Title: Pleasant Prairie Vacation Rentals from $269: Search Short-Term Rentals | Expedia.com

[Pleasant Prairie Travel Guide](https://expedia.com/Pleasant-Prairie.dx180854)[Hotels in Pleasant Prairie](https://expedia.com/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Flights to Pleasant Prairie](https://expedia.com/Cheap-Flights-To-Pleasant-Prairie.d180854.Travel-Guide-Flights)[Car Rentals in Pleasant Prairie](https://expedia.com/Car-Rentals-In-Pleasant-Prairie.d180854.Car-Rental-Guide)[Pleasant Prairie Vacation Packages](https://expedia.com/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)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=180854&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=180854&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/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 four months

[Jun 19 - Jun 21](https://www.expedia.com/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)

## Our top choices for Pleasant Prairie vacation rentals

![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/f3da79bd.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)

### Cabin in Lake Villa

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

9.0/10

Wonderful

(4 reviews)

"Amazing stay, great host! "

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

Aaron L.

$323 nightly

$342 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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/e8906bbb.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/ceb6165b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Salem

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

$619 nightly

$651 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/a38ef599.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)

### Vacation Home in Zion

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

9.0/10

Wonderful

(19 reviews)

"Cool"

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

??????? ?.

$511 nightly

$542 total

Mar 1 - Mar 2

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/bb6345e8.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)

### Vacation Home in Gages Lake

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

10/10

Exceptional

(4 reviews)

"Nice location for our family attending our daughter's graduation from Navy Basic at Great Lakes. "

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

Judson S.

$742 nightly

$760 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/7be7bf5e.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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/a7591cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Racine

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

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.

$499 nightly

$526 total

Mar 5 - Mar 6

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/d2e6103a.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)

![Interior](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/0728876a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Villa

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

$269 nightly

$285 total

Mar 1 - Mar 2

Total with taxes and fees

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

![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)

![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)

### Condo in Zion

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

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.

$217 nightly

$230 total

Feb 27 - Feb 28

Total with taxes and fees

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

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/5445a025.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)

### Vacation Home in Mundelein

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

9.8/10

Exceptional

(69 reviews)

"Super cozy!! The neighborhood is so so so lovely! "

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

Andrea M.

$313 nightly

$332 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w1024h569x0y58-d899de82.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)

![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)

### Vacation Home in Racine

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

9.2/10

Wonderful

(34 reviews)

"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"

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

Donald N.

$224 nightly

$254 total

Mar 2 - Mar 3

Total with taxes and fees

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

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

![Beach](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/bff7de1e.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)

### Apartment in Racine

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

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.

$218 nightly

$247 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/6306639c.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)

### Vacation Home in Burlington

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

9.4/10

Exceptional

(6 reviews)

"Excellent "

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

Gloria

$428 nightly

$439 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/dc98ab19.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)

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

### Vacation Home in fox lake

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

9.8/10

Exceptional

(23 reviews)

"Host was very responsive and view of lake was beautiful. Always nice to have lots of space to enjoy time with grandkids and have meals together. "

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

Wendie B.

$254 nightly

$269 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/410a93c1.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)

### Vacation Home in Kenosha

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

9.6/10

Exceptional

(88 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.

$97 nightly

$110 total

Mar 7 - Mar 8

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/bb5669a7.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)

### Apartment in Richmond

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

10/10

Exceptional

(13 reviews)

"Very spacious, clean & great location!"

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

Ernesta T.

$280 nightly

$291 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/de09bfaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Caledonia

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

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.

$511 nightly

$539 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/e401416a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/c63c5c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/w1010h678x0y4-bc5c7bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/31c9a60a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Racine

[](https://www.expedia.com/Racine-Hotels-Mid-Century-Modern-Dream-Getaway.h101747484.Hotel-Information)

9.8/10

Exceptional

(13 reviews)

"Had a couple glitches but host helped fix right away…..it was just like being at home.We have stayed here before and will hopefully return next year!"

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

Teresa Y.

