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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Greendale Vacation Homes

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Stroll along the beachside promenade, surrounded by lush trees and high-rise cityscapes.

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
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, light cabinetry, and a patterned rug.

Green bean casserole

Green bean casserole
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Escape to a serene courtyard oasis, surrounded by lush plants and a warm fire pit.

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 $231
CA $550 total
includes taxes & fees
Aug 13 - Aug 14
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

The price is CA $206
CA $683 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
Enjoy meals in the kitchen with a central island, oven, and stainless steel range hood, complemented by a dining area with a table and bench.

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 $727 total
includes taxes & fees
Aug 10 - Aug 11
Stunning Upscale Retreat - Steps From Everything
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Guests can enjoy serene lakeside views from the comfort of their own space.

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (97)
"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
Sink area features a double sink with a modern faucet, wooden cabinets, and a decorative sign.

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
Stunning hallway with a dining area, bookcase, and ornate frames.

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 $323 total
includes taxes & fees
Aug 11 - Aug 12
Three bedrooms upstairs
Oak Park Bliss: 3BR, 2BA Gem
Enjoy cooking in this well-equipped kitchen with a microwave, coffee machine, and stainless steel range hood.

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!

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Traditional home with a charming porch and Adirondack chairs.

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 $531 total
includes taxes & fees
Sep 7 - Sep 8
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, sink, and tiled floor.

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
Traditional building with a covered porch featuring steps, a bench, and wicker chairs.

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
Enjoy a serene beachside escape with breathtaking views of the ocean.

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
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and coffee maker.

Central Tosa home near downtown, state fair, froedtert

10.0 out of 10, Exceptional, (20)
"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
Enjoy meals in this dining area with a table and six chairs, surrounded by a beautiful view of the outdoors.

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
Stunning living area with a spiral staircase, comfortable sofa, and a large potted plant.

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 $247
CA $675 total
includes taxes & fees
Aug 18 - Aug 19
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Quiet House
Kitchen features a central island, sink, stove, and white countertop.

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is CA $130
CA $342 total
includes taxes & fees
Aug 11 - Aug 12
Quiet House
Spacious Walkers Point Gem in Central Milwaukee
Enjoy meals in the spacious kitchen and dining area with a central island and large wooden table.

Spacious Walkers Point Gem in Central Milwaukee

9.6 out of 10, Exceptional, (20)
"We had a great time celebrating the bachelorette at this location. Close to a lot of great spots. Host was very communicative and easy to get in touch with. "
Spacious Walkers Point Gem in Central Milwaukee
Scenic Waterfront Lake Michigan Escape
Relax in a serene oceanfront setting with a hammock and lush greenery.

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (12)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape
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 Greendale Hotel Reviews

Super 8 by Wyndham Milwaukee Airport

Super 8 by Wyndham Milwaukee Airport

10/10 Excellent
"Just a nice room for the night "
Ken 1-night trip
Posted 8 hours ago
Super 8 by Wyndham Milwaukee Airport