Southeast Wisconsin Holiday Rentals

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Holiday Rentals in Southeast Wisconsin

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2311)
"Our kids love visiting the water park! "
The price is NZ$278
per night
24 Jun - 25 Jun
Timber Ridge Lodge and Waterpark
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (986)
"The diner has good food and better vibes"
The price is NZ$337
per night
2 Jun - 3 Jun
The Plaza Hotel
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1092)
"Would definitely go again "
The price is NZ$369
per night
2 Jun - 3 Jun
Mill Creek Hotel
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Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (181)
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is NZ$1,531
per night
30 Jun - 1 Jul
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (45)
"Great location close to downtown "
The price is NZ$314
per night
1 Jul - 2 Jul
Kasa Westown Milwaukee
Across the street from the beach. In the heart of Lake Geneva!
9.8 out of 10, Exceptional, (70)
"Cute little place with awesome views of the lake!!! All the amenities needed, very nicely decorated, and comfy beds! Personal parking spot a great plus! Some maintenance required though and a funny smell that was not pleasant to come back to. We had to buy a candle to drown out the smell and one family member with autoimmune health struggles had difficultly with this."
The price is NZ$1,376
per night
2 Jun - 3 Jun
Across the street from the beach. In the heart of Lake Geneva!
Glamping Loft Lake Geneva
9.8 out of 10, Exceptional, (19)
"This was such a great location and venue for my daughters Bachlorette Party! We could walk everywhere and the girls had a blast in their tents!"
The price is NZ$1,962
per night
2 Jun - 3 Jun
Glamping Loft Lake Geneva
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
9.0 out of 10, Wonderful, (83)
"We stayed two nights. The location is wonderful--right across from Lake Geneva. We would stay there again."
The price is NZ$536
per night
16 Jun - 17 Jun
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (5)
"Hosted 20 employees at this house for 2nd year in a row. Never disappoints! Fantastic property. Indoor pool and sauna a bonus. Fit everyone comfortably. Host was very easy to work with. Perfect stay! We will be back next Spring."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Get lost from the hustle. Peaceful nature, country living at its finest.
10.0 out of 10, Exceptional, (16)
"Owners make sure you have everything necessary!"
Get lost from the hustle. Peaceful nature, country living at its finest.
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (35)
"This home far exceeded my expectations. Not only was it comfortable, it is beautifully furnished. it was also a very relaxing place to stay and Sandra could not have been a better hostess."
The price is NZ$175
per night
2 Jun - 3 Jun
Unique and Charming Private Quarters
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
10.0 out of 10, Exceptional, (3)
"The property was clean and cozy, and close to Lake Geneva and all that it has to offer."
The price is NZ$777
per night
4 Jun - 5 Jun
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (32)
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (7)
"We were in MKE for an extended family gathering and this home was perfect for our party of six. Clean, well maintained, with everything we needed to feel comfortable. Good communication with hosts. We will stay here again when visiting the area. Highly recommend."
The price is NZ$798
per night
3 Jun - 4 Jun
10min to DT + Fire Pit + Home Gym + Shuffleboard
Downtown Geneva Street Bungalow - Upper
10.0 out of 10, Exceptional, (45)
"Location and space for friends of 35 years was ideal! Close enough to walk anywhere to shop and eat. Would definitely recommend!"
The price is NZ$1,256
per night
23 Jun - 24 Jun
Downtown Geneva Street Bungalow - Upper
Poolside Lookout- Downtown Lake Geneva
8.6 out of 10, Excellent, (4)
"Great location. Across the street from the lake and walking distance to shopping and restaurants."
The price is NZ$739
per night
20 Jun - 21 Jun
Poolside Lookout- Downtown Lake Geneva
A block from Lake Geneva and downtown, Martini Suite
9.8 out of 10, Exceptional, (52)
"This unit (the Martini suite) is very unique, extremely clean and so close to everything. Walking distance to shops, restaurants, the beach and shore path along the lake! We parked our car and never used it while we were there. There is a bistro downstairs with excellent wraps and fresh coffee among other items to choose from. The owner was very quick to respond and very accommodating!"
A block from Lake Geneva and downtown, Martini Suite
Large Lakefront Home on Lake Como - Private Pier!
10.0 out of 10, Exceptional, (190)
"The home is beautiful and is very comfortable and spacious for our large family. We loved sitting on the back porch overlooking Lake Como for the gorgeous sunsets. The large kitchen table was perfect for having dinner all together and playing games in the evening. We look forward to coming back there one day."
Large Lakefront Home on Lake Como - Private Pier!
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (4)
"Fantastic location for night life. Spacious home for our family"
The price is NZ$669
per night
4 Jun - 5 Jun
Eclectic, Stylish, and Cozy Milwaukee Unit!
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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.

Other types of properties in Southeast Wisconsin you may be interested in

Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1697)
"some spots from the room were not clean, used tissue in the closet, hair on the toilet bowl that were immediately adressed I am overall satisfied"
The price is NZ$337
per night
2 Jun - 3 Jun
Saint Kate - The Arts Hotel
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1320)
"Classical, beautiful hotel with super comfy beds!! Great bar & bar food options - walkable to SO MANY RESTAURANTS!! Plan a foodie vacation and stay at this historical Milwaukee hotel!"
The price is NZ$359
per night
1 Jul - 2 Jul
The Pfister Hotel
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2311)
"Our kids love visiting the water park! "
The price is NZ$278
per night
24 Jun - 25 Jun
Timber Ridge Lodge and Waterpark
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southeast Wisconsin holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southeast Wisconsin. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southeast Wisconsin. Seeing all the best attractions is bound to make you fall in love with Southeast Wisconsin. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southeast Wisconsin short-term rentals, that won’t be hard to do.

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