$520 nightly

$549 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Racine-Hotels-Mid-Century-Modern-Dream-Getaway.h101747484.Hotel-Information)

![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/7199850c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/53707240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/d2a4fb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/03c44db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Chicago

[](https://www.expedia.com/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.Hotel-Information)

10/10

Exceptional

(22 reviews)

"Nice clean home, easy check in processes close to the base. Perfect for our stay with kids. "

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

Thomas D.

$761 nightly

$780 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.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)

![Smart TV](https://images.trvl-media.com/lodging/70000000/69780000/69778500/69778427/55e63708.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)

![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)

### Apartment in Old Mill Creek

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

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.

$247 nightly

$262 total

Feb 27 - Feb 28

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/2cf13bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/54d441f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/d7938c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/e556a05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Chicago

[](https://www.expedia.com/Chicago-Hotels-Modern-3-Bedroom-House-In-Tranquil-North-Chicago-Near-Great-Lakes-Navy-Base.h124573977.Hotel-Information)

$387 nightly

$410 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Modern-3-Bedroom-House-In-Tranquil-North-Chicago-Near-Great-Lakes-Navy-Base.h124573977.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2707x0y0-0d2f41b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/32f3ec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/3cbfee83_edited_fcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2785x0y0-d24b5b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waukegan

[](https://www.expedia.com/Chicago-Hotels-Value-Stay-Unfurnished-Home-Bring-Own-Sleeping-Beds-Or-Ask-For-Airbed-Wifi.h121605980.Hotel-Information)

9.0/10

Wonderful

(4 reviews)

"Very nice stay, plenty of room with a garage and very quiet. Great location to the naval base recruit graduation. Owner was in constant contact and very helpful!!"

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

Tim and kelsey J.

$254 nightly

$269 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Value-Stay-Unfurnished-Home-Bring-Own-Sleeping-Beds-Or-Ask-For-Airbed-Wifi.h121605980.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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=180854&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America&regionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=HOUSE_BOAT)

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## Top Pleasant Prairie Hotel Reviews

![Comfort Suites Grayslake near Libertyville North](https://images.trvl-media.com/lodging/3000000/2370000/2363600/2363522/c4f01278_y.jpg)

### Comfort Suites Grayslake near Libertyville North

10/10 Excellent

"Clean room , good complimentary breakfast "

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

![Hotel Indigo Chicago-Vernon Hills by IHG](https://images.trvl-media.com/lodging/1000000/50000/42600/42520/a9a70adc_y.jpg)

### Hotel Indigo Chicago-Vernon Hills by IHG

10/10 Excellent

"Place was clean, accomadation was great"

[](https://expedia.com/Chicago-Hotels-Hotel-Indigo-Vernon-Hills.h42520.Hotel-Information)

![The Stella Hotel & Ballroom](https://images.trvl-media.com/lodging/34000000/33550000/33542800/33542786/5eb9597a_y.jpg)

### The Stella Hotel & Ballroom

10/10 Excellent

"Top notch boutique hotel. Really lovely with friendly staff and many amenities. "

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

![Days Inn by Wyndham Great Lakes Naval Base](https://images.trvl-media.com/lodging/1000000/210000/200300/200202/e28d6ba4_y.jpg)

### Days Inn by Wyndham Great Lakes Naval Base

10/10 Excellent

"Everything was great. Room was nice no complaints, also breakfast had a great variety of selection "

[](https://expedia.com/Chicago-Hotels-Days-Inn-By-Wyndham-Great-Lakes-N-Chicago.h200202.Hotel-Information)

![Country Inn & Suites by Radisson Kenosha - Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/daac7f3c_y.jpg)

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

10/10 Excellent

"Quick check-in, very clean, and great breakfast. "

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

![Wingate by Wyndham Gurnee](https://images.trvl-media.com/lodging/1000000/10000/4800/4715/51b2dfd0_y.jpg)

### Wingate by Wyndham Gurnee

10/10 Excellent

"The hotel was continently located. The staff was very accommodating and nice. The room was spotless. "

[](https://expedia.com/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information)

![Antioch Hotel & Suites](https://images.trvl-media.com/lodging/97000000/96270000/96265600/96265525/9416bc87_y.jpg)

### Antioch Hotel & Suites

10/10 Excellent

"We had a wonderful stay! The room was very clean, comfortable, and well-maintained. The staff were all very friendly, welcoming, and helpful. We truly enjoyed our visit and would happily stay here again."

