Holiday Homes in Waukesha County

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Top Cities in Waukesha County

Featured Holiday Homes in Waukesha County

Our top choices for Waukesha County holiday homes

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!

Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

10.0 out of 10, Exceptional, (4)
"Host was great, very clean and Caitlin communicated everything very well. 20 minutes from Alpine Valley Music Theater. Perfect trip."
The price is AU$553
includes taxes & fees
9 Sept - 10 Sept
Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

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$565
includes taxes & fees
23 Sept - 24 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva

NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

10.0 out of 10, Exceptional, (7)
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

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

10.0 out of 10, Exceptional, (158)
"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!

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (99)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Three bedrooms upstairs

9.6 out of 10, Exceptional, (72)
"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$505
includes taxes & fees
7 Sept - 8 Sept
Three bedrooms upstairs

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

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

The price is AU$952
includes taxes & fees
2 Sept - 3 Sept
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$565
includes taxes & fees
1 Sept - 2 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

10.0 out of 10, Exceptional, (35)
"The view was spectacular!"
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

10.0 out of 10, Exceptional, (105)
"We loved our time here, hiking around the property, watching the birds, and taking a dip in the pool! The house had everything we needed."
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

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$912
includes taxes & fees
2 Sept - 3 Sept
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

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

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$577
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 Waukesha County Hotel Reviews

Find out more about Waukesha County

Find out more about Waukesha County

Waukesha County Holiday Homes information

Number of reviews
106
Accommodation
946 Holiday Homes
Lowest Price
AU$505
Highest Price
AU$952