Title: Wind Point Vacation Home Rentals from CA $154: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![Wind Point Lighthouse which includes a lighthouse](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

# Wind Point Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248634983201840&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=553248634983201840&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=553248634983201840&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=553248634983201840&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 Wind Point 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)

![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)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118131/f4b334af.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)

"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)

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

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)

![2 bedrooms](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/0b3f25fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/aefcb302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/5cdac0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365807/8b7fc067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### KK lower · Funky 2BR in Prime Bay View - w/ Parking

Bay View

10/10

Exceptional

(7)

"Charming apartment, convenient location"

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

Ashton G.

CA $120

CA $303 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Milwaukee-Hotels-Vibrant-2BR-In-Prime-Bay-View.h99365807.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/dfeb7978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/be1291d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/98faef5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109650000/109643100/109643015/051895a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

10/10

Exceptional

(5)

"Enjoyed stay at this nice home "

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

Eduardo P.

CA $68

CA $371 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Milwaukee-Hotels-Timeless.h109643015.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/41722fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/910df29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/7517ac93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632666/178d74ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Bay View

9.4/10

Exceptional

(15)

"We loved this property! We will definitely stay again if we are in the area."

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

Taryn O.

CA $136

CA $318 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Milwaukee-Hotels-25-Bed-In-The-Heart-Of-Bay-View.h75632666.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/99000000/98110000/98104000/98103913/w1019h683x3y0-6ca92988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98104000/98103913/10c672ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/99000000/98110000/98104000/98103913/1cfddf27.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/99000000/98110000/98104000/98103913/w1024h681x0y0-ec983cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whole House in Bay View + Fenced-in Yard + Parking

Bay View

10/10

Exceptional

(11)

"Loved fenced in backyard for dogs!"

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

Mary E.

CA $186

CA $544 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Milwaukee-Hotels-Whole-House-In-Bay-View.h98103913.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/b1451e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/9d0aa1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89640000/89631600/89631587/c69269ae.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

Fifth Ward

9.6/10

Exceptional

(7)

"We enjoyed our stay at The Pink Lady. The kids loved the decor and thought it was such a fun house. Blake was a great host and had clear communication throughout our stay. The house was stocked with essentials and some nice extras (coffee & tea bar, ice spheres, snacks, beverages)."

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

Nina N.

CA $142

CA $427 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Milwaukee-Hotels-The-Pink-Lady-Stylish-Walkers-Point-Home.h89631587.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/82000000/81530000/81529900/81529898/4ac541ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81530000/81529900/81529898/0b229591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/82000000/81530000/81529900/81529898/0785851d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/82000000/81530000/81529900/81529898/e91de24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

Fifth Ward

10/10

Exceptional

(5)

"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."

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

Holly B.

CA $139

CA $372 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Milwaukee-Hotels-The-Bentley-Fridas-Reign.h81529898.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)

![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)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/102000000/101750000/101747500/101747484/43d56efc.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)

### Mid-Century Modern Dream Getaway

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/107000000/106560000/106552200/106552139/4f3fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106560000/106552200/106552139/b6fa4e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Bay View

10/10

Exceptional

(25)

"Very comfortable and convenient to everything downtown."

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

Reddemann R.

CA $201

CA $554 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Milwaukee-Hotels-Charming-2-Bedroom-Bungalow-In-The-Heart-Of-Bay-View-Parking-Central-Air.h106552139.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112320000/112312300/112312247/fee21cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112320000/112312300/112312247/ce421502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112320000/112312300/112312247/912b93a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112320000/112312300/112312247/47c74c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whole House in Walker's Point

Fifth Ward

10/10

Exceptional

(1)

CA $214

CA $660 total

includes taxes & fees

Dec 6 - Dec 7

[](https://www.expedia.ca/Milwaukee-Hotels-Whole-House-In-Walkers-Point.h112312247.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117730000/117721900/117721898/a702cb79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117730000/117721900/117721898/f6bf42ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117730000/117721900/117721898/d28e2aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117730000/117721900/117721898/af74ff38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Bayview Oasis! Park, Deck, 5 min drive to Lake

Bay View

CA $161

CA $400 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Milwaukee-Hotels-3BR-Bayview-Oasis-Park.h117721898.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106890000/106884500/106884408/cee846e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106890000/106884500/106884408/bd211885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106890000/106884500/106884408/9c3744a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106890000/106884500/106884408/5e48f954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affordable 3 bed Oakcreek

Oak Creek

8.0/10

Very good

(8)

"The start was awesome. Nice neighborhood, clean home and enough amenities to keep everyone comfortable. Thank you"

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

Dyris H.

CA $258

CA $562 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Milwaukee-Hotels-Corporate-Housing-By-MGM.h106884408.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114480000/114478900/114478874/2a8744a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114480000/114478900/114478874/0856631c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114480000/114478900/114478874/8b0b7fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114480000/114478900/114478874/14c63ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 7 br Home w Bonus Room

Downtown Milwaukee

10/10

Exceptional

(2)

"Clean house. Helpful host. Good location. Everything worked out very nicely. "

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

James C.

