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Vacation Homes in Waukesha

Our top choices for Waukesha vacation homes

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

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

10.0 out of 10, Exceptional, (7)
The price is AED 1,134
AED 2,456 total
includes taxes & fees
8 Sep - 9 Sep
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Property grounds

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
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (73)
"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 AED 645
AED 855 total
includes taxes & fees
4 Sep - 5 Sep
Three bedrooms upstairs
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Property grounds

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 AED 512
AED 1,336 total
includes taxes & fees
8 Sep - 9 Sep
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
5 acres with fireplace. 1 minute to Alpine Valley Ski Hill
Smart TV, fireplace, video games

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
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (106)
"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
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is AED 529
AED 1,455 total
includes taxes & fees
14 Sep - 15 Sep
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (354)
"This my second time hire we love this place "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Beautiful three bedroom property located in a quiet neighborhood!
Smart TV, table tennis, books

Beautiful three bedroom property located in a quiet neighborhood!

10.0 out of 10, Exceptional, (2)
"Our excellent host, Bob, took care of all our needs. A very cute house, well appointed in a perfect location. "
Beautiful three bedroom property located in a quiet neighborhood!
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Fridge, microwave, oven, stovetop

4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront

10.0 out of 10, Exceptional, (2)
"Would stay there again. Very convenient to.downtown Milwaukee"
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Terrace/patio

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

9.6 out of 10, Exceptional, (21)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Fridge, microwave, oven, stovetop

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

8.8 out of 10, Excellent, (8)
"Beautiful home, comfy beds, and great location- no complaints!! We loved it here"
The price is AED 1,455
AED 2,430 total
includes taxes & fees
19 Sep - 20 Sep
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Mi casa es su casa
Beach nearby

Mi casa es su casa

9.6 out of 10, Exceptional, (26)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa
Eagle Lake Haven- Walk to beach, boat launch nearby! Dogs OK
Fridge, microwave, oven, stovetop

Eagle Lake Haven- Walk to beach, boat launch nearby! Dogs OK

10.0 out of 10, Exceptional, (2)
"Only complaint I have is we could not get the internet to work, so we used our hot spots on our phones to stream tv, which wasn’t a lot. Super clean and roomy. Would absolutely recommend."
Eagle Lake Haven- Walk to beach, boat launch nearby! Dogs OK
LAKEFRONT HIDDEN GEM !
Balcony

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (35)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

8.0 out of 10, Very Good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AED 349
AED 901 total
includes taxes & fees
4 Sep - 5 Sep
Quiet House
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (29)
"Great location and super clean property. Highly recommend."
The price is AED 727
AED 1,944 total
includes taxes & fees
4 Sep - 5 Sep
Stunning Upscale Retreat - Steps From Everything
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (245)
"Loved staying in this home - so special to wake up to history! "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Living area

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
6.0 out of 10, (7)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AED 661
AED 1,254 total
includes taxes & fees
4 Sep - 5 Sep
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Wonderful craftsman home in Wauwatosa
Outdoor dining

Wonderful craftsman home in Wauwatosa

9.6 out of 10, Exceptional, (47)
"House was great and very clean. Owner was very easy to communicate with and quick to respond. Awesome location and walkable to many spots on North Ave. "
Wonderful craftsman home in Wauwatosa
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 Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"Always great. "
Mary 1-night trip
Posted 4 days ago
The Iron Horse Hotel
The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Historic, beautiful architecture and stunning interiors in the building. Also food and bar options."
Thomas 1-night trip
Posted 4 days ago
The Pfister Hotel

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