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Check prices for these dates

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

Browse Select Jackson 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, (4)
"Beautiful home with beautiful surroundings. Beautiful home great place to stay."
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
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 CA $209
CA $524 total
includes taxes & fees
Aug 25 - Aug 26
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."
The price is CA $257
CA $743 total
includes taxes & fees
Aug 18 - Aug 19
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 CA $272
CA $738 total
includes taxes & fees
Aug 18 - Aug 19
Stunning Upscale Retreat - Steps From Everything
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 CA $241
CA $325 total
includes taxes & fees
Aug 18 - Aug 19
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 CA $275
CA $538 total
includes taxes & fees
Sep 8 - Sep 9
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, (22)
"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, (18)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
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
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 CA $249
CA $678 total
includes taxes & fees
Aug 18 - Aug 19
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Quiet House
Fridge, microwave, oven, stovetop

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 $131
CA $344 total
includes taxes & fees
Aug 18 - Aug 19
Quiet House
Beautiful Lake House on the Shores of Erler Lake.
Dining

Beautiful Lake House on the Shores of Erler Lake.

9.6 out of 10, Exceptional, (209)
"The home is cozy and spacious. It is in a park so the kids went fishing and walked the paths. It was still cold out so we didn’t use the beautiful beach area. Lake is very clear. I highly recommend staying here. "
Beautiful Lake House on the Shores of Erler Lake.
Style and Luxury - Unbeatable Location
Fridge, microwave, oven, stovetop

Style and Luxury - Unbeatable Location

9.6 out of 10, Exceptional, (9)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
The price is CA $272
CA $691 total
includes taxes & fees
Aug 19 - Aug 20
Style and Luxury - Unbeatable Location
Cozy 4 Bedroom on Popular Historic Brady St
Private kitchen

Cozy 4 Bedroom on Popular Historic Brady St

9.0 out of 10, Wonderful, (6)
"Excellent location for bar hopping Brady St. Conveniently located to explore all of Milwaukee. We were there to visit Marquette University Law School"
Cozy 4 Bedroom on Popular Historic Brady St
Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve
Exterior

Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve

9.8 out of 10, Exceptional, (6)
"Nice house in a good location, would definitely stay there again."
Grafton Rustic House - 4 min from the lake and Lions Den Nature preserve
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 Jackson Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"Comfortable beds and clean hotel"
Stephen 2-night trip
Posted 1 day ago
Sheraton Milwaukee Brookfield Hotel