Best Accommodations in Greencastle

Free Wifi is available throughout the property and Depauw University is a 13-minute walk away. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Indianapolis International Airport is 39 miles away.

Parking • Internet • Security/Safety • Child Friendly • Other • Guest Services • Pet Friendly • Fireplace/Heating • Accessibility

A Hidden Gem Even Locals Can’t Believe Exists

Winter Storm Note: In the event of a forecasted, significant, snow accumulation during your stay, owners will advise and accommodate a no-hassle, last-minute, change of dates…as entry and exit on the county gravel roads and the 400 ft. driveway will be nearly impossible.

Whether you're looking for a magical retreat to hibernate in total comfort—or a cozy home base for outdoor adventure—this completely renovated A-frame cabin is exactly what you need. With 2 bedrooms and space to sleep 6 guests, it’s nestled on 2 private wooded acres, directly bordering 2,700 acres of protected DNR land.

Perched 80 feet above and overlooking Big Walnut Creek, Smith Cabin offers peace, seclusion, and a deep connection to nature. Enjoy quiet mornings on the front porch, evenings around the campfire patio, or restful afternoons in the stunning screened-in back deck—suspended in the treetops and complete with a bed for sleeping on milder nights.

Inside, the 1000 sq. foot A-frame is warm, welcoming, and thoughtfully furnished with all modern comforts, including memory foam beds (sleeper sofa, too), blackout curtains for restful sleep, and a well-equipped kitchen.

IMPORTANT upper level note: The upper level is all one space with no door between BR1 and BR2. Also, the steps to the upper level are somewhat steep, but EASY and SAFE to use when navigated like a ladder. However, some prefer/need to sleep on the main level, on the comfy sofa sleeper, to eliminate navigating the steep steps.

Stay connected with strong, free, high-speed internet and reliable cell signal. (Bring your own streaming device—the cabin doesn’t have a TV, by design.)

When you're ready to explore, enjoy easy access to local state parks, scenic walking and hiking trails, and nearly 100 of Indiana’s historic covered bridges—including one just half a mile down a quiet gravel road.

Whether you're staying in or heading out, Smith Cabin is your perfect escape.

- "Wow. Literally feels like you’re in the canopy of the trees when you’re on the enclosed porch. The main bed was super comfy, but we moved down to sleep on the loveseat(?) because it was so special out there…you’re laying up in the trees and overlooking the river below. Everything was great, clean, communicative host (Debbie), etc. But that porch stands out!!" - "The Smith’s were so kind, stayed in contact throughout the stay and were extremely easy to work with. The cabin is absolutely stunning, a little slice of heaven and a perfect place for a getaway with plenty of stars! We will absolutely be coming back! "

Major Dunbar Home offers accommodations in Greencastle, a 8-minute walk from Depauw University. This vacation home offers free private parking and private check-in and check-out. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace. With direct access to a patio, the air-conditioned vacation home consists of 4 bedrooms. Offering a terrace, this vacation home also has a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a fridge, as well as 3 bathrooms with a shower and a hair dryer. The property has an outdoor dining area. Guests can make the most of the warm weather with the property's barbecue facilities. The nearest airport is Indianapolis International Airport, 38 miles from the vacation home.

Smoking • Barbecue/Outdoor Cooking • Sports/Activities • Other • Air Conditioner • Security/Safety • Fireplace/Heating • Balcony/Terrace • Guest Services • Child Friendly • Parking

This Property located on racoon lake. Great place to wake up and go fishing and swimming. As well as there is public hunting grounds, located not too far from property in Parke county. This is a 2 bedroom, 1 bathroom small cabin style that makes a perfect getaway for families and hunters. This property is on well water, and has a grill. Perfect place to make memories!

