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Compare 659 Vacation Homes in Southeast Wisconsin with updated reviews, rates, and availability.

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"We have a family of 10 and this house was perfect for us. There was entertainment for all ages. Large areas for everyone to gather but also gave everyone their own space. Loved watching movies while swimming in the pool. Host was excellent to work with and process was easy. "
Amazing Five Bedroom Milwaukee Vacation Home!!

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

10.0 out of 10, Exceptional, (93)
"This was a very smooth experience from start to finish, and the home was very clean and comfortable. Communication was great! The property is a well maintained traditional lake house that is convenient to the lake and town. Would definitely rent again!"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

Charming 2-bedroom Lake House in West Bend

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

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (195)
"Was the perfect winter getaway at the Retreat.Would love to stay ln summer with grand kids, it has soooo much to offer. Robert is was an excellent host. I have been telling everyone about it "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!

10.0 out of 10, Exceptional, (12)
"We very much so enjoyed our time in Lake Geneva! The property was clean and very comfortably accommodated our group of 8. The proximity to the downtown area was nice, being about a 20 minute walk. Would recommend this place to others!"
Huge Family Home in Lake Geneva. Sleeps 10 Pet Friendly!

The Bay House - one block from Geneva Lake

9.8 out of 10, Exceptional, (62)
"I stayed for business and then my family joined me later, this was a great location, Holly was super nice and helpful!!!"
The Bay House - one block from Geneva Lake

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

9.6 out of 10, Exceptional, (80)
"Exactly as desribed. Very clean and quiet. Easy to find and very good good communication"
The price is SAR 218
SAR 375 total
includes taxes & fees
31 Jan - 1 Feb
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Walkable Thiensville Retreat Near Hiking!

10.0 out of 10, Exceptional, (3)
"Great property, love that it is walkable! Having the garage door opener was a huge plus (especially as it’s winter). Would recommend, and definitely stay again - thank you! "
Walkable Thiensville Retreat Near Hiking!

Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!

9.8 out of 10, Exceptional, (111)
"What a great place for a family get away. We had 10 in the group and there were plenty of spaces to enjoy. We spent a lot of time on the screened in porch for morning coffee and evening cocktails. Fully equipped kitchen. Close to both beach and pool. The owner was very responsive and easy to work with. Would stay again. "
Lake House Retreat Steps From Lake Geneva ~ Abbey Springs Resort!

Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews

9.8 out of 10, Exceptional, (16)
"Me and four of my friends went for the weekend for our annual girls trip. The space was perfect as it could accommodate all of us with our own room and bed. Is decorated really cute. The location is unbeatable. We parked in the lot and never got back in our cars the whole weekend. There is some noise at night out in the parking lot from people leaving the bars, so that was a bit annoying."
The price is SAR 441
SAR 2,276 total
includes taxes & fees
3 Feb - 4 Feb
Downtown Hideaway - Entire Building |Fun, Convienent & Comfortable |Sleeps 14 |1000+ 5 Star Reviews

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

9.8 out of 10, Exceptional, (18)
"Charming historical area with plenty of street parking. This unit was spacious, smartly renovated and clean. We would stay here again and recommend to others.again. "
The price is SAR 788
SAR 2,048 total
includes taxes & fees
30 Jan - 31 Jan
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Walker's Point House Near Downtown Milwaukee

9.8 out of 10, Exceptional, (31)
"We were all very pleased with the property and the owner was very helpful. "
Walker's Point House Near Downtown Milwaukee

Spacious 4 BDR Home in Desirable Abbey Springs! Pool, Beach, Golf, & More

10.0 out of 10, Exceptional, (3)
"The service for this house was amazing. We had confusion about our dates, and we did not discover this until after we checked in. Tim & Bethany from Grand Welcome were amazing, and so were the Abbey Springs Team. A very stressful post-check-in brief window of time, turned into a relaxing and enjoyable long weekend for me and my family. Cannot say enough great things about all invovled!"
Spacious 4 BDR Home in Desirable Abbey Springs! Pool, Beach, Golf, & More

Cottage walking distance to Lake Geneva!

10.0 out of 10, Exceptional, (35)
"Our stay was great- the cottage is as described and the host was great! "
Cottage walking distance to Lake Geneva!

Quaint Sleep 8 In Downtown Walk to Lake Pets OK

9.6 out of 10, Exceptional, (50)
"We needed a two night stay to attend a family outing near by. This worked perfectly, we brought our dog on his first short trip and everything was so easy. The main floor plan is spacious with laminate flooring which was very nice. The upstairs bedrooms are comfortable. The home is situated near a gas station which creates some noice, but after the first night I didn’t notice it. Mike the host is great, responsive and friendly. We enjoyed our stay. "
Quaint Sleep 8 In Downtown Walk to Lake Pets OK

Sage Street Bungalow- Beautifully renovated, historical home walking distance to downtown

Sage Street Bungalow- Beautifully renovated, historical home walking distance to downtown

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (80)
"This place was amazing. Located right in the center of it all. Communication was easy and everything was in order. The accommodations were clean, neat and beautifully decorated. The deck outside is amazing. It was a little chilly (November) however during the sunny daytime hours we enjoyed sitting out on the deck. This location is so close to everything. We enjoyed our stay."
The price is SAR 454
SAR 1,596 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

10.0 out of 10, Exceptional, (36)
"My family and I stayed at English Prarie BNB for Christmas in 2024 (i.e., 11 adults, 4 kids, 2 dogs). It was perfect!!! The host Mike was quite communicative and his attention to detail was second-to-none. The property felt like a home away from home. It was fully decorated for the holidays, complete with a tree and holiday lights and red table runners and cute little candy cane drawer pulls and a hundred other small holiday-themed details all over the home which were so thoughtful!!! The host...
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (232)
"Property was very clean on arrival. Views were amazing. Property was exactly as pictured and stated. Kitchen stocked well with proper equipment and high end appliances. "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

10.0 out of 10, Exceptional, (181)
"We loved our time at the Downtowner. The rustic modern style was really fun, the rooms were cute and comfortable, and the kitchen was amazing! "
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
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 Southeast Wisconsin

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2669)
"Receptionist, Paige is awesome. She is very helpful in many way. "
The price is SAR 506
SAR 707 total
includes taxes & fees
18 Feb - 19 Feb
Timber Ridge Lodge and Waterpark

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1054)
"We appreciated being able to bring our pup to the property for the night. We also appreciated how the parking lot was being maintained/salted during our stay! Thank you"
The price is SAR 643
SAR 758 total
includes taxes & fees
28 Jan - 29 Jan
The Plaza Hotel

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1153)
"Beautiful rooms"
The price is SAR 600
SAR 681 total
includes taxes & fees
28 Jan - 29 Jan
Mill Creek Hotel
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.