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

Wind Point Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Wind Point holiday rentals

A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

1. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is HK$988
HK$1,879 total
includes taxes & fees
29 Sept - 30 Sept
Wisconsin Treehouse Getaway!
A spacious living room with a large window, a fireplace, and a television.

2. 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 HK$3,530
HK$5,279 total
includes taxes & fees
5 Oct - 6 Oct
Lake Michigan Waterfront Designer Villa
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

3. Great Suite Near Airport | Free Breakfast + Pool

Great Suite Near Airport | Free Breakfast + Pool
Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Had an excellent stay. Family of 3 had plenty of room and our own beds. Had great location and parking. Host checked in to make sure everything was going good with the stay or to address any issues. It was nice to have a kitchenette with dishes and breakfast included."
United States
Ann B.
The price is HK$831
HK$1,155 total
includes taxes & fees
4 Oct - 5 Oct
Great Suite Near Airport | Free Breakfast + Pool
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

4. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is HK$384
HK$2,025 total
includes taxes & fees
29 Sept - 30 Sept
Remodeled Home - Steps from Brady Street!
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

5. Pool + Free Breakfast | Close to the Airport!

Pool + Free Breakfast | Close to the Airport!
Milwaukee
6.0 out of 10, (1 review)
"We came in from Pittsburgh, PA for a huge event in the city that was well advertised. When checking in, the process was rather lengthy with multiple people waiting. The ‘incidental’ charges were different prices for everyone. The pool was not filled/operable. The fireplaces outside were also inoperable. And, upon arrival from the event later in the evening, there were no parking spaces available without sufficient help from staff to rectify the situation. The rooms were nice-but there’s no...
United States
andrea k.
The price is HK$753
HK$1,064 total
includes taxes & fees
4 Oct - 5 Oct
Pool + Free Breakfast | Close to the Airport!
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

6. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
The price is HK$949
HK$1,766 total
includes taxes & fees
30 Sept - 1 Oct
Quiet Bay View Getaway
A bedroom with a bed, a chair, a dresser, and a window with blinds.

7. New Spacious 8-bedroom house on large private lot close to Milwaukee attractions

New Spacious 8-bedroom house on large private lot close to Milwaukee attractions
Milwaukee
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our needs!"
United States
Amanda D.
The price is HK$1,341
HK$3,977 total
includes taxes & fees
4 Oct - 5 Oct
New Spacious 8-bedroom house on large private lot close to Milwaukee attractions
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

8. 3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is HK$1,286
HK$3,339 total
includes taxes & fees
29 Sept - 30 Sept
3-bedroom bungalow with WiFi vibrant Milwaukee
A multi-story building with a prominent entrance, large windows, and a flag.

9. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (11 reviews)
"Great place and location. Loved that underground secured parking was included in the price. Excellent communication and easy check in/out instructions. She was very responsive. The bed was very comfortable and the sheets were very soft. Overall a great stay. Would definitely stay again!"
United States
Sara A.
The price is HK$587
HK$1,403 total
includes taxes & fees
1 Oct - 2 Oct
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with a central island, stainless steel appliances, and bar stools.

10. Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6

Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6
Bay View
9.0 out of 10, Wonderful, (2 reviews)
"The property was perfect. The location was fantastic. We loved the beautiful, huge kitchen bedrooms and the awesome balcony and all the rooftop amenities were super cool. We cannot wait to come back again and the host was amazing and recommended the best breakfast spot!"
United States
Jennifer C.
The price is HK$514
HK$1,273 total
includes taxes & fees
30 Sept - 1 Oct
Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6
A modern kitchen with dark cabinets, a white island, blue bar stools, and a window with a view.

11. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
Cudahy
8.8 out of 10, Excellent, (8 reviews)
"Excellent house. Great location. Thanks for the pleasant stay. "
United States
Joe K.
The price is HK$1,035
HK$3,909 total
includes taxes & fees
4 Oct - 5 Oct
6 Mi to Summerfest Park: Home w/ Game Room!
A modern kitchen with dark cabinets, a white island, blue bar stools, and a window with a view.

12. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
The price is HK$1,373
HK$4,093 total
includes taxes & fees
4 Oct - 5 Oct
6 Mi to Summerfest Park: Home w/ Game Room!
A modern hotel room with a bed, bedside tables, a desk, and a chair.

13. Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4

Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Walkable to everything fun and great value and as advertised."
United States
Chris H.
The price is HK$448
HK$1,017 total
includes taxes & fees
26 Oct - 27 Oct
Westown Studio Apt Near Fiserv, Baird, and Theater District · Sleeps 4
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

14. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (6 reviews)
"Great space! Clean and up to date. We got lucky and found a parking spot right in front sometime around 4:15pm. Instructions were clear on how to get in. Getting an Uber was fast and easy in the area. We plan to return next year to this same listing. Very happy we tried this out when we normally stay at a hotel. Highly recommend."
United States
Jennifer
The price is HK$747
HK$1,541 total
includes taxes & fees
27 Oct - 28 Oct
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

15. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.2 out of 10, Wonderful, (7 reviews)
"Could not get a better location for the convention center, arenas, or downtown. Easy process and great value."
United States
John R.
The price is HK$500
HK$1,167 total
includes taxes & fees
19 Oct - 20 Oct
Deer District Studio Apt - One Block from Fiserv and Baird
A modern kitchen with a central island, bar stools, and pendant lighting.

16. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
10.0 out of 10, Exceptional, (6 reviews)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is HK$688
HK$1,474 total
includes taxes & fees
1 Oct - 2 Oct
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A deck with a table, chairs, and an umbrella.

17. 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 HK$1,177
HK$4,097 total
includes taxes & fees
29 Sept - 30 Sept
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

18. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Fifth Ward
10.0 out of 10, Exceptional, (7 reviews)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
United States
Holly B.
The price is HK$777
HK$2,024 total
includes taxes & fees
29 Sept - 30 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

19. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (39 reviews)
"Great place to stay in Milwaukee! The house was clean and very well stocked with everything we could need! I didn’t realize someone lived upstairs, but there wasn’t any issues with it. The neighborhood was close to many great things to do We would definitely stay here again!"
United States
Jenna H.
The price is HK$1,412
HK$3,274 total
includes taxes & fees
29 Sept - 30 Sept
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

20. 1 Bedroom | Indoor Pool + Free Breakfast

1 Bedroom | Indoor Pool + Free Breakfast
Milwaukee
The price is HK$796
HK$1,114 total
includes taxes & fees
4 Oct - 5 Oct
1 Bedroom | Indoor Pool + Free Breakfast
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We were there for parent weekend. The hotel is located in a great location and has a great atmosphere"
Carolyn 2-night trip
Posted 2 hours ago
Saint Kate - The Arts Hotel

Find out more about Wind Point

Search for holiday rentals in Wind Point on Expedia! You can easily find your home rentals, villas, holiday apartments in Wind Point using one of the methods below:

  • View our selection of featured holiday rentals in Wind Point
  • Use the map to find apartments and other holiday homes in the Wind Point neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wind Point while they last

Look no further and take a look at our great range of rental properties in Wind Point!

Frequently asked questions

Are there holiday rentals in Wind Point?

Yes, there are holiday rentals in Wind Point close to Wind Meadows Leisure Center, 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?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This holiday home rental outside of Wind Point is located next to a golf course, and has a fireplace, a balcony 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. 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 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.