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Top Holiday Rentals in Wind Point

The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, 986 reviews
"The diner has good food and better vibes"
The price is £161
per night
5 Jun - 6 Jun
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, 181 reviews
"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 £748
per night
30 Jun - 1 Jul
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, 35 reviews
"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 £87
per night
11 Jun - 12 Jun
Unique and Charming Private Quarters
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The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, 219 reviews
"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
9.8 out of 10, Exceptional, 219 reviews
"I have ALWAYS wanted to stay in a Frank Lloyd Wright house! What a gorgeous home! Joan was very accommodating. We were there for a family wedding. Close to airport, close to downtown. Loved it."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, 5 reviews
"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 £913
per night
9 Jun - 10 Jun
MKE Mansion - Both Wings
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, 3 reviews
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
Walker's Point House Near Downtown Milwaukee
10.0 out of 10, Exceptional, 17 reviews
"Very nice, great house. Cute vintage deco. Clean, kitchen is loaded. Great host. Thank you"
Walker's Point House Near Downtown Milwaukee
Stunning Lake Michigan Cottage
9.6 out of 10, Exceptional, 21 reviews
"From booking to check out everything was smooth and the house was perfect. Wonderful experience and we hope to stay again! Thanks for a perfect spot to make memories."
Stunning Lake Michigan Cottage
Sunny 3 BR Craftsman Bungalow | Bay View
10.0 out of 10, Exceptional, 13 reviews
"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
10.0 out of 10, Exceptional, 13 reviews
"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 £1,163
per night
7 Jun - 8 Jun
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Modern Lakeside Villa
10.0 out of 10, Exceptional, 11 reviews
"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!
9.8 out of 10, Exceptional, 64 reviews
"This property was beautiful and convenient with it being right across from the lake. We were able to see the lake from the front window and really enjoyed the front deck."
Enjoy Beachfront Living With family!
Lake Michigan Vacation Rental w/ Private Beach!
4.0 out of 10, 2 reviews
"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!
9.2 out of 10, Wonderful, 20 reviews
"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!
9.6 out of 10, Exceptional, 18 reviews
"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 £481
per night
10 Jun - 11 Jun
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!
New! Surfs Up! Pro Cleaned, Self Check in - Sleeps 14
9.0 out of 10, Wonderful, 11 reviews
"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
Wisconsin Treehouse Getaway!
9.8 out of 10, Exceptional, 18 reviews
"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 £211
per night
10 Jun - 11 Jun
Wisconsin Treehouse Getaway!
The Beach Life!— Newly Renovated Beach Home awaits you!
10.0 out of 10, Exceptional, 15 reviews
"The house is very nice.it is located on a corner lot half a block away from the lake. It is exactly as it looks in the pictures. A big TV in every room. .."
The Beach Life!— Newly Renovated Beach Home awaits you!
Stylish Residence: 5 Min to Fiserv Forum + Downtown + Pet Friendly
10.0 out of 10, Exceptional, 2 reviews
"Owner was very communicative and made our stay very enjoyable!"
Stylish Residence: 5 Min to Fiserv Forum + Downtown + Pet Friendly
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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 Rental Travel Info

Number of holiday rentals
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

Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, 1,701 reviews
"Great hotel with a boutique feel."
The price is £156
per night
17 Jun - 18 Jun
Saint Kate - The Arts Hotel
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, 1,331 reviews
"Fantastic property!"
The price is £156
per night
25 Jun - 26 Jun
The Pfister Hotel
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, 1,014 reviews
"Great people, very helpful with our stay in Milwaukee. Room and service were exceptional."
The price is £103
per night
1 Jul - 2 Jul
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, apart-hotels, 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 favorite 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 depends 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 £87 per night. Entering your travel dates in the search wizard you might find 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?

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description: This holiday home rental outside of Wind Point is located on the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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. Wind Point Lighthouse and Wingspread 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
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