Vacation rentals in Greencastle

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Greencastle

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Loft in Greencastle

4.96 out of 5 average rating, 160 reviews

NAMASTE Lofts - Downtown Greencastle!

Looking for peace and serenity in the heart of downtown Greencastle, welcome to Namaste Lofts! We provide 2 distinctively designed lofts that exude a sense of calmnessin the bustling downtown. Each unit reflects the architectural features from the 1800’s, but the eclectic design with a mix of urban & modern furnishings makes the lofts a one of a kind place to stay. Located on the north side of Greencastle’s downtown square, you are walking distance to all entertainment, and DePauw University.

Jun 28 – Jul 5

ﺩ.ﺇ513 per night

Superhost

Barn in Greencastle

4.92 out of 5 average rating, 12 reviews

Come Live The Barn Life In Town!

1 bed 1 bath unique red barn w/ sleeper couch + air mattress to accommodate up to 5 people! Experience the slow pace of the country life 3.6 miles from Depauw University. Imagine the peace & quiet from this location while roasting smore's in the chimenea from the front porch, but a quick 2.2 mile drive to all the restaurants and shopping! Features -Wifi -Washer/Dryer -Kitchenette -Coffee Bar -Walk In Shower (handicap accessible) -Air Mattress -Pull Out Sofa Bed -Walk In Closet -Keyless Entry

Feb 1 – 8

ﺩ.ﺇ507 per night

Guest favorite

Loft in Greencastle

4.89 out of 5 average rating, 121 reviews

Courthouse Square Loft

At the intersection of DePauw University and historic downtown Greencastle! Recently renovated, our spacious and modern Loft is located above Scoops Ice Cream Shop and overlooks Greencastle’s Courthouse Square Historic District. You’ll be just steps away from many fantastic restaurants, boutiques, and charming shops. Come and enjoy scenic Putnam County all throughout the year! We are a short walk from the DePauw campus and close to many covered bridges. Turkey Run State Park is a short drive.

Jun 30 – Jul 7

ﺩ.ﺇ625 per night

Guest favorite

Cabin in Martinsville

4.91 out of 5 average rating, 420 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging for 6 on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!

Feb 14 – 21

ﺩ.ﺇ323 per night

Guest favorite

Home in Greencastle

4.98 out of 5 average rating, 87 reviews

Castle 853 - We aim to be the cleanest!

Very Clean, stylish and up-to-date, Bedford Stone, single level home. Fully furnished, all linens, towels, cookware included. Coffee and snacks are there for your stay. We are a 3 minute drive to DePauw University, Crown Industrial Park, and the Historic Downtown full of Fine Dining, Craft Beer & Wine, Music. 300 feet from People's Pathway. Located in the heart of Covered Bridge country. 40 minutes from Indianapolis including the International Airport and the Indianapolis 500 raceway.

Jun 23 – 30

ﺩ.ﺇ467 per night

Guest favorite

Home in Greencastle

4.96 out of 5 average rating, 57 reviews

Peaceful Ctry Home 1 ac. Wlk to 3FatLabs. 3BR 2BA

Peaceful country home near 3 Fat Labs and Depauw University. Situated on beautiful and quiet 1 acre lot with fire pit. Relax on the back deck and enjoy view, visit Oakalla covered bridge or hike nearby Depauw nature trails. Home has en suite master with King bed and open floor plan. Kids room with bunks, toys and pack n play. Bathtub in 2nd bathroom. Enjoy large selection of DVDs and games for kids and adults. Satellite TV and internet. Washer/dryer. Only 3.5 miles to Depauw.

Jan 9 – 16

ﺩ.ﺇ687 per night

Guest favorite

Home in Poland

4.96 out of 5 average rating, 165 reviews

Captain Bill's Guest House/seasonal swimming pool

Welcome to Captain Bill's Guest Lodge at Cagels Mill Lake! This gorgeous home offers modern amenities in a countryside setting. Perfect for bikers, boaters, fisherman, and anyone looking to enjoy lake life. Our guests are welcome to join us poolside at the main house. Our private pool is open only to us and our listed guests at our two Airbnb units. We're located seconds from the boat ramp and a short drive to Cataract Falls and Lieber State Park. Pool is seasonal.

