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Cottages in Pleasant Prairie

Our top choices for Pleasant Prairie cottages

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Property grounds

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (90)
"We had a wonderful stay at this lakefront property. The location is peaceful and scenic—perfect for relaxing or spending time outdoors. The host was incredibly welcoming, responsive, and made sure everything was perfect. Highly recommend for anyone looking for a great getaway!"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
Exterior

New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4

9.8 out of 10, Exceptional, (6)
"Home was very clean, cozy and had everything we needed to make our stay the relaxing getaway we hoped for. Lawn could have been mowed before our arrival so we could have enjoyed the beautiful back yard area more."
New Listing!! Cozy Lake Shangri-La Cottage!! Big yard, fire pit, sleeps 4
A Diamond in the Rough
Outdoor dining

A Diamond in the Rough

9.4 out of 10, Exceptional, (92)
"I will be staying here again in the future. Great place at a great location."
A Diamond in the Rough
Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!
House (3 Bedrooms) | Interior

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

3.0 star property
10.0 out of 10, Exceptional, (1)
Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!
Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun
Property grounds

Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun

Waterfront 2BR Nautical Cottage on Grass Lake - Hot Tub, Firepit & Year-Round Fun
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Interior

6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
6 Mi to Naval Base: Spacious Waukegan Home w/ Yard
Salem Vacation Home w/ Dock: Steps to Paddock Lake
House (4 Bedrooms) | Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Lakefront Cottage w/Boat Rentals
Outdoor dining

Lakefront Cottage w/Boat Rentals

10.0 out of 10, Exceptional, (6)
"Host Brian was hands on, took great care of us! Huge picture windows overlooking the lake was amazing. Definitely will return! Thanks Brian!"
Lakefront Cottage w/Boat Rentals
Lakefront Cottage with Gorgeous Sunsets
Exterior

Lakefront Cottage with Gorgeous Sunsets

9.4 out of 10, Exceptional, (6)
"Easy weekend getaway. Cottage is no frills and the porch is a perfect spot to catch a sunset."
Lakefront Cottage with Gorgeous Sunsets
Twin Lakes Escape w/ Deck < 1 Mi to Beach!
House (3 Bedrooms) | Interior

Twin Lakes Escape w/ Deck < 1 Mi to Beach!

3.0 star property
Twin Lakes Escape w/ Deck < 1 Mi to Beach!
Lakefront Home w/ Game Room, Theater & Dock!
House (5 Bedrooms) | Front of property

Lakefront Home w/ Game Room, Theater & Dock!

3.0 star property
"Fisherman’s paradise, we caught numerous sizable fish on the dock. Also great for large families or hosting, the house is very well appointed with amenities and entertainment options. Would definitely recommend!"
Lakefront Home w/ Game Room, Theater & Dock!
Home on Fox River: Modern Decor Style!
House (4 Bedrooms) | Interior

Home on Fox River: Modern Decor Style!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Overall I had a great stay ! "
Home on Fox River: Modern Decor Style!
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
House (2 Bedrooms) | Front of property

Lakefront Antioch Home w/ Dock, Kayaks & Game Room

3.0 star property
Lakefront Antioch Home w/ Dock, Kayaks & Game Room
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Property grounds

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

9.6 out of 10, Exceptional, (20)
"Had everything we needed"
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports
Wisconsin Vacation Rental Retreat w/ Deck
House (2 Bedrooms) | Interior

Wisconsin Vacation Rental Retreat w/ Deck

3.0 star property
Wisconsin Vacation Rental Retreat w/ Deck
Amazing summer lake escape in our waterfront cottage!!!
Exterior

Amazing summer lake escape in our waterfront cottage!!!

9.4 out of 10, Exceptional, (35)
"A perfect place to get away and not have to worry about crowds of people! The boats, the lake and pier access were the best! The owners were so kind to leave my grandkids a huge strong blowup which we tied to the pier and the kids spent hours jumping off into the water! All three of my grandkids caught their first fish right off the pier! We all kayaked for the first time! Highly recommend!"
Amazing summer lake escape in our waterfront cottage!!!
Driftwood, Cozy Waterfront Cottage, Separate Unit
Property grounds

Driftwood, Cozy Waterfront Cottage, Separate Unit

10.0 out of 10, Exceptional, (3)
"Great location. Girls enjoyed the Country Thunder Festival abut 20 minutes away!! I recommend this rental!!"
Driftwood, Cozy Waterfront Cottage, Separate Unit
The Lodge, Sweet Waterfront Cottage, Separate Unit
Exterior

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.0 out of 10, Wonderful, (6)
"This house is super cute and has a cute, creative layout for a big or small group! My family, friends, and I really enjoyed this rental property. The property manager was very helpful from beginning to end and even left a nice birthday note and some birthday treats, which was above and beyond kind! We would definitely stay here again!"
The Lodge, Sweet Waterfront Cottage, Separate Unit
Twin Lakes Home - Walk to Lake Elizabeth!
House (3 Bedrooms) | Interior

Twin Lakes Home - Walk to Lake Elizabeth!

3.0 star property
Twin Lakes Home - Walk to Lake Elizabeth!
Riverfront Libertyville Retreat w/ Outdoor Kitchen
House (3 Bedrooms) | Interior

Riverfront Libertyville Retreat w/ Outdoor Kitchen

3.0 star property
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Prairie Hotel Reviews

Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

10/10 Excellent
"Neat and clean"
Maria 1-night trip
Posted 13 hours ago
Doubletree by Hilton Pleasant Prairie Kenosha

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