Holiday Homes in Southeast Wisconsin

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Southeast Wisconsin

Large Lakefront Home on Lake Como - Private Pier!
Fridge, microwave, oven, stovetop

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
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)
"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
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"Great stay and good lay out. Born was very flexible "
The price is AU$506
includes taxes & fees
2 Sept - 3 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Does your dog need a vacation? We are people and pet friendly!
Fridge, microwave, oven, stovetop

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
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (70)
"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$466
includes taxes & fees
24 Aug - 25 Aug
Three bedrooms upstairs
Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill
Fridge, microwave, oven, stovetop

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

The price is AU$979
includes taxes & fees
24 Aug - 25 Aug
Spare Time Retreat | Renovated | Walk to Town| Next to Bowling Alley|Parking|Fire Table|Grill
Geneva Lake Adventures: Family Retreat w/ Patio
Fridge, microwave, stovetop, dishwasher

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
Property grounds

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$594
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
Terrace/patio

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
Quiet Country Home on 5 acres with fireplace. 1 minute to Alpine Valley Ski Hill
Smart TV, fireplace, video games

Quiet Country Home on 5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

10.0 out of 10, Exceptional, (3)
"One of the best stays we’ve ever had. So cute and thoughtful and clean"
Quiet Country Home on 5 acres with fireplace. 1 minute to Alpine Valley Ski Hill
Fully renovated lake front home on Delavan’s North Shore
Game room

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!
Property grounds

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (37)
"Great cottage, perfect location"
Cottage walking distance to Lake Geneva!
Vida del Lago | 3 Bedroom | Near Geneva National
Terrace/patio

Vida del Lago | 3 Bedroom | Near Geneva National

10.0 out of 10, Exceptional, (7)
"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
Beach

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

9.8 out of 10, Exceptional, (90)
"A few wonderful days spent with family in a welcoming home. I must have experienced this again."
The price is AU$1,014
includes taxes & fees
27 Aug - 28 Aug
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!!
Terrace/patio

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

9.8 out of 10, Exceptional, (88)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
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, (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!!!
Beach

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
On the beach

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! "
The price is AU$654
includes taxes & fees
24 Aug - 25 Aug
Beach Lake Michigan King Bed Pet Friendly
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (27)
"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$583
includes taxes & fees
25 Aug - 26 Aug
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
Dining

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

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

10/10 Excellent
"We love the waterpark for our 5 and 3 year olds! The room was great with the separate bedroom and the full sized fridge!"
Brian 2-night trip
Posted 22 hours ago
Timber Ridge Lodge and Waterpark