Southeast Wisconsin Vacation Rentals

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Vacation Rentals in Southeast Wisconsin

Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (3001)
"Loved the stay staff went above and beyond will be back "
$193 nightly
The price is $215
Oct 7 - Oct 8
Total with taxes and fees
Timber Ridge Lodge and Waterpark
The Plaza Hotel
Premier Room, 1 King Bed | 2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1140)
"Loved this hotel! Clean friendly and cute!!"
$157 nightly
The price is $186
Nov 4 - Nov 5
Total with taxes and fees
The Plaza Hotel
Mill Creek Hotel
Indoor spa tub

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1203)
"Enjoyed our stay, perfect location !"
$157 nightly
The price is $178
Nov 2 - Nov 3
Total with taxes and fees
Mill Creek Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very nice apartment and right down town location is perfect!"
$159 nightly
The price is $187
Oct 14 - Oct 15
Total with taxes and fees
Kasa Westown Milwaukee
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Interior

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (31)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
$717 nightly
The price is $814
Oct 7 - Oct 8
Total with taxes and fees
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Fridge, microwave, oven, stovetop

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

9.8 out of 10, Exceptional, (106)
"Out bachelor party stay was fantastic, everything about the trip was a breeze! "
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Fridge, microwave, oven, stovetop

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (192)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Beach

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (93)
"Located right in town with a view of the lake and beach with a wonderful balcony."
$449 nightly
The price is $510
Oct 15 - Oct 16
Total with taxes and fees
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
6 bedrooms, desk, iron/ironing board, travel crib

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

2.5 star property
10.0 out of 10, Exceptional, (10)
"Great House in a great location "
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Private Country House near Lake Geneva, Como and Williams Bay
Outdoor dining

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (92)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
$672 nightly
The price is $708
Oct 7 - Oct 8
Total with taxes and fees
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Indoor pool, a heated pool

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.6 out of 10, Exceptional, (12)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (11)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
$232 nightly
The price is $259
Oct 27 - Oct 28
Total with taxes and fees
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Property grounds

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (247)
"Beautiful view, wonderful house. Great morings with coffee on balcony!!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Interior

Excellent getaway. Lake front home with Stunning lake views, come make memories!

9.0 out of 10, Wonderful, (27)
"The home and location were as described….arrival check in was great….every amenity imaginable was available in the home.The views of the lake were terrific ….only item lacking was blinds on the bedroom windows…master had them others were shears or nothing….so we rose early with the sunrise!We would book this house again if we are looking in the area….thank you to the host"
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Dining

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
KB - Prospec
Dining room

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
$201 nightly
The price is $236
Oct 6 - Oct 7
Total with taxes and fees
Three bedrooms upstairs
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very Good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
$1,712 nightly
The price is $1,935
Oct 9 - Oct 10
Total with taxes and fees
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
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

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Loved the location and the room! "
Jeffrey 1-night trip
Posted 2 days ago
The Iron Horse Hotel

Find out more about Southeast Wisconsin

Find out more about Southeast Wisconsin

Everything you need to know about Southeast Wisconsin vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Wisconsin vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southeast Wisconsin vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southeast Wisconsin vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southeast Wisconsin. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southeast Wisconsin in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southeast Wisconsin rentals

At Expedia, we put the best Southeast Wisconsin vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southeast Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southeast Wisconsin vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southeast Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia