Vacation rentals in Greencastle

4.96 out of 5 average rating, 199 reviews

The exterior of Namaste Lofts is shown, highlighting the red brick façade and large windows with green awnings. Nearby sidewalk seating is visible, along with surrounding storefronts, creating a vibrant downtown atmosphere.

Loft in Greencastle

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.

4.91 out of 5 average rating, 54 reviews

A shaded porch area is visible, featuring several turquoise chairs arranged closely together along a concrete path. Lush greenery and blooming flowers frame the scene, offering a serene outdoor space conducive to relaxation.

Barn in Greencastle

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

4.91 out of 5 average rating, 143 reviews

A modern kitchen space is featured, showcasing an island with bar stool seating. Nearby, a decorative wall art piece adds color. A glass bookshelf displays various items, complemented by a dining table against the wall. Warm light enhances the inviting atmosphere.

Loft in Greencastle

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.

Superhost

The exterior of a two-story cottage is framed by tall trees adorned with autumn foliage. A gravel driveway leads to the house, which features gray siding and a small porch. A glimpse of the lakeside can be seen through the trees, inviting a serene atmosphere.

Cabin in Monrovia

4.95 out of 5 average rating, 102 reviews

Waterfront getaway *cozy & peaceful*fishing*swings

Welcome to your perfect lakeside getaway! This newly renovated boho-style cottage offers a peaceful retreat. Featuring an open loft layout, a covered porch, and a large deck overlooking two small serene lakes, this home is designed for relaxation. Enjoy evenings under the Pergola with swings or gather around the hillside firepit for unforgettable nights. Its location also makes it easy for you to get around. You're just: 10 min to I-70 hwy 20 mins to the airport 30 mins to Indy Downtown

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.

4.98 out of 5 average rating, 119 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.

Guesthouse in Crawfordsville

The living area is furnished with a comfortable brown pull-out sofa and two chairs. A wooden coffee table sits in front, accompanied by a decorative area rug. Natural light enters through a window, with light curtains enhancing the cozy feel of the space.

4.96 out of 5 average rating, 607 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

4.97 out of 5 average rating, 142 reviews

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

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. ☺️

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.

4.94 out of 5 average rating, 101 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.

Superhost

The rustic barn is set against a vibrant sunrise sky, showcasing a mix of pink and orange hues. Lush green grass surrounds the barn, with farm equipment visible nearby. Trees and open fields fill the background, reflecting the charm of the rural landscape.

Barn in Rockville

4.78 out of 5 average rating, 124 reviews

The 1938 Barn

The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.

Superhost

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, 221 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.

A spacious living area is illuminated by recessed lighting, featuring a large gray sectional sofa adorned with decorative pillows. A round wooden coffee table is centered on a textured area rug, while a television stands on a light wood console. The open layout connects to a dining area with modern seating.

4.95 out of 5 average rating, 19 reviews

Modern Cottage In Town

Enjoy a comfortable and relaxing experience at this centrally-located home just 0.4 miles from Depauw's campus! 2 bed, 1 bath adorable home walking distance to downtown, campus, restaurants & shopping. Quiet established neighborhood. Features (1) King bdrm, (1) quen bdrm -Blackout curtains -Wifi -Spacious family room w/smart TV -Close to everything Outdoor patio w/furniture to enjoy the peace & quiet The space Modern cottage home with a minimalist aesthetic.

4.98 out of 5 average rating, 239 reviews

A single-story cabin is framed by lush greenery, showcasing natural wood siding and a welcoming front porch. The porch features seating arrangements and decorative elements, while the pathway leads to a gravel driveway, enhancing the serene ambiance of the surrounding woods.

Cabin in Carbon

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!

Popular amenities for Greencastle vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Greencastle

4.98 out of 5 average rating, 66 reviews

A comfortable living area is highlighted by hardwood floors and wooden beam ceilings. A cozy sofa is positioned opposite a media console, which houses a television. Natural light enters through a window, complementing the soft tones of the furnishings and decor.

Apartment in Danville

The Cozy Cottage II

A two-story Victorian home is surrounded by a well-maintained garden featuring shrubs and landscaped plants. The exterior showcases a combination of green siding and a light gray roof, with large porch columns and dark window trims. A white picket fence enhances the property's charm.

5 out of 5 average rating, 7 reviews

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

4.88 out of 5 average rating, 41 reviews

The exterior of a yellow cottage is visible, framed by greenery. A welcoming porch features hanging plants and a hammock. A pathway leads to a landscaped area with a fire pit and flower beds, while a garage is positioned in the background.

Home in Rockville

The Cozy Canary

4.96 out of 5 average rating, 90 reviews

A cozy studio space features two blue armchairs with patterned cushions positioned beside a small white table. Light wood flooring enhances the area, with a spacious bed seen in the background. Decorative wall art and large windows add additional character to the room.

Guesthouse in Spencer

Summer Kitchen at The Hill

A rustic cabin is nestled among trees, featuring a wooden exterior with a sloped red roof. A wooden deck extends from the front, providing a space for seating. The natural surroundings include bare branches, enhancing the secluded feel of the location.

Cabin in Greencastle

4.77 out of 5 average rating, 93 reviews

Raccoon Lake Cabin

The exterior of the home is captured from above, featuring a red metal roof and a surrounding expansive lawn. Towering trees provide a natural boundary, and gravel pathways border the manicured yard, enhancing the serene setting.

4.98 out of 5 average rating, 42 reviews

Clean, functional and charming home

Guesthouse in Greencastle

The cottage's entrance features a covered porch with two rocking chairs, surrounded by well-maintained flowering bushes. The front door, framed by large windows, provides a welcoming view of the tranquil exterior, while the pathway is lined with gravel leading up to the steps.

5 out of 5 average rating, 41 reviews

The Pond House at Deer Creek Farms/ Greencastle

A modern house is set among lush greenery, with large windows providing a view of the inviting lawn. A fenced yard surrounds the property, and tree branches cast gentle shadows across the well-maintained grass, creating a sense of tranquility.