A modern architectural building with a unique design, featuring a prominent tower and curved structures.

Southeast Wisconsin Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southeast Wisconsin vacation homes

A modern kitchen with a large island, stainless steel sink, and pendant lights.

1. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (41 reviews)
"Great place and very clean"
United States
Jason d.
The price is CA $233
CA $519 total
includes taxes & fees
Nov 2 - Nov 3
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A dining area with a table set for two, a coffee maker, and a window with blinds.

2. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
The price is CA $185
CA $530 total
includes taxes & fees
Nov 11 - Nov 12
1BR Pro Flat + Office; near Hospitals. Garage + Yard
A living room with a large brown sofa, a dining area with wooden chairs, and a kitchen area with a refrigerator and microwave.

3. Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4

Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4
Milwaukee
The price is CA $149
CA $276 total
includes taxes & fees
Nov 3 - Nov 4
Be Relax House, Cozy 2BR Milwaukee Getaway, Sleeps 4
A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

4. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stop. One block off of Brady St which was nice. Place was well decorated, cozy, and quiet."
United States
David H.
The price is CA $118
CA $357 total
includes taxes & fees
Oct 28 - Oct 29
The Nohl | A Lake Effect Stay Near Brady Street
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

5. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
The price is CA $170
CA $350 total
includes taxes & fees
Oct 28 - Oct 29
Quiet Bay View Getaway
A beach with a view of the water, boats, and a distant shoreline.

6. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is CA $450
CA $708 total
includes taxes & fees
Nov 21 - Nov 22
Spa House by the beach. Pewaukee Lake
A modern kitchen with stainless steel appliances, a granite countertop, and a large window.

7. New: Tremendous 4-bedroom house on private lot in charming Brookfield

New: Tremendous 4-bedroom house on private lot in charming Brookfield
Brookfield
The price is CA $293
CA $728 total
includes taxes & fees
Nov 23 - Nov 24
New: Tremendous 4-bedroom house on private lot in charming Brookfield
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

8. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is CA $95
CA $293 total
includes taxes & fees
Oct 28 - Oct 29
Quiet House
A compact kitchen with white cabinets, a built-in microwave, a gas stove, and a granite countertop.

9. King Bed • Vintage Urban Oasis • Near MKE Airport

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
10.0 out of 10, Exceptional, (2 reviews)
"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."
United States
Rachel C.
The price is CA $195
CA $379 total
includes taxes & fees
Oct 29 - Oct 30
King Bed • Vintage Urban Oasis • Near MKE Airport
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

10. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is CA $250
CA $478 total
includes taxes & fees
Oct 28 - Oct 29
Private Hot Tub • Bright Home Near Downtown
A house with a front porch, steps, and a small garden area.

11. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is CA $70
CA $130 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

12. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is CA $248
CA $478 total
includes taxes & fees
Nov 1 - Nov 2
Historic home - walk to village center. Original features with modern updates.
A coffee-themed display with shelves, coffee cups, and a coffee machine.

13. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is CA $121
CA $753 total
includes taxes & fees
Nov 2 - Nov 3
Near Lake Michigan • Coffee Bar • Workspace
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

14. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is CA $77
CA $383 total
includes taxes & fees
Oct 29 - Oct 30
Remodeled Home - Steps from Brady Street!
A residential backyard with a fire pit, outdoor seating, and string lights.

15. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (31 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is CA $315
CA $782 total
includes taxes & fees
Oct 28 - Oct 29
Sytlish Retreat Near Wedding Venues & Downtown
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

16. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (110 reviews)
"Close to everything in Milwaukee"
United States
Terri E.
The price is CA $196
CA $264 total
includes taxes & fees
Oct 28 - Oct 29
Three Bedroom Upper
A beach with a wooden bench, a dock, and calm water.

17. Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva

Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
Burlington
9.8 out of 10, Exceptional, (15 reviews)
"Nice comfy home. Very relaxing"
United States
linda b.
The price is CA $245
CA $497 total
includes taxes & fees
Nov 4 - Nov 5
Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
A modern kitchen with stainless steel appliances, white cabinets, and a wooden floor.

18. Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6

Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6
Lake Geneva
9.0 out of 10, Wonderful, (20 reviews)
"Very nice,clean, very satisfied"
United States
dawn h.
The price is CA $110
CA $343 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

19. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.4 out of 10, Very good, (26 reviews)
"This property couldn’t be better situated for a great stay. The surrounding neighborhood is vibrant and lively but the home is just enough off the beaten path that you have a quiet spot to enjoy. Would absolutely return. Great host."
United States
Aaron W.
The price is CA $103
CA $236 total
includes taxes & fees
Nov 1 - Nov 2
Best location in Milwaukee! Upper Duplex Unit
A living room with a sofa, armchair, coffee table, and decorative items.

20. White House on Wisconsin-Carriage House |Renovated Colonial Revival |Steps to Main St |Parking for 2

White House on Wisconsin-Carriage House |Renovated Colonial Revival |Steps to Main St |Parking for 2
Lake Geneva
9.8 out of 10, Exceptional, (25 reviews)
"The property was very good. My wife and I went for a weekend getaway and it was perfect for us. The location was great and the amenities were just right."
United States
Deepen D.
The price is CA $110
CA $536 total
includes taxes & fees
Nov 4 - Nov 5
White House on Wisconsin-Carriage House |Renovated Colonial Revival |Steps to Main St |Parking for 2
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 Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Easy walk to fun bars and restaurants!"
Elizabeth 2-night trip
Posted less than an hour ago
The Brewhouse Inn & Suites

Find out more about Southeast Wisconsin

Southeast Wisconsin Vacation Homes information

Number of reviews
319
Accommodation
810 Vacation Homes
Lowest Price
CA $130
Highest Price
CA $782

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