Waukesha Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Waukesha Vacation Homes

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

10.0 out of 10, Exceptional, (3)
"Owner/manager was amazingly pleasant and helpful. Was as beautiful as expected. Games and entertainment for all ages. Will definitely be back and have already recommended to others. "
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

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

Green bean casserole

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

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 CA $222
CA $539 total
includes taxes & fees
Aug 24 - Aug 25
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

The price is CA $206
CA $684 total
includes taxes & fees
Aug 12 - Aug 13
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is CA $272
CA $733 total
includes taxes & fees
Aug 11 - Aug 12
Stunning Upscale Retreat - Steps From Everything

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

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

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 CA $241
CA $324 total
includes taxes & fees
Aug 11 - Aug 12
Three bedrooms upstairs

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!

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

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 CA $275
CA $532 total
includes taxes & fees
Sep 7 - Sep 8
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (21)
"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

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

9.4 out of 10, Exceptional, (18)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Mi casa es su casa

9.6 out of 10, Exceptional, (24)
"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

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

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

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 CA $248
CA $676 total
includes taxes & fees
Aug 18 - Aug 19
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waukesha Hotel Reviews