Title: Pleasant Prairie Vacation Home Rentals from CA $154: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)[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) # Pleasant Prairie Vacation Rentals - ![](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 Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pleasant Prairie Vacation Homes ![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) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/ea2188fb.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/28000000/27120000/27118200/27118131/125931db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Kenosha 9.6/10 Exceptional (87) "Our room was perfect for our weekend visit with friends who lived nearby. The room had everything we needed and was very close to the lake, which has a lovely walking path. Our hosts were kind and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia H. CA $91 CA $154 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Kenosha-Hotels-Cozy-Bedroom-With-Private-Entrance.h27118131.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/896d7a40.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/w917h683x48y0-5ad0d9db.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) ### Vacation Home in Racine 9.2/10 Wonderful (33) "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. CA $170 CA $355 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Racine-Hotels-3-Bedroom-Vacation-Home-Just-A-Short-Walk-To-Lake-Michigan.h87466670.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/1fab42f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/a12fa0ea.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) ### Vacation Home in Mundelein 9.8/10 Exceptional (66) "Great place and great price. Lots of restaurants around. Minutes from the highway for city access." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph B. CA $189 CA $459 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/757c1c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/dc3e5881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in fox lake 9.8/10 Exceptional (19) "So easy to get to, right in the water. Has a dock for your boat. Sonja is very welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina H. CA $157 CA $358 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Fox-Lake-Hotels-This-Is-A-VACATION-Spot-With-A-Million-Dollar-View.h51306256.Hotel-Information) ![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/w4000h2785x0y0-d24b5b83.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) ![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) ### Vacation Home in Waukegan 10/10 Exceptional (2) "The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) You Tha Truth B. CA $140 CA $336 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Chicago-Hotels-Value-Stay-Unfurnished-Home-Bring-Own-Sleeping-Beds-Or-Ask-For-Airbed-Wifi.h121605980.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122160000/122150200/122150169/6f14167e.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/123000000/122160000/122150200/122150169/00dfbbf4.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 CA $223 CA $331 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lake-Villa-Hotels-Hot-Tub-Retreats.h122150169.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/a38ef599.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) ![Dining](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/0f200561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/c8c37d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Zion 9.0/10 Wonderful (17) "Everything was good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayden???? CA $503 CA $985 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Zion-Hotels-Chateau-Country-House.h70415178.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104940000/104936800/104936701/e96ec6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/105000000/104940000/104936800/104936701/9916efff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104940000/104936800/104936701/182c2e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104940000/104936800/104936701/7567485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winthrop Harbor 10/10 Exceptional (9) "As advertised. Marta was great to work with. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris H. CA $393 CA $862 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Winthrop-Harbor-Hotels-Harbor-HavenGame-RoomGym.h104936701.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/d498119e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/102000000/101750000/101747500/101747484/49bc87b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Racine 9.8/10 Exceptional (11) "Overall very nice stay. Kids and family loved the backyard! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie A. CA $415 CA $813 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Racine-Hotels-Mid-Century-Modern-Dream-Getaway.h101747484.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-9929d0fc.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81260000/81255400/81255384/w2499h1669x1y1-12855b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Twin Lakes 10/10 Exceptional (37) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel N. CA $237 CA $591 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Twin-Lakes-Hotels-New-Construction-Community-Beach-Access-On-Beautiful-Lake-Elizabeth.h81255384.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/6651d0ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121880000/121874300/121874251/257bbccd.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/122000000/121880000/121874300/121874251/e9f8672b.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) ### Vacation Home in Beach Park CA $326 CA $791 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Beach-Park-Hotels-Beach-Park-Retreat-Navy-Pool-Table.h121874251.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/714688e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/cbb8c9b7.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) ### Vacation Home in North Chicago 10/10 Exceptional (13) "Home was cute and as advertised, outdoor area great for families to relax. Only recommendation to have some information at the home for guests in the event the alarm system is activated so it can be acknowledged quickly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel B. CA $326 CA $740 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/c305a9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Salem 10/10 Exceptional (9) "Excellent property and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rod L. CA $179 CA $301 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.