We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Pleasant Prairie, WI and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Price
    per night
    |||
    |||
    $0
    $288 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Don't let other travelers get your favorite Pleasant Prairie area vacation rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 25 miles of Pleasant Prairie, Wisconsin.

    Burlington
    4 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
    From
    $300
    / Night
    Payment Protection
    View Details
    View Details
    1 / 25
    5 of 5 stars (7) Excellent
    Trevor
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    $450
    / Night
    View Details
    View Details
    1 / 13
    5 of 5 stars (2) Excellent
    Grayslake, IL
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $1,450
    / Week
    View Details
    View Details
    1 / 36
    Waterford
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $275
    / Night
    View Details
    View Details
    Amenities & Details
    • Satellite TV
    • Patio
    • Waterfront
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fully remodeled Up-Scale 4 bedroom / 2 bathroom air-conditioned house on the tranquil Fox River. Solid oak cabinets with granite counter tops and soft close doors / drawers. Romantic gas fireplace. Giant 65' HD TV in the living room and TVs in two of the bedrooms. Amazing water views from 3... View all property information
    Location Information
    Waterford, Wisconsin 53185
    1 / 25
    4.5 of 5 stars (3) Very good
    Silver Lake
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    $300
    / Night
    View Details
    View Details
    Amenities & Details
    • Patio
    • Waterfront
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Silver lake is 460 acres of some of the best fishing waters in Kenosha County. The lake is centrally located between Chicago and Milwaukee near the Wisconsin/Illinois border. Lake species include musky, northern pike, walleye, largemouth bass, and pan fish.... View all property information
    Location Information
    Silver Lake, Wisconsin 53170
    5 of 5 stars Reviewed January 30, 2015
    I stayed at this lake house with a group of friends in Jan. 2015 for a weekend. The house is huge and comfortably fit our party with its many beds. The location can't be beat...
    4 of 5 stars Reviewed April 15, 2014
    Our adult ice skating team stayed at this beautiful, clean, comfortable,well kept home. It was a good location to the Rec Plex in Pleasant Prairie. What a nice option instead of...
    See all reviews
    Somers
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $200
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • DVD Player
    • Washer
    • Ocean Views
    • Secure Parking
    • Grill
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A total gut rehab awaits you! This is lake living at its best. Nestled atop a bluff between Chicago and Milwaukee is a completely renovated 1-story, 3 bedroom/2 full bathroom home on a 1+ acre of land and 90' of pure unobstructed Lake Michigan tranquility. Let the endless sunrise greet you to your... View all property information
    Location Information
    Somers, Wisconsin 53140
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing