Vacation rentals in Tipton

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Top-rated vacation rentals in Tipton

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Top guest favorite
A two-story home features a combination of brick and siding, complemented by neatly trimmed shrubs and trees. The attached two-car garage is visible, showcasing a paved driveway. Large windows provide ample natural light, enhancing the inviting appearance of the front entrance.
Home in Westfield
4.99 out of 5 average rating, 107 reviews

Grand Park minutes away Sleep 13, 11 beds

Tournament at Grand Park with the team or plans to enjoy downtown Westfield, Carmel or Indy? This house has you covered with plenty of fun and games for the whole family and easy access to shopping and restaurants. This home is in a quiet neighborhood with nearby access to the Midland Trace Trail and the Monon Trail. The fully fenced in backyard is a great space for the family or enjoy playing the Nintendo switch and a few rounds of foosball. The backyard includes patio, grill, seating and more.

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
5.0 out of 5 average rating, 29 reviews

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!

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
4.93 out of 5 average rating, 147 reviews

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.

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
5.0 out of 5 average rating, 101 reviews

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.

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
4.91 out of 5 average rating, 53 reviews

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

Top guest favorite
Home in Greentown
4.98 out of 5 average rating, 66 reviews

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.

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
4.89 out of 5 average rating, 121 reviews

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.

Top guest favorite
Home in Cicero
5.0 out of 5 average rating, 24 reviews

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.

Top guest favorite
A welcoming entrance features a small patio area with a wicker seating arrangement and a side table. Lush greenery surrounds the space, providing a tranquil setting. The charming red brick building stands prominently in the background, enhancing the inviting atmosphere.
Apartment in Kokomo
4.9 out of 5 average rating, 176 reviews

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.

Top guest favorite
Apartment in Tipton
5.0 out of 5 average rating, 29 reviews

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!

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
4.99 out of 5 average rating, 134 reviews

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.

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
4.85 out of 5 average rating, 127 reviews

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.

Popular amenities for Tipton vacation rentals