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) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33493200/33493116/fdd4e207.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/dc001f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Caledonia 9.8/10 Exceptional (213) "I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caleb B. CA $526 CA $972 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Milwaukee-Hotels-Heated-Pool.h33493116.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/9ead5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/65742e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/5808d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/w1024h677x0y4-718bcd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Burlington 9.8/10 Exceptional (93) "Hosts went above and beyond to accommodate my senior mother with a private bed on main level. They were also accommodating on other requests that I had. It was such a fun, nostalgic place. It was all exactly how I remembered the Old Mill to be and the private beach made for some additional family time. I see a wonderful future for this getaway place!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina V. CA $280 CA $842 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Burlington-Hotels-Fabulous-Lake-House-2-Hours-From-Chicago.h64988936.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/ac87c9e9.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/a2ec4acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/c8825b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Gurnee 8.4/10 Very good (7) "Excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony N. CA $1,006 CA $1,465 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Chicago-Hotels-Gurnee-Home.h101410969.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/a7f7e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/bf2b7a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/915e601f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/acfaf9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Spring Grove 10/10 Exceptional (14) "Large house, indoor pool, plenty of space for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor S. CA $1,726 CA $2,767 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.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=2025-12-13&endDate=2025-12-14®ionId=180854&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_180854) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America®ionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America®ionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America®ionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America®ionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pleasant+Prairie%2C+Wisconsin%2C+United+States+of+America®ionId=180854&latLong=42.553074%2C-87.933411&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=CABIN) ![](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-Private-Vacation-Homes.d180854-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Prairie-Private-Vacation-Homes.d180854-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pleasant Prairie Hotel Reviews ![Comfort Inn & Suites Mundelein-Vernon Hills](https://images.trvl-media.com/lodging/1000000/30000/20100/20021/5c51e0b0_y.jpg) ### Comfort Inn & Suites Mundelein-Vernon Hills 10/10 Excellent "Clean, great s" [](https://expedia.ca/Chicago-Hotels-Baymont-Inn-Suites-By-Wyndham-Mundelein-Near-Vernon-Hills.h20021.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 "Awesome place and location!" [](https://expedia.ca/Chicago-Hotels-Hotel-Indigo-Vernon-Hills.h42520.Hotel-Information) ![Hampton Inn & Suites Chicago-Libertyville](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745445/933a7384_y.jpg) ### Hampton Inn & Suites Chicago-Libertyville 10/10 Excellent "Check-in was quick and the staff were very friendly. Our room was nice and clean. There were enough options during breakfast and the food was tasty. Overall a very good stay!" [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Libertyville.h2745445.Hotel-Information) ![Doubletree by Hilton Pleasant Prairie Kenosha](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/0d8dd0dd_y.jpg) ### Doubletree by Hilton Pleasant Prairie Kenosha 10/10 Excellent "Staff, room condition, attached restaurant, and location were all perfect!" [](https://expedia.ca/Pleasant-Prairie-Hotels-Doubletree-By-Hilton-Pleasant-Prairie-Kenosha.h105109.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 "Sink backed up" [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.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 "Beautiful building, lobby, restaurant, bar- walkable to plenty of dining, bars, etc" [](https://expedia.ca/Milwaukee-Hotels-The-Stella-Hotel-Ballroom.h33542786.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/60d8623c_y.jpg) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG 10/10 Excellent "Great room for family with a great breakfast." [](https://expedia.ca/Pleasant-Prairie-Hotels-Holiday-Inn-Express-Hotel-Suites-Pleasant-Prairie-Kenosha.h454842.Hotel-Information) ![The Inn on Sheridan](https://images.trvl-media.com/lodging/5000000/4470000/4462000/4461940/6991c59d_y.jpg) ### The Inn on Sheridan 10/10 Excellent "Excellent!! " [](https://expedia.ca/Zion-Hotels-The-Inn-On-Sheridan.h4461940.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 "Clean room, was upgraded to Suite to my surprise. Lovely room and appreciate the staff" [](https://expedia.ca/Chicago-Hotels-Wingate-By-Wyndham-Gurnee.h4715.Hotel-Information) ## Find out more about Pleasant Prairie ## Pleasant Prairie Vacation Homes information | Number of reviews | 605 | | --- | --- | | Accommodation | 316 Vacation Homes | | Lowest Price | CA $154 | | Highest Price | CA $2,766 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Kenosha](https://www.expedia.ca/5Star-Kenosha-Hotels.s50-0-d7098.Travel-Guide-Filter-Hotels) - [Aparthotels in Bristol](https://www.expedia.ca/Bristol-Apart-Hotels.d3000461489-aaApartHotels.Travel-Guide-Accommodation) - [Hotels with a Pool in Bristol](https://www.expedia.ca/Bristol-Hotels-Hotel-With-Pool.0-0-d3000461489-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bristol](https://www.expedia.ca/Bristol-Hotels-Luxury-Hotel.0-0-d3000461489-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Bristol](https://www.expedia.ca/Bristol-Hotels-Spa-Hotel.0-0-d3000461489-tSpaHotel.Travel-Guide-Filter-Hotels) - 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[B&B in Somers](https://www.expedia.ca/Somers-Bed-And-Breakfast.d3000462047-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in Somers](https://www.expedia.ca/Somers-Private-Vacation-Homes.d3000462047-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Lodges