Search Cottages in Southeast Wisconsin

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Compare 43 Cottages in Southeast Wisconsin with updated reviews, rates, and availability.

Luxury Lake Geneva cottage w/hot tub on 2-acres

10.0 out of 10, Exceptional, (27)
"This house was perfect for our quick weekend girls trip. The location was perfect, just ten minutes from downtown Lake Geneva but remote enough that we felt like we had some privacy. There was plenty of space for us in the large bedrooms and huge dining table for gathering. The basement was awesome though we admittedly didn't spend much time down there. The outside looks amazing, but our trip was in winter and we got about 6 inches of snow while we were there. The property looked so pretty in...
Luxury Lake Geneva cottage w/hot tub on 2-acres

Brand-new, five-bedroom home with 180 degree lake views, dock and swimming pier!

2.5 star property
10.0 out of 10, Exceptional, (3)
"I am so happy to have found this property. All the guests kept complimenting how perfect it was. 10/10 "
Brand-new, five-bedroom home with 180 degree lake views, dock and swimming pier!

Downtown Lake Geneva Cottage Sleeps 5

9.4 out of 10, Exceptional, (37)
"Perfect getaway home snuggled in the outskirts of city fun!"
Downtown Lake Geneva Cottage Sleeps 5

Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.6 out of 10, Exceptional, (10)
The price is SARĀ 978
SARĀ 2,204 total
includes taxes & fees
28 Feb - 1 Mar
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Updated Twin Lakes Cottage, Walk to Lake Mary

9.6 out of 10, Exceptional, (35)
"We loved our Little Blue House! Everything felt cozy, even the backyard and driveway, it was so convenient. Itā€™s clean and safe and cute. What an amazing Stay- The people are nice, food was GREAT, and this is a great location from Wilmot. "
Updated Twin Lakes Cottage, Walk to Lake Mary

Tiny Red House near Lake Delavan

10.0 out of 10, Exceptional, (9)
"Super clean, well stocked. Loved the goodies upon arrival. Our dog loved the yard and looking out all the windows. The wild turkeys and neighborhood chickens were a neighborhood bonus. Quiet and private yet still close to everything. Would love to visit again! "
Tiny Red House near Lake Delavan

Twin Lakes Cottage: Walk to Elizabeth Lake!

9.2 out of 10, Wonderful, (10)
"Three of us senior gals stayed at Twin Lakes Cottage for 3 nights. It is a delightful place! Itā€™s obvious that Pam and her brother love being hostess and host and were quick to respond to the littlest request. They were helpful with info on the area, places to see and eat. The cottage was clean and neat. Good beds. Pam has had fun filling (not overfilling!) the cottage with vintage items. A walk-in pantry was a delight to find. Plenty of kitchen items. Plenty of pillows and blankets. Pleasant...
Twin Lakes Cottage: Walk to Elizabeth Lake!

Modern style with nature around, a perfect vacation home

9.4 out of 10, Exceptional, (6)
"The property was beautiful and clean. Thank Amir for a great experience. "
Modern style with nature around, a perfect vacation home

Cottage near Mt. Mary College

2.5 star property
10.0 out of 10, Exceptional, (9)
"I was born and raised in Milwaukee and have 3 different family members that live within a few miles of this property. The house is cute, clean, nicely updated and well taken care of. Only suggestions would be with 1 bathroom it would be helpful for a mirror to be in each of the lower bedrooms to help when people are getting ready and a vacuum on the premises would also be a nice addition. Otherwise, everything else was pleasantly appointed. Would definitely stay here again on another visit."
Cottage near Mt. Mary College

Williams Bay Retreat: Walk to Lake Geneva & Town!

3.0 star property
Williams Bay Retreat: Walk to Lake Geneva & Town!

Clover Cottage in Williams Bay - Walk to beach!

10.0 out of 10, Exceptional, (6)
"We enjoyed our weekend stay. The house was great. Close to everything we were doing. It was clean, updated and in a quite neighborhood. We will definitely be back next time we come to Lake Geneva."
Clover Cottage in Williams Bay - Walk to beach!

Delavan Retreat w/ Patio on Turtle Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
Delavan Retreat w/ Patio on Turtle Lake!

Beautiful Lake Geneva Home ~ 3 Mi to Riviera Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
Beautiful Lake Geneva Home ~ 3 Mi to Riviera Beach

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

Twin Lakes Home - Walk to Lake Elizabeth!

3.0 star property
Twin Lakes Home - Walk to Lake Elizabeth!

Cozy Home w/ Fire Pit: 2 Blocks to Lake Mary!

3.0 star property
Cozy Home w/ Fire Pit: 2 Blocks to Lake Mary!

Wisconsin Vacation Rental Retreat w/ Deck

3.0 star property
Wisconsin Vacation Rental Retreat w/ Deck

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

3.0 star property
8.0 out of 10, Very Good, (1)
"The"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Twin Lakes Escape w/ Deck < 1 Mi to Beach!

3.0 star property
Twin Lakes Escape w/ Deck < 1 Mi to Beach!

Delavan Lakefront Access Guesthouse

10.0 out of 10, Exceptional, (6)
"Very cute guest house and the pictures accurately show the exterior and interior of the property. John provided thorough instructions for use of the house. We loved the location since we wanted to check out Lake Geneva and Delavan Lake in a short timeframe. I would stay at the house again; want to explore more of Delavan next time."
Delavan Lakefront Access Guesthouse
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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Other property types in Southeast Wisconsin

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2702)
"Staff was helpful. Our overall experience was great! Will definitely come back! "
The price is SARĀ 537
SARĀ 741 total
includes taxes & fees
13 Mar - 14 Mar
Timber Ridge Lodge and Waterpark

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1063)
"A great property and welcoming staff."
The price is SARĀ 643
SARĀ 758 total
includes taxes & fees
12 Mar - 13 Mar
The Plaza Hotel

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"We have a family of 10 and this house was perfect for us. There was entertainment for all ages. Large areas for everyone to gather but also gave everyone their own space. Loved watching movies while swimming in the pool. Host was excellent to work with and process was easy. "
Amazing Five Bedroom Milwaukee Vacation Home!!
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.

Frequently asked questions

How much do cottages in Southeast Wisconsin cost?
Prices for cottages in Southeast Wisconsin range between and per night. No matter your budget, youā€™re sure to find an ideal place to reconnect 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?
Take your pick of 43 cottages in Southeast Wisconsin. Whether youā€™re traveling with your family, as a tiny team of two or with a group of best friends, Expedia makes it simple to find your ideal place.
Why book your cottage in Southeast Wisconsin with Expedia?
Expedia has some wonderful cottages in Southeast Wisconsin, so get ready for a memorable vacay close to nature. If you have a set budget, select how much youā€™re willing to spend and the star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a kitchen. Weā€™ll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Southeast Wisconsin?
Expedia can help you easily track down cheap cottages in Southeast Wisconsin. To reserve a fantastic stay in a few quick keystrokes, simply use our convenient filter tool to refine your search by amenities, star rating and budget.