Holiday Homes in Southeast Wisconsin

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Featured Holiday Homes in Southeast Wisconsin

Our top choices for Southeast Wisconsin holiday homes

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (28)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is AU$478
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake

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

9.6 out of 10, Exceptional, (86)
"Great very clean place . Everything they posted was true and we stay here again."
The price is AU$174
includes taxes & fees
25 Aug - 26 Aug
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is AU$620
includes taxes & fees
24 Aug - 25 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

9.8 out of 10, Exceptional, (27)
"The cozy cottage was just as described and perfect for a mom-and-daughter getaway. It had everything we needed, including a fully equipped kitchen, and lovely little details like a coffee bar stocked with delicious local coffees. It's an easy walk to the lake and downtown. We would stay here again and highly recommend!"
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants

9.4 out of 10, Exceptional, (6)
"Perfect stay.. we were in and out and it was an absolutely perfect place for what we needed."
The price is AU$447
includes taxes & fees
25 Aug - 26 Aug
W172-Lannon · Charming Muskego House, Walk to Lake & Restaurants

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

10.0 out of 10, Exceptional, (4)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
The price is AU$415
includes taxes & fees
25 Aug - 26 Aug
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

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

10.0 out of 10, Exceptional, (8)
"⭐️⭐️⭐️⭐️⭐️"
The price is AU$666
includes taxes & fees
27 Aug - 28 Aug
Whole House in Bay View + Fenced-in Yard + Parking

Brew City Game Room Fenced Yard Sleeps 13

2.0 star property
The price is AU$885
includes taxes & fees
27 Aug - 28 Aug
Brew City Game Room Fenced Yard Sleeps 13

The Lake Como Clubhouse

6.6 out of 10, (8)
"It was exactly how we planned very clean an quite getaway was easy too talk with owners would highly recommend "
The price is AU$797
includes taxes & fees
22 Aug - 23 Aug
The Lake Como Clubhouse

Stay Central in Bayview: 5 Min to Downtown

8.0 out of 10, Very good, (2)
"Check-in was smooth and easy. Kitchen nicely appointed. Upper unit was cool when we arrived which was nice on a hot weekend. Convenient location near I-94/I-43 and 794. Great neighborhood with nearby Humboldt Park. Thanks for the stocked Kreurig coffee/tea maker! "
The price is AU$555
includes taxes & fees
24 Aug - 25 Aug
Stay Central in Bayview: 5 Min to Downtown

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$770
includes taxes & fees
27 Aug - 28 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is AU$306
includes taxes & fees
24 Aug - 25 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

White House on Wisconsin-Carriage House |Renovated Colonial Revival |Steps to Main St |Parking for 2

10.0 out of 10, Exceptional, (14)
"Girls trip weekend to Lake Geneva. Perfect location close to downtown and the property was clean and cozy."
White House on Wisconsin-Carriage House |Renovated Colonial Revival |Steps to Main St |Parking for 2

Three bedrooms upstairs

9.6 out of 10, Exceptional, (70)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is AU$466
includes taxes & fees
24 Aug - 25 Aug
Three bedrooms upstairs

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (24)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is AU$601
includes taxes & fees
28 Aug - 29 Aug
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (35)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is AU$695
includes taxes & fees
16 Sept - 17 Sept
comfortably sleeps 10 guests

Vibrant Milwaukee Townhome near Downtown

8.0 out of 10, Very good, (2)
"This is a cool, fun neighborhood! It’s really central to pretty much everything and close to downtown. The property is cozy and is a nice place to hang out. We had a wonderful time! "
The price is AU$407
includes taxes & fees
27 Aug - 28 Aug
Vibrant Milwaukee Townhome near Downtown

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
6.8 out of 10, (6)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AU$527
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

10.0 out of 10, Exceptional, (13)
"Great place with lots of room, cleanliness, great & quick communication with host. "
The price is AU$440
includes taxes & fees
27 Aug - 28 Aug
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

City Bungalow Charmer in the heart of Tosa

10.0 out of 10, Exceptional, (3)
"Very tidy, felt like home."
City Bungalow Charmer in the heart of Tosa
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 Southeast Wisconsin Hotel Reviews