Wind Point Holiday Rentals from AU$220: Search Short-Term Rentals

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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!

Racine

Stephanie

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with a large window, a fireplace, and a television.

2. Lake Michigan Waterfront Designer Villa

Racine

Eric C.

includes taxes & fees

28 Oct - 29 Oct

A house with a front porch, steps, and a small garden area.

3. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Kenosha

Erin

includes taxes & fees

21 Nov - 22 Nov

An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

4. 1 Bedroom | Indoor Pool + Free Breakfast

Milwaukee

includes taxes & fees

1 Nov - 2 Nov

A modern bathroom with a white vanity, a mirror, and a blue rug.

5. Quiet Bay View Getaway

Town of Lake

Carl B.

includes taxes & fees

25 Oct - 26 Oct

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

Milwaukee

"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...

andrea k.

includes taxes & fees

1 Nov - 2 Nov

7. Great Suite Near Airport | Free Breakfast + Pool

Milwaukee

Ann B.

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

8. The Plaza Hotel

Downtown Milwaukee

Danita

includes taxes & fees

4 Nov - 5 Nov

A bed with a wooden headboard, a green pillow, and a tray with food and a glass of orange juice.

9. Game Night Haven with Gas Fireplace

Oak Creek

"This house worked well for our family. It is located in a very quiet but easily accessible neighborhood. There is lots of common space to enjoy together, both inside and out. Some of the things we really enjoyed were the outside play area and patio, the well equipped kitchen and the baby/toddler equipment. There were plenty of towels and little extras in the bathroom and kitchen in case you forgot something. We would definitely stay here again!"

Judy S.

includes taxes & fees

27 Oct - 28 Oct

A single-story house with a green exterior, a front porch, and a garage.

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

Town of Lake

Rachel C.

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, bedside chairs, a desk, a TV, and a window with a view.

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

Westown

Jennifer

includes taxes & fees

25 Oct - 26 Oct

12. Indoor Pool + Hot Tub | Close to the Airport!

Milwaukee

Shawnna S.

includes taxes & fees

1 Nov - 2 Nov

13. King and Queen bed | Pool + Gym + FREE Breakfast

Milwaukee

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, stainless steel appliances, and bar stools.

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

Bay View

Nicole W.

includes taxes & fees

22 Nov - 23 Nov

A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

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

Westown

Thomas G.

includes taxes & fees

22 Nov - 23 Nov

A multi-story building with a prominent entrance, large windows, and a flag.

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

Downtown Milwaukee

Sara A.

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

17. 3-bedroom bungalow with WiFi vibrant Milwaukee

Milwaukee

Anonymous traveller

18. Charming Walker`s Point Apt with Balcony | Sleeps 4

Fifth Ward

Bruce T.

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a glass dining table, green sofas, and a city view.

19. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Westown

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

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

Fifth Ward

Jennifer

includes taxes & fees

26 Oct - 27 Oct

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Top Wind Point Hotel Reviews

Best Western Executive Inn Kenosha/Pleasant Prairie

8/10 Good

"Friendly professional staff"

Hyatt Regency Milwaukee

8/10 Good

"We loved our stay at the Hyatt Regency Milwaukee! The location is hard to beat, right in the heart of downtown and within walking distance of so many great spots. We were able to walk to the Miller High Life Theatre, the Pabst Theater, the Bronze Fonz statue, and Fiserv Forum without any hassle. Another bonus? Major Goolsby’s is right across the street, making it easy to grab a bite or a drink. We loved being able to park ourselves downtown and explore so much of Milwaukee on foot. If you’re looking for a convenient home base for a Milwaukee getaway, concert, or sporting event, this hotel is in a fantastic location. We’d happily stay here again!"

Tru By Hilton Milwaukee Downtown, WI

8/10 Good

"★★★★☆ 4/5 Stars | Great Stay, Would Definitely Return! I really enjoyed my stay here and would absolutely book again! The check-in process was smooth, quick, and straightforward. The staff was friendly and welcoming, and my room was very spacious, clean, and comfortable. I had two beds and a nice shower. I personally would've preferred a soaking tub, but that wasn't a dealbreaker. I do wish the rooms had microwaves, but there is one available downstairs in the lobby, which was convenient. One of the biggest highlights was the complimentary breakfast! There were tons of options, definitely something for everyone, and the breakfast hours were great. This was a huge plus for me! The lobby was another pleasant surprise. It's spacious and has pool tables, games, computers, printers, and plenty of areas to sit and relax. I didn't even realize how much was available until a couple of days into my stay. I also really enjoyed the outdoor seating area with the fire feature. It was a nice place to sit while waiting for my ride. The location was excellent for my trip. Downtown Milwaukee, the train station, restaurants, and other attractions were easily accessible. The hot water was great, and I had everything I needed for a comfortable stay. My only real suggestion would be to have staff check the lobby and common areas a little more frequently to tidy up after guests. Overall, I had a really pleasant experience. The positives definitely outweighed the few things."

Find out more about Wind Point

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$220 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 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 Franksville Park, 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.

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Check prices for these dates

Our top choices for Wind Point holiday rentals

1. Wisconsin Treehouse Getaway!

2. Lake Michigan Waterfront Designer Villa

3. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

4. 1 Bedroom | Indoor Pool + Free Breakfast

5. Quiet Bay View Getaway

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

7. Great Suite Near Airport | Free Breakfast + Pool

8. The Plaza Hotel

9. Game Night Haven with Gas Fireplace

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

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

12. Indoor Pool + Hot Tub | Close to the Airport!

13. King and Queen bed | Pool + Gym + FREE Breakfast

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

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

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

17. 3-bedroom bungalow with WiFi vibrant Milwaukee

18. Charming Walker`s Point Apt with Balcony | Sleeps 4

19. Stylish 2BR Escape - 10 minutes walk to RiverWalk

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

Find holiday rentals that suit your style

Top Wind Point Hotel Reviews

Best Western Executive Inn Kenosha/Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Drury Plaza Hotel Milwaukee Downtown

Sleep Inn & Suites Milwaukee Airport

Hyatt Regency Milwaukee

Comfort Suites Milwaukee Airport

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

Tru By Hilton Milwaukee Downtown, WI

Royle Hotel Milwaukee Airport

Find out more about Wind Point

Frequently asked questions

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