House
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $372/Night
7 Nights - US $2,607
House
9.8(15 Reviews)
3 Bedrooms
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $346/Night
7 Nights - US $2,423
Apartment
10.0(1 Review)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $329/Night
7 Nights - US $2,301
Apartment
10.0(2 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $268/Night
7 Nights - US $1,875
Pet-Friendly Holiday Rentals in Greencastle
Over 7+ Pet-Friendly Holiday Rentals in or Near Greencastle
House
10.0(8 Reviews)
4 Bedrooms
8 Guests
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $413/Night
7 Nights - US $2,891
US $180/Night
7 Nights - US $1,257
House
10.0(7 Reviews)
4 Bedrooms
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $425/Night
7 Nights - US $2,975
US $150/Night
7 Nights - US $1,051
House
7 Bedrooms
19 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $2,249/Night
7 Nights - US $15,745
House
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $900/Night
7 Nights - US $6,300
US $170/Night
7 Nights - US $1,190
Large Holiday Rentals and Private Villas in Greencastle
Over 1+ Large Holiday Rentals and Private Villas in or Near Greencastle
House
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $191/Night
7 Nights - US $1,335
Greencastle Private Villas and Holiday Homes Under $200
Over 3+ Greencastle Private Villas and Holiday Homes Under $200
US $168/Night
7 Nights - US $1,176
US $89/Night
7 Nights - US $625
Bed & Breakfast
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Security/Safety
US $164/Night
7 Nights - US $1,146
Instantly Bookable Holiday Homes in Greencastle
Over 5+ Instantly Bookable Holiday Homes in or Near Greencastle
New
Cottage
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,411
House
10.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,646
House
4 Bedrooms
8 Guests
Spa- Kitchen
- Air Conditioner
- Child Friendly
US $260/Night
7 Nights - US $1,820
Other
9.6(15 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $373/Night
7 Nights - US $2,613
House
3 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $266/Night
7 Nights - US $1,860
Book a Last Minute Place to Stay in Greencastle
About Casai's Private Villas and Holiday Rentals in Greencastle
Discover more than 36 vacation rentals available in Greencastle. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Greencastle.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Greencastle, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Greencastle. On average, places to stay near Greencastle offer 706.55 ft², with nightly prices averaging US $469.
With Casai, finding and comparing holiday rentals in Greencastle is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Greencastle, IN
There are 36 Greencastle, IN Holiday Rentals
- Prices for a holiday home in Greencastle start at US $89
- Top rated vacation home in Greencastle is So convenient! So clean! So close to Depauw University. 40 min. from Indy.
- Most popular short term in Greencastle is So convenient! So clean! So close to Depauw University. 40 min. from Indy.
- Cheapest place to stay in Greencastle is Greencastle Inn
- Most expensive holiday rental in Greencastle is A Country Retreat at Airy Knob Farm
Recently Booked Holiday Rentals in Greencastle
Frequently Asked Questions About Greencastle?
What are the top holiday rentals in Greencastle?
With numerous options available in Greencastle, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Greencastle:
- So convenient! So clean! So close to Depauw University. 40 min. from Indy.
- Clean, functional and charming home
- Charming Greencastle Home < 1 Mi to DePauw!
- The Cowabungalow
- The Trillium House at DePauw - 4/5 BR 3.5 BA
- The Major Dunbar Home
- Modern 4BR Home on Golf Course + Sauna Close to Campus, Dining & Entertainment
- Charming studio in wonderful Greencastle right by DePauw Campus
- The Ranch@DePauw, 5 bdrm, 3 bath in the heart of DePauw's campus Greencastle IN
- Cozy family home complete with 2 friendly cats-close to everything!
How many Casai.com holiday rentals are available in Greencastle?
As of 2026, Casai boasts over 36 properties listed in the Greencastle area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Greencastle.
