Title: Wind Point Vacation Rentals from CA $185: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Wind Point](https://expedia.ca/Wind-Point-Hotels.d553248634983201840.Travel-Guide-Hotels)[Wind Point Car Rentals](https://expedia.ca/Car-Rentals-In-Wind-Point.d553248634983201840.Car-Rental-Guide)[Wind Point Vacation Packages](https://expedia.ca/Wind-Point.d553248634983201840.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6094003/be0cfc84-a1e2-4d3c-8461-e40806898d05.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by NC Tourism - Bill Russ ![](https://images.trvl-media.com/place/6094003/be0cfc84-a1e2-4d3c-8461-e40806898d05.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248634983201840&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248634983201840&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248634983201840&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=553248634983201840&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wind Point vacation rentals ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/24b0a534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/ea2188fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/410a93c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View [](https://www.expedia.ca/Kenosha-Hotels-Cozy-Bedroom-With-Private-Entrance.h27118131.Hotel-Information) Kenosha 9.6/10 Exceptional (89 reviews) "Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynette C. CA $91 CA $153 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Kenosha-Hotels-Cozy-Bedroom-With-Private-Entrance.h27118131.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.ca/Racine-Hotels-3-Bedroom-Vacation-Home-Just-A-Short-Walk-To-Lake-Michigan.h87466670.Hotel-Information) Racine 9.2/10 Wonderful (35 reviews) "Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth S. CA $169 CA $352 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/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) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/c55bd386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/09bca56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/50000000/49190000/49188200/49188152/bff7de1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wisconsin Treehouse Getaway! [](https://www.expedia.ca/Racine-Hotels-Wisconsin-Treehouse-Getaway.h49188152.Hotel-Information) Racine 9.6/10 Exceptional (29 reviews) "Such an amazing stay! Everything was clean, the hosts were so friendly and accommodating. The place is gorgeous; and quiet. Thank you for everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle B. CA $176 CA $342 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Racine-Hotels-Wisconsin-Treehouse-Getaway.h49188152.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) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/88b734c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100670000/100663600/100663584/22c07f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Michigan Waterfront Designer Villa [](https://www.expedia.ca/Racine-Hotels-Lake-Michigan-Waterfront-Designer-Villa.h100663584.Hotel-Information) Racine 9.8/10 Exceptional (16 reviews) "The view of Lake Michigan was incredible. Had an amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren O. CA $470 CA $727 total includes taxes & fees Apr 29 - Apr 30 [](https://www.expedia.ca/Racine-Hotels-Lake-Michigan-Waterfront-Designer-Villa.h100663584.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/bd6c287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/a431191e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/279b7419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/a64472d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking [](https://www.expedia.ca/Milwaukee-Hotels-Potter-Lower-Funky-25BR-In-The-Heart-Of-Bay-View-W-Parking.h75632666.Hotel-Information) Bay View 9.2/10 Wonderful (16 reviews) "The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander H. CA $135 CA $317 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Milwaukee-Hotels-Potter-Lower-Funky-25BR-In-The-Heart-Of-Bay-View-W-Parking.h75632666.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/2671d336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/fb897bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/26137636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/1cb989a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KK lower · Funky 2BR in Prime Bay View - w/ Parking [](https://www.expedia.ca/Milwaukee-Hotels-KK-Lower-Funky-2BR-In-Prime-Bay-View-W-Parking.h99365807.Hotel-Information) Bay View 10/10 Exceptional (9 reviews) "Charming apartment, convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashton G. CA $100 CA $277 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Milwaukee-Hotels-KK-Lower-Funky-2BR-In-Prime-Bay-View-W-Parking.h99365807.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/0ccc52c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/a5061061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/c493fb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/63cf3d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled Home - Steps from Brady Street! [](https://www.expedia.ca/Milwaukee-Hotels-Timeless.h109643015.Hotel-Information) Downtown Milwaukee 9.8/10 Exceptional (7 reviews) "Enjoyed stay at this nice home " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo P. CA $72 CA $378 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Milwaukee-Hotels-Timeless.h109643015.