Top Vacation homes in Midwest

Find the Top Vacation homes in Midwest – 300+ Quality Options from Leading Providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
281-300 out of 317 vacation homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
10 adults
5 bedrooms
5 beds
From   US$ 504 /nightSelect
  • Five-bedroom air-conditioned villa
  • Free on-site parking available
  • Non-smoking property throughout
Holiday home
4 adults
1 bedroom
2 beds
From   US$ 591 /nightSelect
  • Beachfront access steps from Peninsula Beach
  • Cozy living area with fireplace
  • Fully equipped kitchen for home cooking
  • Heated pool
  • Fitness centre
  • Air conditioning
From   US$ 179 /nightSelect
  • Heated swimming pool for year-round relaxation
  • Well-equipped kitchen for convenient dining
  • On-site fitness centre for active guests
  • Fully equipped kitchen
  • Private entrance
  • Air conditioning
Select
  • Private entrance for added seclusion
  • Equipped kitchen with essential appliances
  • Non-smoking holiday home throughout
  • Flat-screen TV
  • Pets allowed
  • Air conditioning
From   US$ 254 /nightSelect
  • Air-conditioned holiday home for comfort
  • Pets allowed for your furry friends
  • Flat-screen TV for entertainment options
Holiday home
  • Outdoor pool
  • Tennis court
  • Kitchen
From   US$ 207 /nightSelect
  • Fully equipped kitchen and fireplace
  • Outdoor swimming pool for relaxation
  • Private entrance for added convenience
  • Sun terrace
  • Outdoor dining
  • Flat-screen TV
From   US$ 190 /nightSelect
  • Lake view holiday home with patio
  • Sun terrace for outdoor relaxation
  • Two bathrooms for convenience
Holiday home
  • Hot tub
  • Barbecue area
  • Game room
From   US$ 595 /nightSelect
  • 5 spacious bedrooms with hot tub
  • Outdoor fireplace and barbecue facilities
  • Game room with billiards table
Holiday home
  • Private beach
  • Outdoor fireplace
  • Canoeing options
Select
  • Private beach access and patio views
  • Family-friendly outdoor play area
  • Canoeing and fishing opportunities nearby
  • Air conditioning
  • Washing machine
  • TV
From   US$ 159 /nightSelect
  • Private entrance for enhanced privacy
  • Fully equipped kitchen with cookware
  • Non-smoking property for clean atmosphere
  • Outdoor seating
  • Fully equipped kitchen
  • Beach access
From   US$ 136 /nightSelect
  • Beachfront access with outdoor seating
  • Fully equipped kitchen for convenience
  • Pet-friendly holiday home available
The Bridges Bay Vacation Cabin 185 Villa Arnolds Park is set within 3.6 km of West Okoboji Lake and approximately a 15-minute ride from Clark Museum of Okoboji Area & Iowa History.
Holiday home
From   US$ 639 /nightSelect
Holiday home
  • Outdoor fireplace
  • Picnic area
  • Equipped kitchen
From   US$ 202 /nightSelect
  • Canoeing and fishing in scenic surroundings
  • Outdoor dining area with river views
  • Pets allowed for your furry friends
From   US$ 378 /nightSelect
Yoctangee Park is approximately 20 minutes' stroll from the New Luxe Pet Friendly Free Parking Downtown Chillicothe and features shopping and dining.
  • Hot tub
  • Picnic area
  • Air conditioning
From   US$ 119 /nightSelect
  • Private hot tub for relaxation
  • Outdoor picnic area and fireplace
  • Pet-friendly accommodations available
  • Fully equipped kitchen
  • Washing machine
  • Air conditioning
From   US$ 1 146 /nightSelect
  • Fully equipped kitchen with modern appliances
  • Convenient access to local attractions
  • Air conditioning for comfortable stays
  • Hot tub
  • Shared kitchen
  • Flat-screen TV
From   US$ 603 /nightSelect
  • Scenic panoramic views from the balcony
  • Relaxing hot tub and outdoor fireplace
  • Sleeps up to 12 guests comfortably
Holiday home
From   US$ 319 /nightSelect
The Wildwood By The Lake is set within 10 minutes' walk of Castle Rock County Park and a mere 0.9 miles from Our Lady of the Lake.
  • Private Parking
  • Fully Equipped Kitchen
  • Garden Terrace
From   US$ 442 /nightSelect
  • Garden views from spacious balcony
  • Free private parking for guests
  • Pet-friendly accommodations available