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

Terrace/patio
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
8.0 out of 10, Very good, (7)
"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. "
The price is NZ$3,378
includes taxes & fees
21 Oct - 22 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Dining
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
9.0 out of 10, Wonderful, (4)
"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
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Wooded Hills/Indoor Pool/Hot Tub/Arcade
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Water park
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (3009)
"Loved the stay staff went above and beyond will be back "
The price is NZ$341
includes taxes & fees
20 Oct - 21 Oct
Timber Ridge Lodge and Waterpark
Premier Room, 1 King Bed
The Plaza Hotel
The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1144)
"Loved this hotel! Clean friendly and cute!!"
The price is NZ$314
includes taxes & fees
3 Nov - 4 Nov
The Plaza Hotel
Indoor spa tub
Mill Creek Hotel
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1206)
"Enjoyed our stay, perfect location !"
The price is NZ$310
includes taxes & fees
2 Nov - 3 Nov
Mill Creek Hotel
Fireplace
Kasa Westown Milwaukee
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (107)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
Kasa Westown Milwaukee
Interior
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
10.0 out of 10, Exceptional, (31)
"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$1,438
includes taxes & fees
19 Oct - 20 Oct
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Fridge, microwave, oven, stovetop
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
9.8 out of 10, Exceptional, (107)
"Had a wonderful stay. Tony and Samantha were great through the process and our stay. Highly recommend"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
Fridge, microwave, oven, stovetop
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
9.8 out of 10, Exceptional, (194)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Beach
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
9.8 out of 10, Exceptional, (94)
"Located right in town with a view of the lake and beach with a wonderful balcony."
The price is NZ$775
includes taxes & fees
22 Oct - 23 Oct
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Billiards
KLVG - Malt House
KLVG - Malt House
4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
6 bedrooms, desk, iron/ironing board, travel cot
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
2.5 star property
10.0 out of 10, Exceptional, (10)
"We had this fabulous home during the fourth of July week for our family vacation. Kyle was a wonderful host and checked in with us often to make sure everything was perfect. Highly recommend this Super Host Property."
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Outdoor dining
Private Country House near Lake Geneva, Como and Williams Bay
Private Country House near Lake Geneva, Como and Williams Bay
10.0 out of 10, Exceptional, (93)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay
Outdoor pool, a heated pool
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is NZ$1,237
includes taxes & fees
21 Oct - 22 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Indoor pool, a heated pool
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (12)
"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
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
2.0 star property
9.4 out of 10, Exceptional, (12)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
The price is NZ$452
includes taxes & fees
27 Oct - 28 Oct
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (247)
"Beautiful view, wonderful house. Great morings with coffee on balcony!!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Interior
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Excellent getaway. Lake front home with Stunning lake views, come make memories!
9.0 out of 10, Wonderful, (27)
"We had a wonderful time here. The house is very big and worked perfectly for our group golf trip. Host is great! Propane ran out for the grill and she brought a new tank over very quickly which was above and beyond!"
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Dining room
KB - Prospec
KB - Prospec
3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Everything was perfect. No complaints. "
Teri 2-night trip
Posted 21 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

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$310 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.