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

Wind Point Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Wind Point vacation 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 ￥19,889
￥39,237 total
includes taxes & fees
Oct 5 - Oct 6
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 ￥71,033
￥112,334 total
includes taxes & fees
Oct 11 - Oct 12
Lake Michigan Waterfront Designer Villa
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

3. 1 Bedroom | Indoor Pool + Free Breakfast

1 Bedroom | Indoor Pool + Free Breakfast
Milwaukee
The price is ￥21,788
￥29,161 total
includes taxes & fees
Oct 18 - Oct 19
1 Bedroom | Indoor Pool + Free Breakfast
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

4. 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 ￥20,944
￥28,174 total
includes taxes & fees
Oct 18 - Oct 19
Pool + Free Breakfast | Close to the Airport!
A modern kitchen with dark cabinets, a white island, blue bar stools, and a window with a view.

5. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
6 Mi to Summerfest Park: Home w/ Game Room!
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

6. 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 ￥22,633
￥30,333 total
includes taxes & fees
Oct 18 - Oct 19
Great Suite Near Airport | Free Breakfast + Pool
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!
Cudahy
8.8 out of 10, Excellent, (8 reviews)
"Excellent house. Great location. Thanks for the pleasant stay. "
United States
Joe K.
6 Mi to Summerfest Park: Home w/ Game Room!
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

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

King and Queen bed | Pool + Gym + FREE Breakfast
Milwaukee
The price is ￥24,322
￥32,308 total
includes taxes & fees
Oct 18 - Oct 19
King and Queen bed | Pool + Gym + FREE Breakfast
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

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

Indoor Pool + Hot Tub | Close to the Airport!
Milwaukee
6.0 out of 10, (2 reviews)
"Stayed here with my best friend to celebrate my birthday. We enjoyed the room so much and were so relaxed that we canceled going out to stay in. The beds were comfy, the room was nice, and it was easy to check in/out."
United States
Shawnna S.
The price is ￥21,788
￥29,161 total
includes taxes & fees
Oct 18 - Oct 19
Indoor Pool + Hot Tub | Close to the Airport!
A two-story house with a stone facade and a white exterior.

10. Cozy home by the lake

Cozy home by the lake
Cudahy
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Places to eat close by. We walked to a great Italian restaurant. Our hosts communication was above and beyond. Even though it is a duplex type house, it is very quiet. No noise issues at any time. Plenty of parking and nice backyard."
United States
Jilda L.
The price is ￥47,355
￥104,464 total
includes taxes & fees
Oct 10 - Oct 11
Cozy home by the lake
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

11. 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 ￥19,100
￥36,105 total
includes taxes & fees
Oct 8 - Oct 9
Quiet Bay View Getaway
A bedroom with a wooden dresser, a patterned bedspread, a large mirror, and a wardrobe with sliding doors.

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

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."
United States
Rachel C.
The price is ￥21,990
￥42,676 total
includes taxes & fees
Oct 8 - Oct 9
King Bed • Vintage Urban Oasis • Near MKE Airport
A bed with a wooden headboard, a green pillow, and a tray with food and a glass of orange juice.

13. Game Night Haven with Gas Fireplace

Game Night Haven with Gas Fireplace
Oak Creek
8.0 out of 10, Very good, (2 reviews)
"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!"
United States
Judy S.
The price is ￥72,291
￥93,781 total
includes taxes & fees
Oct 18 - Oct 19
Game Night Haven with Gas Fireplace
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

14. Near the Airport | Free Breakfast + Pool and Hot Tub

Near the Airport | Free Breakfast + Pool and Hot Tub
Milwaukee
The price is ￥36,989
￥49,145 total
includes taxes & fees
Oct 11 - Oct 12
Near the Airport | Free Breakfast + Pool and Hot Tub
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

15. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (55 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is ￥27,987
￥54,201 total
includes taxes & fees
Oct 5 - Oct 6
Historic home - walk to village center. Original features with modern updates.
A modern kitchen with a central island, stainless steel appliances, and bar stools.

16. 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, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
The price is ￥9,973
￥22,468 total
includes taxes & fees
Nov 4 - Nov 5
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
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 ￥23,678
￥87,841 total
includes taxes & fees
Oct 5 - Oct 6
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
An indoor swimming pool with a no diving sign, surrounded by tables and chairs.

18. Near the Airport | Free Breakfast + Pool and Hot Tub

Near the Airport | Free Breakfast + Pool and Hot Tub
Milwaukee
2.0 out of 10, (1 review)
"Unacceptable. After two days needed to get towels and actual bedding for pull out and there was none. Asked the next day in the morning for towels and bedding came back to suite 8 hours later and no towels or bedding in suite. Asked front desk and they said they had none."
United States
Jason E.
The price is ￥40,367
￥53,094 total
includes taxes & fees
Oct 18 - Oct 19
Near the Airport | Free Breakfast + Pool and Hot Tub
A multi-story building with a prominent entrance, large windows, and a flag.

19. 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 ￥12,559
￥29,078 total
includes taxes & fees
Oct 26 - Oct 27
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern living room with a glass dining table, green sofas, and a city view.

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

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
The price is ￥14,364
￥44,851 total
includes taxes & fees
Oct 6 - Oct 7
Stylish 2BR Escape - 10 minutes walk to RiverWalk
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wind Point Hotel Reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

10/10 Excellent
"Clean room. Quiet. Perfect for a one night stay."
Samantha 1-night trip
Posted 11 hours ago
Hyatt Regency Milwaukee

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 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 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 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.