Waukesha County Holiday Rentals

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Top Cities in Waukesha County

Milwaukee Art Museum featuring modern architecture and art
Holiday RentalsHoliday Rentals

Milwaukee

Milwaukee

Top Holiday Rentals Destinations in Waukesha County

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

7.2 out of 10, Good, (5)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
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, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2970)
"Nice stay for a short weekend getaway. "
The price is NZ$310
includes taxes & fees
23 Sept - 24 Sept
Timber Ridge Lodge and Waterpark
The Plaza Hotel
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1125)
"Excellent location. "
The price is NZ$309
includes taxes & fees
21 Sept - 22 Sept
The Plaza Hotel
Mill Creek Hotel
Indoor spa tub

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1196)
"We loved the area and all the surroundings activities. Awesome place to visit."
The price is NZ$409
includes taxes & fees
14 Sept - 15 Sept
Mill Creek Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (95)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee
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, (91)
"A few wonderful days spent with family in a welcoming home. I must have experienced this again."
The price is NZ$945
includes taxes & fees
2 Sept - 3 Sept
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Fridge, microwave, oven, stovetop

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

9.8 out of 10, Exceptional, (104)
"Out bachelor party stay was fantastic, everything about the trip was a breeze! "
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Fridge, microwave, oven, stovetop

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (189)
"I booked this property for a bachelorette party and everyone had a great time! It is in the perfect location for being able to walk to everything, which was perfect for a large group! The kitchen/living room space was perfect for all the girls to hang out together and play games. Parking is very limited, but there is a free lot nearby that we were able to utilize as well. "
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
6 bedrooms, desk, iron/ironing board, travel cot

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

2.5 star property
10.0 out of 10, Exceptional, (8)
"The house was amazing; the owner went above and beyond helping with all of our questions. The views were amazing. We can't wait to go back. "
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (210)
"Great place to stay! "
The price is NZ$1,435
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
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)
"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
Private Country House near Lake Geneva, Como and Williams Bay
Outdoor dining

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (89)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Indoor pool, a heated pool

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.4 out of 10, Exceptional, (10)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Fridge, microwave, oven, stovetop

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 NZ$621
includes taxes & fees
23 Sept - 24 Sept
Chic 3 bedroom Get-a-way in downtown Lake Geneva
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Interior

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (30)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
The price is NZ$1,400
includes taxes & fees
2 Sept - 3 Sept
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Fridge, microwave, stovetop, dishwasher

NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View

9.0 out of 10, Wonderful, (103)
"Great location! "
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Marina Life II - 28 Carver @ Reef Point Marina
Property grounds

Marina Life II - 28 Carver @ Reef Point Marina

9.6 out of 10, Exceptional, (45)
"We stayed for two nights at the house boat. The host communicated very efficiently and was nice. Even though the boat is small, it was cozy and we never felt cramped. We loved the amenities that are included in the marina. Walking distance from downtown so there was plenty to do. Would stay here again. "
The price is NZ$411
includes taxes & fees
11 Sept - 12 Sept
Marina Life II - 28 Carver @ Reef Point Marina
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

Everything you need to know about Waukesha County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waukesha County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukesha County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waukesha County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waukesha County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waukesha County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waukesha County holiday rentals we have selected for you start as low as NZ$309 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waukesha County rentals

At Expedia, we put the best Waukesha County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waukesha County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukesha County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukesha County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.