Wind Point Holiday Rentals

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Holiday Rentals in Wind Point

The Plaza Hotel
Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (987)
"Great room and location!"
The price is AU$291
includes taxes & fees
7 July - 8 July
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (181)
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is AU$1,429
includes taxes & fees
30 June - 1 July
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Unique and Charming Private Quarters
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (35)
"This home far exceeded my expectations. Not only was it comfortable, it is beautifully furnished. it was also a very relaxing place to stay and Sandra could not have been a better hostess."
The price is AU$164
includes taxes & fees
10 July - 11 July
Unique and Charming Private Quarters
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The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (219)
"We stayed here for our family vacation in Kenosha - 7 adults and a 5 year old. The house was a well-appointed and had lots of room for us all to gather in one place or spread out if we wanted to. Good location near restaurants, groceries, etc. Loved the view of Lake Michigan and we were just a short drive to an accessible beach. Owner Dan was easy to work with and responsive. Everyone had a great time!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (220)
"The property is as advertised and was what we expected. Our stay was a little wonky, as we arrived right after there had been a significant roof drain issue that caused what appeared to be pretty serious water damage to ceilings and walls in a couple of rooms. The owners Joan and Steve clearly had been working frantically to get things habitable for our stay. They made us feel very welcome and things in the house worked fine, but in hindsight I wonder whether the delay to remediation caused by...
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Spacious Walkers Point Gem in Central Milwaukee
Fridge, microwave, oven, stovetop
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, (3)
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
MKE Mansion - Both Wings
Exterior
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, (5)
"The spot worked out great for our large group. Everyone had a comfortable spot to sleep. Communication with host was great and the location couldn’t be better."
The price is AU$1,500
includes taxes & fees
16 June - 17 June
MKE Mansion - Both Wings
Walker's Point House Near Downtown Milwaukee
Fridge, microwave, oven, stovetop
Walker's Point House Near Downtown Milwaukee
9.8 out of 10, Exceptional, (19)
"The house was spotless with very comfortable furnishings. The location makes it very easy to access all the sights in Milwaukee. Good restaurants nearby for takeout. We were within five blocks of the wedding venue. Quick on and off the interstate. Having two bathrooms and a first floor bedroom was great. Being able to park in the garage, rather than on the street was a definite plus! Questions to the host were answered quickly! Although we didn't use it, there is a nice park right across the...
Walker's Point House Near Downtown Milwaukee
Sunny 3 BR Craftsman Bungalow | Bay View
Property grounds
Sunny 3 BR Craftsman Bungalow | Bay View
10.0 out of 10, Exceptional, (14)
"My husband and our two kids, aged 21 and 18, stayed here for spring break. The house is beautiful. Exactly as advertised. The property managers were very helpful and repos we quickly to any questions. Check in and check out were easy. We stayed here for a Bucks game and the location was excellent to get to and from Fiserv center. Highly recommend."
Sunny 3 BR Craftsman Bungalow | Bay View
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Living area
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
10.0 out of 10, Exceptional, (13)
"Great place for the entire crew. Beautiful spot across from park, great access to our son’s wedding in Bayview and a great house. Owner Kyle was amazing and very accomodating."
The price is AU$3,075
includes taxes & fees
6 July - 7 July
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Modern Lakeside Villa
Terrace/patio
Modern Lakeside Villa
10.0 out of 10, Exceptional, (11)
"We (wife and I) spent 2 nights here as a get-away/Christmas gift to each other, and it was beyond expectations! The location is in a quiet area and close to Kenosha for the shops and restaurants. The views are stunning, and we spent most of our time watching the waves and enjoying “unplugged” time. The house is beautifully decorated and spacious for two people."
Modern Lakeside Villa
Enjoy Beachfront Living With family!
On the beach, beach towels
Enjoy Beachfront Living With family!
9.8 out of 10, Exceptional, (64)
"When we arrived at the property, we were graded by the property managers son was very helpful in the process explaining what was going on with the city water construction construction that was happening when we arrive. Overall, everything was perfect have no complaints. We really enjoyed staying at the property. The views were spectacular and we plan on coming again, thank you so much."
Enjoy Beachfront Living With family!
Lake Michigan Vacation Rental w/ Private Beach!
Fridge, microwave, stovetop, dishwasher
Lake Michigan Vacation Rental w/ Private Beach!
5.4 out of 10, (3)
"First time on VRBO, but experienced renter. Positives: the view, the check-in process and owner communication all were as good as you could ask for. Needs work: General cleanliness - the blue chairs in around the kitchen table were stained to the point people avoided sitting in them. The exterior desperately needs a pressure wash. Master bedroom - great view and a recent update, but the bed literally broke when I sat on it and there is nothing else in the room - no end tables, no luggage...
Lake Michigan Vacation Rental w/ Private Beach!
5-Bedroom Sleeps up to 12 + Spacious!
Fridge, microwave, oven, stovetop
5-Bedroom Sleeps up to 12 + Spacious!
9.2 out of 10, Wonderful, (20)
"My brothers and their families flew into town for our father’s funeral. It was a nice place with plenty of room for all of us to stay and be together, and it has a big backyard for the kids to play in."
5-Bedroom Sleeps up to 12 + Spacious!
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!
Fridge, microwave, oven, stovetop
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!
9.6 out of 10, Exceptional, (18)
"Came to Milwaukee for a Friday night concert and decided to make a weekend of it. Casa Azul was such a great spot! The location was so close to everything - quick Ubers everywhere we wanted to check out. The house is so cute! We loved it and will definitely come back."
The price is AU$995
includes taxes & fees
16 June - 17 June
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!
New! Surfs Up! Pro Cleaned, Self Check in - Sleeps 14
Beach nearby
New! Surfs Up! Pro Cleaned, Self Check in - Sleeps 14
9.0 out of 10, Wonderful, (11)
"Property was updated and clean. Communication with host was perfect. Good location near the lake and walking paths."
New! Surfs Up! Pro Cleaned, Self Check in - Sleeps 14
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, (72)
"I felt the accommodations were just as I expected and met my needs for an overnight trip to Kenosha. I did get a little cold at night and would have appreciated another blanket, but otherwise found the accommodations comfortable. The WiFi info I was provided did not work for me, but I didn’t need it so it wasn’t a big deal. I was grateful for the solitude and clean place to rest for the night!"
The price is AU$171
includes taxes & fees
16 June - 17 June
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
DECK - Large Groups - KING Bed - Bay View Location
Aerial view
DECK - Large Groups - KING Bed - Bay View Location
10.0 out of 10, Exceptional, (7)
"The second fan in the large room doesn't/ didn't work. The upstairs temp is much warmer than the lower level. Nice house with nice decorations. Nice appliances."
The price is AU$644
includes taxes & fees
16 June - 17 June
DECK - Large Groups - KING Bed - Bay View Location
Wisconsin Treehouse Getaway!
Property grounds
Wisconsin Treehouse Getaway!
9.8 out of 10, Exceptional, (18)
"Thank you for allowing us to stay in another of your incredible properties ... Enjoyed a nice getaway with my wife. Beautiful location with a creek running along the back of the property. Look forward to seeing you soon .. Thank you, Will & Brenda"
The price is AU$405
includes taxes & fees
1 July - 2 July
Wisconsin Treehouse Getaway!
Historic house on tree lined red brick street of historic homes.
Exterior
Historic house on tree lined red brick street of historic homes.
10.0 out of 10, Exceptional, (19)
"The house is well situated, just minutes from the lake and Main Street. We felt completely at home; the owners have decorated and appointed the house beautifully - every detail has been considered and implemented. Communication was easy and they solved issues (i.e. getting the drive shovelled in a snow storm) before we could even ask about them. The back porch and yard are wonderful for relaxing. We loved the house and the neighbourhood and found it difficult to leave!"
Historic house on tree lined red brick street of historic homes.
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See all available properties in Wind Point
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.

