Holiday Homes in Southeast Wisconsin

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Southeast Wisconsin

Charming 5-bedroom house in Cedarburg
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink.

Charming 5-bedroom house in Cedarburg

10.0 out of 10, Exceptional, (4)
"Great property in the heart of Cedarburg. Loved walking to all the local restraunts."
The price is AU$873
includes taxes & fees
5 Aug - 6 Aug
Charming 5-bedroom house in Cedarburg
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, (1)
"We had the most amazing family getaway at this beautiful lakefront house! The location was perfect, right on the water with a huge backyard. We spent so much time relaxing by the pier, lounging in comfy chairs, and taking out the canoes and paddleboat on the lake. The large patio was a favorite spot, where we enjoyed making s’mores around the firepit.The kids had an absolute blast in the game room, which had everything we could have wanted—like a mini Chuck E. Cheese right at the house! There...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Three bedrooms upstairs
Stunning hallway with a dining area, bookcase, and ornate frames.

Three bedrooms upstairs

9.6 out of 10, Exceptional, (68)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is AU$408
includes taxes & fees
3 Aug - 4 Aug
Three bedrooms upstairs
Captain Cook: Walk to Lake, Hot Tub, Sleeps 9
Surrounded by lush greenery and a serene body of water, this residential area offers a peaceful community setting with well-maintained homes and clear roadways.

Captain Cook: Walk to Lake, Hot Tub, Sleeps 9

10.0 out of 10, Exceptional, (23)
"Everything clean and neat, beautifully decorated! Lots of games and things to do too."
Captain Cook: Walk to Lake, Hot Tub, Sleeps 9
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Kitchen equipped with a stove, microwave, dishwasher, and toaster.

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

2.0 star property
9.4 out of 10, Exceptional, (8)
"Such a charming property in a great town. Close to so many things. Comfy, well appointed."
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, along with ample counter space.

#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

10.0 out of 10, Exceptional, (25)
"lovely 4 bedroom rental with things for all of us to do! Arcade, darts and a nice quiet patio to read a book!"
The price is AU$949
includes taxes & fees
27 Aug - 28 Aug
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Quiet House
Kitchen features a central island, sink, stove, and white countertop.

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$388
includes taxes & fees
4 Aug - 5 Aug
Quiet House
3-bedroom vacation home just a short walk to Lake Michigan
Relax on the patio with a comfortable sectional sofa and enjoy a barbecue.

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (26)
"Great location close to the water cute house clean comfortable. Host was very accommodating to my allergy. Needs really enjoyed our stay highly recommend."
The price is AU$391
includes taxes & fees
11 Aug - 12 Aug
3-bedroom vacation home just a short walk to Lake Michigan
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Stroll along the beachside promenade, surrounded by lush trees and high-rise cityscapes.

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay, beautiful home in a gorgeous neighborhood. A perfect home base to see the sites in Milwaukee."
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, light cabinetry, and a patterned rug.

Green bean casserole

Green bean casserole
Warm spacious midsize home w/ comfort and fun
Enjoy a relaxing evening on the covered patio with a warm ambiance.

Warm spacious midsize home w/ comfort and fun

8.4 out of 10, Very good, (5)
"We enjoyed the location, easy to walk to places. The property had a lot of room but needed to be professionally cleaned before renting."
Warm spacious midsize home w/ comfort and fun
Private Country House near Lake Geneva, Como and Williams Bay
Enjoy a serene forest view from this deck with a table and chairs.

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (86)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay
Stunning Upscale Retreat - Steps From Everything
Enjoy meals in the kitchen with a central island, oven, and stainless steel range hood, complemented by a dining area with a table and bench.

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is AU$838
includes taxes & fees
3 Aug - 4 Aug
Stunning Upscale Retreat - Steps From Everything
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Stunning living area with a spiral staircase, comfortable sofa, and a large potted plant.

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$768
includes taxes & fees
27 Aug - 28 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Escape to a serene courtyard oasis, surrounded by lush plants and a warm fire pit.

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (60)
"Clean, nice area, clise to restaurants and downtown"
The price is AU$629
includes taxes & fees
13 Aug - 14 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Fully renovated lake front home on Delavan’s North Shore
Enjoy a spacious room with a large window offering a view of the surrounding area, a dining table, and a foosball table for entertainment.

Fully renovated lake front home on Delavan’s North Shore

8.8 out of 10, Excellent, (3)
"Great place to stay. Super clean, owner was great with communication. Very nice place to stay. Only small issue was the water in the shower was hot and cold. Then you are really close with the house behind you. Owner was awesome. "
Fully renovated lake front home on Delavan’s North Shore
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Step outside to this inviting porch, featuring a comfortable chair and table, perfect for relaxing.

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (35)
"We had a wonderful stay at Maison La Belle - perfect location and plenty of space. Will definitely book again!"
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Does your dog need a vacation? We are people and pet friendly!
Enjoy meals in the open-plan living and dining area, complete with a dining table and comfortable seating.

Does your dog need a vacation? We are people and pet friendly!

10.0 out of 10, Exceptional, (156)
"Had a great time. Location is perfect, grandaughter loved the play set. We had wonderful family time."
Does your dog need a vacation? We are people and pet friendly!
Waterfront Lake Cottage - Upper Nemahbin Lake
Relax in this inviting living room with a sofa, coffee table, and potted plant, offering a view of the lake through a sliding glass door.

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (27)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is AU$481
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Enjoy a serene view from the large windows in this cozy room, featuring a comfortable bench and a wicker chair.

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

9.2 out of 10, Wonderful, (23)
"This historic home was the perfect location on the lake for our family reunion, with plenty of space both inside and out. The large yard and pier were perfect for hanging out and lake-front fun."
Excellent getaway. Lake front home with Stunning lake views, come make memories!
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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