Midwest Vacation Rentals - HolidayHomes base64Hash Midwest Vacation Rentals - HolidayHomes

Midwest Vacation Rentals

Browse 266,939 available vacation homes and compared across 171 trusted partners

Anytime
Guests
Anytime
Guests

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 Table Rock
Cozy cabin close Branson fun/area lakes great enclosed patio pet friendly
Book now
Lodge Grant Township
Lovely lodge with pool & sauna | Lake view
Book now
Cabin Branson
Cabin | Lake view
Book now
Cabin Holts Summit
Cottage with pool, yard & grill | Nature view
Book now
House Green Forest
Water-View Home Half Mile to Table Rock Lake
Book now
Cabin McGregor
Cabin with terrace & barbeque | Nature view
Book now
House Muscoda
House with garden, patio & barbecue
Book now
Cabin Hillman
Waterfront Cabin on Beautiful Peavy Lake! Sandy Beach with Crystal Clear Waters!
Book now
Chalet Ashtabula
Chalet with hot tub, patio & grill | Nature view
Book now
Cabin Ellsinore
Cozy cabin with hot tub just 15 minutes from the beautiful Current River.
Book now
House South Haven
Lakeview home with beach access, private pickleball court, firepits & fireplace
Book now
House Grandin
Rustic Lodge for 14 near Current River on private 35 acres
Book now
Cabin Wisconsin Dells
Cabin with pool
Book now
House Marblehead
Marblehead Family Lake Cottage - 3 bedroom
Book now
House Boardman
House with yard, patio & private pool | Perfect for remote work
Book now

Top 15 most Recommended Vacation Rentals in Midwestern US

Discover your ideal Midwest vacation rental with real-time comparisons of 266,939 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Resort Maryland Heights
Resort ∙ 6 guests ∙ 1 bedroom

Hollywood Casino St. Louis

Maryland Heights, St. Louis County, Missouri, United States
This resort in Maryland Heights accommodates 127 guests and offers convenient parking for a hassle-free stay.
from $105
per night
View deal
Resort Willowbrook
Resort ∙ 2 guests ∙ 1 bedroom

The Champagne Lodge and Luxury Suites

Willowbrook, Downers Grove Township, Illinois, United States
This cozy resort in Willowbrook accommodates 2 guests and features a relaxing hot tub for a perfect getaway.
from $205
per night
View deal
Resort Osage Beach
Resort ∙ 5 guests ∙ 1 bedroom

Margaritaville Lake Resort Lake of the Ozarks

Osage Beach, Camden County, Missouri, United States
This resort in Osage Beach accommodates 127 guests and features a relaxing hot tub for a rejuvenating stay.
from $143
per night
View deal
House Chillicothe
6 guests ∙ 3 bedrooms

House

Chillicothe, Scioto Township, Ohio, United States
This house rental in Chillicothe accommodates 6 guests and features a spacious backyard for outdoor relaxation.
from $91
per night
View deal
Resort Table Rock
Resort ∙ 6 guests ∙ 2 bedrooms

The Suites at Fall Creek

Table Rock, Taney County, Missouri, United States
This resort in Table Rock accommodates 127 guests and features a relaxing hot tub for a perfect getaway experience.
from $61
per night
View deal
House Kewadin
House ∙ 14 guests ∙ 6 bedrooms

242 m² House

Kewadin, Milton Township, Michigan, United States
Spacious house rental in Kewadin for 14 guests featuring a beautiful lakeview and a large yard for outdoor activities.
from $621
per night
(26)
View deal
Condo Branson
Condo ∙ 4 guests ∙ 2 bedrooms

73 m² Condo

Branson, Branson Township, Missouri, United States
This cozy condo in Branson accommodates 4 guests and features a modern kitchen for convenient meal preparation.
from $91
per night
View deal
House Mackinaw City
10 guests ∙ 4 bedrooms

House

Mackinaw City, Wawatam Township, Michigan, United States
This house rental in Mackinaw City accommodates 10 guests and features a spacious yard perfect for outdoor activities.
from $358
per night
(120)
View deal
House Newaygo
House ∙ 28 guests ∙ 8 bedrooms

446 m² House

Newaygo, Brooks Township, Michigan, United States
This house rental in Newaygo accommodates 28 guests and features a spacious yard perfect for outdoor gatherings.
from $538
per night
(88)
View deal

More travel options

image-tag