Southeast Wisconsin Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Southeast Wisconsin holiday rentals

Water park

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,138 reviews)
"Rooms were nice and staff were friendly."
United States
Jera
The price is HK$1,089
HK$1,519 total
includes taxes & fees
12 Mar - 13 Mar
Timber Ridge Lodge and Waterpark
Indoor pool, pool loungers

Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,228 reviews)
"Everything about Mill Creek is excellent. The Front Desk staff is wonderful and helpful and their Housekeeping personnel are great! This is a warm, friendly and extremely romantic place to spend time and enjoy life here."
United States
Thomas
The price is HK$1,262
HK$1,433 total
includes taxes & fees
17 Feb - 18 Feb
Mill Creek Hotel
Café

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is HK$1,102
HK$1,300 total
includes taxes & fees
9 Mar - 10 Mar
The Plaza Hotel
Interior

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 HK$805
HK$5,091 total
includes taxes & fees
8 Mar - 9 Mar
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Exterior

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 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is HK$1,759
HK$2,580 total
includes taxes & fees
13 Feb - 14 Feb
Downtown Eastside gem near Fiserv Forum Water St Brady St
Microwave, oven, stovetop, dishwasher

The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge

The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge
Lake Geneva
9.8 out of 10, Exceptional, (9 reviews)
"This 2bed/2bath condo is beautifully decorated and the perfect place to spend time with friends or family. The location was nearby many fun spots and the condo is comfortable, clean, and worth the price to stay."
United States
Lisa P.
The price is HK$1,955
HK$3,984 total
includes taxes & fees
1 Mar - 2 Mar
The Ridge Retreat Renovated in 2024 - Steps from Lake Como & The Ridge
TV

Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv

Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv
Westown
9.8 out of 10, Exceptional, (20 reviews)
"Great spacious unit in fun and accessible area of the city. We look forward to coming back!"
United States
Chadd
The price is HK$1,478
HK$2,540 total
includes taxes & fees
13 Feb - 14 Feb
Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv
Property grounds

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

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.6 out of 10, Exceptional, (87 reviews)
"Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed."
United States
Lynette C.
The price is HK$508
HK$861 total
includes taxes & fees
13 Mar - 14 Mar
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is HK$1,583
HK$4,189 total
includes taxes & fees
13 Feb - 14 Feb
Stunning Upscale Retreat - Steps From Everything
Smart TV, fireplace, video games

Newly Updated Modern, Spacious, and Cozy Condo- Right on the Lake!

Newly Updated Modern, Spacious, and Cozy Condo- Right on the Lake!
Lake Geneva
10.0 out of 10, Exceptional, (11 reviews)
"A great place to stay!"
United States
Andrea V.
The price is HK$1,764
HK$3,344 total
includes taxes & fees
15 Mar - 16 Mar
Newly Updated Modern, Spacious, and Cozy Condo- Right on the Lake!
Dining

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is HK$1,724
HK$4,116 total
includes taxes & fees
13 Feb - 14 Feb
Style and Luxury - Unbeatable Location
4 bedrooms

Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13
2.0 star property
Wauwatosa
10.0 out of 10, Exceptional, (1 review)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
The price is HK$1,576
HK$3,493 total
includes taxes & fees
3 Mar - 4 Mar
Brew City Game Room Fenced Yard Sleeps 13
Exterior

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, (11 reviews)
"The kids loved seeing the horses and exploring the property."
United States
Andrew C.
The price is HK$1,618
HK$2,562 total
includes taxes & fees
18 Feb - 19 Feb
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (79 reviews)
"Cozy place with an awesome kitchen!"
United States
Lilly I.
The price is HK$1,372
HK$1,830 total
includes taxes & fees
16 Feb - 17 Feb
Three bedrooms upstairs
Fridge, microwave, oven, stovetop

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (26 reviews)
"Had a very nice stay. The house was great, and the kids especially loved the game room. "
United States
Martin S.
The price is HK$1,759
HK$4,415 total
includes taxes & fees
13 Feb - 14 Feb
Luxury Historic Home - Stellar Location
Exterior

THE ULTIMATE 6 BEDROOM LAKEHOUSE

THE ULTIMATE 6 BEDROOM LAKEHOUSE
Lake Geneva
9.6 out of 10, Exceptional, (41 reviews)
"Wonderful house, perfect for a weekend stay. Great views and more than enough space?"
United States
John M.
The price is HK$6,177
HK$9,859 total
includes taxes & fees
26 Feb - 27 Feb
THE ULTIMATE 6 BEDROOM LAKEHOUSE
TV

Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St

Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
Westown
10.0 out of 10, Exceptional, (19 reviews)
"Great stay, convenient location. "
United States
Jeremy L.
The price is HK$1,399
HK$2,444 total
includes taxes & fees
13 Feb - 14 Feb
Unit C- New Big 2 King Bedroom Condo by FiservForum/3rd St
Fridge, microwave, oven, stovetop

Como Escape 4 bed 3 bath by LAKE

Como Escape 4 bed 3 bath by LAKE
Lake Geneva
10.0 out of 10, Exceptional, (35 reviews)
"Great weekend stay!"
United States
Stacey
The price is HK$1,900
HK$3,992 total
includes taxes & fees
18 Feb - 19 Feb
Como Escape 4 bed 3 bath by LAKE
Dining

Chic 3 bedroom Get-a-way in downtown Lake Geneva

Chic 3 bedroom Get-a-way in downtown Lake Geneva
Lake Geneva
9.8 out of 10, Exceptional, (11 reviews)
"Nice place...was perfect for our family."
United States
Brian M.
The price is HK$1,741
HK$3,778 total
includes taxes & fees
15 Feb - 16 Feb
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Exterior detail

Gift yourself a getaway in 2026

Gift yourself a getaway in 2026
Cedarburg
10.0 out of 10, Exceptional, (196 reviews)
"Very attentive hosts, fantastic location, extremely clean and comfortable. "
United States
Dennis R.
The price is HK$1,274
HK$1,606 total
includes taxes & fees
22 Feb - 23 Feb
Gift yourself a getaway in 2026
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Weird elevator but nice place"
Chaz 1-night trip
Posted 1 day ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Southeast Wisconsin

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