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Check prices for these dates

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Aug 15 - Aug 17
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Oct 3 - Oct 5

Cottages in Southeast Wisconsin

Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.
Exterior

Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.

9.4 out of 10, Exceptional, (10)
Quiet 2bd 1ba ranch with off street parkingWalking distance to downtown/beach.
Williams Bay beach cottage with hot tub on 2-acres
Exterior

Williams Bay beach cottage with hot tub on 2-acres

9.8 out of 10, Exceptional, (39)
"Had a fun weekend getaway with friends and this property was the perfect place to reconnect and hangout outside. Slept everyone comfortably and we had a blast. "
The price is ￥101,706
￥187,960 total
includes taxes & fees
Aug 20 - Aug 21
Williams Bay beach cottage with hot tub on 2-acres
Updated Twin Lakes Cottage, Walk to Lake Mary
Exterior

Updated Twin Lakes Cottage, Walk to Lake Mary

9.8 out of 10, Exceptional, (42)
"Super cute little town and perfect spot to stay"
Updated Twin Lakes Cottage, Walk to Lake Mary
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Exterior

Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.6 out of 10, Exceptional, (13)
"The place is in great location close to Lake Geneva. Great fenced back yard which was great for our dogs. Clean and owner was responsive "
The price is ￥40,859
￥90,375 total
includes taxes & fees
Aug 18 - Aug 19
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Property grounds

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

2.5 star property
10.0 out of 10, Exceptional, (8)
"The house was amazing; the owner went above and beyond helping with all of our questions. The views were amazing. We can't wait to go back. "
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Lakefront Cottage w/Boat Rentals
Outdoor dining

Lakefront Cottage w/Boat Rentals

10.0 out of 10, Exceptional, (5)
"Host Brian was hands on, took great care of us! Huge picture windows overlooking the lake was amazing. Definitely will return! Thanks Brian!"
Lakefront Cottage w/Boat Rentals
Cedarburg \ Mequon River retreat
Microwave, oven, stovetop, dishwasher

Cedarburg \ Mequon River retreat

10.0 out of 10, Exceptional, (3)
"Perfect place for our family of 6 to stay while in Milwaukee for a week. The cottage was beautiful, surroundings serene, and while secluded, not far from places to eat or go. Our girls loved being outside and seeing different wildlife and we appreciate how well stocked the cottage was. Absolutely would love to stay here again."
Cedarburg \ Mequon River retreat
Tiny Red House near Lake Delavan
Exterior

Tiny Red House near Lake Delavan

10.0 out of 10, Exceptional, (10)
"Amazing with an excellent host!!"
Tiny Red House near Lake Delavan
Main Level King Suite! 1 block to Lake Access! Cozy Cottage
Exterior

Main Level King Suite! 1 block to Lake Access! Cozy Cottage

2.0 star property
10.0 out of 10, Exceptional, (11)
"Cute little place. Nice quiet area."
Main Level King Suite! 1 block to Lake Access! Cozy Cottage
1 Mi to Lake Geneva: Cottage w/ On-Site Hiking
Exterior

1 Mi to Lake Geneva: Cottage w/ On-Site Hiking

1 Mi to Lake Geneva: Cottage w/ On-Site Hiking
1/2 Mi to Lake Geneva: Home w/ Game Room
House (3 Bedrooms) | Interior

1/2 Mi to Lake Geneva: Home w/ Game Room

3.0 star property
1/2 Mi to Lake Geneva: Home w/ Game Room
Downtown Lake Geneva Cottage Sleeps 5
Exterior

Downtown Lake Geneva Cottage Sleeps 5

9.4 out of 10, Exceptional, (37)
"Wonderful little cabin that was perfect for my family. located on a beautiful lot with plenty of yard and parking. I would definitely book with them again."
Downtown Lake Geneva Cottage Sleeps 5
Delavan Retreat w/ Patio on Turtle Lake!
Interior

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!
Delavan Lakefront Access Guesthouse
Exterior

Delavan Lakefront Access Guesthouse

10.0 out of 10, Exceptional, (8)
"We had a great stay!! the house was perfect and the location was fantastic. We spent time at the like, fishing off the dock and enjoying the area. We cooked out on the deck and had dinner outside both nights! The host was fantastic and we could not have had a better stay! "
Delavan Lakefront Access Guesthouse
Luxe Lake Geneva Retreat in Downtown!
Exterior

Luxe Lake Geneva Retreat in Downtown!

3.0 star property
Luxe Lake Geneva Retreat in Downtown!
Spacious Getaway w/ Boat Dock in East Troy!
Interior

Spacious Getaway w/ Boat Dock in East Troy!

3.0 star property
Spacious Getaway w/ Boat Dock in East Troy!
Pet-friendly Home w/ Views of Lake Delavan!
House (3 Bedrooms) | Interior

Pet-friendly Home w/ Views of Lake Delavan!

3.0 star property
Pet-friendly Home w/ Views of Lake Delavan!
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Interior

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Twin Lakes Escape w/ Deck < 1 Mi to Beach!
Outdoor dining

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

3.0 star property
Twin Lakes Escape w/ Deck < 1 Mi to Beach!
Cottage near Mt. Mary College
Exterior

Cottage near Mt. Mary College

2.5 star property
10.0 out of 10, Exceptional, (16)
"Conveniently located, clean, easy to check into, had everything we needed. "
Cottage near Mt. Mary College
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

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"I took my daughter to see Wicked. We had a wonderful girls weekend! We were able to walk to the theatre, we took a boat tour and explored downtown. I didn’t have to drive anywhere. I also love the free breakfast and dinner! "
erin 2-night trip
Posted 9 hours ago
Drury Plaza Hotel Milwaukee Downtown

Frequently asked questions

How much do cottages in Southeast Wisconsin cost?
Rates for cottages in Southeast Wisconsin range between ￥40,859 and ￥101,706 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 59 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.