Wind Point Holiday Home Travel Info

Number of holiday homes
3
Popular accommodation
Wind Point private holiday homes
Known landmarks
Racine Zoological Gardens, Wustum Art Museum and Racine Art Museum
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Wind Point you may be interested in

The Pfister Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1336)
"Excellent!"
The price is AU$296
includes taxes & fees
3 July - 4 July
The Pfister Hotel
Saint Kate - The Arts Hotel
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1722)
"Nice spot "
The price is AU$236
includes taxes & fees
17 June - 18 June
Saint Kate - The Arts Hotel
Hilton Milwaukee City Center
Lobby
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, (1003)
"Trip went smooth and hotel did not cause me any problems. Very clean and great pricing. 5 stars "
The price is AU$195
includes taxes & fees
25 June - 26 June
Hilton Milwaukee City Center
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.

Everything you need to know about Wind Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wind Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wind Point holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wind Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wind Point. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wind Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wind Point holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wind Point rentals

At Expedia, we put the best Wind Point holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wind Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wind Point holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wind Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wind Point?

Yes, there are holiday rentals close to the most popular sights in Wind Point, or you can select a more secluded option if you're looking for a relaxing stay. Wind Point is known for its monuments.

What are some of the best holiday rentals that Wind Point has to offer?

Spacious Walkers Point Gem in Central Milwaukee: This holiday home rental outside of Wind Point has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 holiday rental in Wind Point like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wind Point. Holiday rentals provide amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

Recent reviews of Wind Point properties
Expedia verified reviews

Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

5/5 Excellent
"Everything from location to staff was perfect. Parking for our trip is more affordable than at the airport too."
A verified traveller stayed at Hyatt Place Milwaukee Airport
Posted 1 day ago
Hyatt Place Milwaukee Airport