Wind Point Vacation Rentals

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Our top choices for Wind Point vacation rentals

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

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.6 out of 10, Exceptional, (87 reviews)
"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
Julia H.
The price is CA $89
CA $151 total
includes taxes & fees
Feb 8 - Feb 9
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

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

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (34 reviews)
"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"
United States
Donald N.
The price is CA $166
CA $345 total
includes taxes & fees
Feb 16 - Feb 17
3-bedroom vacation home just a short walk to Lake Michigan

Beach Lake Michigan King Bed Pet Friendly

Beach Lake Michigan King Bed Pet Friendly
Downtown Kenosha
9.0 out of 10, Wonderful, (16 reviews)
"The place was nice and in a great location."
United States
Wyatt K.
The price is CA $181
CA $393 total
includes taxes & fees
Feb 11 - Feb 12
Beach Lake Michigan King Bed Pet Friendly

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is CA $193
CA $228 total
includes taxes & fees
Mar 10 - Mar 11
The Plaza Hotel

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (28 reviews)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is CA $172
CA $335 total
includes taxes & fees
Feb 9 - Feb 10
Wisconsin Treehouse Getaway!

Lake Town Beach Bungalow

Lake Town Beach Bungalow
Downtown Kenosha
The price is CA $143
CA $521 total
includes taxes & fees
Feb 9 - Feb 10
Lake Town Beach Bungalow

Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
10.0 out of 10, Exceptional, (14 reviews)
"Awesome house with a fantastic beach! The whole group had a wonderful time "
United States
Nate L.
The price is CA $513
CA $772 total
includes taxes & fees
Mar 10 - Mar 11
Lake Michigan Waterfront Designer Villa

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is CA $67
CA $367 total
includes taxes & fees
Feb 9 - Feb 10
Remodeled Home - Steps from Brady Street!

Downtown Modern 2BR Loft Apartment | Sleeps 8-9

Downtown Modern 2BR Loft Apartment | Sleeps 8-9
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Loved this loft! Great location. Clean and comfortable. We will definitely stay here again. "
United States
Sandy H.
The price is CA $95
CA $229 total
includes taxes & fees
Feb 15 - Feb 16
Downtown Modern 2BR Loft Apartment | Sleeps 8-9

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

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is CA $89
CA $262 total
includes taxes & fees
Mar 3 - Mar 4
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

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

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.6 out of 10, Exceptional, (9 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is CA $104
CA $279 total
includes taxes & fees
Mar 10 - Mar 11
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
10.0 out of 10, Exceptional, (2 reviews)
"Great location to where I needed to be. Just blocks from everything!"
United States
Pamela P.
The price is CA $84
CA $184 total
includes taxes & fees
Feb 16 - Feb 17
Westown Studio Apt Near Fiserv, Baird, and Theater District

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is CA $84
CA $184 total
includes taxes & fees
Feb 15 - Feb 16
Deer District Studio Apt - One Block from Fiserv and Baird

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (27 reviews)
"We were overall very impressed "
United States
Ethan N.
The price is CA $246
CA $608 total
includes taxes & fees
Feb 11 - Feb 12
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Historic Walker’s Point Home, Garage & Yard

Historic Walker’s Point Home, Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (1 review)
"Five stars all the way!"
United States
Rob K.
The price is CA $210
CA $413 total
includes taxes & fees
Feb 8 - Feb 9
Historic Walker’s Point Home, Garage & Yard

Bayview Family-Friendly Stay

Bayview Family-Friendly Stay
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"Best stay ever "
United States
Laniya mariee
The price is CA $252
CA $613 total
includes taxes & fees
Feb 8 - Feb 9
Bayview Family-Friendly Stay

Stylish Modern Studio in Vibrant Walker's Point

Stylish Modern Studio in Vibrant Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (1 review)
"Studio was excellent! Absolutely was in a perfect location and equipped with so many nice features such as; coffee, creamer, lint roller, laundry detergent, shampoo/conditioner and much more! The laundry unit was nice to have. Tyler was extremely responsive prior to the trip and during. Thank you!!"
United States
Shannon R.
The price is CA $112
CA $312 total
includes taxes & fees
Feb 8 - Feb 9
Stylish Modern Studio in Vibrant Walker's Point

Third Ward Apt Near Summerfest with Gym and Balcony

Third Ward Apt Near Summerfest with Gym and Balcony
Downtown Milwaukee
7.4 out of 10, Good, (3 reviews)
"Very nice and great location."
United States
Timothy B.
The price is CA $91
CA $192 total
includes taxes & fees
Feb 9 - Feb 10
Third Ward Apt Near Summerfest with Gym and Balcony

Stylish 2 bdrm w/ Garage & Yard

Stylish 2 bdrm w/ Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (2 reviews)
"This property is in the perfect spot! Everything we wanted to do in Milwaukee was no more than 10 minutes away. The condo was also wonderful for relaxing and playing some games with our kids. We would totally stay here again!"
United States
Sara D.
The price is CA $194
CA $426 total
includes taxes & fees
Feb 8 - Feb 9
Stylish 2 bdrm w/ Garage & Yard

Walker`s Point Apt with Gym and Balcony

Walker`s Point Apt with Gym and Balcony
Fifth Ward
The price is CA $97
CA $199 total
includes taxes & fees
Mar 1 - Mar 2
Walker`s Point Apt with Gym and Balcony
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

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.

Frequently asked questions

Are there vacation rentals in Wind Point?

Yes, you can find vacation rentals close to well known attractions in Wind Point, or you can choose a more secluded option if you want a relaxing place to stay. Wind Point is known for its monuments.

What are some of the best vacation rentals in Wind Point?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This vacation home rental outside of Wind Point is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Wind Point?

While exploring the area, visit family-friendly sights like Kenosha Public Museum, or get outside and enjoy nature at Lake Michigan. Wind Point Lighthouse and Wingspread are other places to visit while you're in town.

What’s a vacation rental in Wind Point like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Wind Point. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family gatherings.