Title: Pleasant Prairie Vacation Rentals from CA $349: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Pleasant Prairie Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Prairie.d180854.Car-Rental-Guide)[Pleasant Prairie Vacation Packages](https://expedia.ca/Pleasant-Prairie.d180854.Destination-Travel-Guides)

![Rural County Park  Wisconsin, stream winding through a woods and prairie, with a small foot bridge in the background. Panorama ](https://images.trvl-media.com/place/180854/e52e064a-8ac0-4f10-9116-feda6e6ff45f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/180854/e52e064a-8ac0-4f10-9116-feda6e6ff45f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pleasant Prairie vacation rentals

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/45962439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/440f1a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/a0521a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/ceb6165b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Salem Vacation Home w/ Dock: Steps to Paddock Lake

[](https://www.expedia.ca/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

Salem

CA $129

CA $887 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/128000000/127170000/127164700/127164680/12c0ba32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127170000/127164700/127164680/4dc04bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/128000000/127170000/127164700/127164680/070dcff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127170000/127164700/127164680/8c725c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene 4-bedroom house with brook and forest in charming Racine

[](https://www.expedia.ca/Racine-Hotels-Serene-4-Bedroom-House-With-Brook-And-Forest-In-Charming-Racine.h127164680.Hotel-Information)

Racine

CA $403

CA $784 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Racine-Hotels-Serene-4-Bedroom-House-With-Brook-And-Forest-In-Charming-Racine.h127164680.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/24b0a534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/09a6fa42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/ea2188fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/410a93c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

[](https://www.expedia.ca/Kenosha-Hotels-Cozy-Bedroom-With-Private-Entrance.h27118131.Hotel-Information)

Kenosha

9.6/10

Exceptional

(89 reviews)

"Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynette C.

CA $90

CA $152 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Kenosha-Hotels-Cozy-Bedroom-With-Private-Entrance.h27118131.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117890000/117881900/117881842/00b5fed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117890000/117881900/117881842/b5843f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/118000000/117890000/117881900/117881842/d04beb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117890000/117881900/117881842/f3da79bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Home Retreat with hot tub

[](https://www.expedia.ca/Lake-Villa-Hotels-Tiny-Home-Retreat-With-Hot-Tub.h117881842.Hotel-Information)

Lake Villa

9.0/10

Wonderful

(4 reviews)

"Amazing stay, great host! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron L.

CA $220

CA $473 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Lake-Villa-Hotels-Tiny-Home-Retreat-With-Hot-Tub.h117881842.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/25f4ae00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/6049640e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/db9a96a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/b9a23e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

[](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.Hotel-Information)

Caledonia

9.8/10

Exceptional

(214 reviews)

"Really close to the city and a really unique home and layout with tons and tons of space. Super responsive and helpful host. Would stay again. Hot tub was great. Loved the game room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas R.

CA $414

CA $829 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/5f07e931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/7b76e84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/d56bcc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/1dbbd9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Richmond No. 267 Boutique Loft Apartment

[](https://www.expedia.ca/Richmond-Hotels-Richmond-No-267-Boutique-Loft-Apartment.h90759350.Hotel-Information)

Richmond

10/10

Exceptional

(13 reviews)

"Fabulous venue, top to bottom. Great communication, spacious, cleanly, well decorated, clean, comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauri M.

CA $238

CA $404 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Richmond-Hotels-Richmond-No-267-Boutique-Loft-Apartment.h90759350.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/7966b3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/2718fcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/1fab42f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/3e0125af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint Bungalow, near Great Lakes Naval Base

[](https://www.expedia.ca/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information)

Mundelein

9.8/10

Exceptional

(69 reviews)

"We had a great stay! The area was peaceful and felt safe. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yoselin V.

CA $186

CA $458 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/cb35f44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/22c07f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/7be7bf5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/88b734c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Michigan Waterfront Designer Villa 

[](https://www.expedia.ca/Racine-Hotels-Lake-Michigan-Waterfront-Designer-Villa.h100663584.Hotel-Information)

Racine

9.8/10

Exceptional

(16 reviews)

"The view of Lake Michigan was incredible. Had an amazing "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren O.

CA $466

CA $724 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Racine-Hotels-Lake-Michigan-Waterfront-Designer-Villa.h100663584.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/35fe1a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/e5ee9005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/b5c5e56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/a38ef599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful and Cozy With 5 Bedrooms

[](https://www.expedia.ca/Zion-Hotels-Chateau-Country-House.h70415178.Hotel-Information)

Zion

9.2/10

Wonderful

(21 reviews)

"Cool"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

??????? ?.

CA $311

CA $750 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Zion-Hotels-Chateau-Country-House.h70415178.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/dc3e5881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/755a9e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/b1969258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/89dee110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This is a VACATION spot with a million dollar view!

