Midwest Vacation Rentals - HolidayHomes base64Hash Midwest Vacation Rentals - HolidayHomes

Midwest Vacation Rentals

Browse 273,784 available vacation homes and compared across 107 trusted partners

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Top-Rated Vacation rentals in Midwestern US

Book the highest-rated Midwest vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Delton

Brenda's Beach House - Sandy beach, gentle sloping lake bottom - Upper Crooked

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Villa Kettering

1917 Historical 9-bedroom Mansion with Heated Pool with slide on 5 acres of land

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House Eagle River

Sleeps 22! PRIVATE Secluded Beach Lake Home on Eagle River Chain of Lakes!

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House Boardman

House with yard, patio & private pool | Perfect for remote work

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House Lafayette

Vacation home | Dogs allowed

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Cabin Woodsfield

Cabin with pool

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House Salem

Vacation home with patio

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Cabin New London Township

Fresh updates by new owners, family getaway that sleeps 17- 5bedroom 3 bath

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Cabin Emily

12 Bedroom Lodge Dock Your Boat Game Room & Bar

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Lodge Lac La Belle

Lovely lodge with pool, sauna & hot tub | Lake view

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Cabin Barr Township

Family-oriented spacious cottage with patio, garden & grill | Nature view

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Cabin Washington Township

Child-friendly cabin with barbecue, jacuzzi & private pool | Nature view | Pets are welcome

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House Clearwater

Stunning Lake Home! Sleeps 12, 4 Full Bathrooms on 3 Acres!

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House Lake Odessa

Escape Busy Life to Lakeshore Luxury ! FREE tritoon rental with 7 Day booking

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House Rathbun

Charming Cabin on Private Pond – 2 Miles from Lake Rathbun, Southern Iowa

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Top 15 most Recommended Vacation Rentals in Midwestern US

Discover your ideal Midwest vacation rental with real-time comparisons of 273,784 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Fife Lake
House ∙ 16 guests ∙ 6 bedrooms

Family-friendly pleasant house with barbeque, garden & hot tub | Lake view | Good for workation | Pets allowed

Fife Lake, Fife Lake Township, Michigan, United States
This spacious house rental in Fife Lake accommodates 16 guests and features a hot tub for relaxation.
from $134
per night
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Cabin Eagle River
Cabin ∙ 13 guests ∙ 5 bedrooms

Cabin with patio, sauna & BBQ

Eagle River, Vilas County, Wisconsin, United States
This spacious cabin in Eagle River accommodates 13 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $387
per night
(9)
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Cabin Allamakee County
Cabin ∙ 12 guests ∙ 4 bedrooms

Children-friendly beautiful cabin with private pool, barbecue & jacuzzi | Pet-friendly

Allamakee County, Iowa, United States
This spacious cabin in Allamakee County accommodates 12 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $154
per night
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House Park Township
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with terrace & barbeque | Pets are welcome

Park Township, Ottawa County, Michigan, United States
This house rental in Park Township accommodates 8 guests and features a cozy fireplace for a comfortable stay.
from $361
per night
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House Branson
House ∙ 44 guests ∙ 15 bedrooms

Vacation home with sauna, hot tub & private pool | Lake view

Branson, Branson Township, Missouri, United States
This spacious house rental in Branson accommodates 44 guests and features a private pool for relaxation and fun.
from $1,378
per night
(33)
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Cabin Butternut
Cabin ∙ 8 guests ∙ 3 bedrooms

Cabin with 3 bedrooms for 8 persons

Butternut, Ashland County, Wisconsin, United States
This spacious cabin in Butternut accommodates 8 guests and features a cozy fireplace for a perfect getaway.
from $129
per night
(60)
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Houseboat Fremont
Houseboat ∙ 8 guests ∙ 4 bedrooms

Boat with BBQ & terrace

Fremont, Waupaca County, Wisconsin, United States
This spacious houseboat in Fremont accommodates 8 guests and features a cozy fireplace for relaxing evenings.
from $165
per night
(3)
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House Monroe Center
House ∙ 40 guests ∙ 10 bedrooms

Child-friendly big house with private pool, barbeque & jacuzzi

Monroe Center, Monroe Township, Illinois, United States
Spacious house rental in Monroe Center accommodating 40 guests with a private pool and ample outdoor space for relaxation.
from $880
per night
(198)
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House Otsego Lake Township
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with 6 bedrooms for 15 persons

Otsego Lake Township, Otsego County, Michigan, United States
This house rental in Otsego Lake Township accommodates 15 guests and allows pets for a comfortable stay.
from $661
per night
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