Midwest vacations you'll never forget

Ranging from the buffalo-studded plains of Kansas to the bluesy bars of Chicago and the glowing dunes of Lake Michigan, the Midwest is surely one of the country's most eclectic regions. Midwest vacations are for those who want to be wowed by world-class art galleries in sleepless cityscapes, for escapees looking for bucolic wine country and time-stood-still Amish farms, for families desiring theme parks or lakeside retreats surrounded by hiking and biking. The allure really is endless.

Top articles to find your perfect Midwest vacation rentals

Discover the Great Lakes State with Michigan vacation rentals

Midwest

Oh, Michigan – there's hardly a dull moment to be had here.

Booking a vacation rental in Branson, MO

Midwest

A whopping 50 vaudeville playhouses and theaters combine with scenic heritage railways and rattling mine rollercoasters that recall the days of the Old West in Branson, making this one of the Midwest's out-and-out family-fun resorts.

Stay in the heart of the city with Chicago rentals

Midwest

The biggest, brightest, buzziest megacity in the whole Midwest comes at you with the penguin-flapping Lincoln Park Zoo, the Art Deco skyscrapers of the bucket-list Loop area, the soy-sizzling cookhouses of Chinatown, the pizza pies of Little Italy, the acclaimed and prestigious Art Institute of Chicago – we could go on for hours.

Booking vacation rentals in Newport, Kentucky

Midwest

Newport marks a great crossroads in the Midwest. It clings to the snaking Ohio River, with Dixieland bars and Southern riverboat tours on offer from its banks. Go north and you hit Cincinnati, where the grand Union Terminal still oozes the specters of the cross-nation railroad, the celebrated Cincinnati Art Museum beckons with works by Botticelli and Rubens, and one of the country's top zoos awaits. Newport rentals can be found in historic homes or slick penthouses, with views of the Queen City and walking access to the popular Levee shopping and entertainment complex.

Discover the Great Lakes State with Michigan vacation rentals

Midwest

Oh, Michigan – there's hardly a dull moment to be had here. Whether you're cruising through the cherry orchards and rolling vineyards of the Lower Peninsula, skimming in kayaks beneath the rugged Pictured Rocks of the Upper Peninsula, or just kicking it on the sands of Saugatuck, there's loads to get through. What's more, Michigan vacation rentals cover all sorts. From woodland cabins on low mountains to cute cottages by the lakeshores, you can be sure to find something for romance, for family, for adventure.

Booking a vacation rental in Branson, MO

Midwest

A whopping 50 vaudeville playhouses and theaters combine with scenic heritage railways and rattling mine rollercoasters that recall the days of the Old West in Branson, making this one of the Midwest's out-and-out family-fun resorts. Of course, that means vacation rentals in Branson, MO, are a doozy for the whole crew. Get them close to the theme parks or the lakeside, with wild Ozark hiking trails on the doorstep, beautiful golf courses within reach, or whimsical wax museums right next door.

Stay in the heart of the city with Chicago rentals

Midwest

The biggest, brightest, buzziest megacity in the whole Midwest comes at you with the penguin-flapping Lincoln Park Zoo, the Art Deco skyscrapers of the bucket-list Loop area, the soy-sizzling cookhouses of Chinatown, the pizza pies of Little Italy, the acclaimed and prestigious Art Institute of Chicago – we could go on for hours. Vacations here are packed to bursting with amazements and wonders. And that's before you even get to see the vast array of Chicago rentals that could be yours, ranging from grand lakeside mansions to slick inner-city penthouses.