- "This little cabin in the woods was convenient and comfortable." - "Wonderful weekend away!! Kayaked on Sugar Valley Creek and enjoyed this little cabin in the woods. We saw an owl when we pulled up and deer each morning." - "We had a wonderful week here!! Cabin is very cozy with a great location close to all out door activities in the area. Had 2 children 8 and 10 with us, that also loved cabin. The cabin has everything you need for your stay. Would definitely recommend cabin to friends and family!!"

The Econo Lodge Cloverdale hotel is minutes away from the Crossroads Arena & Expo, Indiana's premier equine, livestock and show venue. Local points of interest like the Putnam County Fair Grounds and Lincoln Park Speedway are close to this hotel. Richard Lieber State Park is 10 miles away. This recreation area provides plenty of opportunities to enjoy Indiana scenery and the great outdoors while hiking, biking, fishing, swimming or boating. A number of entertainment venues, retailers and restaurants can be found in the surrounding area. Hotel features include: Free continental breakfast, free wireless high-speed Internet access, free local calls and free coffee. For added convenience, this Indiana hotel has an on-site business center that provides guests with access to copy and fax service. All guest rooms at the hotel have curved shower rods, desks and cable television. Ask about our rooms that have microwaves and refrigerators. Handicap accessible and nonsmoking rooms can be requested. Laundry facilities are located on the premises and ample free parking is provided.

- "It was fine. We stayed a second night after the race also." - "Easy and fast" - "For the amount of money you charge at this hotel you would expect more but it still gave me a better option than others" - "Great value for travelers!" - "Hmmmmm, not sure"

Stylish, up-to-date, Bedford Stone, single level home on Indianapolis Road, just a 3 minute drive to DePauw University, Crown Industrial Park, and the Historic Downtown full of Fine Dining, Craft Beer & Wine, Music and other entertainment. 300 feet from People's Pathway. Located in the heart of Covered Bridge country. 40 Minutes from the Indianapolis International Airport and the Indy 500 raceway.

This 2 bedroom house has a large living room and open dining room. All original hardwood oak flooring and new furniture. Enjoy the 55" Roku TV or sit on the private patio, relax and grill out.

There is a full laundry room including and ironing board and iron, laundry detergents and baskets if you need to refresh your wardrobe while you are staying in town.

You'll fall in love with this clean, charming house that is so conveniently located on a "main drag" but in a residential setting of green lawns and blue skies...(well, I can't guarantee the blue skies! But Indiana is beautiful!)

- "Everything we needed was right there. The check in and check out processes were seamless. Communication with the host was great!" - "Very nice place, clean and welcoming. We had beautiful weather and a nice weekend visit with family." - "Overall great. Gladly stay here again on the next hunting trip!" - "I hate to give a great review of a place I will try to stay at several times...makes it less available ... but it was lovely. Great hospitality...wonderful accomodations...good location...couldn't have asked for more."

Enjoy a beautiful night on the covered deck or a rainy night inside playing pool and games with the family! Take a quick walk down to the dock for a swim, maybe a trip around the lake in the kayak. The fun is all up to you!
Our home is nestled up in the treetops over looking the Lake!
Enjoy grilling out on the large deck or just enjoying your vacation quietly reading a good book, or just quietly listening to all the nature you are surrounded by!

- "We had a great weekend at this property. We loved relaxing on the deck and taking in the beautiful view of the lake. Access to the dock is very convenient. The house met all of our expectations and was well stocked with about anything you could need during your stay." - "This was a nice stay. Very clean and well-organized. The cabin is not large, but there was enough space for 4 adults and 3 kids. The deck was very enjoyable and you can swim right from the back. Would stay again."

Comfortable, clean and inviting light--filled home with private wooded views off the large covered back porch. Simple and open floor plan, tastefully furnished, that accommodates a larger group in the relaxing family room to more intimate seating area in the lovely front room. If you are looking for a place to feel at home, to get ready for your dream wedding, or just relax, you will discover it here.

