Wind Point Vacation Rentals

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Our top choices for Wind Point vacation rentals

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.4 out of 10, Exceptional, (15 reviews)
"A great adventure at the boat, a great hot tub, and a very clean pool, a wonderful location, very great view."
United States
Bogdan S.
The price is CA $187
CA $306 total
includes taxes & fees
May 25 - May 26
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Historic house on tree lined red brick street of historic homes.

Historic house on tree lined red brick street of historic homes.
Racine
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful location and plenty of room for our group for the weekend!"
United States
DaTablegaming G.
The price is CA $386
CA $787 total
includes taxes & fees
Jun 13 - Jun 14
Historic house on tree lined red brick street of historic homes.

Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (16 reviews)
"The host was very nice and attentive."
United States
Eric C.
The price is CA $684
CA $990 total
includes taxes & fees
Jun 1 - Jun 2
Lake Michigan Waterfront Designer Villa

Serene 4-bedroom house with brook and forest in charming Racine

Serene 4-bedroom house with brook and forest in charming Racine
Racine
The price is CA $332
CA $700 total
includes taxes & fees
May 26 - May 27
Serene 4-bedroom house with brook and forest in charming Racine

Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (30 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is CA $187
CA $350 total
includes taxes & fees
May 25 - May 26
Irish Mist V @ Reefpoint Marina

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, (91 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is CA $77
CA $138 total
includes taxes & fees
May 26 - May 27
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, (35 reviews)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is CA $149
CA $328 total
includes taxes & fees
May 28 - May 29
3-bedroom vacation home just a short walk to Lake Michigan

Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (48 reviews)
"Fantastic boat stay. This is the second time we’ve stayed with Patrick and it’s been our favorite so far. Boat is immaculate and roomy for two. We really love the location as there’s always something going on at the marina or downtown. Within walking distance to whatever you need. It’s also very reasonable to stay here versus a hotel. One of our favorite places!!! "
United States
Jason D.
The price is CA $207
CA $334 total
includes taxes & fees
May 25 - May 26
Marina Life II - 28 Carver @ Reef Point Marina

Near the Airport | Free Breakfast + Pool and Hot Tub

Near the Airport | Free Breakfast + Pool and Hot Tub
Milwaukee
The price is CA $314
CA $411 total
includes taxes & fees
May 25 - May 26
Near the Airport | Free Breakfast + Pool and Hot Tub

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

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.4 out of 10, Exceptional, (20 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
Alexander H.
The price is CA $247
CA $451 total
includes taxes & fees
May 27 - May 28
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is CA $174
CA $342 total
includes taxes & fees
May 26 - May 27
Wisconsin Treehouse Getaway!

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Bay View
10.0 out of 10, Exceptional, (20 reviews)
"Best stay"
United States
Marvin G.
The price is CA $1,990
CA $2,864 total
includes taxes & fees
May 25 - May 26
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.8 out of 10, Exceptional, (27 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
The price is CA $1,380
CA $2,312 total
includes taxes & fees
May 26 - May 27
MKE Mansion - Both Wings

Cozy home by the lake

Cozy home by the lake
Cudahy
The price is CA $415
CA $914 total
includes taxes & fees
Jun 17 - Jun 18
Cozy home by the lake

The Deco Lounge: Parking, Patio & Luxe Style. Get your Gatsby on!

The Deco Lounge: Parking, Patio & Luxe Style. Get your Gatsby on!
Fifth Ward
10.0 out of 10, Exceptional, (3 reviews)
"The property was fantastic and the owner was extremely helpful and responsive. It was the perfect location for a weekend away. I would stay again!"
United States
Andrea E.
The price is CA $707
CA $1,185 total
includes taxes & fees
Jun 24 - Jun 25
The Deco Lounge: Parking, Patio & Luxe Style. Get your Gatsby on!

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,170 reviews)
"Beautiful hotel, room was great. Parking was affordable, and the staff was nice. The restaurant downstairs can get pretty chaotic but other than that it was great!"
United States
Araia
The price is CA $227
CA $268 total
includes taxes & fees
Jun 1 - Jun 2
The Plaza Hotel

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Milwaukee
The price is CA $292
CA $889 total
includes taxes & fees
Jun 14 - Jun 15
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Downtown Milwaukee
9.6 out of 10, Exceptional, (24 reviews)
"We loved our girls weekend! The house was clean and in a great location! We will be back! "
United States
Katie D.
The price is CA $521
CA $931 total
includes taxes & fees
May 29 - May 30
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

The Beacon: A Groom’s Suite with Cream City Style

The Beacon: A Groom’s Suite with Cream City Style
Fifth Ward
The price is CA $691
CA $1,043 total
includes taxes & fees
May 27 - May 28
The Beacon: A Groom’s Suite with Cream City Style
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 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?

Charming Vintage Farmhouse 3 Bedroom Oasis: This vacation home rental outside of Wind Point is located on a lake and has a balcony, a garden, 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.

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

While exploring the area, visit family-friendly sights like Racine Zoological Gardens, or get outside and enjoy nature at Lake Michigan. Wingspread and Wind Point Lighthouse 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.