Wind Point Vacation Rentals

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Browse Select Wind Point Vacation Homes

Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

2.0 star property
9.6 out of 10, Exceptional, (5)
"Caleb and family were so welcoming and easy to get a hold of if needed. Location was great for Kenosha and Pleasant Prairie. The apartment was perfect size and with all basic amenities needed. Thanks for a great stay! "
Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

Mi casa es su casa

9.6 out of 10, Exceptional, (24)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa

Beach Lake Michigan King Bed Pet Friendly

9.0 out of 10, Wonderful, (7)
"Judy's townhouse was a perfect spot for us to visit our family in Kenosha. We were all able to gather here to visit and enjoy the beautiful lakefront setting! "
The price is CA $248
CA $589 total
includes taxes & fees
Aug 11 - Aug 12
Beach Lake Michigan King Bed Pet Friendly

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

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Spacious Walkers Point Gem in Central Milwaukee

9.6 out of 10, Exceptional, (20)
"We had a great time celebrating the bachelorette at this location. Close to a lot of great spots. Host was very communicative and easy to get in touch with. "
The price is CA $402
CA $809 total
includes taxes & fees
Aug 10 - Aug 11
Spacious Walkers Point Gem in Central Milwaukee

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (12)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape

Charming Vintage Farmhouse 1 bedroom Garden Oasis

9.2 out of 10, Wonderful, (36)
"This is a very cozy and comfortable stay. It is in a quiet and safe neighborhood. Perfect for 2 people. It was a great place to stay with our dog."
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!

10.0 out of 10, Exceptional, (14)
"The property was cute, close to many Milwaukee attractions, and family and dog friendly."
Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!

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

9.6 out of 10, Exceptional, (85)
"Great very clean place . Everything they posted was true and we stay here again."
The price is CA $89
CA $151 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Mid-Century Modern Dream Getaway

9.6 out of 10, Exceptional, (10)
"Nice quiet area and house is very nice"
Mid-Century Modern Dream Getaway

Groups - Families - Pets - Backyard - Deck

10.0 out of 10, Exceptional, (23)
"We had a great time here. The house has plenty of space for sleeping a lot of people and is walking distance to a lot of restaurants and bars. Place was super clean and we had everything we needed to get checked in and out without any trouble. I'd stay again for sure. The deck and fire pit are a nice addition when the weather is nice, which it was. "
Groups - Families - Pets - Backyard - Deck

Whole House in Bay View + Fenced-in Yard + Parking

10.0 out of 10, Exceptional, (8)
"⭐️⭐️⭐️⭐️⭐️"
The price is CA $206
CA $588 total
includes taxes & fees
Aug 14 - Aug 15
Whole House in Bay View + Fenced-in Yard + Parking

Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!

9.6 out of 10, Exceptional, (23)
"We went to watch some friends play in a basketball tournament for the weekend. The house was perfect for our group. Very clean and met our expectations. Would recommend!"
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

8.8 out of 10, Excellent, (8)
"Beautiful home, comfy beds, and great location- no complaints!! We loved it here"
The price is CA $615
CA $992 total
includes taxes & fees
Sep 5 - Sep 6
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Relax by Lake Michigan within 2 mins

8.0 out of 10, Very good, (1)
"Came up for our grandsons wedding. Had a 2 night stay Hostess was helpful when we had questions. This was our first stay with Vrbo not sure how to compare with other places but we were very pleased. "
Relax by Lake Michigan within 2 mins

Modern Lakeside Villa

10.0 out of 10, Exceptional, (19)
"A truly amazing, beautiful, and peaceful place to vacation! Would highly recommend; great experience for the price. "
Modern Lakeside Villa

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (16)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is CA $198
CA $544 total
includes taxes & fees
Aug 13 - Aug 14
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Enjoy Beachfront Living With family!

9.8 out of 10, Exceptional, (80)
"Lots of room, great views, and cozy environment! Right across tge street from Lake Michigan!"
Enjoy Beachfront Living With family!

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (26)
"Great location close to the water cute house clean comfortable. Host was very accommodating to my allergy. Needs really enjoyed our stay highly recommend."
The price is CA $179
CA $365 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom vacation home just a short walk to Lake Michigan

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (19)
"Great spacious house in a location hard to beat! Will recommend anyone hosting group visits to Milwaukee."
The price is CA $1,648
CA $2,379 total
includes taxes & fees
Aug 11 - Aug 12
MKE Mansion - Both Wings
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