Vacation rentals in Tipton

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Top-rated vacation rentals in Tipton

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Guest favorite

Home in Kokomo

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✈️

5.0 out of 5 average rating, 8 reviews

Top guest favorite

A welcoming exterior view of a modern home is captured, featuring a neatly paved driveway and well-maintained landscaping. The front porch, adorned with comfortable seating and hanging plants, invites relaxation. A tree and shrubs provide greenery, while a spacious garage enhances the home's charm.

Home in Cicero

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!

5.0 out of 5 average rating, 29 reviews

Top guest favorite

A modern kitchen is featured with dark cabinetry and a spacious island. Stainless steel appliances are positioned for convenience. Natural light fills the area, highlighting the marble countertops. A cozy seating area can be seen in the background, creating a welcoming space for family gatherings.

Home in Westfield

Rolling Hill Retreat @ GrandPark

Relax with the entire family at this completely renovated, peaceful retreat in Westfield. This 3 bedroom/2 bath ranch is conveniently located 8 minutes from Grand Park. The home accommodates up to 10 people comfortably. The fully stocked kitchen is the heart of the home with new appliances and breakfast bar seating. Both baths have double sinks to make getting ready a breeze. Enjoy the private backyard space with a tranquil creek or walk to the nearby Monon Trail with over 25 miles of trails.

4.98 out of 5 average rating, 123 reviews

Top guest favorite

A decorative fireplace features a brick exterior with light-colored mortar. Above, a wooden shelf displays a welcome sign alongside a potted orchid and a woven basket. A framed document is placed neatly on the shelf, contributing to a tidy and inviting atmosphere.

Home in Tipton

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.

4.93 out of 5 average rating, 149 reviews

Top guest favorite

The exterior of the newly renovated farmhouse is depicted amidst autumn foliage. Vibrant orange and yellow leaves blanket the ground surrounding the house, which features a welcoming porch and multiple windows. Several trees frame the scene, creating a picturesque rural setting.

Home in Fairmount

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.

5.0 out of 5 average rating, 102 reviews

Guest favorite

A spacious open-plan living area features polished wooden floors and a piano in the foreground. The inviting kitchen area is visible, with dark cabinetry and a large island. Warm lighting complements the exposed brick wall, enhancing the overall ambiance of the space.

Condo in 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

4.91 out of 5 average rating, 53 reviews

Top guest favorite

Home in Greentown

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.

4.98 out of 5 average rating, 66 reviews

Guest favorite

A cozy living area is presented, featuring a brown leather couch and a modern accent chair. A coffee table sits at the center on a patterned rug, while a fireplace adds warmth. Natural light filters in through two large windows, enhancing the inviting space.

Home in 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.

4.89 out of 5 average rating, 121 reviews

Top guest favorite

Home in Cicero

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.

5.0 out of 5 average rating, 25 reviews

Top guest favorite

Apartment in Tipton

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!

5.0 out of 5 average rating, 29 reviews

Top guest favorite

A spacious living area features a dark sectional sofa with matching ottoman set on a decorative area rug. Sunlight enters through large windows, illuminating the room, which includes a side table with a lamp and a patterned armchair. A charming dining space is visible in the background.

Home in Arcadia

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.

4.99 out of 5 average rating, 135 reviews

Guest favorite

A ranch-style home is surrounded by mature trees, creating shade over the front yard. A concrete walkway leads to the front door, which is framed by large windows. A rocking chair is positioned on the porch, inviting relaxation.

Bungalow in Kokomo

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.

4.85 out of 5 average rating, 127 reviews