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

Wind Point Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Wind Point vacation rentals

A small kitchenette area with a coffee maker, a toaster, a bottle of champagne, and a sign that reads "Welcome Mr. Cong."

1. Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (40 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
Irish Mist V @ Reefpoint Marina
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

2. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
$211 nightly
The price is $239
Sep 28 - Sep 29
Total with taxes and fees
Wisconsin Treehouse Getaway!
A spacious living room with a large window, a fireplace, and a television.

3. 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.
$586 nightly
The price is $665
Oct 4 - Oct 5
Total with taxes and fees
Lake Michigan Waterfront Designer Villa
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

4. 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.
$191 nightly
The price is $225
Sep 30 - Oct 1
Total with taxes and fees
Quiet Bay View Getaway
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

5. 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.
$361 nightly
The price is $426
Sep 27 - Sep 28
Total with taxes and fees
3-bedroom bungalow with WiFi vibrant Milwaukee
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

6. 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.
$219 nightly
The price is $258
Sep 28 - Sep 29
Total with taxes and fees
Remodeled Home - Steps from Brady Street!
A modern kitchen with dark cabinets, a white island, blue bar stools, and a window with a view.

7. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
$450 nightly
The price is $522
Oct 4 - Oct 5
Total with taxes and fees
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.

8. 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.
$430 nightly
The price is $498
Oct 4 - Oct 5
Total with taxes and fees
6 Mi to Summerfest Park: Home w/ Game Room!
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

9. 1 Bedroom | Indoor Pool + Free Breakfast

1 Bedroom | Indoor Pool + Free Breakfast
Milwaukee
$145 nightly
The price is $169
Oct 18 - Oct 19
Total with taxes and fees
1 Bedroom | Indoor Pool + Free Breakfast
A multi-story building with a prominent entrance, large windows, and a flag.

10. 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.
$154 nightly
The price is $177
Sep 27 - Sep 28
Total with taxes and fees
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.

11. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (1 review)
"We adored this property. The area was great."
United States
Nicole W.
$130 nightly
The price is $150
Oct 25 - Oct 26
Total with taxes and fees
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A modern living room with a sofa, armchair, and a TV.

12. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (5 reviews)
"This was a perfect location for a work conference in Downtown Milwaukee. Most everything I needed was within walking distance. The space was clean and welcoming, with a great view."
United States
Jess
$117 nightly
The price is $135
Oct 19 - Oct 20
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

13. 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
$138 nightly
The price is $159
Sep 28 - Sep 29
Total with taxes and fees
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A bedroom with a bed, a chair, a dresser, and a window with blinds.

14. 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.
$430 nightly
The price is $507
Sep 27 - Sep 28
Total with taxes and fees
New Spacious 8-bedroom house on large private lot close to Milwaukee attractions
A bedroom with a wooden dresser, a patterned bedspread, a large mirror, and a wardrobe with sliding doors.

15. King Bed • Vintage Urban Oasis • Near MKE Airport

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
$225 nightly
The price is $266
Sep 27 - Sep 28
Total with taxes and fees
King Bed • Vintage Urban Oasis • Near MKE Airport
A deck with a table, chairs, and an umbrella.

16. 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
$443 nightly
The price is $522
Sep 27 - Sep 28
Total with taxes and fees
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
A living room with a wooden table, a grey sofa, and a large plant.

17. Bright 1 BR in Amazing Location

Bright 1 BR in Amazing Location
Downtown Milwaukee
6.8 out of 10, (5 reviews)
"Property in good location, for getting sound.Restaurants within walking distance. This is a small& simple 1 BR apartment, sufficient if one is going to be mostly out & about.There was no installed smoke detector."
United States
Sheila M.
$197 nightly
The price is $228
Sep 29 - Sep 30
Total with taxes and fees
Bright 1 BR in Amazing Location
A modern kitchen with a central island, bar stools, a gray sofa, and a coffee table.

18. Downtown Luxury 1BR Loft · Walkable · Sleeps 4

Downtown Luxury 1BR Loft · Walkable · Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Wonderful location for walking to Riverwalk, Juneau Town, and Historic Third Ward. Also, “The Hop” has stops close. Host is super responsive and offered great suggestions."
United States
Joe S.
$129 nightly
The price is $148
Sep 28 - Sep 29
Total with taxes and fees
Downtown Luxury 1BR Loft · Walkable · Sleeps 4
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

19. 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.
$135 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Pool + Free Breakfast | Close to the Airport!
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

20. 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.
$354 nightly
The price is $417
Sep 28 - Sep 29
Total with taxes and fees
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
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

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

10/10 Excellent
"Great rate for our stay. Free breakfast was great! Our room was clean."
Brian 3-night trip
Posted 3 hours ago
La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

Find out more about Wind Point

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 $177 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 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?

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