Wind Point Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Wind Point Vacation Homes

Our top choices for Wind Point vacation homes

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

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

9.6 out of 10, Exceptional, (86)
"Great very clean place . Everything they posted was true and we stay here again."
The price is CA $90
CA $153 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Stay Central in Bayview: 5 Min to Downtown
2 bedrooms, desk, iron/ironing board, free WiFi

Stay Central in Bayview: 5 Min to Downtown

8.0 out of 10, Very good, (2)
"Check-in was smooth and easy. Kitchen nicely appointed. Upper unit was cool when we arrived which was nice on a hot weekend. Convenient location near I-94/I-43 and 794. Great neighborhood with nearby Humboldt Park. Thanks for the stocked Kreurig coffee/tea maker! "
The price is CA $156
CA $491 total
includes taxes & fees
Aug 28 - Aug 29
Stay Central in Bayview: 5 Min to Downtown
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is CA $200
CA $548 total
includes taxes & fees
Sep 3 - Sep 4
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
TV, books, stereo

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

10.0 out of 10, Exceptional, (4)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
The price is CA $140
CA $369 total
includes taxes & fees
Aug 25 - Aug 26
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Only 10min to Airport!
Fridge, microwave, oven, stovetop

Only 10min to Airport!

The price is CA $130
CA $456 total
includes taxes & fees
Aug 28 - Aug 29
Only 10min to Airport!
Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.
Interior

Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.

Lake Michigan Retreat. Spacious 4-bedroom home on wooded lot across from lake.
Whole House in Bay View + Fenced-in Yard + Parking
Dining

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

10.0 out of 10, Exceptional, (8)
"⭐️⭐️⭐️⭐️⭐️"
The price is CA $204
CA $592 total
includes taxes & fees
Aug 27 - Aug 28
Whole House in Bay View + Fenced-in Yard + Parking
Remodeled Home - Steps from Brady Street!
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
The price is CA $68
CA $374 total
includes taxes & fees
Aug 27 - Aug 28
Remodeled Home - Steps from Brady Street!
Casa del Lago - Saint Francis
Microwave, oven, stovetop, paper towels

Casa del Lago - Saint Francis

10.0 out of 10, Exceptional, (1)
"The place was easy to get into, clean, and perfect for a girls trip! The host responded quickly and clear on directions. House looked exactly as pictured and comfortly fit 7 people"
The price is CA $252
CA $524 total
includes taxes & fees
Sep 9 - Sep 10
Casa del Lago - Saint Francis
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Dining

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

9.6 out of 10, Exceptional, (5)
The price is CA $330
CA $643 total
includes taxes & fees
Sep 1 - Sep 2
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Cozy home by the lake
Dining

Cozy home by the lake

The price is CA $416
CA $918 total
includes taxes & fees
Sep 1 - Sep 2
Cozy home by the lake
Whole House in Walker's Point
Fridge, microwave, oven, stovetop

Whole House in Walker's Point

10.0 out of 10, Exceptional, (1)
The price is CA $217
CA $705 total
includes taxes & fees
Sep 1 - Sep 2
Whole House in Walker's Point
Large 3-bedroom House with Outdoor Hot Tub!
Outdoor spa tub

Large 3-bedroom House with Outdoor Hot Tub!

The price is CA $271
CA $425 total
includes taxes & fees
Sep 1 - Sep 2
Large 3-bedroom House with Outdoor Hot Tub!
Charming 3-bedroom house in lovely Milwaukee near DT and Hospitals
Outdoor dining

Charming 3-bedroom house in lovely Milwaukee near DT and Hospitals

10.0 out of 10, Exceptional, (3)
"My kids and I had a great stay here! The location was in a cozy and quiet neighborhood, my kids loved the back yard, and the house itself was very well cared for with comfortable furniture. I’ll definitely be staying there again the next time I’m in town!"
The price is CA $298
CA $860 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom house in lovely Milwaukee near DT and Hospitals
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
1 bedroom, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (6)
"Nice place "
The price is CA $266
CA $474 total
includes taxes & fees
Sep 9 - Sep 10
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Property grounds

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

9.6 out of 10, Exceptional, (8)
"Super easy check in and out and great location. Would stay again!"
The price is CA $255
CA $461 total
includes taxes & fees
Sep 9 - Sep 10
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Modern Apt in Walker's Point
Fridge, microwave, oven, stovetop

Modern Apt in Walker's Point

Modern Apt in Walker's Point
Historic Walker’s Point Home, Garage & Yard
Fridge, microwave, oven, stovetop

Historic Walker’s Point Home, Garage & Yard

2.0 star property
The price is CA $309
CA $546 total
includes taxes & fees
Sep 2 - Sep 3
Historic Walker’s Point Home, Garage & Yard
The Pink Lady - Stylish Walker’s Point Home
Interior

The Pink Lady - Stylish Walker’s Point Home

9.2 out of 10, Wonderful, (5)
"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)."
The price is CA $229
CA $480 total
includes taxes & fees
Sep 2 - Sep 3
The Pink Lady - Stylish Walker’s Point Home
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.
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Top Wind Point Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Great stay - love the pfister and their attention to the guests - upstairs bar had great view "
Mitchell 1-night trip
Posted 17 hours ago
The Pfister Hotel