Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Milwaukee

The Plaza Hotel
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1125)
"Excellent location. "
The price is ￥22,673
￥26,732 total
includes taxes & fees
Sep 2 - Sep 3
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (94)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

7.2 out of 10, Good, (5)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Outdoor pool, a heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (210)
"Great place to stay! "
The price is ￥66,164
￥124,094 total
includes taxes & fees
Sep 7 - Sep 8
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
KB - Prospec
Dining room

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!"
KB - Prospec
Downtown Eastside gem near Fiserv Forum Water St Brady St
Exterior

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (42)
"Great location and super comfortable "
The price is ￥33,082
￥49,230 total
includes taxes & fees
Sep 8 - Sep 9
Downtown Eastside gem near Fiserv Forum Water St Brady St
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Fridge, microwave, stovetop, coffee/tea maker

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very Good, (43)
"House was clean and was very spacious."
The price is ￥16,908
￥28,776 total
includes taxes & fees
Aug 30 - Aug 31
Newly Remodeled Home!! Five minutes from Downtown Milwaukee
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Living area

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

2.0 out of 10, (1)
"The doorbell was ripped off and there's a realtor's lock on the doorknob. The house was double booked and people that had it booked for Friday & Saturday were already there - I had it booked for Saturday night only. I was charged for the full amount & then got a partial refund, and the owner booked me for the following 2 nights after I had already driven home! After a call to VRBO, I did get a full refund and the other reservations were unauthorized and canceled. Be aware!"
The price is ￥23,195
￥36,203 total
includes taxes & fees
Aug 30 - Aug 31
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Fridge, microwave, oven, stovetop

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is ￥32,473
￥43,844 total
includes taxes & fees
Aug 31 - Sep 1
Three bedrooms upstairs
Cozy 2 Bedroom Downtown Milwaukee Apartment
Interior

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.4 out of 10, Exceptional, (3)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
Cozy 2 Bedroom Downtown Milwaukee Apartment
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Outdoor dining

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is ￥21,172
￥58,246 total
includes taxes & fees
Sep 9 - Sep 10
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

8.0 out of 10, Very Good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is ￥13,968
￥36,750 total
includes taxes & fees
Sep 8 - Sep 9
Quiet House
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (28)
"Great location and super clean property. Highly recommend."
The price is ￥29,112
￥78,007 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Upscale Retreat - Steps From Everything
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Interior

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is ￥7,204
￥18,528 total
includes taxes & fees
Aug 31 - Sep 1
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (243)
"Loved staying in this home - so special to wake up to history! "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Property grounds

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

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is ￥21,172
￥54,258 total
includes taxes & fees
Sep 9 - Sep 10
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (2)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"A group of 8 friends stayed here while visiting Milwaukee for a wedding. We enjoyed the stay and would stay there again in the future! Tonga was always very responsive and friendly and helped quickly when an issue arose. "
The price is ￥22,496
￥66,912 total
includes taxes & fees
Sep 22 - Sep 23
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
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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Top Milwaukee Hotel Reviews

Find out more about Milwaukee

Find out more about Milwaukee

Search for holiday rentals in Milwaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in Milwaukee using one of the methods below:

  • View our selection of featured holiday rentals in Milwaukee
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Look no further and take a look at our great range of rental properties in Milwaukee!

Frequently asked questions

Are there vacation rentals in Milwaukee?

Yes, you can find vacation rentals in Milwaukee near Discovery World, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Milwaukee high marks for its great live music and lively festivals. The fascinating museums and acclaimed art scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals that Milwaukee has to offer?

Green bean casserole: This highly rated vacation home rental in Milwaukee has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other top choices in Milwaukee are Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find and Stunning Upscale Retreat - Steps From Everything.

How many vacation rentals are there in Milwaukee?

Choose from 564 Expedia vacation rentals in Milwaukee for a memorable vacation.

What can I see and do in Milwaukee?

Cultural attractions include Marcus Center for the Performing Arts and Riverside Theater, whereas Lake Michigan and Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pabst Theater and Milwaukee Public Market.

What’s a vacation rental in Milwaukee like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Milwaukee. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.