Title: Winthrop Harbor Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Vacation Rentals in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Vacation-Rentals.d183192.Travel-Guide-VacationRentals)[Winthrop Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop-Harbor.d183192.Car-Rental-Guide)[Winthrop Harbor Vacation Packages](https://expedia.ca/Winthrop-Harbor.d183192.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winthrop Harbor 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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183192&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winthrop Harbor 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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/f4b334af.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 Kenosha 9.6/10 Exceptional (87) "Great very clean place . Everything they posted was true and we stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $91 CA $154 total includes taxes & fees Oct 30 - Oct 31 [](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) ![Exterior](https://images.trvl-media.com/lodging/88000000/87470000/87466700/87466670/w907h683x59y0-c1630d68.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-bedroom vacation home just a short walk to Lake Michigan Racine 9.2/10 Wonderful (31) "Hosts responded quickly and we enjoyed being close to the lake. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory D. CA $151 CA $329 total includes taxes & fees Nov 3 - Nov 4 [](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) ![TV, books](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/3e0125af.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) ![Exterior](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/2718fcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Bungalow, near Great Lakes Naval Base Mundelein 9.8/10 Exceptional (65) "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 11 - Nov 12 [](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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51310000/51306300/51306256/477f3039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This is a VACATION spot with a million dollar view! fox lake 9.8/10 Exceptional (16) "The house was beautiful and very close to my sisters house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenifer D. CA $157 CA $355 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Fox-Lake-Hotels-This-Is-A-VACATION-Spot-With-A-Million-Dollar-View.h51306256.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) ![Living area](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/e5ee9005.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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70420000/70415200/70415178/b5c5e56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful and Cozy With 5 Bedrooms Zion 9.0/10 Wonderful (17) "Everything was good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayden???? CA $283 CA $715 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Zion-Hotels-Chateau-Country-House.h70415178.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/a8db328b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/f947f5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106680000/106679200/106679107/8537cde7.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/107000000/106680000/106679200/106679107/21ce5b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool Table, Grill & Patio | LCP Collection Beach Park 10/10 Exceptional (2) "Very clean, peaceful and accommodating" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna T. CA $343 CA $735 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Beach-Park-Hotels-Pool-Table.h106679107.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/w4000h2667x0y0-7c0cbebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/7a69f93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/d145d782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121610000/121606000/121605980/32f3ec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Value Stay: Home - 2 Bedrooms Waukegan CA $140 CA $339 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Chicago-Hotels-Value-Stay-Unfurnished-Home-Bring-Own-Sleeping-Beds-Or-Ask-For-Airbed-Wifi.h121605980.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) ![Interior](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/640b08c2.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) ![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) ### Charming 2-bedroom house with a pier and kayaks in Paddock Lake Salem 10/10 Exceptional (8) "Excellent property and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rod L. CA $210 CA $338 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/11f606d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/6bb5ffa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/241697f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113610000/113609200/113609152/90315669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in Grayslake Gages Lake 10/10 Exceptional (22) "We just stayed for the night but it was the perfect place for our family of 5." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James B. CA $224 CA $533 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Grayslake-Hotels-Charming-3-Bedroom-House-In-Grayslake.h113609152.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) ![Exterior](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/2529121c.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) ![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) ### North Chi retreatNavySaunaTiki BarGames North Chicago 10/10 Exceptional (13) "Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernadette B. CA $351 CA $769 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101460000/101458300/101458266/3fd7efcf.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/102000000/101460000/101458300/101458266/f4ff507d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101460000/101458300/101458266/6eda5b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/102000000/101460000/101458300/101458266/d09d8448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Lake 4BR w/ Hot Tub & Games | LCP Collection Gages Lake 9.8/10 Exceptional (17) "inviting home, great location just a few minute walk to the public park/beach area. 3 generation stay was enjoyed by all and we were able to leverage the location for a restful weekend in the far north suburbs. plenty of games to play and the house amenities were clean, and labeled with great instructions. thank you for the accommodations!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich K. CA $436 CA $854 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chicago-Hotels-Near-Lake-4BR-W-Hot-Tub-Games-LCP-Collection.h101458266.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/afcff0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/24a8cfa1.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) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/95b64b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly remodeled-Near Lake 4BR w/ Hot Tub & Games Gages Lake CA $409 CA $888 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Chicago-Hotels-Newly-Remodeled-Near-Lake-4BR-W-Hot-Tub-Games.h122068878.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113170000/113163400/113163361/f7b14a1c_edited_1872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113170000/113163400/113163361/44a84cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113170000/113163400/113163361/w5900h3544x0y0-4dc76139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113170000/113163400/113163361/85f59537_edited_9e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Manor: Opulent Mansion, Ultimate Serenity Awaits Highland Park 10/10 Exceptional (1) CA $899 CA $1,596 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chicago-Hotels-Sunset-Manor-Opulent-Mansion.h113163361.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101420000/101411000/101410969/7f7dc934.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) ### Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL Gurnee 8.4/10 Very good (7) "Excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony N. CA $1,007 CA $1,466 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Chicago-Hotels-Gurnee-Home.h101410969.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=2025-11-11&endDate=2025-11-12®ionId=183192&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWinthrop-Harbor-Private-Vacation-Homes.d183192-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Harbor-Private-Vacation-Homes.d183192-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winthrop Harbor Hotel Reviews ## Find out more about Winthrop Harbor ## Winthrop Harbor Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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