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306141/35dbb206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306141/163bed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306141/e8abe605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306141/86c9b7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer District Studio Apt - One Block from Fiserv and Baird [](https://www.expedia.ca/Milwaukee-Hotels-Westown-Studio-JC4-FiservBairdTheater-District.h118306141.Hotel-Information) Westown 10/10 Exceptional (4 reviews) "Great place to stay, close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. CA $76 CA $185 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Milwaukee-Hotels-Westown-Studio-JC4-FiservBairdTheater-District.h118306141.Hotel-Information) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/107000000/106560000/106552200/106552139/fb89478c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106560000/106552200/106552139/ddf4982e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106560000/106552200/106552139/b4561321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106560000/106552200/106552139/4f3fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer [](https://www.expedia.ca/Milwaukee-Hotels-Charming-2-Bedroom-Bungalow-In-The-Heart-Of-Bay-View-Parking-Central-Air.h106552139.Hotel-Information) Bay View 10/10 Exceptional (28 reviews) "This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber T. CA $223 CA $580 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Milwaukee-Hotels-Charming-2-Bedroom-Bungalow-In-The-Heart-Of-Bay-View-Parking-Central-Air.h106552139.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/d3e7f928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/e9db254f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/540288e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/3da5db11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pink Lady - Stylish Walker’s Point Home [](https://www.expedia.ca/Milwaukee-Hotels-The-Pink-Lady-Stylish-Walkers-Point-Home.h89631587.Hotel-Information) Fifth Ward 9.6/10 Exceptional (8 reviews) "Awesome detail in the decoration and style. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keri S. CA $138 CA $440 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Milwaukee-Hotels-The-Pink-Lady-Stylish-Walkers-Point-Home.h89631587.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116630000/116627900/116627893/abd1eb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116630000/116627900/116627893/0fc04bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116630000/116627900/116627893/e965b3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116630000/116627900/116627893/3dd5366c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy home by the lake [](https://www.expedia.ca/Milwaukee-Hotels-Cozy-Home-By-The-Lake.h116627893.Hotel-Information) Cudahy CA $418 CA $919 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Milwaukee-Hotels-Cozy-Home-By-The-Lake.h116627893.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/126000000/125310000/125308600/125308530/e1dbd000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125310000/125308600/125308530/f6f636d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125310000/125308600/125308530/ea05c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125310000/125308600/125308530/a57b413c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westown Studio Apt Near Fiserv, Baird, and Theater District [](https://www.expedia.ca/Milwaukee-Hotels-Westown-Studio-Apt-Near-Fiserv.h125308530.Hotel-Information) Westown CA $76 CA $177 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Milwaukee-Hotels-Westown-Studio-Apt-Near-Fiserv.h125308530.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/085d3d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/f77b587e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/1b524103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/bcbebeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers [](https://www.expedia.ca/Milwaukee-Hotels-Pink-Diamond-Rental-In-Bayview-Area-Milwaukee-With-WiFi.h114350606.Hotel-Information) Bay View 9.6/10 Exceptional (15 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy R. CA $361 CA $690 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Milwaukee-Hotels-Pink-Diamond-Rental-In-Bayview-Area-Milwaukee-With-WiFi.h114350606.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115800000/115793300/115793286/8016dee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115800000/115793300/115793286/16d91b9a.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/116000000/115800000/115793300/115793286/3fe3357f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115800000/115793300/115793286/61824449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Family-Friendly Stay [](https://www.expedia.ca/Milwaukee-Hotels-Bayview-Family-Friendly-Stay.h115793286.Hotel-Information) Bay View 10/10 Exceptional (2 reviews) "Best stay ever " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laniya mariee CA $257 CA $625 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Milwaukee-Hotels-Bayview-Family-Friendly-Stay.h115793286.