The Best Vacation Rentals to Book in Indiana

Get a feel for real Midwest life with a stay at one of the best Indiana vacation rentals
Get a feel for real Midwest life with a stay at one of the best Indiana vacation rentals | © Patricia E. Thomas / Alamy Stock Photo
Sarah Warwick

Known as the Crossroads of America, Indiana is a jewel of the Midwest. Tourists come to enjoy the beaches of Lake Michigan and to explore the urban delights (and crazy motor racing) of Indianapolis along with the state’s gorgeous expanses of rolling farmland and cornfields. Heading to the Hoosier State? If you’re interested in seeing what real Midwest life is like, opt for one of the best Indiana vacation rentals. From cottages to mansions, these dreamy vacay stays can be booked right now via Culture Trip.

1. Lake Michigan Beach Cottages, for lakeside relaxation


Adirondack chairs and a hammock at Lake Michigan Beach Cottages close to the beach
Courtesy of Lake Michigan Beach Cottages / Expedia

This charming cottage is just a few minutes’ walk from Sheridan Beach, and a short drive from enjoyable sites such as Indiana Dunes National Park, Washington Park Zoo and the Friendship Botanic Gardens. Softly decorated throughout, the 14-sleeper property features five bedrooms (including a bunk bed) and three bathrooms, so bring along family and friends. The fully equipped kitchen, sun deck and beachside hammock are everything you could need for a relaxed Indiana beach vacation. You may never want to leave.

2. Speedway Charm, for pole position during the Indy 500


A modern living space with an L-shaped couch at Speedway Charm
Courtesy of Speedway Charm / Expedia

If you’re one of the more than 250,000 people who descend on Indianapolis for the Indy 500 each year, then you’ll want to book this spotlessly clean and compact bungalow. It’s within easy walking distance to the Speedway, where the iconic race and many others are held, as well as a museum that charts the city’s passionate relationship with motor racing. Owners Brett and Kim are considerate hosts, too.

3. Sanitized Newly Designed Super Chic Indy Home Near Fountain Square, for a home away from home


This Indianapolis home might look a bit small from the outside, like some kind of quaint Scandi structure, but when you walk in – wow. It opens up to reveal a chic home away from home, featuring luxe furnishings, modern lighting and a brand new kitchen, complete with marble surfaces and a giant fridge. The sociable, open-plan living area has a cozy corner sofa and a flatscreen TV. There’s a deck with a barbecue out back, plus a games room with foosball and pool tables tucked away in the garage.

4. Designer 5BR House Steps to Downtown/Fountain Square, for central glamour


Designer living space with wood floors with stairs to upper floor
Courtesy of Designer House 5BR Steps to Downtown/Fountain Square / Expedia

From its red-brick exterior and picture-perfect porch to its cheerily decorated interiors, complete with striped armchairs, this Indianapolis house is simply gorgeous. On the first floor, large windows flood the living area with light, and on hot summer evenings you can dine out on the garden patio. Upstairs, you’ll find five bedrooms and two bathrooms – there’s even a freestanding bath for that touch of glamour. As the name suggests, you’ll be walking distance from Fountain Square, so it’s close to the city’s main sights, but far enough away from the action to ensure a good night’s sleep.

5. Pleasant Grove Farm LLC, for a rural retreat


View of a cottage at Pleasant Grove Farm on a grassy spot in front of a pond
Courtesy of Pleasant Grove Farm LLC / Expedia

Indiana is famous for its farmland, and you can experience the best of its rural charm with a stay at one of this farm’s wooden cottages. Choose from four rustic accommodations, sleeping from two to six, complete with barbecues and picnic areas as well as self-catering facilities inside. Sitting on 50 acres (20ha) in Greene County, around two hours southwest of Indianapolis, this is the perfect vacation spot for keen anglers, hikers, bikers and birdwatchers, as well as those who want to experience silent nights and starry unpolluted skies.

6. Blue Door Cottages, for water sports on Lake Shafer


The gated pool area with lounge chairs at Blue Door Cottages
Courtesy of Blue Door Cottages / Expedia

Located halfway between Indianapolis and Chicago, Lake Shafer is a sleepy reservoir, created for pleasure cruises in the 1920s. Today, it’s home to the tourist center of Monticello, the Indiana Beach amusement resort and these compact, colorful chalets. Within the accommodation complex, there’s an outdoor pool, barbecue grills and a picnic area plus free wifi and parking; and you’re just one minute from the lake for fishing, boating and water sports galore.

7. Spacious 3BR Ranch House W/patio Yard in a Quiet Suburb, for a Louisville detour


Exterior view of ranch house in a quiet suburb
Courtesy of Spacious 3-BR Ranch House With Patio Yard in a Quiet Suburb / Expedia

If you’re traveling around Indiana, you may want to take a detour to Louisville, Kentucky – home of Muhammad Ali, Kentucky Fried Chicken and the world-famous Derby. Although the city itself is just over the state line, the city’s northern suburbs are technically in Indiana, and Sellersburg is home to this cute ranch house that sleeps 10 folks. It’s particularly good for families, with memory foam mattresses, plus a big yard and outdoor/indoor dining tables. As well as Louisville itself (a 20-minute drive), you can explore Clark State Forest, Deam Lake and fruit-picking farms nearby.

8. 3BR Walkout Basement Apartment, for a historical outing


Large living room with red and burgundy leather sofas and wood floors
Courtesy of 3BR Walkout Basement Apartment / Expedia

New Albany is technically another Louisville suburb, but it wasn’t always in Kentucky. New Albany was actually the largest city in Indiana from 1816 until 1860, so it has a rich hoosier history of its own, such as at the Town Clock Church, a stop on the Underground Railroad. Stop for souvenirs at the Odd Shop, grab freakshakes at Boomtown Creamery and enjoy free summer concerts at the Riverfront Amphitheater. This rental is a chilled-out base for exploring the area’s cultural offerings, and you’ll feel like an old-timey person in the luxurious living room armchair.

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