Southeast Wisconsin Vacation Rentals

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Our top choices for Southeast Wisconsin vacation rentals

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 CA $133
CA $882 total
includes taxes & fees
May 11 - May 12
Salem Vacation Home w/ Dock: Steps to Paddock Lake

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, (90 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is CA $74
CA $134 total
includes taxes & fees
May 12 - May 13
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,254 reviews)
"It was an overall great stay. "
United States
Freddie
The price is CA $207
CA $284 total
includes taxes & fees
May 14 - May 15
Timber Ridge Lodge and Waterpark

Hidden Gem with Pool View!

Hidden Gem with Pool View!
Lake Geneva
10.0 out of 10, Exceptional, (40 reviews)
"Great location and very easy to work with. "
United States
Andrew K.
The price is CA $149
CA $364 total
includes taxes & fees
May 11 - May 12
Hidden Gem with Pool View!

Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool

Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool
Lake Geneva
10.0 out of 10, Exceptional, (33 reviews)
"The host was responsive and welcoming. She was dedicated to making our stay relaxing."
United States
Heather M.
The price is CA $121
CA $339 total
includes taxes & fees
May 11 - May 12
Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool

Lake Geneva Retreat w/ Fireplace & WiFi

Lake Geneva Retreat w/ Fireplace & WiFi
Lake Geneva
9.8 out of 10, Exceptional, (21 reviews)
"An ideal place for those people who want to escape the noise and stress of big citiesThe apartment is very clean and very cozy."
United States
Vasyl K.
The price is CA $128
CA $349 total
includes taxes & fees
May 11 - May 12
Lake Geneva Retreat w/ Fireplace & WiFi

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.2 out of 10, Wonderful, (27 reviews)
"Location terrific to everything, had everything we needed and we were very comfortable. "
United States
Keith
The price is CA $107
CA $423 total
includes taxes & fees
May 14 - May 15
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.6 out of 10, Excellent, (8 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is CA $123
CA $159 total
includes taxes & fees
May 11 - May 12
Spacious 27’ RV on horse farm

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake
Port Washington
10.0 out of 10, Exceptional, (26 reviews)
"Easy check in and check out!"
United States
Yvonne V.
The price is CA $126
CA $313 total
includes taxes & fees
May 11 - May 12
Grace Adventure House, Family & Dog Friendly, Walk to Port, Shops, & the Lake

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (88 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is CA $193
CA $260 total
includes taxes & fees
May 12 - May 13
Three bedrooms upstairs

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

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (35 reviews)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is CA $148
CA $323 total
includes taxes & fees
May 13 - May 14
3-bedroom vacation home just a short walk to Lake Michigan

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is CA $86
CA $393 total
includes taxes & fees
May 18 - May 19
Remodeled Home - Steps from Brady Street!

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, (31 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is CA $217
CA $458 total
includes taxes & fees
May 17 - May 18
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8

Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Elkhorn
9.4 out of 10, Exceptional, (16 reviews)
"We had a short one night stay, but everything about the property worked out great for us. Comfortable, quiet, and a great value just outside of town. "
United States
William C.
The price is CA $224
CA $574 total
includes taxes & fees
May 11 - May 12
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8

Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (10 reviews)
"10/10 will definitely book again the neighborhood not too bad the neighbors were friendly and he communicated the entire time and took me and my group last minute "
United States
Lifewith _.
The price is CA $74
CA $264 total
includes taxes & fees
May 25 - May 26
Quiet House

Be Still & Know, Walk to Port and Beach

Be Still & Know, Walk to Port and Beach
Port Washington
10.0 out of 10, Exceptional, (44 reviews)
"We couldn't have asked for more! Everything was perfect and it was better than any motel room in the city. In fact I don't even want to share this review for fear that it will be occupied the next time I need it! "
United States
Colleen
The price is CA $154
CA $348 total
includes taxes & fees
May 12 - May 13
Be Still & Know, Walk to Port and Beach

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)
"The place was a perfect location for food and sporting events at Fiserv. "
United States
Jennifer E.
The price is CA $53
CA $221 total
includes taxes & fees
May 12 - May 13
Unit B- Large Condo w/Patio/ Old World 3rd+Fiserv

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (29 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is CA $172
CA $337 total
includes taxes & fees
May 12 - May 13
Wisconsin Treehouse Getaway!

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (20 reviews)
"Great place. "
United States
Therese N.
The price is CA $169
CA $530 total
includes taxes & fees
May 18 - May 19
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Lake Geneva Getaway | King Bed • Fireplace • Pool

Lake Geneva Getaway | King Bed • Fireplace • Pool
Lake Geneva
10.0 out of 10, Exceptional, (39 reviews)
"Very accommodating, and a very homey vibe."
United States
Zunair M.
The price is CA $174
CA $409 total
includes taxes & fees
May 18 - May 19
Lake Geneva Getaway | King Bed • Fireplace • Pool
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

Find out more about Southeast Wisconsin

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southeast Wisconsin. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.