A white lighthouse with a black top, surrounded by large rocks and green trees.

Wind Point Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Wind Point vacation rentals

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,256 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is CA $205
CA $242 total
includes taxes & fees
Nov 2 - Nov 3
The Plaza Hotel
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 Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"I had to check in early due to an upcoming event and the front desk staff person couldn’t have been more helpful. The room was perfect and fit the vibe of the hotel. The staff at the bar outside were attentive. I’ll definitely be back!"
Catherine 1-night trip
Posted 6 hours ago
The Iron Horse Hotel

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 in Wind Point close to Wind Meadows Leisure Center, or you can go with a secluded option if you're looking for a relaxing stay. Wind Point is known for its monuments.

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

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This vacation home rental outside of Wind Point is located next to a golf course and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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

While exploring the area, visit family-friendly sights like Franksville Park, 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.