Holiday houses in Sharpsville

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.

Cheerful 4 Bedroom Home on Quiet Conde St

Relax with the whole family at this peaceful, clean, and spacious cottage. Full kitchen, washer & dryer, spacious living area with 4 bedrooms (2 Queen, 2 Fulls,) & 2 full baths. There is also a desk and chair dedicated for office space. Note: only room located upstairs is bedroom4.. Located in a small town and within walking distance to restaurants, boutique shopping, and the Tipton Park. Home is an easy 24 minute drive to Westfield's Grand Park sports campus and just 20 minutes to Kokomo.

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

Historic Cabin Hideaway: Woods & Charm

The Rayburn House is one of the county’s few remaining examples of a single log-pen house. The front cabin is c. 1834 and a gable front style and the rear cabin is c. 1890. You'll love our cozy cabin with all it's rustic features while enjoying the modern upgrades within. 2 queen beds and a day bed with trundle will comfortably sleep 6. The large eat in kitchen is fully equipped with all your needs, whether your stay short or extended. Located just 15 miles from Purdue University!

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.

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!

Bright & Sunny

This adorable, newly renovated 3-bedroom, 1-bath home is the perfect getaway, offering both comfort and convenience. Equipped with high-speed Wi-Fi, a full kitchen stocked with all the essentials, and plenty of linens and extras for your stay, it has everything you need for a relaxing retreat. Located just minutes from Jackson Morrow Park, this cozy home is also close to shopping, restaurants, and all the necessities!

Historic 2 Bedroom House in Downtown Arcadia

Our newly remodeled and furnished historic 2 Bedroom, 1 bath, house is located in the heart of downtown Arcadia! With all the essentials of home, you can relax whether you are in town for just the weekend or even more of a long term stay. Come enjoy “Where Small Town America Still Exists”, and be footsteps away from our local restaurants, brewery and our Summer Thursday farmer’s market.

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.)