[](https://expedia.com/Antioch-Hotels-Antioch-Hotel-Suites.h96265525.Hotel-Information)

![Americas Best Value Inn & Suites Racine](https://images.trvl-media.com/lodging/1000000/570000/564500/564467/959e0fd8_y.jpg)

### Americas Best Value Inn & Suites Racine

10/10 Excellent

"The room was clean and the staff was really nice and accommodating. I enjoyed my stay and will come back when needed."

[](https://expedia.com/Mount-Pleasant-Hotels-Americas-Best-Value-Inn-Suites-Racine.h564467.Hotel-Information)

![Days Inn by Wyndham Waukegan](https://images.trvl-media.com/lodging/1000000/450000/440100/440023/85c8226f_y.jpg)

### Days Inn by Wyndham Waukegan

10/10 Excellent

"Clean room & Friendly staff"

[](https://expedia.com/Chicago-Hotels-Rodeway-Inn-Waukegan-Gurnee.h440023.Hotel-Information)

## Find out more about Pleasant Prairie

**Everything you need to know about Pleasant Prairie vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Prairie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Prairie vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Pleasant Prairie vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pleasant Prairie. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasant Prairie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $269 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Pleasant Prairie rentals**

At Expedia, we put the best Pleasant Prairie vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasant Prairie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Prairie vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Prairie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

## Frequently asked questions

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

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- [Hotel Rooms in Hudson](https://expedia.com/Hudson-Hotels.d6059764.Travel-Guide-Hotels)
- [Hotel Rooms in Stevens Point](https://expedia.com/Stevens-Point-Hotels.d9932.Travel-Guide-Hotels)
- [Hotel Rooms in Ashland](https://expedia.com/Ashland-Hotels.d6170.Travel-Guide-Hotels)
- [Hotel Rooms in Wisconsin Dells](https://expedia.com/Wisconsin-Dells-Hotels.d6059846.Travel-Guide-Hotels)
- [Hotel Rooms in Bayfield](https://expedia.com/Bayfield-Hotels.d77465.Travel-Guide-Hotels)
- [Hotel Rooms in Sheboygan](https://expedia.com/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)
- [Hotel Rooms in Appleton](https://expedia.com/Appleton-Hotels.d6059808.Travel-Guide-Hotels)
- [Hotel Rooms in Prairie Du Chien](https://expedia.com/Prairie-Du-Chien-Hotels.d9368.Travel-Guide-Hotels)
- [Hotel Rooms in Superior](https://expedia.com/Superior-Hotels.d9943.Travel-Guide-Hotels)
- [Hotel Rooms in Hayward](https://expedia.com/Hayward-Hotels.d7773.Travel-Guide-Hotels)
- [Hotel Rooms in Green Bay](https://expedia.com/Green-Bay-Hotels.d1374.Travel-Guide-Hotels)
- [Wisconsin Dells Adults Only Resorts & Hotels](https://expedia.com/Wisconsin-Dells-Hotels-Adults-Only-Resorts.0-0-d6059846-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Sister Bay](https://expedia.com/Sister-Bay-Hotels.d184215.Travel-Guide-Hotels)

Flights

- [Flights to ATW](https://expedia.com/Cheap-Flights-To-Appleton.d6059808.Travel-Guide-Flights)
- [Flights to MSN](https://expedia.com/Cheap-Flights-To-Wisconsin-Dells.d6059846.Travel-Guide-Flights)
- [Flights to ATW](https://expedia.com/Cheap-Flights-To-Green-Bay.d1374.Travel-Guide-Flights)

Cars

- [Car rentals in Green Bay](https://expedia.com/Car-Rentals-In-Green-Bay.d1374.Car-Rental-Guide)

Packages

- [Holiday in Wisconsin Dells](https://expedia.com/Wisconsin-Dells.d6059846.Destination-Travel-Guides)

General

- [Visit Green Bay](https://expedia.com/Green-Bay.dx1374)

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