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, (2319)
"Very accommodating! Clean, comfortable rooms. "
The price is NZ$367
includes taxes & fees
18 Jun - 19 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$333
includes taxes & fees
16 Jun - 17 Jun
The Plaza Hotel
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1093)
"Would definitely go again "
The price is NZ$366
includes taxes & fees
9 Jun - 10 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$1,516
includes taxes & fees
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)
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is NZ$351
includes taxes & fees
10 Jun - 11 Jun
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$1,362
includes taxes & fees
6 Jun - 7 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$1,998
includes taxes & fees
9 Jun - 10 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$534
includes taxes & fees
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
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (54)
"Our Family (Grand Parents, Parents, and Adult Children, (82-26 years old) stayed here for a weekend to attend a Cousin's wedding at the nearby Hubbard Lodge. It was a perfect location and gathering place. We loved the home and there was plenty of sleeping space, enough bathrooms, and a great kitchen! I would highly reccommend for a group."
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
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$811
includes taxes & fees
6 Jun - 7 Jun
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
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$173
includes taxes & fees
12 Jun - 13 Jun
Unique and Charming Private Quarters
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
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$450
includes taxes & fees
6 Jun - 7 Jun
Eclectic, Stylish, and Cozy Milwaukee Unit!
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$764
includes taxes & fees
6 Jun - 7 Jun
10min to DT + Fire Pit + Home Gym + Shuffleboard
Downtown Geneva Street Bungalow - Upper
10.0 out of 10, Exceptional, (45)
"An older home with loads of charm, fascinating decor from around the world, beautiful antiques. Everything was clean, well-kept, and we literally walked everywhere, as it was in the heart of downtown. Never used our car once. The owner responded to questions within minutes, very friendly and attentive. We would stay here again."
The price is NZ$784
includes taxes & fees
9 Jun - 10 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$777
includes taxes & fees
20 Jun - 21 Jun
Poolside Lookout- Downtown Lake Geneva
Large Lakefront Home on Lake Como - Private Pier!
10.0 out of 10, Exceptional, (190)
"This house is a great set up for a friends and family get away - it’s a great layout and the amenities are excellent. The kitchen is one of the best equipped that we have stayed at. The lake was great - a quiet end for great fishing."
Large Lakefront Home on Lake Como - Private Pier!
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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, (1702)
"Beautiful hotel, nice staff, good location."
The price is NZ$341
includes taxes & fees
9 Jun - 10 Jun
Saint Kate - The Arts Hotel
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1334)
"I love the Pfister, mostly because it's so well-made, the walls are so thick, that you never hear the guests in the next room."
The price is NZ$323
includes taxes & fees
24 Jun - 25 Jun
The Pfister Hotel
The Ridge Hotel
4.0 star property
9.0 out of 10, Wonderful, (1020)
"We used to live in Lake Geneva so we already knew about what used to be called Interlaken. Some things are still outdated. The air conditioning units are dated go back many years and are extremely loud. They will wake you up "
The price is NZ$298
includes taxes & fees
9 Jun - 10 Jun
The Ridge 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.

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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