Holiday houses in Tipton

Comfortable Lakeview Retreat/Close to GRAND PARK

Escape to our Cozy Lakeside Getaway! This beautifully updated home features inviting beds and a fully equipped kitchen. Located on a quiet street near the lake, it’s a 5-minute walk to favorite Cicero spots like 10 West, Boathouse, DeLullo's, and Alexander’s Ice Cream. It's also just a quick drive to shopping and adventures. Perfect for up to 6 adults. Embrace the charming small-town and golf cart community of Cicero and unwind in this spotless retreat.15 minutes from GRAND PARK sports complex!

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.

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

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.

Comfy home, near Grand Park, & Ruoff Music Center.

Enjoy the best of Cicero from this charming, dog friendly home at 169 Washington Ave. Walk to local restaurants and a coffee shop, or take a short stroll two blocks to Morse Lake for boating, fishing, and sunsets. Plenty of parking—including space for a truck and boat trailer—makes lake days easy. Close to parks and just minutes from Deer Creek (Ruoff) Music Center and Grand Park, Westfield, IN. Boat by day, dine by night, and relax in comfort.

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!

Retreat on Lincoln Street / Ruoff / Grand Park

Stay just minutes from it all! This cozy home is perfectly located 8 blocks North of downtown Noblesville Square (3 mins), Ruoff Music Center (15 mins), (Grand Park Sports Complex (20 mins), Downtown Indianapolis (35 mins), Fishers Event Center (15 mins), Indianapolis Motor Speedway (45 mins), Potters Bridge Park (3 mins), and Hamilton Town Center (15 mins) This 3 bedroom home offers comfort, convenience, and a cozy place to unwind.

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.

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.

Charming ranch, close to Speedway, Grissom AFB, Do

Built in 1957, this ranch-style charmer is tucked into a tree-lined neighborhood on the northwest side of Kokomo. With a one-car detached garage, a lovely open layout, and a fantastic front porch, you'll feel right at home here. There's space for up to five or six people spread across three bedrooms, plus the lightning-fast wifi makes it easy to get some work or schooling done.