Vacation rentals in Greentown

Cozy Country Bear log cabin with many amenities

You won’t forget the peaceful surroundings of this rustic destination. Enjoy wildlife, kayaking, fishing, campfires, horses, hiking and games. We also have a sauna and a hot tub available on the premises There is Roku TV and WIFI in the cabin. You can sit on the front porch and enjoy the swing or rocking chairs and listen to the night sounds or chat with friends. You can also enjoy a campfire and cook over the open fire on our tripod grill. We have 2 other cabins and our cozy apartment listed.

Sunlit Sanctuary w/Country View. Tranquil & Clean.

Retreat to the country with this newly renovated guest house. Located just 8 minutes away, this modern space offers a tranquil, country setting with quick, easy access to Kokomo. A lovely space to unwind and relax after a busy day at work or play, this quiet setting ensures you rest peacefully. In the morning, after drawing back the blackout curtains, take in the serene views of the countryside and perhaps catch a glance of the local wildlife as rabbits, squirrels and birds are abundant.

Enjoy Nostalgia In James Dean's Hometown

The Rebel Lodge is a fully restored historic brick building located in the heart of James Dean's hometown. lt is right across the street from the James Dean Museum, just around the corner from Main street, and only blocks from The James Dean Gallery. The building will sleep 4-5 with a comfy double bed, a pull out sofa and an additional sofa. It is decorated with fun mid century furniture and decor. Everything is freshly up to date with new furnace, & air conditioning. Please enjoy your stay!

Vintage Farmhouse Charm

Welcome to Grace Farm, this house and farm have been part of our family for over 100 years. It is newly renovated to reflect our rural farm heritage. The house is spacious and ready to host your family gathering, girls weekend or peaceful retreat. Explore the barns, hay field, fire pit; ride bikes or walk along the quiet country road and find the beaver dams in the creek. Our farm is 20 minutes from Indiana Wesleyan, 30 minutes from Taylor University and 1 hour to Indy and Fort Wayne.

The Brick-Road Penthouse - 5BR, 4BATH, Walkable

Stay in the entire top floor of Kokomo’s most iconic Building. This stunning 5BR/4BA penthouse blends historic charm with modern design—featuring a grand piano, glass fireplace, and open-concept living. Walk to top restaurants, breweries, festivals, and the Heritage Trail. Ideal for business, groups, retreats, or unforgettable getaways. Privacy, style, and location all in one. ✔️ Entire 3rd Floor ✔️Walkable Location Downtown ✔️ Wifi ✔️Smart TV's ✔️Full Kitchen & Laundry ✔️Free parking

Creekwood Cottage ~ Private Hideaway

Relax with the whole family at this peaceful place to stay. Play in the creek bed with sand toys while listening to a variety of birds. Walk in the woods and connect with nature or enjoy sitting on the porch with a cup of coffee. This is a primitive cabin to relax and unwind. It’s a mix between a dry & wet cabin. A glampers dream! There is an outdoor shower. Other indoor shower options: YMCA and showers at JJ's Truck Plaza nearby Board games are stocked for quality time together

Parkside Perch - King Bed - large covered balcany

✩ Parkside Perch Highlights ✩ • Newly renovated Living Space • 110 sq ft covered balcony • Walking distance for all interests • Dream Coffee Bar for any style. • Park across the street offers pickleball, basketball, tennis, large playground, and live music featured on weekends. • Access Kokomo's paved trail across the street and walk or bike for miles. This space is perfect for small families, traveling professionals, or anyone looking to spend some time in downtown Kokomo.

The Cozy Corner

Kick back and relax in this calm, stylish space, which has just been completely renovated! New white spaces with lots of comfy touches will be sure to relax your mind and rejuvenate your soul! Come get away and relax or connect with family/friends. Play games in the living room with friends or sit around the firepit area outside to enjoy smores and conversation. This home is conveniently located in a rural area 5 minutes from Greentown and 7 minutes from Kokomo.

TinyHouse Spa Cabin#3 on the Reservour

Get cozy and settle into this rustic space. Enjoy the relaxation and quiet tranquility. Take out a kayak, relax in the spa, or just lounge by the waters edge. Private cabin, full bath, 1 queen bed. Fresh air! Mini fridge, micro, grill! Waters edge 400ft from the cabin, there is acces a short walk to the bridge for 🎣 fishing, and boat ramp for kayak launch. RV hook ups avail.! The host is a holistic healer, Rife practitioner, and builder of off grid home's, reiki avail.

1890's Farmhouse

Welcome to our mid-century modern farmhouse retreat! This stylish and spacious home features four bedrooms & two bathrooms, making it perfect for couples, families, or groups of friends looking for a place to call a temporary home, just 35min north of Indy. This home is cozy with mid-century furnishings and decor throughout. Each bedroom is simple yet tastefully decorated & the overall space is clean and cozy for guests to have a memorable experience.

The Garden Cottage at The English Rose

The Garden Cottage at The English Rose is a beautiful, clean, spacious, light and airy 750 sqft , 1 bedroom, 1 bath apartment. This renovated carriage house is adjacent to our 1903 Queen Anne Victorian and is a registered historical landmark of Kokomo, Indiana. The garden cottage gets it’s name by being surrounded by beautiful lush perennial gardens. Only registered guests allowed. Small, well trained, apartment dogs under 12lbs allowed.

Cozy Kokomo Retreat

Welcome to your home away from home! This comfortable 3-bed, 1-bath house sits in a quiet Kokomo neighborhood, offering peace and convenience. Enjoy a fully fenced backyard, spacious patio, and grill. Minutes from downtown dining, coffee shops, and boutiques. Close to trails, the sports complex, and perfect for families, pets, and traveling workers. (Garage not available for use.)