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Vacation Rentals in Waukesha County

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Top Vacation Rentals in Waukesha County

Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

New Berlin
8.4 out of 10, Very Good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is ￥177,954
￥349,868 total
includes taxes & fees
Dec 8 - Dec 9
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Sussex
9.8 out of 10, Exceptional, (50)
"Wonderful property. Host was extremely responsive and helpful."
United States
joan r.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
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

Oconomowoc
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...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Water park
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3056)
"Very nice room and fun waterpark. "
United States
Kristi
The price is ￥21,795
￥30,354 total
includes taxes & fees
Dec 9 - Dec 10
Timber Ridge Lodge and Waterpark
Premier Room, 1 King Bed | Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is ￥22,409
￥26,420 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Plaza Hotel
Fireplace
Kasa Westown Milwaukee

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (117)
"Perfect location, so many things were within walking distance. Also felt very safe and more convenient than a hotel room. "
United States
Kaylee
The price is ￥12,919
￥26,203 total
includes taxes & fees
Dec 14 - Dec 15
Kasa Westown Milwaukee
Indoor spa tub
Mill Creek Hotel

Mill Creek Hotel

2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1217)
"Enjoyed our stay, perfect location !"
United States
Lisa
The price is ￥24,270
￥27,547 total
includes taxes & fees
Dec 7 - Dec 8
Mill Creek Hotel
Billiards
ROVE LIVING/KL - Malt House

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is ￥8,840
￥25,310 total
includes taxes & fees
Dec 7 - Dec 8
ROVE LIVING/KL - Malt House
Outdoor pool, a heated pool
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia
9.8 out of 10, Exceptional, (213)
"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"
United States
Caleb B.
The price is ￥58,155
￥107,492 total
includes taxes & fees
Dec 21 - Dec 22
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
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

Burlington
9.6 out of 10, Exceptional, (12)
"Very nice layout with lots of rooms and interesting places to be for a large group or family"
United States
Brian M.
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
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

Lake Geneva
9.8 out of 10, Exceptional, (108)
"Property was perfect for our group. We arrived to a clean home, everything was as advertised and hosts were very accommodating. Location was perfect, walking distance from downtown lake Geneva."
United States
David C.
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
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
Lake Geneva
9.4 out of 10, Exceptional, (14)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
United States
Bret S.
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Smart TV, fireplace
Lakeside Loft! Updated 2 BR condo/Close to Lodge & GN/Outdoor Pool/Free Parking

Lakeside Loft! Updated 2 BR condo/Close to Lodge & GN/Outdoor Pool/Free Parking

Lake Geneva
10.0 out of 10, Exceptional, (6)
The price is ￥38,382
￥53,864 total
includes taxes & fees
Dec 7 - Dec 8
Lakeside Loft! Updated 2 BR condo/Close to Lodge & GN/Outdoor Pool/Free Parking
Terrace/patio
THE ULTIMATE 6 BEDROOM LAKEHOUSE

THE ULTIMATE 6 BEDROOM LAKEHOUSE

Lake Geneva
9.6 out of 10, Exceptional, (40)
"Wonderful house, perfect for a weekend stay. Great views and more than enough space?"
United States
John M.
The price is ￥148,225
￥223,716 total
includes taxes & fees
Dec 7 - Dec 8
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Outdoor dining
Private Country House near Lake Geneva, Como and Williams Bay

Private Country House near Lake Geneva, Como and Williams Bay

Lake Geneva
10.0 out of 10, Exceptional, (94)
"Excellent bedrooms & baths. Cogregating areas large and well done."
United States
Gerald F.
Private Country House near Lake Geneva, Como and Williams Bay
Smart TV, fireplace, DVD player, books
Private Beach & Pier Lake Front w/ Fireplace on Lake Como - Walk to Mars Resort!

Private Beach & Pier Lake Front w/ Fireplace on Lake Como - Walk to Mars Resort!

Lake Geneva
10.0 out of 10, Exceptional, (317)
"Our family loved this property for a week of relaxation. The house was very clean and well stocked. We had zero issues from the check-in to check-out. "
United States
MaryJane S.
Private Beach & Pier Lake Front w/ Fireplace on Lake Como - Walk to Mars Resort!
Property grounds
Harbor & Hearth a Modern Lakefront Condo w/ Pool, Spa & Dining On The Lake

Harbor & Hearth a Modern Lakefront Condo w/ Pool, Spa & Dining On The Lake

Lake Geneva
9.0 out of 10, Wonderful, (70)
"Loved the location and accessibility to so many things. Everything we needed was there. Thank you"
United States
Jane Burden B.
The price is ￥17,447
￥42,106 total
includes taxes & fees
Dec 8 - Dec 9
Harbor & Hearth a Modern Lakefront Condo w/ Pool, Spa & Dining On The Lake
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

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

Kenosha
10.0 out of 10, Exceptional, (249)
"The house was a great place for our family of nine to relax and spacious enough for us to have our own rooms. "
United States
Linda M.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Dining room
ROVE LIVING/KB - Prospect

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
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!"
United States
Vera
ROVE LIVING/KB - Prospect
Terrace/patio
The Geneva Collection|Sleeps 40|Arcade Room|Groups|Outdoor Spaces

The Geneva Collection|Sleeps 40|Arcade Room|Groups|Outdoor Spaces

Lake Geneva
9.4 out of 10, Exceptional, (3)
"Great outdoor space for all the kids and we loved being so close to town. The only complaint from many of my siblings was the bed. The mattress toppers were either too hot or the bed was lumpy. Otherwise, a great trip! "
United States
Kristen G.
The price is ￥102,353
￥302,043 total
includes taxes & fees
Dec 7 - Dec 8
The Geneva Collection|Sleeps 40|Arcade Room|Groups|Outdoor Spaces
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We always enjoy our stay at St Kate’s "
JUDY 1-night trip
Posted 4 hours ago
Saint Kate - The Arts Hotel

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