Holiday Homes in Waukesha

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Waukesha and around

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, (5)
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Beach nearby

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay, beautiful home in a gorgeous neighborhood. A perfect home base to see the sites in Milwaukee."
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole
Private kitchen

Green bean casserole

Green bean casserole
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, (103)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
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 €333
includes taxes & fees
25 Aug - 26 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Fridge, microwave, oven, stovetop

Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady

10.0 out of 10, Exceptional, (1)
"Impressive property and well mainitained. Appeared to be recently remodeled with a little bit left to finish up. However, it is a beatiful place with close proximity to downtown and the lake front. Parking is a little akward, but we knew that when we rented this place. We would definitely stay again for a long weekend to experience all that Milwaukee has to offer. Thank you for the wonderful place to spend a night."
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is €462
includes taxes & fees
17 Aug - 18 Aug
Stunning Upscale Retreat - Steps From Everything
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, (98)
"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!
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, (353)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (69)
"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 €204
includes taxes & fees
17 Aug - 18 Aug
Three bedrooms upstairs
Oak Park Bliss: 3BR, 2BA Gem
Private kitchen

Oak Park Bliss: 3BR, 2BA Gem

10.0 out of 10, Exceptional, (15)
"Had a great stay!! Property was awesome!! Nayeli was a fantastic host! 10/10"
Oak Park Bliss: 3BR, 2BA Gem
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (1)
"Host was very accommodating and house is newly remolded. Plenty of rooms! Very spacious, would go back for another visit. "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (24)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is €343
includes taxes & fees
14 Sept - 15 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Beautiful Family Home on Quiet Lake Ashippun
Interior

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (23)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun
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

9.4 out of 10, Exceptional, (19)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Mi casa es su casa
Beach nearby

Mi casa es su casa

9.6 out of 10, Exceptional, (25)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa
Central Tosa home near downtown, state fair, froedtert
Fridge, microwave, oven, stovetop

Central Tosa home near downtown, state fair, froedtert

10.0 out of 10, Exceptional, (21)
"House was clean and just perfect for our needs"
Central Tosa home near downtown, state fair, froedtert
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, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is €431
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
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

Marriott Milwaukee West

Marriott Milwaukee West

10/10 Excellent
"Only thing we did not like the bath does not have an exhaust fan - so quit moist in there - and it was noticeable on some of the structure in the bath - moisture rusting "
Darlene 2-night trip
Posted 12 hours ago
Marriott Milwaukee West