
House vacation rentals in Greencastle
Find and book unique houses on Airbnb
Quick stats about house rentals in Greencastle

Total vacation rentals
Explore 20 vacation rentals in Greencastle

Nightly prices starting at
Greencastle vacation rentals start at G$10,442 GYD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Greencastle vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greencastle rentals

4.9 Average rating
Greencastle stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Greencastle
Guests agree: these houses are highly rated for location, cleanliness, and more.

Modern 4 Bed Home On Golf Course Close To Campus +
4 bedroom, 2 bath-master w/shower guest ba w/tub & shower ranch home w/ 5th hole of the golf course as your view & literally steps from patio! Minutes from campus, restaurants & shopping. Quiet established neighborhood. (1) King bdrm, (2) bdrms w/full bed and (1) office/bedroom w/fold down couch. -Blackout curtains -Wifi -Spacious family room w/smart 75 in TV -Close to everything Outdoor patio w/furniture to enjoy the golf course views. Depauw themed basement w/ sauna, pool & poker tables

Luxury Custom Built Amish Barn Home at Turkey Run.
Across the street from Turkey Run State Park Campground, this beautiful newer barn home is centrally located to hiking, canoeing, horseback riding, etc. Hike your own trails in the 13 acres of wood and ravines on the property, or relax on the huge covered porch. Turkey Run State Park is less than 1 mile away. Discount given for weekly stays. Best value considering two rooms at the Turkey Run Inn is running about $570 per night. And with our place, you get three rooms plus a ton more amenities!

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.

Maria’s Haven
Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

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 at nearby Depauw nature trails. Home has en suite master with King bed and open floor plan. Kids room with bunk, 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.

Kingsley House Near IU/Stadium
Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

Home in Brazil
This location is a place to stay for work or visiting family&etc. You will be near local attractions, Festivals & Events, Unique Shops and Great Restaurants. This Airbnb is a older home that is not perfect but is comfortable & clean. The neighborhood is in working progress and is safe & quite. Brazil is a small town & the homes in the area are owned by hard working families trying to live without being judged on a Airbnb platform. Please keep that in mind when choosing this Airbnb.

The Getaway House with Hot Tub and Pool
Enjoy the beautiful hot tub year round with the woods as your view, along with a screened-in area on the back deck and a semi-inground, heated swimming pool! Roasting marshmallows over a campfire is perfect for those cool evenings on the large concrete fire pit (firewood is available, free of charge). Metal skewers and a charcoal grill provided (bring your own charcoal/lighter fluid). Pool open 6/6 -9/7/25. This charming 2 bdrm, 1 bath home is perfect for families or couples.

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.

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.

The Monon Belle
Welcome to The Monon Belle, located at 522 East Washington Street in Greencastle, Indiana, the home of DePauw University. This neo-classical home was built in 1920 just blocks from Greencastle's historic Courthouse District. Its location is within easy walking distance to all points on the DePauw campus. This is the ideal home to gather with friends and family members while visiting DePauw and Greencastle.

Nashville Treasure
This mid-century modern one bedroom house is located just 15 minutes from historic Nashville. Beautifully decorated and adjacent to Yellowwood State Forest. This house has an open floor plan. The large kitchen is open to a large family room. You can lounge in comfort or sit on the back deck and watch the wildlife. Newly remodeled in 2019 it is a sight to see. You will be making plans for your next visit.
Popular amenities for Greencastle house rentals
House rentals with a pool

Peaceful 2 BR 5.3 M from IU Memorial Stadium +Pool

Private Retreat w/ Pool, Hot Tub and Dining Hall

Peaceful country home & pool near DePauw

Private Home in Avon w/ Heated Saltwater Pool

Beautiful home in a quiet Danville neighborhood

Brownsburg Bungalow: Indy 500 11mi - Downtown 15mi

Family Home w/ Yard ~ 15 Mi to Downtown!

Pool, Hot Tub, Sauna, Theater | Luxury 5BR
Weekly house rentals

Indianapolis - Modern, Spacious & Close to Airport

1860’s Art House

Haven on Hanna

Quiet Country Retreat Near DePauw University

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

Asbury Guest House

The Castle

The Gathering Home 3.5 Miles from I-70
Private house rentals

Overnight on Main

The Cozy Canary

Park Place

Indulgence at DePauw

Authentic Family Farmhouse on Pond / Greencastle

Clean, functional and charming home

Ozran Cottage - a mid-century Lakefront getaway

East Poplar Downtown Greencastle-sleeps 4
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,560 GYD | G$42,186 GYD | G$41,560 GYD | G$41,768 GYD | G$50,331 GYD | G$41,768 GYD | G$38,845 GYD | G$41,560 GYD | G$46,363 GYD | G$42,813 GYD | G$41,560 GYD | G$39,680 GYD |
| Avg. temp | -2°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 6°C | 1°C |
Destinations to explore
- Nashville Vacation rentals
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Brown County State Park
- Gainbridge Fieldhouse
- The Golf Club at Eagle Pointe
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Indiana State Fairgrounds & Event Center
- Broad Ripple Park
- Monroe Lake
- McCormick's Creek State Park
- Butler University
- Oliver Winery
- Grand Park Sports Campus
- University of Indianapolis
- IUPUI Campus Center
- Holliday Park
- Circle Centre Mall Shopping Center
- Indianapolis Museum of Art
- Garfield Park
- Fort Harrison State Park
- Indiana State Museum





