Holiday Homes in Southeast Wisconsin

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Featured Holiday Homes in Southeast Wisconsin

Large Lakefront Home on Lake Como - Private Pier!

9.8 out of 10, Exceptional, (19)
"Will come back again for sure Dan is excellent host we loved the place"
Large Lakefront Home on Lake Como - Private Pier!

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

Chic 3 bedroom Get-a-way in downtown Lake Geneva

9.6 out of 10, Exceptional, (4)
"Nice place...was perfect for our family."
The price is AU$557
includes taxes & fees
23 Sept - 24 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva

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

10.0 out of 10, Exceptional, (157)
"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!

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"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$463
includes taxes & fees
31 Aug - 1 Sept
Three bedrooms upstairs

Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill

Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill

Geneva Lake Adventures: Family Retreat w/ Patio

Geneva Lake Adventures: Family Retreat w/ Patio

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

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is AU$589
includes taxes & fees
3 Sept - 4 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (4)
"We stayed for two nights and absolutely loved it! The space was cozy and welcoming, and my family felt right at home. The second-floor patio was stunning—we spent both days out there just soaking it all in. The kitchen was beautiful and had everything we needed. Overall, such a wonderful experience and we’d love to come back!"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

9.6 out of 10, Exceptional, (4)
"One of the best stays we’ve ever had. So cute and thoughtful and clean"
5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

Fully renovated lake front home on Delavan’s North Shore

9.0 out of 10, Wonderful, (4)
"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

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (37)
"Perfect spot for our family getaway. The hosts were accomodating and helpful. Small touches (wine, toiletries) made us feel extra welcome. It is a drive into town, but it was nice to be away from the crowds, and it was only a short walk to the lake. We would stay here again!"
Cottage walking distance to Lake Geneva!

Vida del Lago | 3 Bedroom | Near Geneva National

10.0 out of 10, Exceptional, (8)
"The home is so cute! It has everything we needed and the space is just perfect!"
Vida del Lago | 3 Bedroom | Near Geneva National

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

9.8 out of 10, Exceptional, (91)
"A few wonderful days spent with family in a welcoming home. I must have experienced this again."
The price is AU$935
includes taxes & fees
1 Sept - 2 Sept
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (88)
"We loved the beach the kids could have stayed there all day! Fishing was wonderful too! Such a fun house!"
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

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

10.0 out of 10, Exceptional, (241)
"What an incredible stay! The house was clean and organized. The open floor plan had lots of good spaces for family to gather. The views and property overall was beautiful! "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!

10.0 out of 10, Exceptional, (126)
"Great location. Would definitely come back!"
Gorgeous Downtown Baker St Bungalow, Walk Everywhere!!!

Beach Lake Michigan King Bed Pet Friendly

9.0 out of 10, Wonderful, (7)
"Judy's townhouse was a perfect spot for us to visit our family in Kenosha. We were all able to gather here to visit and enjoy the beautiful lakefront setting! "
Beach Lake Michigan King Bed Pet Friendly

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

9.8 out of 10, Exceptional, (28)
"The cozy cottage was just as described and perfect for a mom-and-daughter getaway. It had everything we needed, including a fully equipped kitchen, and lovely little details like a coffee bar stocked with delicious local coffees. It's an easy walk to the lake and downtown. We would stay here again and highly recommend!"
The price is AU$581
includes taxes & fees
1 Sept - 2 Sept
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access

10.0 out of 10, Exceptional, (12)
"We had a great stay Host was so helpful "
Forest Harmony House |Less than a Mile to Geneva Lake |Rec Room |Wet Bar | Quiet Street |Easy Access
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

Find out more about Southeast Wisconsin

Find out more about Southeast Wisconsin

Southeast Wisconsin Holiday Homes information

Number of reviews
647
Accommodation
814 Holiday Homes
Lowest Price
AU$463
Highest Price
AU$935

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