- "This house is so beautiful. I loved the decor and everything about it! Perfect for the bride and bridesmaids!! Made for some really pretty pictures!" - "We had a great stay. The house is well decorated and had everything we needed. The back porch is a great place to spend time with family." - "We stayed 3 nights for visiting colleges in the area during early February. It was quite chilly outside but quite warm and cosy inside. The host gave us great check in information and other useful contacts. Information in the property description is absolutely matching, it’s nicely decorated and has plenty of useful equipment. It would be probably nicer to come during the summer when the outdoor terrace, the BBQ and the garden can be used. So we have a reason to come back. 😀"

In this quaint country setting just outside of the town of Greencastle, you'll find a warm and welcoming two-bedroom house that's perfect for your upcoming trip. As you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, microwave, dishwasher, coffee maker, blender, and all the dishes and utensils you'll need to prepare delicious meals. Unwind in the comfort of your own home, with amenities like air conditioning, heating, and linens to ensure your stay is as relaxing as can be. Accommodates 4 comfortably but we provide an air mattress and sectional couch to add additional guests if needed

Indulge in the luxuries of a hot tub, stay connected with the provided WiFi, and take care of your laundry needs with the in-unit washer and dryer. When you're ready to explore, you'll find DePauw University just an 8-minute drive away, offering a wealth of educational and cultural experiences. Within 3 miles of the 3 Fat Labs venue as well as others in the area. Whether you're seeking a peaceful escape or a fun-filled adventure, our vacation home has everything you need to make the most of your time in Greencastle.

- "Great Stay Highly Recommended for Peace & Quiet" - "Our daughter had a serious accident and we needed a place near DePauw to care for her. This quiet haven was ideal. House is handicapped accessible and close to all we needed. The owner was so helpful and responsive when we needed something, she even ran out and bought potholders when we realized the house was missing them! This has been a great little home away from home. " - "This was a beautiful quiet spot of heaven. We felt extremely at ease and enjoyed the quiet oasis of this property."

Quaint, newly remodeled, tiny home. Twin/sofa bed with pull-out trundle bed. Kitchenette with refrigerator & microwave. TV with Cable. Wooden front and rear deck. Mini barn is also available for use. Close to business district. Easy access to Greencastle, Rockville, Crawfordsville and Danville. Several state parks and nature preserves in the area. 3 covered bridges within 5 minutes drive.

- "Perfect size for my son and I during our 5 night stay. Highly recommend!" - "I liked walking into a space that was all my own versus a hotel. It was so peaceful." - "Nice and clean, comfortable and cozy!" - "We had a wonderful stay at the quaint, tiny home in Bainbridge. This completely updated home was exactly what we needed for our trip to visit friends in the area. The rental was clean and comfortable. Communication with the owner was excellent. We enjoyed our first tiny home experience. "

Come enjoy our cabin in the woods. It is set up for the perfect combination of rest, relaxation, and recreation. Step away from your busy life to spend some time enjoying nature. Rest and relax in any of the 12 available sleeping spots in the AC, layout in any of the 4 hammocks, sit by the large fire pit, or soak in the Hot Tub. When you're ready for some fun the cabin is located on the lake and next to the park. Take your family out on the water in the 4 Kayaks, do some fishing, or enjoy all the park has to offer. After a day of fun bring the kids back to jump on the trampoline in the woods or play some real Indiana hoops, while you cook a feast on the grill and smoker. The cabin is set up perfect for two families to enjoy the lake life.

- "This was a great place for a family vacation. The property manager was very friendly and attentive. He even helped us repair our boat wench! Highly recommended." - "Comfortable beds. A lot of towels. Close to the lake. Used trailer attached to golf cart to move kayaks. Big windows to see kids in hot tub and trampoline. Nice fire pit. Pack n play for baby and high chair. Washer dryer and detergent. A lot of movie CD’s. Life preservers for all. Wonderful time!"

