Wind Lake Holiday Rentals

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Our top choices for Wind Lake holiday rentals

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Wind Lake
9.6 out of 10, Exceptional, (107)
"We loved the lake view, and house was very comfortable. "
United States
Ethan R.
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Wind Lake
9.6 out of 10, Exceptional, (125)
"The house and property were the perfect size for our mixed group of friends. We loved the open space in the kitchen with direct access to the water. Parking was plentiful and just enough beds and bathrooms! Hosts were incredibly communicative and neighbors were friendly and quiet! Would highly recommend staying here."
United States
Shannon C.
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3065)
"Very nice room and fun waterpark. "
United States
Kristi
The price is AU$295
includes taxes & fees
15 Dec - 16 Dec
Timber Ridge Lodge and Waterpark

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is AU$253
includes taxes & fees
11 Jan - 12 Jan 2026
The Plaza Hotel

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (118)
"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."
United States
Melissa
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

ROVE LIVING/KL - Malt House
4.0 star property
Westown
9.0 out of 10, Wonderful, (11)
"The room was clean and spacious and very comfy the property was as well very beautiful and so much to look at … my family enjoyed the games that were in the room as well. We will definitely stay their again for our next visit "
United States
Ivan
The price is AU$246
includes taxes & fees
14 Dec - 15 Dec
ROVE LIVING/KL - Malt House

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
Caledonia
9.8 out of 10, Exceptional, (213)
"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"
United States
Caleb B.
The price is AU$988
includes taxes & fees
21 Dec - 22 Dec
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
New Berlin
8.6 out of 10, Excellent, (9)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is AU$3,151
includes taxes & fees
15 Dec - 16 Dec
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Burlington
9.6 out of 10, Exceptional, (12)
"Very nice layout with lots of rooms and interesting places to be for a large group or family"
United States
Brian M.
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Burlington
9.8 out of 10, Exceptional, (94)
"Hosts went above and beyond to accommodate my senior mother with a private bed on main level. They were also accommodating on other requests that I had. It was such a fun, nostalgic place. It was all exactly how I remembered the Old Mill to be and the private beach made for some additional family time. I see a wonderful future for this getaway place!! "
United States
Tina V.
The price is AU$1,378
includes taxes & fees
1 Jan - 2 Jan 2026
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.
Lake Geneva
9.8 out of 10, Exceptional, (22)
"Beautiful stay! Easy/convenient check-in. "
United States
Sammi Jo K.
Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (10)
"Beautiful place! We loved our mornings walk, watching the horses and goats, and the barn tour! The host was great! "
United States
Scott G.
The price is AU$497
includes taxes & fees
23 Dec - 24 Dec
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is AU$981
includes taxes & fees
14 Dec - 15 Dec
Salem Vacation Home w/ Dock: Steps to Paddock Lake

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (46)
"The check in instructions were perfect and not sure he could have laid that out any better. It's a nice place close to everything. We'd stay there again. "
United States
Chad-Tara A.
The price is AU$498
includes taxes & fees
24 Dec - 25 Dec
Downtown Eastside gem near Fiserv Forum Water St Brady St

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
The price is AU$2,535
includes taxes & fees
11 Jan - 12 Jan 2026
MKE Mansion - Both Wings

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is AU$501
includes taxes & fees
11 Jan - 12 Jan 2026
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Burnham Park
9.6 out of 10, Exceptional, (253)
"This spacious house is a true gem, lovingly preserved. Really enjoyed our stay!!!!"
United States
Lynne W.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Waukesha
9.8 out of 10, Exceptional, (16)
"Awesome place - would definitely stay again! "
United States
Anonymous traveller
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (26)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is AU$373
includes taxes & fees
15 Dec - 16 Dec
Wisconsin Treehouse Getaway!

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is AU$705
includes taxes & fees
17 Dec - 18 Dec
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
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 Lake Hotel Reviews

Find out more about Wind Lake

Everything you need to know about Wind Lake 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 Lake 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 Lake holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wind Lake holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wind Lake. 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 Lake 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 Lake holiday rentals we have selected for you start as low as AU$246 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wind Lake rentals

At Expedia, we put the best Wind Lake 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 Lake 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 Lake 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 Lake. 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

Can I find holiday rentals in Wind Lake?

Yes, there are holiday rentals close to the most popular sights in Wind Lake, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wind Lake has to offer?

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!: This highly rated holiday home rental in Wind Lake is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Wind Lake?

Choose from 7 Expedia holiday rentals in Wind Lake for a memorable holiday.

What can I see and do in Wind Lake?

While exploring the area, visit family-friendly sights like Crystal Ridge, or get outside and enjoy nature at Boerner Botanical Gardens. Milwaukee County Sport Complex and The Rock Sports Complex are a couple of places you'll find in the wider area.

What are holiday rentals like in Wind Lake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wind Lake. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.