Title: Pleasant Prairie Vacation Rentals from $245: 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

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=180854&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/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 three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=180854&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=180854&startDate=2026-06-05&endDate=2026-06-07&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/ceb6165b.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/e8906bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Salem

$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)

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

![Interior](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/524941de.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)

### Beautiful and Cozy With 5 Bedrooms

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

Zion

9.0/10

Wonderful

(19 reviews)

"Everything was good"

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

Jayden????

$508 nightly

$538 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/0728876a.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)

### Hot Tub Retreats

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

Lake Villa

$269 nightly

$285 total

Feb 15 - Feb 16

Total with taxes and fees

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

![Fireplace](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/b1969258.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)

![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.com/Fox-Lake-Hotels-This-Is-A-VACATION-Spot-With-A-Million-Dollar-View.h51306256.Hotel-Information)

fox lake

9.8/10

Exceptional

(22 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.

$226 nightly

$240 total

Feb 15 - Feb 16

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)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/f9b9b918.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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117390000/117382200/117382179/d630ba4c.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.com/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.

$219 nightly

$232 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/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)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/0e77b64b.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)

![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)

### Newly remodeled Near Lake 4BR Hot Tub Navy Family home

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

Gages Lake

10/10

Exceptional

(2 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.

$706 nightly

$724 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/4a73ce87.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)

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

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

Kenosha

9.6/10

Exceptional

(87 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

Feb 13 - Feb 14

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/1fab42f2.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)

![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.com/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information)

Mundelein

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.

$310 nightly

$329 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/112000000/111790000/111783800/111783789/a7a94cab.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)

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

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

Burlington

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 1 - Mar 2

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)

![Exterior](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/25c1d9b9.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)

![Beach](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/bff7de1e.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.com/Racine-Hotels-Wisconsin-Treehouse-Getaway.h49188152.Hotel-Information)

Racine

9.6/10

Exceptional

(28 reviews)

"We had a wonderful time staying here while visiting the surrounding area!"

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

Collin C.

$216 nightly

$245 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/de09bfaf.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, Heated Pool, Hot tub, Fishing Pond and Awesome Farm House!

[](https://www.expedia.com/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.

$514 nightly

$542 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/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)

![Interior](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/1dbbd9de.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 center](https://images.trvl-media.com/lodging/91000000/90760000/90759400/90759350/d56bcc54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Richmond No. 267 Boutique Loft Apartment

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

Richmond

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 13 - Feb 14

Total with taxes and fees

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

![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)

![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)

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

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

Racine

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.

$222 nightly

$251 total

Feb 23 - Feb 24

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)

![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 Attached to a 1900 historic Farm house

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

Old Mill Creek

8.6/10

Excellent

(17 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 15 - Feb 16

Total with taxes and fees

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

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/a7221bc1.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)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122140000/122138200/122138176/a39f6654.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.com/Winthrop-Harbor-Hotels-Peaceful-Quiet-Close-To-Great-Lakes.h122138176.Hotel-Information)

Winthrop Harbor

10/10

Exceptional

(1 review)

"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.

$254 nightly

$269 total

Feb 15 - Feb 16

Total with taxes and fees

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

![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/125000000/124580000/124574000/124573977/21447f9c.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)

### Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

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

North Chicago

$388 nightly

$411 total

Feb 17 - Feb 18

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)

![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-f2ee4f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2500h1669x0y1-b7984f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-aea5519b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-c55e45ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva!

[](https://www.expedia.com/Twin-Lakes-Hotels-New-Construction-Community-Beach-Access-On-Beautiful-Lake-Elizabeth.h81255384.Hotel-Information)

Twin Lakes

10/10

Exceptional

(40 reviews)

"Great place to stay! "

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

Gabriel N.

$418 nightly

$441 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Twin-Lakes-Hotels-New-Construction-Community-Beach-Access-On-Beautiful-Lake-Elizabeth.h81255384.Hotel-Information)

![TV, fireplace, foosball, offices](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/1fdb4ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/8c75bfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/2810cd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/1e0d5952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Manor creek Vacation Getaway-Navy-PrivateYard-Game

[](https://www.expedia.com/Beach-Park-Hotels-Beach-Park-Retreat-Navy-Pool-Table.h121874251.Hotel-Information)

Beach Park

10/10

Exceptional

(1 review)

"This is a wonderful space to enjoy time with family/friends. We hosted a birthday party and sleepover for young teens. The garage space was a perfect spot for a hangout. It was spacious for the sleepover and comfortable for everyone. It is close to modern conveniences. The host agency was super responsive!"

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

Lisa Y.

$803 nightly

$823 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Beach-Park-Hotels-Beach-Park-Retreat-Navy-Pool-Table.h121874251.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/aa34d03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/cd12c8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/8062a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/640b08c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house with a pier and kayaks in Paddock Lake

[](https://www.expedia.com/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information)

Salem

10/10

Exceptional

(11 reviews)

"Excellent property and location!"

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

Rod L.

$190 nightly

$200 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.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)

![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2785x0y0-d24b5b83.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)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/fe27c4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home -2 bedroom, 4k projector

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

Waukegan

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 15 - Feb 16

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=2026-02-26&endDate=2026-02-27&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA)

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## Top Pleasant Prairie Hotel Reviews

![Great Wolf Lodge Illinois](https://images.trvl-media.com/lodging/2000000/1880000/1871300/1871214/3388abfa_y.jpg)

### Great Wolf Lodge Illinois

10/10 Excellent

"We had a lovely time, Can't wait to go back, also the room was exactly like the picture "

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

![Sonesta Simply Suites Chicago Libertyville](https://images.trvl-media.com/lodging/1000000/120000/117000/116912/351eed41_y.jpg)

### Sonesta Simply Suites Chicago Libertyville

10/10 Excellent

"It was great."

[](https://expedia.com/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-Libertyville.h116912.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

"Very kind and helpful staff. Clean rooms. Comfortable pillows and beds. "

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

![La Quinta Inn & Suites by Wyndham Chicago Gurnee](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg)

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

10/10 Excellent

"The room was nice. Breakfast was amazing. Staff was excellent "

[](https://expedia.com/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.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

"Everything was well set up, clean, and easy access. Staff was super sweet and helpful "

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

![Sonesta ES Suites Chicago Waukegan Gurnee](https://images.trvl-media.com/lodging/1000000/290000/283200/283122/bfa6f6a9_y.jpg)

### Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent

"We had a wonderful stay here! The room was very comfortable, and everything went smoothly with no issues at all. The staff were kind, helpful, and made us feel very welcome. My boyfriend and I loved our experience and are already planning to come back and book the same place again."

[](https://expedia.com/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Waukegan.h283122.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

"Great pool and hot tub situation! Great breakfast too"

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

![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

"Very friendly "

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

"Best stay EVER"

[](https://expedia.com/Mount-Pleasant-Hotels-Americas-Best-Value-Inn-Suites-Racine.h564467.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 $245 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

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [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

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- [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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