Cozy retreat to get away from city life near raccoon lake. Wildlife all around. Plenty of land and decks to enjoy the scenery. Nice walk out basement and quiet neighborhood. 4 TV's w satellite and WiFi in house . 4 bedrooms and 2 1/2 bathrooms. This property has a spiral staircase to access the basement, first and second floor. The only way to the second floor bedrooms are from this staircase. The basement bedrooms can be accessed from walk out basement and spiral staircase. Check out area at. https://www.raccoonlakeparkecounty.com/things-to-do

- "Easy to get to, 5min drive to state park. Nice property!! Owner very easy to work with!!" - "A little challenging to contact owner re: an issue with the house - due to no wifi and limited phone service. But once aware of the situation, he instantly responded. The house was so awesome and spacious - perfect for our family! Lots of outside places to enjoy. " - "Simply gorgeous! When we initially discovered no wifi and little to no cell service, we were unsure about communication or even planning out the day since we're unfamiliar with the area, but it turns out a couple of days spent at the lake, paired with card games, board games, and great company was all we ever needed. A HUGE thank you to the host for providing such an awesome place to relax and "get away"!!"

A-frame cabin decorated lodge style. Very cozy location and only a short walk down a private path to the dock! This property is NOT lake front, but does have quick lake access with cove swimming. Boat docking upon request.
Book Now!

- "This was the best trip! Our hosts were amazing and the house was incredible! The lake was great for swimming and kayaking, and Rockville is minutes from Turkey Run State Park, the best Omish bakeries and food are 5 minutes away. We did not want to leave. So serene and fun. Next year we will be back for 2 weeks. A hidden gem for sure!" - "Loved the location. House is perfect for a weekend of boating on the lake. Will definitely return! For people with negative reviews, you need to know and understand the area and the lake. This lake is not a high class lake. It is for good people who want to have fun type of lake."

Escape the hustle and bustle of Indianapolis and retreat to this 2-bedroom, 2-bath Greencastle vacation rental! Featuring a cozy living area with a Smart TV, a fully equipped kitchen, and in-unit laundry, this lovely property offers everything needed for a stress-free stay. Spend your time shopping through Town Square or visiting with loved ones at DePauw University. Seeking outdoor recreation? Take a stroll through DePauw Nature Park or tee off at Tiger Pointe Country Club. It’s up to you!

-- THE PROPERTY --

Central Location | Pet Friendly w/ Fee | Electric Fireplace | Private Yard

Bedroom 1: King Bed | Bedroom 2: King Bed | Additional Sleeping: Queen Air Mattress, Pack ‘n Play

MAIN FEATURES: Smart TV, breakfast bar, ceiling fans, covered porch
KITCHEN: Refrigerator, stove/oven, dishwasher, dishware/flatware, cooking basics, full knife set, Keurig coffee maker, Crockpot, microwave, toaster oven, ice maker, toaster
GENERAL: Free WiFi, keyless entry, central A/C & heating, linens/towels, washer, dryer, laundry detergent, trash bags, paper towels, complimentary toiletries
FAQ: Pet fee (paid pre-trip), 2 entry steps, 1st-floor bedroom
PARKING: Shared driveway (1 vehicle), free street parking (first-come, first-served)

-- THE LOCATION --

NEARBY ATTRACTIONS: Town Square (0.3 miles), DePauw University (0.5 miles), Reavis Stadium (0.8 miles), DePauw Nature Park Amphitheatre (2 miles)
NATURAL BEAUTY: DePauw Nature Park (0.9 miles), Tiger Pointe Country Club (1 mile), Robe Ann Park (1 mile), Lieber State Recreation Area (13 miles), Shades State Park (30 miles)
INDIANAPOLIS (~49 miles): Soldiers & Sailors Monument, Indiana War & Memorial Museum, Eiteljorg Museum, Indiana State Museum, Indianapolis Zoo, The Children’s Museum of Indianapolis, Mile Square, Fountain Square District, Newfields
AIRPORT: Indianapolis International Airport (39 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with a $50 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This property requires 2 steps to access and, while 1 bedroom is located on the 1st floor, the remaining bedroom is located on the 2nd floor and requires additional stairs to access

- "Nice place to rent for the weekend." - "The house was in perfect condition and extremely clean. The location is amazing - about a 2 minute walk to downtown Greencastle restaurants and bars. Will definitely stay again!" - "The home was spotless and located just off the square. We appreciated having extra sleeping options for my kids (pack-n-play) and the little electric fireplace to warm up on a crisp morning." - "Comfy, clean house close to downtown Greencastle. We walked everywhere!"

