House holiday rentals in Greencastle

4.99 out of 5 average rating, 117 reviews

The Blue Maiden - built in 1880

This unique place has a style all its own. Recently updated, the Blue Maiden was built in 1880 as a home to the servants who worked in the mansions prevalent in Farrington's Grove. She is 1.4 miles from downtown and ISU campus, between two hospitals, and convenient to St. Mary of the Woods College, IVY Tech and Rose-Hulman Institute of Technology. She is close to I-70, one block from US 41, and maintains many of her original Victorian charms. She is less than 5 miles from the new casino!

4.98 out of 5 average rating, 116 reviews

Home in Greencastle

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.

4.97 out of 5 average rating, 137 reviews

Home in Gosport

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. ☺️

4.9 out of 5 average rating, 108 reviews

Home in Farmersburg

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

4.99 out of 5 average rating, 108 reviews

Feels Like Home!

You will love our home. Read our reviews and see for yourself!! Enjoy a stylish experience at this centrally-located place. We offer a one bedroom and one bathroom house. The bedroom has a queen size bed and the sofa has a memory foam queen size pull out bed. We’ve added a desk in the dining room and a cute coffee bar in the kitchen. You can enjoy the enclosed front porch while relaxing in the rocking chairs. We have a full size washer and dryer located off of the kitchen .

4.95 out of 5 average rating, 216 reviews

Home in Poland

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.

4.92 out of 5 average rating, 344 reviews

Home in Brazil

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.

4.96 out of 5 average rating, 120 reviews

Luxury Lake House: Stay French Lake

This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

4.99 out of 5 average rating, 118 reviews

South side Charmer

Enjoy an unforgettable experience at this centrally-located private home. We are conveniently located near I-70 and south side shopping, restaurants, movie theater, etc. Our home is thoughtfully furnished with everything you need and then some. You’ll enjoy a basement complete with an air hockey table, card/ game table and a Pac-Man arcade game. We offer off street parking in the driveway. This is a non smoking unit.

4.83 out of 5 average rating, 269 reviews

freshly renovated 1 bedroom home

This freshly renovated beautifully decorated 1 bedroom home located in a great neighbor hood, within minutes to ISU and rosehulman college. Grocery store, restaurants and golf course just blockes away. kitchen has all utensils, plates, cups, pots and pans if you wish to cook. two tv's with Wi-Fi and Netflix is provided. there is a washer and dryer. New queen size mattress and an air mattress for a good night's rest.

4.98 out of 5 average rating, 188 reviews

Home in Greencastle

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.