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Compare 270 Vacation Homes in Jackson with updated reviews, rates, and availability.

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (15)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is SAR 789
SAR 2,046 total
includes taxes & fees
29 Dec - 30 Dec
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.6 out of 10, Exceptional, (54)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is SAR 635
SAR 1,493 total
includes taxes & fees
6 Jan - 7 January 2025
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

10.0 out of 10, Exceptional, (4)
"Property was as described. Clean. Easy check in. Would stay there again."
The price is SAR 1,127
SAR 2,245 total
includes taxes & fees
29 Dec - 30 Dec
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

9.4 out of 10, Exceptional, (25)
"We've stayed here before and then again. Will be back if we need to get back to Wauwatosa. Thank you."
𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

Eclectic Hubertus Home w/ Game Room & Fire Pit!

9.8 out of 10, Exceptional, (7)
"We loved the property, it had plenty of room and was perfect for what we needed. On top of that, the aesthetic was just amazing and the nature and peace surrounding the house put it over the top. "
Eclectic Hubertus Home w/ Game Room & Fire Pit!

MKE Riverwest Retreat - Newly Renovated

10.0 out of 10, Exceptional, (2)
"Firstly the host made this stay a breeze! Host communicated with me for the booking process, gave plenty of information regarding the area and the house, and had the listing for a fair price. The house itself is awesome! Selection of games was great especially for our group (we play a lot of board and card games), the TV in the living room was quality, the entire house was spotless when we arrived. Everything in the house was too notch condition, great kitchen, everything was well labeled and...
MKE Riverwest Retreat - Newly Renovated

Gleason's Chouse

10.0 out of 10, Exceptional, (33)
"So interesting and comfy atmosphere. We loved all the attention to detail. Great amneties. Definitely going back!"
Gleason's Chouse

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

10.0 out of 10, Exceptional, (11)
"This is a lovely home in a quiet neighborhood. Everything was very clean and orderly. Lots of space to spread out in the house. The host was very responsive. I highly recommend this place and would stay here again. Top Notch!"
Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"I went to detox, relax, and swim for a few days and did not bring family, but this is a terrific place for a family getaway with amazing pool, video games, plenty of beds, etc. Pleasant neighborhood as well. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (12)
"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "
The price is SAR 3,753
SAR 5,511 total
includes taxes & fees
5 Jan - 6 January 2025
MKE Mansion - Both Wings

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (17)
"Very warm and cozy. Great location close to everything."
The price is SAR 402
SAR 983 total
includes taxes & fees
5 Jan - 6 January 2025
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

*New Listing!* East Side Spa Retreat Near Lake

10.0 out of 10, Exceptional, (12)
"Great communication and comfy beds! Driveway is steep so didn’t use but able to find street parking. Well stocked and enjoyed the front porch. "
*New Listing!* East Side Spa Retreat Near Lake

🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

Luxury and Historic Charm!

9.4 out of 10, Exceptional, (13)
"This place was beautiful and spacious. Great location. Easy to get to American Family Field and the museum area."
The price is SAR 808
SAR 2,086 total
includes taxes & fees
24 Dec - 25 Dec
Luxury and Historic Charm!

Cozy 4 Bedroom on Popular Historic Brady St

10.0 out of 10, Exceptional, (2)
"We had a college girlfriend getaway with 7 ladies in Milwaukee. This property is right on Brady St near any kind of food or beverage you desire which was fantastic. Host was responsive to all questions. There are steps to get in from both doors and the bathroom only has an old tub/shower which would be difficult if you have ambulation difficulties. Pay attention to the parking recommendations of host. The nighttime street noise levels wouldn't be enjoyed by anyone who goes to bed early....
Cozy 4 Bedroom on Popular Historic Brady St

The Gem of Brewers Hill w/hot tub and pool

10.0 out of 10, Exceptional, (15)
"A wonderful place to bring family together for a holiday!"
The Gem of Brewers Hill w/hot tub and pool

Private Bunkhouse on Small Charming Family Farm

10.0 out of 10, Exceptional, (17)
"A well kept and clean property in a beautiful setting. A totally relaxing environment and close to lots of fun venues. "
Private Bunkhouse on Small Charming Family Farm

Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

10.0 out of 10, Exceptional, (12)
"Was a great place for us to stay with convenient location to all places in Milwaukee. Owners were flexible when our travel lances changed and easy to communicate with. Fencedin backyard with space to play fetch. Neighborhood with sidewalks so we could walk the dogs. "
Cozy Pet Friendly Home w/ Private Yard & King Bed - Near 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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Other property types in Jackson

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (66)
"Great place to stay! Just like a large apartment with all the amenities. Very conveniient. You can cook your own food and wash your clothes (has washer and dryer). Every item needed for you stay is provided. "
The price is SAR 264
SAR 462 total
includes taxes & fees
30 Dec - 31 Dec
Kasa Westown Milwaukee

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"I went to detox, relax, and swim for a few days and did not bring family, but this is a terrific place for a family getaway with amazing pool, video games, plenty of beds, etc. Pleasant neighborhood as well. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat
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.