[](https://www.expedia.ca/Fox-Lake-Hotels-This-Is-A-VACATION-Spot-With-A-Million-Dollar-View.h51306256.Hotel-Information)

fox lake

9.8/10

Exceptional

(23 reviews)

"Beautiful view and host was wonderful to work with!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

CA $173

CA $375 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Fox-Lake-Hotels-This-Is-A-VACATION-Spot-With-A-Million-Dollar-View.h51306256.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/w1739h1163x14y31-a5d0714a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/62865353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/5022abcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/004242e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL

[](https://www.expedia.ca/Chicago-Hotels-Gurnee-Home.h101410969.Hotel-Information)

Gurnee

8.4/10

Very good

(7 reviews)

"Excellent location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony N.

CA $995

CA $1,430 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Chicago-Hotels-Gurnee-Home.h101410969.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/33714608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/w1160h1712x0y1-8d21de8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/a7f7e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/edc6521e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

[](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information)

Spring Grove

10/10

Exceptional

(18 reviews)

"Beautiful, warm and inviting"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anne E.

CA $1,126

CA $1,988 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/f9b9b918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/d630ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, toilet paper](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/5729b13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/e56d249b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cute & Cozy, 1bd Condo Apartment/townhouse

[](https://www.expedia.ca/Zion-Hotels-Cute-Cozy.h117382179.Hotel-Information)

Zion

10/10

Exceptional

(2 reviews)

"The property was very clean and has a very relaxing feel to it. The owner was very responsive when I had any questions and was very helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caleb C.

CA $130

CA $322 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Zion-Hotels-Cute-Cozy.h117382179.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/b289aa5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/f7cf3b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/0e77b64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/069d828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Navy Family home -Near Lake 4BR Hot Tub

[](https://www.expedia.ca/Chicago-Hotels-Newly-Remodeled-Near-Lake-4BR-W-Hot-Tub-Games.h122068878.Hotel-Information)

Gages Lake

10/10

Exceptional

(6 reviews)

"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle S.

CA $213

CA $647 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Chicago-Hotels-Newly-Remodeled-Near-Lake-4BR-W-Hot-Tub-Games.h122068878.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w938h683x43y0-6c4d9b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w904h683x60y0-b29dac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w916h683x60y0-779f6412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w1024h571x0y56-f61d8184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom vacation home just a short walk to Lake Michigan

[](https://www.expedia.ca/Racine-Hotels-3-Bedroom-Vacation-Home-Just-A-Short-Walk-To-Lake-Michigan.h87466670.Hotel-Information)

Racine

9.2/10

Wonderful

(35 reviews)

"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth S.

CA $168

CA $349 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Racine-Hotels-3-Bedroom-Vacation-Home-Just-A-Short-Walk-To-Lake-Michigan.h87466670.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/1fe0860b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/b43b3c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/64ec77e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/d2e6103a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub Retreats

[](https://www.expedia.ca/Lake-Villa-Hotels-Hot-Tub-Retreats.h122150169.Hotel-Information)

Lake Villa

CA $275

CA $397 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Lake-Villa-Hotels-Hot-Tub-Retreats.h122150169.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/25c1d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/c55bd386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/09bca56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/40b0a838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wisconsin Treehouse Getaway!

[](https://www.expedia.ca/Racine-Hotels-Wisconsin-Treehouse-Getaway.h49188152.Hotel-Information)

Racine

9.6/10

Exceptional

(28 reviews)

"Such an amazing stay! Everything was clean, the hosts were so friendly and accommodating. The place is gorgeous; and quiet. Thank you for everything! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle B.

CA $174

CA $339 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Racine-Hotels-Wisconsin-Treehouse-Getaway.h49188152.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/70000000/69780000/69778500/69778427/c13cb47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69780000/69778500/69778427/27e3eb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69780000/69778500/69778427/c669c32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69780000/69778500/69778427/87f91518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment Attached to a 1900 historic Farm house

[](https://www.expedia.ca/Wadsworth-Hotels-Apartment-Attached-To-A-1900-Historic-Farm-House.h69778427.Hotel-Information)

Old Mill Creek

8.6/10

Excellent

(18 reviews)

"It was really nice and the host very understanding when my dog got sick and messed in the house "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ceceilia R.

CA $199

CA $365 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Wadsworth-Hotels-Apartment-Attached-To-A-1900-Historic-Farm-House.h69778427.Hotel-Information)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/4e10a418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/86470623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/a7a94cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/c1de2cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!

[](https://www.expedia.ca/Burlington-Hotels-Comfortable-Cabin-ON-Lake-And-20-Minutes-To-Ski-Hill-And-Walk-To-Beach.h111783789.Hotel-Information)

Burlington

9.6/10

Exceptional

(7 reviews)

"Excellent "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gloria

CA $229

CA $636 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Burlington-Hotels-Comfortable-Cabin-ON-Lake-And-20-Minutes-To-Ski-Hill-And-Walk-To-Beach.h111783789.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/2768d726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/70711d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/f5678fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/a7221bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & Quiet. Close to Great Lakes, prime outlet, Winthrop Harbor Marina.