in Trevor](https://www.expedia.ca/Trevor-Lodges.d3000462088-aaLodges.Travel-Guide-Accommodation) - [Woodworth Hotels](https://www.expedia.ca/Woodworth-Hotels.d553248635975866288.Travel-Guide-Hotels) - [Flights to Kenosha Regional](https://www.expedia.ca/Cheap-Flights-To-Kenosha-Regional.d6027667.Travel-Guide-Flights) - [Flights to Kenosha](https://www.expedia.ca/Cheap-Flights-To-Kenosha.d7098.Travel-Guide-Flights) - [Flights from Kenosha Regional](https://www.expedia.ca/lp/airports/enw/flights-from-kenosha-regional-airport) - [Flights from Bristol](https://www.expedia.ca/lp/flights/3000461489/flights-from-bristol) - [Flights from Augusta (AGS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ags/enw/augusta-to-kenosha) - [Flights from Akron (AKC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/akc/enw/akron-to-kenosha) - [Flights from Ann Arbor (ARB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/arb/enw/ann-arbor-to-kenosha) - [Flights from Appleton (ATW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/atw/enw/appleton-to-kenosha) - [Flights from Birmingham (BHX) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bhx/enw/birmingham-to-kenosha) - [Flights from Beckley (BKW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bkw/enw/beckley-to-kenosha) - [Flights from Buffalo (BUF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/buf/enw/buffalo-to-kenosha) - [Flights from Baltimore (BWI) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bwi/enw/baltimore-to-kenosha) - [Flights from Charleston (CHS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/chs/enw/charleston-to-kenosha) - [Flights from Cedar Rapids (CID) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/cid/enw/cedar-rapids-to-kenosha) - [Flights from Destin (DSI) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/dsi/enw/destin-to-kenosha) - [Flights from Detroit (DTW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/dtw/enw/detroit-to-kenosha) - [Flights from Eau Claire (EAU) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/eau/enw/eau-claire-to-kenosha) - [Flights from Panama City (ECP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ecp/enw/panama-city-to-kenosha) - [Flights from Newark Liberty Intl. Airport (EWR) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ewr/enw/newark-liberty-intl-airport-to-kenosha) - [Flights from Flint (FNT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/fnt/enw/flint-to-kenosha) - [Flights from Green Bay (GRB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/grb/enw/green-bay-to-kenosha) - [Flights from Huntsville (HSV) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/hsv/enw/huntsville-to-kenosha) - [Flights from Washington (IAD) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/iad/enw/washington-to-kenosha) - [Flights from Winston-Salem (INT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/int/enw/winston-salem-to-kenosha) - [Flights from Williamsport (IPT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ipt/enw/williamsport-to-kenosha) - [Flights from Wisconsin Rapids (ISW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/isw/enw/wisconsin-rapids-to-kenosha) - [Flights from Lansing (LAN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lan/enw/lansing-to-kenosha) - [Flights from Lafayette (LFT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lft/enw/lafayette-to-kenosha) - [Flights from Lincoln (LNK) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lnk/enw/lincoln-to-kenosha) - [Flights from Chicago (MDW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mdw/enw/chicago-to-kenosha) - [Flights from Milwaukee (MKE) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mke/enw/milwaukee-to-kenosha) - [Flights from Menominee (MNM) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mnm/enw/menominee-to-kenosha) - [Flights from Madison (MSN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/msn/enw/madison-to-kenosha) - [Flights from Minneapolis (MSP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/msp/enw/minneapolis-to-kenosha) - [Flights from Ontario (ONT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ont/enw/ontario-to-kenosha) - [Flights from Chicago (ORD) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ord/enw/chicago-to-kenosha) - [Flights from Owensboro (OWB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/owb/enw/owensboro-to-kenosha) - [Flights from Portland (PDX) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/pdx/enw/portland-to-kenosha) - [Flights from Newport News (PHF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/phf/enw/newport-news-to-kenosha) - [Flights from Pensacola (PNS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/pns/enw/pensacola-to-kenosha) - [Flights from Racine (RAC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/rac/enw/racine-to-kenosha) - [Flights from Rapid City (RAP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/rap/enw/rapid-city-to-kenosha) - [Flights from Richmond (RIC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ric/enw/richmond-to-kenosha) - [Flights from Rochester (ROC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/roc/enw/rochester-to-kenosha) - [Flights from San Diego (SAN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/san/enw/san-diego-to-kenosha) - [Flights from Savannah (SAV) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sav/enw/savannah-to-kenosha) - [Flights from San Francisco (SFO) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sfo/enw/san-francisco-to-kenosha) - [Flights from Springfield (SGF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sgf/enw/springfield-to-kenosha) - [Flights from San Jose (SJC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sjc/enw/san-jose-to-kenosha) - [Flights from Salt Lake City (SLC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/slc/enw/salt-lake-city-to-kenosha) - [Flights from Sturgeon Bay (SUE) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sue/enw/sturgeon-bay-to-kenosha) - [Flights from St. Louis (SUS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sus/enw/st-louis-to-kenosha) - [Flights from Waukegan (UGN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ugn/enw/waukegan-to-kenosha) - [Flights from Toronto (YYZ) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/yyz/enw/toronto-to-kenosha) - [Bristol Vacations](https://www.expedia.ca/Bristol.d3000461489.Destination-Travel-Guides) - [Rental cars Kenosha Regional airport](https://www.expedia.ca/Car-Rentals-In-Kenosha-Regional.d6027667.Car-Rental-Guide) - [Book Vacation Homes in Pleasant Prairie on Expedia.com](https://www.expedia.com/Pleasant-Prairie-Private-Vacation-Homes.d180854-aaPrivateVacationHomes.Travel-Guide-Accommodation)