CA $344

CA $1,006 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Milwaukee-Hotels-Elegant-7-Br-Home-W-Bonus-Room.h114478874.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/aeb1cbd5.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/b5a2ba1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114360000/114350700/114350606/db3461a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Bay View

9.6/10

Exceptional

(8)

"Great place!"

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

Kathy R.

CA $333

CA $648 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Milwaukee-Hotels-Pink-Diamond-Rental-In-Bayview-Area-Milwaukee-With-WiFi.h114350606.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365805/582aaa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365805/e9ac8bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365805/e77aea33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99370000/99365900/99365805/610677ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Bay View

9.6/10

Exceptional

(9)

"Super easy check in and out and great location. Would stay again!"

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

Katie T.

CA $123

CA $302 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Milwaukee-Hotels-2BR-Sunny-Upper-Vibrant-Bay-View.h99365805.Hotel-Information)

![1 bedroom, desk, iron/ironing board](https://images.trvl-media.com/lodging/76000000/75260000/75251400/75251325/471c5a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/76000000/75260000/75251400/75251325/6e7843e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75260000/75251400/75251325/cdd79109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge](https://images.trvl-media.com/lodging/76000000/75260000/75251400/75251325/1537ba50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Bay View

10/10

Exceptional

(6)

"Nice place "

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

John B.

CA $95

CA $271 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Milwaukee-Hotels-Bright-Trendy-1-Bed-In-The-Heart-Of-Bay-View.h75251325.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111390000/111385900/111385825/b0d267fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/112000000/111390000/111385900/111385825/bcfb7645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111390000/111385900/111385825/b5d61cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111390000/111385900/111385825/0793d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Downtown Milwaukee

8.8/10

Excellent

(10)

"Spacious property, very clean. No complaints."

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

Simas B.

CA $337

CA $662 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Milwaukee-Hotels-Tranquil-Downtown-Haven-3-Bed.h111385825.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116630000/116627900/116627893/ee576bf6.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)

![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)

### Cozy home by the lake

Cudahy

CA $419

CA $925 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Milwaukee-Hotels-Cozy-Home-By-The-Lake.h116627893.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/47000000/46160000/46153500/46153444/7b4786da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/47000000/46160000/46153500/46153444/40b8112b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46160000/46153500/46153444/cb533cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, printers](https://images.trvl-media.com/lodging/47000000/46160000/46153500/46153444/3854f054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic home - walk to village center. Original features with modern updates.

Greendale

9.8/10

Exceptional

(48)

"Great location and wonderful house. Great location for family with small kids. Parks are super close, downtown street is wonderful to eat and drink. Host is super helpful and responsive. "

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

Patrick J.

CA $248

CA $477 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Milwaukee-Hotels-Historic-Home-Walk-To-Village-Center-Original-Features-With-Modern-Updates.h46153444.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&regionId=553248634983201840&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Condos

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Private vacation homes

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Villas

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Cottages

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Wind+Point%2C+Wisconsin%2C+United+States+of+America&regionId=553248634983201840&latLong=42.784464%2C-87.766186&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-02&d2=2026-03-02&lodging=CABIN)

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## Top Wind Point Hotel Reviews

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg)

### The Pfister Hotel

10/10 Excellent

"5+ stars all around "

[](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information)

![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/d47b7999_y.jpg)

### Potawatomi Hotel & Casino

10/10 Excellent

"Yes"

[](https://expedia.ca/Milwaukee-Hotels-Potawatomi-Hotel-Casino.h8474917.Hotel-Information)

![Drury Plaza Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/33000000/32510000/32501800/32501737/ac1d9528_y.jpg)

### Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent

"."

[](https://expedia.ca/Milwaukee-Hotels-Drury-Plaza-Hotel-Milwaukee-Downtown.h32501737.Hotel-Information)

![Clarion Pointe Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/1000000/996200/996128/8d2844a7_y.jpg)

### Clarion Pointe Milwaukee Airport

10/10 Excellent

"This property appears very new."

[](https://expedia.ca/Milwaukee-Hotels-Motel-6-Milwaukee-South-Airport.h996128.Hotel-Information)

![DoubleTree by Hilton Milwaukee Downtown](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f_y.jpg)

### DoubleTree by Hilton Milwaukee Downtown

10/10 Excellent

"Yes to all - clean room, attentive and courteous staff. "

[](https://expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information)

![Hyatt Place Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg)

### Hyatt Place Milwaukee Airport

10/10 Excellent

"Great stay"

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information)

![Cambria Hotel Milwaukee Downtown](https://images.trvl-media.com/lodging/35000000/34970000/34964000/34963970/7db864bd_y.jpg)

### Cambria Hotel Milwaukee Downtown

10/10 Excellent

"No free breakfast"

[](https://expedia.ca/Milwaukee-Hotels-Cambria-Hotel-Milwaukee-Downtown.h34963970.Hotel-Information)

![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg)

### Hyatt Regency Milwaukee

10/10 Excellent

"👍👍"

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information)

![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg)

