Vacation rentals in Greentown

The 1889

A historic treasure gently awakened for the modern traveler. From its grand staircase to its cozy nooks, this 1889 home has been fully reimagined—offering peace, warmth, and classic Midwestern hospitality Enjoy a meticulously updated interior for up to six guests, premium finishes, and cozy spaces just minutes from local favorites. Come be a part of the story and book today! 5 minutes from Kokomo Speedway, 10 minutes from Championship Pk 40 minutes to Grand Pk, 1 hr to Indiana Beach 1 hr 20✈️

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.

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

2 Bd 1.5 Bth, King Bed, Walk downTown w/ Balcony

✩ 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.

Getaway at the Green House

This reimagined upstairs apartment is the perfect place to relax and enjoy the beautiful historic downtown of Tipton, IN. You can unwind in a peaceful neighborhood one block from the local boutiques and restaurants. You can find plenty of live music and entertainment at a number of our local establishments. Speaking of restaurants, you will be nestled above the locally owned and operated, Love Bug Cafe. And yes, you can add on a meal or two!

Harmony House

Modern Farmhouse style- Located next to Champion Park-Family sized. Large open concept living room and kitchen with nice sized kitchen Island. Large bedrooms, laundry/mud room, large yard and deck with an outdoor grill and fire pit table, and a sweet front porch. Surveillance devices on outside of the property while still protecting privacy inside the home. Everything is brand new. Quiet neighborhood. We love it and we hope you do too!

Grandma’sFarmhouseonNickleplate

Walk into the door of a old country farmhouse it feels kinda like grandmas. With warm touches, antiques and a unique twist of modern along with old floors, sweet treats and quilts. It is comforting to sit by a modern fireplace and a relaxing countryside. A big desk space in the kitchen if you need a workspace. Come and sit down and take the pressure off of life kicking back at this Grandma’s farmhouse special.

Adorable Dutch Colonial Home

Bright and cheerful with a modern twist. This beautifully remodeled home has all the amenities that are needed to make your stay enjoyable. Take advantage of the 3 season room and watch the squirrels play in the backyard or take a stroll to the walking path for some fresh air and a riverfront view. Just minutes from downtown shopping and many restaurants to make your stay enjoyable.