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Southeast Wisconsin vacation rentals

We found 974 vacation rentals — enter your dates for availability

Discover a selection of 1,000 vacation rentals in Southeast Wisconsin that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $105 per night, and houses and cabins are popular options for a stay in Southeast Wisconsin. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 649 Houses

Cabins

View 53 Cabins

Cottages

View 53 Cottages

Condos/Apartments

View 298 Condos/Apartments

Bungalows

View 53 Bungalows

Townhouses

View 17 Townhouses

Studios

View 167 Studios

Find the best place to stay — Southeast Wisconsin

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Sleeps 11 · 3 Bedrooms · 2 Bathrooms
$260 avg/night
(192)

Lake Geneva Home with Private Beach, Pier, Fire Pit, Golf, Fun Times on the Lake

Sleeps 12 · 5 Bedrooms · 2 Bathrooms
$500 avg/night
(183)

Spectacular Kenosha Lake Michigan Waterfront Retreat for 12

Sleeps 12 · 6 Bedrooms · 4 Bathrooms
$550 avg/night
(109)

Exclusive Pewaukee Lake House ~ Includes Kayaks!

Sleeps 12 · 4 Bedrooms · 2 Bathrooms
$749 avg/night
(16)

Historic Farmette - The Chicken Coop Inn

Sleeps 2 · 1 Bedroom · 1 Bathroom
$105 avg/night
(40)

New Listing! Stunning 5000 sq ft - 200ft lakefront - free use of pontoon boat!

Sleeps 16 · 4 Bedrooms · 3 Bathrooms
$900 avg/night
(30)

Search 974 vacation rentals

Top rated rentals — Southeast Wisconsin
Stayed May 2021

Absolutely amazing!

This vacation was absolutely amazing! This property has it all and is absolutely breathtaking, you will not want to leave. This house has everything to keep all age groups entertained. We can’t wait to go back! Robert, the owner, is phenomenal to wor...

Holly B.
Holly B.
Stayed May 2021

LOVED!

This was an amazing stay and experience! Communication with the Hostess was above and beyond. I was given a plethora of information on places to attend. And the place was spotless and so comfortable! Can't forget to add that her fudge/store is AMAZIN...

Cherish F.
Cherish F.
Stayed May 2021

***OUTSTANDING****

Stonewood Lodge was the perfect place for our family while we had a wedding in the area. Tom and Jeanne were prompt with communication leading up to the weekend and met us as soon as we arrived and were so warm and friendly! The home is beautifully d...

Rita S.
Rita S.
Stayed May 2021

Our Delafield Visit

Jeannine was a delightful hostess. Her home was pristine clean and provided every amenity we needed for our stay in Lake Country. She was very responsive and answered all my questions quickly and thoroughly. We’ve stayed in many VRBO homes through th...

Joanne A.
Joanne A.
Stayed Apr 2021

Lovely Cozy Cabin!!

This cabin was PERFECT for our needs! Very perfect. All the details were thought of - including bait for the boys. Came for a bridal shower. Did some cooking - loved that it was stocked with everything we needed for pots and pans! Beds were comfy! Ea...

Kathy R.
Kathy R.
Stayed Apr 2021

Compact and homey

This property was exactly as described. Communication with the owners was exceptional, both during the reservation process and throughout our stay. Because they also live on property, any needs were met immediately. We enjoyed getting to know them an...

Lois E.
Lois E.
Stayed Apr 2021

Great for our annual girls' getaway!

Lake Powers area was quiet and beautiful, yet close to shopping and restaurants at Lake Geneva. Rich was very responsive and accommodating. The house was spacious and comfortable, and the lake view was so beautiful. Our only wish would have been for ...

Debra D.
Debra D.
Stayed Apr 2021

Great weekend getaway!

We had a great time! The house was very comfortable and clean, and the park was quiet and peaceful. We enjoyed walking around the park, as well as hiking at Harrington Beach State Park and Lion's Den Gorge Nature Preserve. We had fun making s'mores a...

Mary P.
Mary P.
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How many vacation rentals are available around Southeast Wisconsin?

Our 2021 property listings offer a large selection of 974 vacation rentals around Southeast Wisconsin. From 649 house rentals to 53 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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