Discover the charm of The Tinkers Cabin, nestled in the heart of Parke County, famous for its picturesque covered bridges and the stunning Turkey Run State Park. This idyllic retreat boasts a breathtaking lakefront view of Raccoon Lake, featuring a 30-foot seawall with easy water access. Enjoy year-round adventures with summer swimming and boating, vibrant fall foliage, and unique winter explorations of the lakebed when drained. Unwind by the outdoor bonfire under the stars or indulge in movie nights with free Wi-Fi and a smart TV in this beautifully decorated, cozy cabin. Your perfect getaway awaits!

- "We had a wonderful relaxing weekend. The house was perfect. Super clean, relaxing, and everything we needed. The host was very helpful. We will definitely be back again." - "Great location for Turkey Run State Park on Raccoon Lake. Good value for money. Responsive host. Would stay again." - "Cabin was nice. We had wifi which was very nice and we used the Roku TV. Kitchen had pots pans and plenty to cook with. No dishwasher, but that’s okay! Bathroom is on the first floor with bedrooms upstairs, so a little less convenient for bathroom use in the middle of the night and showering/ dressing in your bedroom, but overall everything was nicely updated and decorated. Stairs were steep. Cabin was close to turkey run and Rockville shops. The lake entrance is a little hard to get to, down lots of steps, not great to swim at that spot. The cabin is not as secluded as you would think from the photos - the neighbors are very close by and there are no curtains in almost any of the windows (master bedroom is the only one with curtains). Not a whole lot of privacy. We were still able to have a campfire and enjoy the outdoors. "

Complete disconnect only 25 min from Indianapolis and 20 minutes from Depauw University. Travel 25 minutes and escape the high-traffic, noise, and distractions to plug into the people you love the most.

Our large home,has hosted and served familes,women's groups, men's groups, girl's nights, and guy's nights! Enjoy a bourbon and cigar on the front patio overlooking the lot, open a bottle of wine and find yourself deep into conversation building relationships. Our home is located at Heritage lake, and we have also equipped with so many games to help make unforgettable moments. We would love to host you and your closest people in our Safe Haven!

- "This was a really nice property! Very comfortable and spacious. Gino and Bobby made this a "check your brain at the door" experience. We have already signed for another date." - "The home was lovely and very clean. My family truly enjoyed all the space in the home and was able to do their own thing. Bobby and Gino was very welcoming and attentive to any requests that I may had. I will definitely be staying here in the future. The pictures does not do justice the home is beautiful. Thanks again for sharing your home with me and my family"

The beautifully remodeled Cow-a-Bungalow is a two bedroom/one bathroom residence within walking distance to DePauw University and all that downtown Greencastle has to offer.

The residence comfortably sleeps up to six guests. Includes a fully equipped kitchen, smart tv’s, Wi-Fi, highchair/pack & play and Washer/Dryer to help facilitate a relaxing family get-a-way.

- "Very nice" - "We had a great stay and while we didn’t use.All the amenities it was decorated nicely and very comfortable. " - "Comfortable and clean accommodations for a quick weekend visit "

Stately Tudor home in the desirable Eastern Enlargement Historic District. Historic features include several rooms with built-in bookcase & drawers, hardwood floors, ornate staircase, built-in buffet, and so much more. 1st floor features a large formal living room, formal dining room with plate rack & buffet, library, eat-in kitchen. Basement includes the laundry room with washer and dryer. Lovely covered porch & fully-fenced back yard. 3 blocks from DePauw University and 5 blocks from town. 4 bedrooms and 2 full bathrooms with newly remodeled kitchen. Large living room, dining room, and library for TV viewing or relaxing. Ideal for bringing the family to sporting events, activity weekends, or exploring the restaurants and shops of downtown Greencastle, the county seat of Putnam County.