[](https://www.expedia.ca/Winthrop-Harbor-Hotels-Peaceful-Quiet-Close-To-Great-Lakes.h122138176.Hotel-Information)

Winthrop Harbor

10/10

Exceptional

(3 reviews)

"This was everything in the description and more! Pet friendly, clean, quiet, spacious, and well-stocked! Our only regret was not being able to enjoy the nice yard and firepit because of the frigid temperatures. Our host was responsive friendly, and helpful. Excellent experience all the way around!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David B.

CA $117

CA $307 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Winthrop-Harbor-Hotels-Peaceful-Quiet-Close-To-Great-Lakes.h122138176.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11&regionId=180854&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=HOUSE_BOAT)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)

## Top Pleasant Prairie Hotel Reviews

![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/69fedfb6_y.jpg)

### La Quinta Inn & Suites by Wyndham Chicago Gurnee

10/10 Excellent

"Our stay was pleasant. The hotel and our room was nice and clean. The staff was very nice and accommodating. And the breakfast was good. No complaints. I would definitely stay here again."

[](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information)

![Country Inn & Suites by Radisson Kenosha - Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/6b19d92a_y.jpg)

### Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

8/10 Good

"Great breakfast. Nice rooms. The hot tub was hot, and the pool was a good temperature. Also, the pool had towels. "

[](https://expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information)

![Great Wolf Lodge Illinois](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/66f614b9_y.jpg)

### Great Wolf Lodge Illinois

10/10 Excellent

"A bit over priced "

[](https://expedia.ca/Chicago-Hotels-Great-Wolf-Lodge-Illinois.h1871214.Hotel-Information)

![The Stella Hotel & Ballroom](https://images.trvl-media.com/lodging/34000000/33550000/33542800/33542786/a6fd3de7_y.jpg)

### The Stella Hotel & Ballroom

10/10 Excellent

"We went for an event at the ballroom. They were able to check us in early, our junior suite was amazing. Big,clean, great set up. Then entire stay was great! We will definitely be back"

[](https://expedia.ca/Milwaukee-Hotels-The-Stella-Hotel-Ballroom.h33542786.Hotel-Information)

![Best Western Executive Inn Kenosha/Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/fa9bc5b3_y.jpg)

### Best Western Executive Inn Kenosha/Pleasant Prairie

10/10 Excellent

"Super breakfast and convenient location at a decent ratr."

[](https://expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information)

![Sonesta ES Suites Chicago Waukegan Gurnee](https://images.trvl-media.com/lodging/1000000/290000/283200/283122/829bdfd5_y.jpg)

### Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent

"I always stay here I just love them there"

[](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Waukegan.h283122.Hotel-Information)

![Comfort Suites Grayslake near Libertyville North](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/89248e50_y.jpg)

### Comfort Suites Grayslake near Libertyville North

8/10 Good

"Property is clean-ish and was convenient to family nearby. Used the laundry facilities--but only one washer and dryer. Had to get up real early to avoid laundry room backup. Breakfast was OK. Housekeeping didn't change sheets for the 6 days we stayed there."

[](https://expedia.ca/Grayslake-Hotels-Comfort-Suites.h2363522.Hotel-Information)

![DoubleTree by Hilton Libertyville - Mundelein](https://images.trvl-media.com/lodging/1000000/20000/14800/14710/w2374h2997x0y3-9205a137_y.jpg)

### DoubleTree by Hilton Libertyville - Mundelein

10/10 Excellent

"The staff was extremely kind and helpful. They were very welcoming and it is clear they want you to have a good experience. "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information)

![Courtyard Chicago Waukegan Gurnee](https://images.trvl-media.com/lodging/1000000/10000/3500/3403/ed5d8386_y.jpg)

### Courtyard Chicago Waukegan Gurnee

10/10 Excellent

"Helpful staff, very nice room and everything was so clean. Constantly being cleaned all over and the pool was nice too"

[](https://expedia.ca/Chicago-Hotels-Courtyard-Chicago-Waukegan-Gurnee.h3403.Hotel-Information)

## Find out more about Pleasant Prairie

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pleasant Prairie. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
- All accommodation types in Pleasant Prairie

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Private-Vacation-Homes.d180854-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Apartments.d180854-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Cottages.d180854-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Cabins.d180854-aaCabins.Travel-Guide-Accommodation)
- [Motels in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Motels.d180854-aaMotels.Travel-Guide-Accommodation)
- [Houseboats in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Houseboats.d180854-aaHouseboats.Travel-Guide-Accommodation)
- [Villas in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Villas.d180854-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Guest-Houses.d180854-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Condos.d180854-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Apart-Hotels.d180854-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Resort-Hotels.d180854-aaResortHotels.Travel-Guide-Accommodation)
- [Inns in Pleasant Prairie ](https://expedia.ca/Pleasant-Prairie-Inns.d180854-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Pleasant Prairie?

### What's the top vacation rental that Pleasant Prairie has to offer?

### How many vacation rentals are there in Pleasant Prairie?

### What can I see and do in Pleasant Prairie?

### What are vacation rentals like in Pleasant Prairie?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app