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Midwest vacation rentals

The Midwest United States has incredible cities, beautiful national and state parks, and stunning beaches along the Great Lakes. So I’ve rounded up the top Midwest vacation rentals.

Midwest United States Travel Guide

Vacation homes let you explore the states of Illinois, Indiana, Iowa, Kansas, Michigan, Minnesota, Missouri, Nebraska, North Dakota, Ohio, South Dakota, and Wisconsin like a local.

Here are the best Midwest vacation rentals for your next getaway!

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Midwest vacation rentals
Midwest vacation rentals

Beach Glamping

Jasonville, Indiana
5 guests bedroom3 beds bath

Picture yourself fishing, stargazing, and roasting marshmallows at this lakefront glamping site! You’ll have kayaks and paddleboards, a refrigerator, hot and cold running water in the tent, a gas grill, a fire pit, and a private sandy beach.

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Midwest vacation rentals
Midwest vacation rentals
Midwest vacation rentals
Midwest vacation rentals

Lake Home Estate

Lake Geneva, Wisconsin
18 guests bedrooms beds baths

Highlights of this property are six indoor gathering places, a lakefront deck, a stunning rooftop deck, a private yard, a private beach, and a large private pier where you can dock two boats. This home has spectacular lake and sunset views, and you can walk to restaurants and bars.

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Midwest vacation rentals
Midwest vacation rentals

Wide Open Spaces

Cottonwood Falls, Kansas
6 guests bedrooms beds baths

With nothing but prairie views for as far as the eye can see, the song Wide Open Spaces is the best way to describe this custom-built farmhouse. You’ll have huge windows, handmade walnut doors, cabinets, floors, and staircase, soaring ceilings, and a covered porch for enjoying the sea of grass that stretches to the horizon.

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Midwest vacation rentals
Midwest vacation rentals
Midwest vacation rentals

Luxury Highrise

Chicago, Illinois
8 guests bedrooms3 beds baths

If you want to feel like you’re in a luxury hotel, then this apartment is for you. There are direct views of Navy Pier from almost every window, and you’re centrally located for all of the city’s best attractions. You’ll also have access to the building’s state-of-the-art gym,  heated indoor lap pool, sundeck, fire pits, grilling stations, and private cabanas.

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Midwest vacation rentals
Midwest vacation rentals

Whispering Pines Cabin

Whispering Pines Cabin

Butler, Ohio
8 guests2 bedrooms beds2 baths

This remote cabin is the perfect getaway for any season. You’ll be surrounded by five acres of pine forest that “whispers” in the wind. The home has a hot tub, patio, and fire pit that are perfect for stargazing, a gas fireplace, an oversized tub, stainless steel appliances, and lots of rustic charm.

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Midwest vacation rentals
Midwest vacation rentals
Midwest vacation rentals

THE DUGOUT

St. Louis, Missouri
16 guests4 bedrooms18 beds2 baths

This 2,400 sq ft baseball-themed property in St. Louis can actually sleep up to 32 people, so it’s perfect for reunions, friends groups, visiting sports teams, and large family gatherings. Plus, you’ll only be a short walk from Busch Stadium and Gateway Arch National Park.

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Midwest vacation rentals
Midwest vacation rentals

The Mushroom House

Charlevoix, Michigan
14 guests6 bedrooms10 beds5.5 baths

This famous three-story thatch house makes for an iconic vacation (imagine this home on your Instagram feed)! The home is spacious and close to the beach. Because of how well-known this house is, don’t be surprised when people stop to take pictures from the street.

Discover all of the Best Vacation Homes in Michigan
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Midwest vacation rentals

Year-Round Treehouse

Burtrum, Minnesota
9 guests bedrooms beds1 bath

To get to this 18-feet-off-the-ground treehouse, you’ll walk over a thirty-foot covered bridge. The home sits on a ridge overlooking Rock Lake, surrounded by 500 acres of state land. You’ll have central heat and air, a wrap-around porch, hot tub, and easy access to trails for walking, snowshoeing, and cross-country skiing.

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Recommended Tours in The Midwest
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Frequently Asked Questions
  • What are 3 points of interest in the Midwest?

    Here are the top attractions in the Midwest U.S.

    1. Chicago, Illinois

    2. Mount Rushmore

    3. St. Louis, Missouri

    4. Gateway Arch National Park

    5. Lake Michigan

    6. Badlands National Park

    7. Michigan’s Upper Penninsula

    8. The Field of Dreams filming site

    9. Sleeping Bear Dunes National Lakeshore

    10. The Rock & Roll Hall of Fame

  • Is there anything to do in the Midwest?

    Yes! There’s so much to see and do in the Midwest U.S. You’ve got beautiful cities such as Chicago, Ann Arbor, and St. Louis. National Parks such as Badlands, Gateway Arch, Voyageurs, and Wind Cave. Plus, this part of the U.S. has some incredible wine regions and beaches around the Great Lakes.

  • Where can I road trip in the Midwest?

    The best scenic drives in the Midwest are:

    1. Lake Michigan Shoreline

    2. Needles Highway in South Dakota

    3. Onekama to Empire and the Sleeping Bear Dunes in Michigan

    4. US 2 in Michigan’s Upper Peninsula

    5. US 61 Winona to Red Wing in Minnesota

    6. The Wildlife Loop Road in South Dakota

    7. The Wisconsin Great River Road

  • Where should I go for summer vacation in the Midwest?

    The best Midwest destinations for a summer trip are:

    1. Chicago

    2. Mount Rushmore

    3. Wind Cave National Park

    4. Michigan’s Upper Penninsula

    5. Mackinac Island

    6. The Black Hills in South Dakota

    7. St. Louis

    8. The Gateway Arch

    9. A Mississippi River cruise

    10. The Boundary Waters Canoe Area Wilderness

  • What is the Midwest famous for?

    The Midwest is known as “America’s Heartland” because of its location in the middle of the country and its critical role in the manufacturing and farming industries.

    This region is famous for the Gateway Arch, the Great Lakes, Mount Rushmore, Chicago, and the filming site for the movie Field of Dreams.

    Fun Fact: more than one-quarter of the U.S. presidents are from the Midwest.

  • What is the best Midwest state to visit?

    The Midwest is perfect for any trip. If you want large, bustling, metropolitan cities, then Chicago and St. Louis are for you. If you want an epic road trip, then head to Michigan or South Dakota. If you want beaches, then choose anywhere that borders the Great Lakes. And if you want national or state parks for hiking or camping, you could choose to go to any state in the Midwest.

  • Where should I go in the Midwest?

    The top cities to visit in the Midwest are:

    1. Chicago, Illinois

    2. Cleveland, Ohio

    3. Indianapolis, Indiana

    4. Mackinac Island, Michigan

    5. Milwaukee, Wisconsin

    6. Cincinnati, Ohio

    7. Rapid City, South Dakota

    8. St. Louis, Missouri

  • Where should I go in the Midwest in the fall?

    The best fall getaways in the Midwest are:

    1. Marquette, Michigan

    2. Custer State Park, South Dakota

    3. Lake Geneva, Wisconsin

    4. Door County, Wisconsin

    5. Mackinac Island, Michigan

    6. Hocking Hills State Park, Ohio

    7. St. Louis, Missouri

    8. Sleeping Bear Dunes, Michigan

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This article about the best Midwest vacation rentals is not a sponsored post, and the thoughts and opinions expressed in this post are entirely my own. Some of the links in this post about the best Midwest vacation rentals are affiliate links, and, at no cost to you, I may earn a small commission.

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