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83460000/83457500/83457465/a0fb890b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83460000/83457500/83457465/954c4ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83460000/83457500/83457465/10e29796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83460000/83457500/83457465/14f62f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walker\`s Point Apt with Gym and Balcony [](https://www.expedia.ca/Milwaukee-Hotels-Flexhome-Walkers-Point-1BR-Q1.h83457465.Hotel-Information) Fifth Ward CA $100 CA $204 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Milwaukee-Hotels-Flexhome-Walkers-Point-1BR-Q1.h83457465.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306114/e99aa79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306114/c0770113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306114/c7ed2f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118310000/118306200/118306114/a36f0c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Luxe 2BR Loft Apt | Sleeps 8-9 | Walkable [](https://www.expedia.ca/Milwaukee-Hotels-Downtown-Modern-2BR-Loft.h118306114.Hotel-Information) Downtown Milwaukee 9.8/10 Exceptional (7 reviews) "Great place and location!! Easy parking in the garage just a block away. It was clean and comfy with lots of space. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $143 CA $288 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Milwaukee-Hotels-Downtown-Modern-2BR-Loft.h118306114.Hotel-Information) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/104000000/103180000/103178400/103178397/a5d6102c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103180000/103178400/103178397/4d3e7c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103180000/103178400/103178397/4c16d9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103180000/103178400/103178397/d93f2f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Third Ward Apt Near Summerfest with Gym and Balcony [](https://www.expedia.ca/Milwaukee-Hotels-Flexhome-Third-Ward-1BR-J1-Gym-Balcony.h103178397.Hotel-Information) Downtown Milwaukee 8.0/10 Very good (4 reviews) "Fantastic location. Walkable to a lot of great restaurants and things to do. Condo needs cleaning and carpet updates, but I’d stay again. Easy check-in process. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna C. CA $92 CA $195 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Milwaukee-Hotels-Flexhome-Third-Ward-1BR-J1-Gym-Balcony.h103178397.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83310000/83309300/83309231/b522364e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83310000/83309300/83309231/6ffaf6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83310000/83309300/83309231/859463ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83310000/83309300/83309231/8878e93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Motel Dig, City View, FREE Parking, Gym, 1 BD [](https://www.expedia.ca/Milwaukee-Hotels-The-Goatel-In-Walkers-Point.h83309231.Hotel-Information) Fifth Ward 8.0/10 Very good (2 reviews) "Excellent Location, walking distance to Summerfest and downtown, and fine local restaurants. Very clean, bright and roomy. Loved the loft look. There was a little confusion checking in, maybe because owner/host has two units on that floor and rents them through Vrbo AND a competing service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris P. [](https://www.expedia.ca/Milwaukee-Hotels-The-Goatel-In-Walkers-Point.h83309231.Hotel-Information) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/273a51d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/ca44dd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/25e72e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/f7f2e2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Milwaukee Home 4BR Fast Wifi [](https://www.expedia.ca/Milwaukee-Hotels-Large-Milwaukee-Home-4BR-Fast-Wifi.h123834312.Hotel-Information) Fifth Ward [](https://www.expedia.ca/Milwaukee-Hotels-Large-Milwaukee-Home-4BR-Fast-Wifi.h123834312.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83050000/83044900/83044825/e8be7abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83050000/83044900/83044825/dabb2c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83050000/83044900/83044825/5ca7b46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83050000/83044900/83044825/872bcfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/ [](https://www.expedia.ca/Milwaukee-Hotels-201202-Sleep-Up-To-14Old-World-3rd-StFiserv-Forum.h83044825.Hotel-Information) Westown 10/10 Exceptional (1 review) "Location is perfect. Units very clean. Some small repairs needed, but not anything that would prevent us from staying again. Pizza place downstairs is excellent. Walking distance to many things." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. CA $277 CA $571 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Milwaukee-Hotels-201202-Sleep-Up-To-14Old-World-3rd-StFiserv-Forum.h83044825.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15®ionId=553248634983201840&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America®ionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&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%2FWind-Point-Vacation-Rentals.d553248634983201840.