Waukesha County Holiday Rentals

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Top Holiday Rentals Destinations in Waukesha County

Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2562)
"Great stay. Clean room and kids had a blast in the pool."
The price is AU$298
includes taxes & fees
11 Dec - 12 Dec
Timber Ridge Lodge and Waterpark
The Plaza Hotel
Classic Room, 2 Queen Beds

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1050)
"Love this hotel. Its so cute and in the middle of everything. Breakfast is amazing "
The price is AU$262
includes taxes & fees
7 Dec - 8 Dec
The Plaza Hotel
Mill Creek Hotel
Indoor spa tub

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1135)
"It was amazing. I really liked it.I needed to get away for a night. Very relaxing. "
The price is AU$217
includes taxes & fees
8 Dec - 9 Dec
Mill Creek Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is AU$154
includes taxes & fees
8 Dec - 9 Dec
Kasa Westown Milwaukee
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
Outdoor pool, a heated pool

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
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, (80)
"This place was amazing. Located right in the center of it all. Communication was easy and everything was in order. The accommodations were clean, neat and beautifully decorated. The deck outside is amazing. It was a little chilly (November) however during the sunny daytime hours we enjoyed sitting out on the deck. This location is so close to everything. We enjoyed our stay."
The price is AU$710
includes taxes & fees
1 Dec - 2 Dec
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
Interior

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (26)
"Glamping Loft is a beautiful place for a ladies' getaway. The ambiance is warm and like a fairytale. It has everything you need if you want to bring in your own food and drinks or if you'd rather hit the town, Lake Geneva is right out the front door. I would definitely go back again. "
The price is AU$1,268
includes taxes & fees
2 Dec - 3 Dec
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
Charming Riverwest Retreat
Living area

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat
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

9.2 out of 10, Wonderful, (7)
"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
Beautiful lakefront, Newly Remodeled Lower Level! ^^
3 bedrooms, in-room safe, free WiFi, bed sheets

Beautiful lakefront, Newly Remodeled Lower Level! ^^

9.8 out of 10, Exceptional, (173)
"We had a wonderful stay; only complaint was that we couldn't get the outside light to work in the back, by the hot tub. Would definitely come again!"
Beautiful lakefront, Newly Remodeled Lower Level! ^^
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, (94)
"The property was beautiful, great location for walking. Love the decor. The bed was so comfy. Thank you for a great anniversary! "
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Pool

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

10.0 out of 10, Exceptional, (321)
"Great house for being in the lake. Has a nice backyard that is fenced in and was perfect for our dogs. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Exterior

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
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, (231)
"I booked this property for a reunion with some old friends, with the intention that we would be spending a lot of time hanging out. This property was perfect for that -- lots of beds and bathrooms. A beautiful view of the lake from the main living area and two of the bedrooms. Lots of amenities/activities including a pool table, ping pong, a fire pit, etc. But perhaps the best feature was the openness of the kitchen/dining room/pool table/family room, which meant that you feel connected to...
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Historical Downtown Geneva Bungalow |Upper Unit |Parking for 3 |Walkable |Near Shops & Restaurants
Fridge, microwave, oven, stovetop

Historical Downtown Geneva Bungalow |Upper Unit |Parking for 3 |Walkable |Near Shops & Restaurants

10.0 out of 10, Exceptional, (52)
"Girls weekend for my co-worker, her daughters and infant grandson. They loved the location…it was close to everything. The home was clean and neat, and the host was amazing."
The price is AU$683
includes taxes & fees
1 Dec - 2 Dec
Historical Downtown Geneva Bungalow |Upper Unit |Parking for 3 |Walkable |Near Shops & Restaurants
Poolside Lookout at the Cove Hotel |Downtown Lake Geneva |Hot Tub |Walkable |Resort Game Room & Gym
Indoor pool

Poolside Lookout at the Cove Hotel |Downtown Lake Geneva |Hot Tub |Walkable |Resort Game Room & Gym

8.8 out of 10, Excellent, (13)
"This condo was the perfect size for our family and great location to food and shopping. "
The price is AU$535
includes taxes & fees
2 Dec - 3 Dec
Poolside Lookout at the Cove Hotel |Downtown Lake Geneva |Hot Tub |Walkable |Resort Game Room & Gym
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Terrace/patio

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Fridge, microwave, oven, stovetop

Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8

9.8 out of 10, Exceptional, (8)
"This place looked just as beautiful as the photos suggested, exuding tranquility and charm. However, we decided to check out early due to a few concerns. The living room lamp would unexpectedly turn off, and the lights, especially those illuminating the spiral staircase, would flicker occasionally. Our primary issue, though, was that our 2-year-old was fascinated by the spiral stairs. Unfortunately, they weren’t designed with little ones in mind, presenting a safety hazard that made us uneasy. "
The price is AU$627
includes taxes & fees
1 Dec - 2 Dec
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
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, (180)
"Perfect for big groups. Everything is within walking distance. Coffee, shopping, drinks, food, and so much more! Owner is very responsive. Thanks for sharing your home with us!"
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
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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Beautiful view of the beach with palm trees

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