Search Southeast Wisconsin Cottages

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Southeast Wisconsin cottages

House (4 Bedrooms) | Interior
Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
$619 nightly
The price is $651
Dec 22 - Dec 23
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
House (4 Bedrooms) | Floor plan
Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
$697 nightly
The price is $732
Jan 12 - Jan 13, 2026
Total with taxes and fees
Large Milwaukee Home 4BR Fast Wifi
Exterior
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.6 out of 10, Exceptional, (16)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
$534 nightly
The price is $606
Dec 22 - Dec 23
Total with taxes and fees
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
Milton
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
$177 nightly
The price is $187
Dec 22 - Dec 23
Total with taxes and fees
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
Wonder Lake
9.8 out of 10, Exceptional, (9)
"This was a great spot to spend the night with our 2 Golden Retrievers. The house had everything you would find at your own home."
United States
Mike W.
$337 nightly
The price is $357
Jan 12 - Jan 13, 2026
Total with taxes and fees
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Wisconsin Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Great hotel and staff!"
Keith 1-night trip
Posted 3 days ago
The Pfister Hotel

Find out more about Southeast Wisconsin

Southeast Wisconsin Cottages information

Number of reviews
30
Accommodation
74 Cottages
Lowest Price
$187
Highest Price
$732

Frequently asked questions

How much do cottages in Southeast Wisconsin cost?
Rates for cottages in Southeast Wisconsin range between $187 and $732 per night. Whatever your budget, you'll find a perfect place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southeast Wisconsin?
Select from 74 cottages in Southeast Wisconsin. Whether you're traveling with the entire family, as a duo or with a group of close friends, Expedia makes it easy to find the perfect digs.
Why book your cottage in Southeast Wisconsin with Expedia?
Expedia has some great cottages in Southeast Wisconsin, so start packing your bags for a memorable vacation close to nature. If you have a certain budget, select how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a hot tub or free WiFi. We'll help you find the right fit whatever your getaway looks like.
How can I find cheap cottages in Southeast Wisconsin?
With Expedia's user-friendly filter tool, comparing cheap cottages in Southeast Wisconsin has never been simpler. To view accommodations that'll make your hip pocket happy, fine-tune your search results by star rating, budget and amenities.
What is there to do in Southeast Wisconsin near my cottage?
Southeast Wisconsin offers so much to see and do, it can be tricky to work out where to begin. If you're planning some time in Milwaukee, Lakeshore State Park is a much-loved attraction for both young and old.

Explore a world of travel with Expedia