### Saint Kate - The Arts Hotel

10/10 Excellent

"Clean room. Artsy decor. Good location. Excellent staff. "

[](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information)

## Find out more about Wind Point

## Wind Point Vacation Homes information

| Number of reviews | 287 |
| --- | --- |
| Accommodation | 206 Vacation Homes |
| Lowest Price | CA $154 |
| Highest Price | CA $1,006 |

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-   [Somers Hotels](https://www.expedia.ca/Somers-Hotels.d3000462047.Travel-Guide-Hotels)
-   [Vacation Homes in Somers](https://www.expedia.ca/Somers-Private-Vacation-Homes.d3000462047-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Guest Houses in South Milwaukee](https://www.expedia.ca/South-Milwaukee-Guest-Houses.d553248634983561152-aaGuestHouses.Travel-Guide-Accommodation)
-   [Hotels with a Pool in South Milwaukee](https://www.expedia.ca/South-Milwaukee-Hotels-Hotel-With-Pool.0-0-d553248634983561152-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in South Milwaukee](https://www.expedia.ca/South-Milwaukee-Hotels-Luxury-Hotel.0-0-d553248634983561152-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [South Milwaukee Hotels](https://www.expedia.ca/South-Milwaukee-Hotels.d553248634983561152.Travel-Guide-Hotels)
-   [Hotels near South Milwaukee Performing Arts Center](https://www.expedia.ca/South-Milwaukee-Performing-Arts-Center-Hotels.0-l553248621532659364-0.Travel-Guide-Filter-Hotels)
-   [Cabin Rentals in Sturtevant](https://www.expedia.ca/Sturtevant-Cabins.d55197-aaCabins.Travel-Guide-Accommodation)
-   [Cheap Hotels in Sturtevant](https://www.expedia.ca/Sturtevant-Hotels-Cheap-Hotels.0-0-d55197-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Sturtevant Hotels](https://www.expedia.ca/Sturtevant-Hotels.d55197.Travel-Guide-Hotels)
-   [Hotels near University of Wisconsin-Parkside](https://www.expedia.ca/University-Of-Wisconsin-Parkside-Hotels.0-l712419990699266048-0.Travel-Guide-Filter-Hotels)

-   [Flights to Oak Creek](https://www.expedia.ca/Cheap-Flights-To-Oak-Creek.d9219.Travel-Guide-Flights)
-   [Flights to Racine](https://www.expedia.ca/Cheap-Flights-To-Racine.d9640.Travel-Guide-Flights)
-   [Flights from Caledonia](https://www.expedia.ca/lp/flights/3000461522/flights-from-caledonia)
-   [Flights from Charleston (CHS) to Racine (RAC)](https://www.expedia.ca/lp/flights/chs/rac/charleston-to-racine)
-   [Flights from Flint (FNT) to Racine (RAC)](https://www.expedia.ca/lp/flights/fnt/rac/flint-to-racine)
-   [Flights from Vancouver (YVR) to Milwaukee (MKE)](https://www.expedia.ca/lp/flights/yvr/mke/vancouver-to-milwaukee)
-   [Flights from Toronto (YYZ) to Milwaukee (MKE)](https://www.expedia.ca/lp/flights/yyz/mke/toronto-to-milwaukee)
-   [Flights from Toronto (YYZ) to Racine (RAC)](https://www.expedia.ca/lp/flights/yyz/rac/toronto-to-racine)

-   [Apple Holler](https://www.expedia.ca/Apple-Holler-Sturtevant.d6335515.Vacation-Attraction)
-   [Regency Mall](https://www.expedia.ca/Regency-Mall-Racine.d6335496.Vacation-Attraction)
-   [Sanders Park](https://www.expedia.ca/Sanders-Park-Mount-Pleasant.d553248634993816370.Vacation-Attraction)
-   [Wind Point Lighthouse](https://www.expedia.ca/Wind-Point-Lighthouse-Racine.d6094003.Vacation-Attraction)

-   [Rental cars John H. Batten airport](https://www.expedia.ca/Car-Rentals-In-John-H-Batten.d6070412.Car-Rental-Guide)
-   [Car rental Racine](https://www.expedia.ca/Car-Rentals-In-Racine.d9640.Car-Rental-Guide)
-   [Car rental Sturtevant](https://www.expedia.ca/Car-Rentals-In-Sturtevant.d55197.Car-Rental-Guide)
-   [Enterprise Rental Cars in Racine](https://www.expedia.ca/Enterprise-Car-Rentals-In-Racine.d9640-c15.Car-Rental-Guide-Suppliers)

-   [Racine Vacation Rentals](https://www.expedia.ca/Racine-Vacation-Rentals.d9640.Travel-Guide-VacationRentals)

-   [Things to do in Racine](https://www.expedia.ca/Things-To-Do-In-Racine.d9640.Travel-Guide-Activities)

-   [Book Vacation Homes in Wind Point on Expedia.com](https://www.expedia.com/Wind-Point-Private-Vacation-Homes.d553248634983201840-aaPrivateVacationHomes.Travel-Guide-Accommodation)