- "We came for our son’s graduation. Beautiful house; great location." - "Mark was absolutely wonderful. He communicated well and responded to questions quickly. The property provided us ample space and was conveniently located in Greencastle. We loved staying here and would highly recommend." - "Everything was perfect. Host was incredible at communication. House has lots of character and was great spot to stay for weekend!" - "We had a wonderful stay here! The house had plenty of space to accommodate our family and was very comfortable. A lot of charm, character and special touches throughout the home. Conveniently located on campus. Mark was very communicative and very responsive for any questions. Highly recommend. "

Unit has 2 bedrooms, one with a queen size bed, the 2nd with 2 twin beds and a bath with a tub/shower.
Access down to the lake with a floating dock for your boat or jet ski.
Dish Network, and Internet are provided for those raining days. Deck overlooking lake, gas grill, outdoor furniture, fire pit (bring your own wood) and picnic table on cement patio overlooking lake... all you need is your food and toiletries.

- "Very convenient and overall very good place for a good time. Boat dock and a place to stay all in one. Very nice place" - "This was our second year staying here and was impressed with the deck remodeling that was completed. Very much enjoyed our stay again. Able to dock our boat is a plus." - "Spotless and lovely lakefront apartment, perfect for a couple or small group. The property owner is fantastic to work with and very responsive to questions. The hospitality was A+. I would definitely select this property again!"

Located directly off the DePauw campus, in the highly-coveted Eastern Enlargement Historic District, the attention to detail and premium amenities at Major Dunbar House will knock your socks off!! Enjoy our gourmet kitchen, 1st floor Master Suite, 3-spacious upstairs bedrooms, and 2.5 bathrooms. Our house can comfortably sleep 9 guests (with 5 individual beds, total). We are proud to serve the Greencastle and DePauw communities and we frequently welcome wedding-party guests from nearby venues. As the closest residential home to the DePauw University main campus, our neighborhood is shared by several campus buildings and student residences. To the rear is the Delta Tau Delta fraternity house. You may occasionally hear music playing during the day or in the evening. The members of the house are careful to end all activities by a reasonable hour, so you likely won't be disturbed, but please be aware of this when classes are in session if events are taking place. Our neighbors across the street are members of the Alpha Tau Omega fraternity house. They are equally cautious about being respectful of the neighborhood by keeping things quiet and you shouldn't be bothered by them, but just a heads up if you see any activity in their front yard. You'll enjoy the entire house and even have a private garage, should you choose. Parking is either in the extra-wide, 2-car garage, in front of the garage on the concrete driveway, or in front of the house on the street. Free parking is plentiful throughout the historic district. ACCESSIBILITY NOTE: While the Major Dunbar House features a comfortable first-floor master bedroom suite, access to the house requires navigating a few stairs in front, or in back. Please be aware of this detail as the house is NOT wheelchair accessible. Guests with mobility concerns may find difficulty walking up the front steps. We are happy to clarify any accessibility questions in advance of your stay, just let us know!

- "Beautiful home. Loved all the details. Very quiet neighborhood. " - "I booked this property for the groomsman party of my friend’s wedding and it was great. There was plenty of space for us all to be comfortable and get ready for the wedding. The wedding venue, Owl Ridge, was only 5 minutes away. A coffee shop was also in walking distance. Communication with the host was very efficient and simple. It was a great weekend" - "Absolutely loved the house. The whole process was so easy. Very clean and we had everything we needed. Would absolutely return. Highly recommend. "