House holiday rentals in Greencastle

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Top-rated house rentals in Greencastle

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

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Superhost
The front view of the house showcases a classic white exterior with a welcoming entrance. Lush green shrubs frame the entrance, and a driveway leads to a detached garage seen in the distance. A clear blue sky complements the home's inviting appearance.
Home in Brownsburg
4.84 out of 5 average rating, 121 reviews

Cozy and Comfortable, great Fall destination!

This house is an old model, but it is a cozy comfortable house and will everything you need for your stay. In Brownsburg it's only minutes from the Indianapolis Raceway Park and the Lucas Oil Raceway. There is plenty of entertainment and food options within driving distance and a couple you can walk to. I have wifi and streaming with a Fire Stick available on the TV. I do not have cable. I have Netflix, Disney, HBO. Feel free to bring your own Streaming Devices to access your own shows.

Guest favourite
A spacious deck is seen, featuring a circular table with four cushioned chairs and a large umbrella providing shade. Surrounding greenery is visible, adding a natural backdrop to the outdoor space.
Home in Bloomington
4.89 out of 5 average rating, 105 reviews

House Around the Corner

Located on a country cul-de-sac, this recently remodeled house is a great place for a get-a-way. This house has 5 bedrooms and 2 bathrooms, not including basement mother-in-law suite that is rented separately, is 2 min to Butler Winery, 10 min to Lake Lemon Beach, and is 15 min to Oliver Winery. Get to the east side of Bloomington in 15 min or get to Nashville in less than 30 min! Spend a day out enjoying the attractions or spend time relaxing on the large, beautiful deck overlooking a ravine.

Top guest favourite
The barn-style home is surrounded by lush greenery, showcasing a large, covered porch with multiple outdoor chairs. A well-maintained lawn extends in front of the home, and trees provide a natural backdrop, highlighting the tranquil setting.
Home in Marshall
4.99 out of 5 average rating, 205 reviews

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!

Top guest favourite
A cozy bedroom features a dark wood bed with clean linens and two pillows. A lamp sits on a nightstand beside the bed. A window with dark curtains allows natural light to filter in, and framed art is displayed on the wall.
Home in Greencastle
4.98 out of 5 average rating, 131 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.

Top guest favourite
An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.
Home in Gosport
4.98 out of 5 average rating, 160 reviews

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. ☺️

Superhost
A dining area is featured with a dark wooden table surrounded by six chairs. Natural light enters through two windows, illuminating the space. The kitchen is visible in the background, fitted with white cabinetry and modern appliances.
Home in Greencastle
4.89 out of 5 average rating, 110 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 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.

Top guest favourite
A wooden dock extends over the calm waters of Lake Lemon, surrounded by lush greenery and distant hills. The scene captures a serene sunset, casting soft hues across the lake's surface, inviting peaceful moments by the water.
Home in Unionville
4.92 out of 5 average rating, 204 reviews

Cozy Lakeside Cabin at Lake Lemon

Wonderful cozy home nestled by Lake Lemon, near Bloomington Indiana. Walk right next door to the Porthole for delicious pizza, stuffed breadsticks and cold drinks after an action packed day on the lake. Gather around the firepit for s’mores! Our lake home is the perfect mid-way point between IU Bloomington and Nashville (Brown County) Indiana! Catch an IU game, stay by the lake while you’re in town to visit family, or make us your home base while you explore quaint Nashville!

Guest favourite
A serene pool area is framed by lush greenery, highlighted by a sparkling pool with colorful floats. Cozy lounge chairs provide inviting seating around the pool, complemented by shaded gazebo spaces, ideal for relaxation. The scene reflects a tranquil outdoor retreat.
Home in Poland
4.94 out of 5 average rating, 229 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.

Top guest favourite
A single-story home is displayed, featuring a light-colored exterior with a red metal roof. A spacious porch, equipped with seating, is visible at the front. Surrounding grass is neatly maintained, and trees provide natural shade nearby.
Home in Brazil
4.93 out of 5 average rating, 370 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.

Guest favourite
An open concept living area features high ceilings with large windows overlooking the lake. Sofas are positioned around a round coffee table on a textured rug. A dining table for eight is visible in the background, complemented by a modern kitchen equipped with new appliances.
Home in Terre Haute
4.95 out of 5 average rating, 145 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

Top guest favourite
The home features a charming facade with a gabled roof and symmetrical design. Two American flags are displayed on the front. A well-maintained lawn surrounds the house, complemented by neatly trimmed shrubs. A inviting walkway leads to the entrance, flanked by wooden chairs.
Home in Greencastle
4.99 out of 5 average rating, 203 reviews

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.

Guest favourite
A spacious living area features a comfortable sectional sofa, light-colored walls, and a ceiling fan. A wooden coffee table sits on a patterned rug, complemented by a side lamp. An office chair is visible near a small table, providing a functional workspace.
Home in Brownsburg
4.92 out of 5 average rating, 133 reviews

Brownsburg House

1950's brick ranch w/ 3BR 1BA in the heart of Brownsburg furnished with furniture and supplies. Recently updated Kitchen and Bathroom. Easy drive to Downtown Indianapolis, Speedway (Home of the Greatest Spectacle in Racing) and Clermont (Lucas Oil Raceway). Located on a large lot with mature trees. Oversized Living Room and covered back porch make a great place to relax and enjoy your stay!

Popular amenities for house rentals in Greencastle

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Quick stats about house rentals in Greencastle

  • Total holiday rentals

    Explore 20 holiday rentals in Greencastle

  • Nightly prices starting at

    Greencastle holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Greencastle holiday rentals include wifi 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!

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