Oct 1 – 8

ﺩ.ﺇ493 per night

Guest favorite

Guesthouse in Rockville

4.96 out of 5 average rating, 181 reviews

Hideaway Hollow

This is a fully furnished picturesque Amish-built cabin in beautiful and secluded Parke County, Indiana. The cabin comes complete with all amenities including full bath with shower, queen bed, A/C, dish TV, wifi internet and full kitchen. There is a large deck attached with a beautiful view of the swinging bridge and the woods. Cook out on the deck's gas grill and enjoy cool evenings by the fire pit (wood provided). Enjoy a nap in the shade in the hammock.

Jun 16 – 23

ﺩ.ﺇ363 per night

Guest favorite

Home in Brazil

4.93 out of 5 average rating, 262 reviews

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Aug 2 – 9

ﺩ.ﺇ341 per night

Guest favorite

Guesthouse in Crawfordsville

4.96 out of 5 average rating, 496 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Close to Shades and Turkey Run State Parks. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College and 25 minutes to DePauw University. We live on site. We clean the cottage in accordance with the CDC guidelines to ensure your stay is safe. Pets are allowed on a case by case basis. Please contact us to work out any details.

Jan 25 – Feb 1

ﺩ.ﺇ388 per night

Guest favorite

Cabin in Carbon

4.98 out of 5 average rating, 107 reviews

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

Dec 4 – 11

ﺩ.ﺇ440 per night

Guest favorite

Loft in Mooresville

5.0 out of 5 average rating, 274 reviews

Entire Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

Sep 6 – 13

ﺩ.ﺇ387 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Greencastle vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Greencastle's top sights

Walmart Supercenter9 locals recommend

DePauw Nature Park7 locals recommend

Don Julio4 locals recommend

Marvin's3 locals recommend

Almost Home Restaurant8 locals recommend

Wasser Brewing Company4 locals recommend

Other great vacation rentals in Greencastle

Guest favorite

Home in Greencastle

5.0 out of 5 average rating, 31 reviews

The Castle

Dec 28 – Jan 4

ﺩ.ﺇ726 per night

Guest favorite

Home in Greencastle

4.98 out of 5 average rating, 44 reviews

Greencastle Retreat:Hot Tub Haven & Fireside Charm

Mar 20 – 25

ﺩ.ﺇ677 per night

Guest favorite

Home in Greencastle

4.9 out of 5 average rating, 89 reviews

Martinsville Home

Jun 16 – 23

ﺩ.ﺇ584 per night

Guest favorite

Home in Greencastle

4.93 out of 5 average rating, 45 reviews

The Humble Abode

Jul 31 – Aug 7

ﺩ.ﺇ857 per night

Guest favorite

Home in Greencastle

4.95 out of 5 average rating, 40 reviews

Modern 4 Bed Home On Golf Course Close To Campus +

Mar 25 – Apr 1

ﺩ.ﺇ739 per night

Guest favorite

Loft in Greencastle

5.0 out of 5 average rating, 42 reviews

Loft 201 on Greencastle square above Bridges

Jun 15 – 22

ﺩ.ﺇ1,219 per night

Guest favorite

Home in Cloverdale

4.98 out of 5 average rating, 42 reviews

The Cozy Corner

Nov 5 – 12

ﺩ.ﺇ525 per night

Guest favorite

Home in Greencastle

5.0 out of 5 average rating, 18 reviews

Major Dunbar Home

Nov 19 – 26

ﺩ.ﺇ1,821 per night

Show all

Quick stats about vacation rentals in Greencastle

Total rentals
30 properties
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.6K reviews

Frequently Asked Questions

Do house rentals in Greencastle have wifi?
Absolutely! We offer over 20 house rentals with wifi in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Greencastle?
Greencastle has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Greencastle?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Greencastle?
Yes! Work meets play with ease at over 10 vacation rentals in Greencastle featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Greencastle

Top-rated vacation rentals in Greencastle

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Greencastle vacation rentals

Stay near Greencastle's top sights

Other great vacation rentals in Greencastle

Home in Greencastle

Home in Greencastle

Home in Greencastle

Home in Greencastle

Home in Greencastle

Loft in Greencastle

Home in Cloverdale

Home in Greencastle

Quick stats about vacation rentals in Greencastle

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Greencastle have wifi?

Are there family-friendly vacation rentals in Greencastle?

What are the most popular amenities for House Rentals in Greencastle?

Are there vacation rentals with a dedicated workspace in Greencastle?

Destinations to explore