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWind-Point-Vacation-Rentals.d553248634983201840.Travel-Guide-VacationRentals) ## Top Wind Point Hotel Reviews ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "The room was fantastic, as was the entire property. I did not have an opportunity to try the food/beverage service." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Fairfield Inn & Suites by Marriott Milwaukee West](https://images.trvl-media.com/lodging/38000000/37790000/37781100/37781061/118b1502_y.jpg) ### Fairfield Inn & Suites by Marriott Milwaukee West 10/10 Excellent "Convenient location" [](https://expedia.ca/Milwaukee-Hotels-Fairfield-Inn-Suites-By-Marriott-Milwaukee-West.h37781061.Hotel-Information) ![Clarion Pointe Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/a0205bec_y.jpg) ### Clarion Pointe Milwaukee Airport 10/10 Excellent "Great room and service!" [](https://expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-South-Airport.h996128.Hotel-Information) ![Best Western Executive Inn Kenosha/Pleasant Prairie](https://images.trvl-media.com/lodging/1000000/10000/2200/2107/fa9bc5b3_y.jpg) ### Best Western Executive Inn Kenosha/Pleasant Prairie 10/10 Excellent "Everything was perfect but it would be nice if they gave complimentary water bottles" [](https://expedia.ca/Kenosha-Hotels-Best-Western-Executive-Inn.h2107.Hotel-Information) ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg) ### Potawatomi Hotel & Casino 8/10 Good "Nice hotel and reasonably priced but no one cleaned our room for 6 days and food was inconsistent. Burgers 8 out of 10\. Pizza is a 4 out of 10 at best. Breakast sandwich was good but a small coffee for $3 and it wasnt very good was a bit much." [](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information) ![Crowne Plaza Milwaukee Airport by IHG](https://images.trvl-media.com/lodging/1000000/30000/24700/24676/a34858fa_y.jpg) ### Crowne Plaza Milwaukee Airport by IHG 8/10 Good "Comfortable place to stay with flying out the next day. " [](https://expedia.ca/Milwaukee-Hotels-Crowne-Plaza-Milwaukee-South.h24676.Hotel-Information) ![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/w1201h762x12y0-0e8e5e6d_y.jpg) ### The Iron Horse Hotel 8/10 Good "Hotel was great! The bar was absolutely horrible. I went to the bar on Thursday night around 9pm, it was kind of crowded, took about 10 minutes to order a draft beer, and even longer to get it. When it finally arrived, which took a good ten minutes, the bartender and barback never checked back up on me, even when I had an empty glass in front of me. I flagged down the barback, asked for my check, and waited five minutes. Threw down $5, and left. Friday night, bar had maybe ten people in it at 8pm. After getting the attention of the bartender and barback twice asking to make an order and getting "Just a second, we'll be right with you", I left after 20 minutes. Horrible, horrible service in the bar. I can't recommend it. " [](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information) ![Home2 Suites by Hilton Milwaukee Downtown](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651130/449092f1_y.jpg) ### Home2 Suites by Hilton Milwaukee Downtown 4/10 Poor "Breakfast alright, no bacon. Yogurt was out. " [](https://expedia.ca/Milwaukee-Hotels-Home2-Suites-By-Hilton-Milwaukee-Downtown.h57651130.Hotel-Information) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg) ### The Pfister Hotel 10/10 Excellent "Excellent " [](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information) ## Find out more about Wind Point You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wind Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Wind Point ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Wind Point ](https://expedia.ca/Wind-Point-Private-Vacation-Homes.d553248634983201840-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Wind Point ](https://expedia.ca/Wind-Point-Apartments.d553248634983201840-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Wind Point ](https://expedia.ca/Wind-Point-Condos.d553248634983201840-aaCondos.Travel-Guide-Accommodation) - [Cottages in Wind Point ](https://expedia.ca/Wind-Point-Cottages.d553248634983201840-aaCottages.Travel-Guide-Accommodation) - [Motels in Wind Point ](https://expedia.ca/Wind-Point-Motels.d553248634983201840-aaMotels.Travel-Guide-Accommodation) - [Houseboats in Wind Point ](https://expedia.ca/Wind-Point-Houseboats.d553248634983201840-aaHouseboats.Travel-Guide-Accommodation) - [B&B in Wind Point ](https://expedia.ca/Wind-Point-Bed-And-Breakfast.d553248634983201840-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Villas in Wind Point ](https://expedia.ca/Wind-Point-Villas.d553248634983201840-aaVillas.Travel-Guide-Accommodation) - [Cabin Rentals in Wind Point ](https://expedia.ca/Wind-Point-Cabins.d553248634983201840-aaCabins.Travel-Guide-Accommodation) - [Aparthotels in Wind Point ](https://expedia.ca/Wind-Point-Apart-Hotels.d553248634983201840-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Wind Point ](https://expedia.ca/Wind-Point-Guest-Houses.d553248634983201840-aaGuestHouses.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Wind Point? ### What are some of the best vacation rentals in Wind Point? ### What’s there to see and do in Wind Point? ### What’s a vacation rental in Wind Point like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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