Southeast Wisconsin, WI Vacation Homes from AED 321

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Waukesha

Jason d.

AED 1,309 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a stone foundation, a wooden deck, and a stone staircase leading to a covered porch.

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

Brookfield

"Loved our stay in Brookfield, WI.Tonga was very helpful and responded quickly whenever I messaged.This was the perfect house for our family for the weekend. Quiet, nice neighborhood close to shopping and places to eat. Beautiful spacious backyard for the kids to play and a great place for a fire at night. All the rooms were spacious and we had everything we needed in the kitchen. Would highly recommend for anyone looking for a relaxing vacation home."

Lauren E.

AED 1,725 total

includes taxes & fees

23 Nov - 24 Nov

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

Milwaukee

AED 840 total

includes taxes & fees

7 Dec - 8 Dec

A modern kitchen with a white refrigerator, wooden cabinets, and a built-in oven.

4. Workspace • Coffee Bar • Modern 4BR • Sleeps 10

Milwaukee

AED 1,789 total

includes taxes & fees

11 Nov - 12 Nov

A modern bathroom with a white vanity, a mirror, and a blue rug.

5. Quiet Bay View Getaway

Town of Lake

Carl B.

AED 881 total

includes taxes & fees

22 Nov - 23 Nov

A house with a front porch, steps, and a small garden area.

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

Kenosha

Erin

AED 321 total

includes taxes & fees

9 Dec - 10 Dec

A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

7. Quiet House

Milwaukee

Steven

AED 743 total

includes taxes & fees

11 Nov - 12 Nov

A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

8. Private Hot Tub • Bright Home Near Downtown

Oconomowoc

Heather F.

AED 1,215 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a garage, a covered porch, and a well-maintained lawn.

9. NEW! Comfortable 9-bedroom house near local attractions, handicap accessible

West Allis

AED 1,901 total

includes taxes & fees

11 Nov - 12 Nov

A house with a porch, a covered entryway, and a small front yard.

10. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods

Dan K.

AED 1,278 total

includes taxes & fees

16 Nov - 17 Nov

A snow-covered outdoor area with a central fire pit surrounded by wooden stools, string lights overhead, and a building in the background.

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

Burlington

linda b.

AED 1,085 total

includes taxes & fees

2 Dec - 3 Dec

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.

Greendale

Kristi T.

AED 1,205 total

includes taxes & fees

11 Nov - 12 Nov

Two teal armchairs with white cushions and a vase of colorful flowers on a white table.

13. 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

Downtown Milwaukee

Kristen M.

AED 889 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

14. New Spacious 8-bedroom house on large private lot close to Milwaukee attractions

Milwaukee

Amanda D.

AED 1,861 total

includes taxes & fees

7 Dec - 8 Dec

A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

15. Best location in Milwaukee! Upper Duplex Unit

Downtown Milwaukee

Aaron W.

AED 584 total

includes taxes & fees

11 Nov - 12 Nov

A log cabin with a stone foundation, a large garage, and a well-maintained lawn.

16. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Pewaukee

Danny H.

A dining table set with plates, glasses, and a loaf of bread.

17. Workspace • Fireplace • Coffee Bar • Sleeps 12

Milwaukee

Chris B.

AED 1,782 total

includes taxes & fees

16 Nov - 17 Nov

18. The Pink Lady - Stylish Walker’s Point Home

Fifth Ward

syed a.

AED 1,117 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

19. Remodeled Home - Steps from Brady Street!

Downtown Milwaukee

Kevin M.

A modern kitchen with stainless steel appliances, white cabinets, and a wooden floor.

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

Lake Geneva

dawn h.

AED 879 total

includes taxes & fees

9 Dec - 10 Dec

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

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 Iron Horse Hotel

10/10 Excellent

"Love this place. Its not all bright and flashy. Beds are amazing and the showers are great. Will stay again!"

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent

"My kids loved the city views out the large hotel windows. The room was clean and met our expectations. Being able to order down to the hotel restaurant was fun. The breakfast and kickback options were great as always at a Drury. My biggest surprise during our stay was how kind and helpful the staff were. Loved that. Parking was a little tricky, but staff explained it well so I know what to do."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southeast Wisconsin vacation homes

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

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

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