Wind Point Vacation Rentals

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Vacation Rentals in Wind Point

The Plaza Hotel
Classic Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets
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 $159
$188 total
includes taxes & fees
Jun 9 - Jun 10
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 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 $531
$937 total
includes taxes & fees
Jun 30 - Jul 1
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 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 $55
$107 total
includes taxes & fees
Jun 11 - Jun 12
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 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
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, 220 reviews
"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 reviews
"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 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 $999
$1,141 total
includes taxes & fees
Jun 9 - Jun 10
MKE Mansion - Both Wings
Walker's Point House Near Downtown Milwaukee
Fridge, microwave, oven, stovetop
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
Sunny 3 BR Craftsman Bungalow | Bay View
Property grounds
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
Living area | Smart TV, computer monitors
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 $1,350
$1,943 total
includes taxes & fees
Jul 5 - Jul 6
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 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!
On the beach, beach towels
Enjoy Beachfront Living With family!
9.8 out of 10, Exceptional, 64 reviews
"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!
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!
Fridge, microwave, oven, stovetop
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!
Fridge, microwave, oven, stovetop
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 $240
$559 total
includes taxes & fees
Jun 11 - Jun 12
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 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
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 reviews
"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 $68
$111 total
includes taxes & fees
Jun 16 - Jun 17
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, 6 reviews
"Our family had a great time at this house. The rooms worked out perfectly for our group and everyone loved playing darts and arcade games!"
The price is $114
$426 total
includes taxes & fees
Jun 10 - Jun 11
DECK - Large Groups - KING Bed - Bay View Location
Wisconsin Treehouse Getaway!
Property grounds
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 $140
$264 total
includes taxes & fees
Jun 20 - Jun 21
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 reviews
"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.
Don't see what you're looking for?
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 Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Wind Point private vacation 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, 1,337 reviews
"I love the Pfister, mostly because it's so well-made, the walls are so thick, that you never hear the guests in the next room."
The price is $168
$202 total
includes taxes & fees
Jun 9 - Jun 10
The Pfister Hotel
Saint Kate - The Arts Hotel
Premium bedding, down comforters, in-room safe, blackout drapes
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, 1,711 reviews
"We accommodations were excellent. "
The price is $168
$200 total
includes taxes & fees
Jul 1 - Jul 2
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, 1,017 reviews
"Trip went smooth and hotel did not cause me any problems. Very clean and great pricing. 5 stars "
The price is $110
$132 total
includes taxes & fees
Jul 1 - Jul 2
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wind Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wind Point vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wind Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $55 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wind Point rentals

At Expedia, we put the best Wind Point vacation 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 vacation.

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 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?

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description: This vacation home rental outside of Wind Point is located on the beach and has an outdoor pool, a fireplace, 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. It offers a balcony, a garden, and a selection of games 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 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 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.

Recent reviews of Wind Point properties
Expedia verified reviews

Crowne Plaza Milwaukee South, an IHG Hotel

Crowne Plaza Milwaukee South, an IHG Hotel

5/5 Excellent
"Everything was so clean and tidy Fresh and new brand We love their pool and hot tub It was really nice to stay in Milwaukee "
A verified traveler stayed at Crowne Plaza Milwaukee South, an IHG Hotel
Posted 1 day ago
Crowne Plaza Milwaukee South, an IHG Hotel