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Compare 335 Vacation Homes in Jackson with updated reviews, rates, and availability.

Beautiful Lake House on the Shores of Erler Lake.

9.6 out of 10, Exceptional, (205)
"My husband and I decided to get away after Christmas for some down time. We didn’t want to drive too far, but wanted somewhere secluded. This place was ideal. The trails are really nice, it’s very quiet and just what we needed. I rated it a 4 out of 5 only because there was no light in back so we always needed a high powered flashlight if we needed to take our dogs out and there are no window coverings over the front door, so when sitting in the front room watching TV anyone could look in since...
Beautiful Lake House on the Shores of Erler Lake.

Charming 2-bedroom Lake House in West Bend

10.0 out of 10, Exceptional, (7)
"Great place in a great location "
Charming 2-bedroom Lake House in West Bend

Wonderful craftsman home in Wauwatosa

9.6 out of 10, Exceptional, (37)
"The house was a cozy place for families in a safe neighborhood. Host was very responsive to questions."
Wonderful craftsman home in Wauwatosa

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
10.0 out of 10, Exceptional, (1)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AED 661
AED 1,237 total
includes taxes & fees
11 May - 12 May
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Warm spacious midsize home w/ comfort and fun

8.4 out of 10, Very Good, (5)
"We enjoyed the location, easy to walk to places. The property had a lot of room but needed to be professionally cleaned before renting."
Warm spacious midsize home w/ comfort and fun

Modern and Convenient Waukesha 3BR home with 2 King Beds

9.6 out of 10, Exceptional, (4)
"Will come and stay again great host and home"
The price is AED 661
AED 1,312 total
includes taxes & fees
13 May - 14 May
Modern and Convenient Waukesha 3BR home with 2 King Beds

Cozy Single Family Home Away

9.2 out of 10, Wonderful, (12)
"Very clean property, great communication with the host! Neighborhood is a little rough but all in all wonderful place!"
Cozy Single Family Home Away

Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

10.0 out of 10, Exceptional, (3)
"This was the perfect location for my family of 4 and dog to enjoy Milwaukee for a few days! Everyone had plenty of space. The neighborhood was nice to walk to dog in. Very clean, lovely decor. "
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Brew City Boho - Wauwatosa

10.0 out of 10, Exceptional, (20)
"Hosts are very responsive and made our whole stay easy and fun! "
Brew City Boho - Wauwatosa

Family Fun! 17,000 Game Arcade, Sleeps 12, Walk to the Lake

10.0 out of 10, Exceptional, (6)
"Thank you for allowing us to experience your beautiful home. We had a fantastic time."
Family Fun! 17,000 Game Arcade, Sleeps 12, Walk to the Lake

Lakefront Manor MKE - Spacious for groups and steps from beach and downtown

10.0 out of 10, Exceptional, (4)
"Emily (property mgr) did a great job! "
Lakefront Manor MKE - Spacious for groups and steps from beach and downtown

Walkable Thiensville Retreat Near Hiking!

10.0 out of 10, Exceptional, (4)
"Everything was lovely for a weekend away. The location allowed easy access to restaurants and hiking and the kitchen allowed for easy meal prep. Very clean and plenty of towels, kitchen tools, etc to meet our needs. Thanks, top of our list for other getaways in the area."
Walkable Thiensville Retreat Near Hiking!

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (14)
"We enjoyed the property, plenty of space and close to everything."
The price is AED 3,669
AED 5,538 total
includes taxes & fees
12 May - 13 May
MKE Mansion - Both Wings

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

9.4 out of 10, Exceptional, (56)
"Clean, nice area, clise to restaurants and downtown"
The price is AED 621
AED 1,459 total
includes taxes & fees
14 May - 15 May
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

*New Listing!* East Side Spa Retreat Near Lake

10.0 out of 10, Exceptional, (13)
"Excellent home, excellent host"
*New Listing!* East Side Spa Retreat Near Lake

Cozy Lofted Riverwest Apartment

7.8 out of 10, Good, (12)
"Would stay here again"
Cozy Lofted Riverwest Apartment

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

9.6 out of 10, Exceptional, (9)
"The place was as advertised and was clean and great for our group."
The price is AED 771
AED 1,758 total
includes taxes & fees
13 May - 14 May
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

MKE Riverwest Retreat - Newly Renovated

9.8 out of 10, Exceptional, (6)
"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...
The price is AED 477
AED 1,368 total
includes taxes & fees
13 May - 14 May
MKE Riverwest Retreat - Newly Renovated

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

9.8 out of 10, Exceptional, (23)
"Excellent location, great gathering space, quiet neighbors, easy parking- we had a great time!"
The price is AED 826
AED 2,074 total
includes taxes & fees
12 May - 13 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very Good, (40)
"Very nice property for the area. Close to downtow mke. Has everything you need and was very comfortable and cozy. Definitely would recommend and come again."
The price is AED 422
AED 715 total
includes taxes & fees
12 May - 13 May
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
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, (81)
"Great place to stay! "
The price is AED 247
AED 507 total
includes taxes & fees
11 May - 12 May
Kasa Westown Milwaukee

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
The price is AED 238
AED 851 total
includes taxes & fees
11 May - 12 May
KB - Prospec

KLVG - Malt House

4.0 star property
9.2 out of 10, Wonderful, (5)
"wonderful place with so much charm and history. "
KLVG - Malt House
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.