10 Best Airbnb Vacation Rentals In Milwaukee's East Side Neighbourhood, Wisconsin - Updated 2024

Divya
Divya 
Updated
| 5 min read

There would be no better location than East Side, Milwaukee when visiting Wisconsin. The trendiest neighborhood is known for its fashion-forward sense, historic roots, innovative drive and an overall sense of freedom. Situated close to the Lakefront and Milwaukee River, the East Side has an eclectic collection of homes, bars, shops, art theaters, live music venues and also houses the University of Wisconsin–Milwaukee campus. Visitors will never be short of things to do, see and explore when staying in this area; from creative art shops to health cafes, curated retail boutiques and ample entertainment options. Read through our recommended best Airbnb options for your stay in Milwaukee’s East Side Neighbourhood for your visit to the city.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. Elegant Victorian style home (from USD 450)

Stay in an elegantly renovated 100-year-old home which includes three bedrooms, two bathrooms and even a yoga/meditation studio space. This Victorian-styled home is ideal for those looking to stay in a residential neighborhood but a short walk away to all the necessary conveniences, including a grocery store, hardware store, pharmacy, several restaurants, a movie theater and an independent bookstore. You will also be a short walk away from Lake Michigan, an ideal outdoor environment for jogs, biking and taking in the best of Milwaukee.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.41 km (2.2 mi) from Milwaukee Art Museum
11 reviews   Wifi Available
ENTIRE HOME 3 Beds 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
comfortable sleeping arrangements and bathrooms too
the living area was cozy and had everything they needed to really enjoy their stay
Cleanliness:
everything was very clean and uncluttered
very clean and lots of space
comfy beds and very clean
very clean comfortable and warm house
the house has tons of space and was very clean and comfortable
Host:
she is a very considerate host and quick to answer any questions
Location:
the house is huge comfortable great location
it is a beautiful house in a great neighborhood in the perfect location
tina's house in milwaukee is in a great location (close to restaurants cafes grocery stores etc)
walk around the neighborhood to enjoy the many other period homes and the lake shore
would love to visit in summer and walk to shops and cafes
Read more reviews

2. Historic Shepard Avenue home (from USD 393)

The Herman Zillgett Duplex is located on Shepard Avenue, a street rich with character and history. The home, first built in 1926, still has its original hardwood floors, built-in china cabinets, and a working wood burning fireplace. The charm of the 1920s still remains in this home, despite its modern upgrades and enhancements, which include heating during the winter and air conditioning during the summer months. The Herman Zillgett Duplex is located three blocks from the UWM campus, a short walk away from Lake Michigan, 1.5 miles (2.4 km) to Bradford Beach and close to an ample number of Milwaukee’s famous breweries.

Stayed at this property?
Milwaukee, Wisconsin, United States
4.27 km (2.7 mi) from Milwaukee Art Museum
105 reviews   Superhost Wifi Available
Entire townhouse 4 Beds 10 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
there was even a bonus room with a toddler bed and toys
my son loved sleeping in the big boy bed and all the extra toys
it has all the accessories towels soap shampoo iron full kitchen nice saloon and much more
there was an extra kids room which was amazing
very easy check in beds were super comfortable
Cleanliness:
the residence was clean and as advertised
well kept and clean space
spacious very comfortable very clean and great value
it was so comfortable and clean
her home was clean quiet and spacious
Host:
our hosts were so thoughtful
kristina was very helpful and responsive
she is so nice and helpful
the hosts were very responsive and made sure we had everything we needed
the hosts are very friendly and helpful
Location:
great neighborhood close to the lake
beautiful house and great location
the location was convenient and close to all of our milwaukee attractions
we loved the location in this cute neighborhood conveniently located near everything we wanted to check out in milwaukee
great place close to anything you need
Read more reviews

3. Flat by architect Russell Barr Williamson (from USD 104)

Designed by Architect Russell Barr Williamson, this prairie style flat is designed and decorated in a charming and comfortable manner with large windows for maximum natural light, open spaces for groups to enjoy spending time in and other design elements that include arched doorways, a built-in window seat, refinished hardwood floors, leaded glass windows, and some of the original light fixtures. Set in an ideal location which makes access to UWM, Lake Park, and historic Downer Avenue very convenient, the flat has three bedrooms and makes it an ideal environment for families, small groups or even for couples to stay.

Stayed at this property?
Milwaukee, Wisconsin, United States
4.17 km (2.6 mi) from Milwaukee Art Museum
278 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 4 Guests 3 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
a comfortable home with extra amenities
plenty of room very nice space and lots of nice touches like coffee & tea
tons of space comfortable beds fully set-up kitchen
beds were super comfortable and we had everything needed for a comfortable weekend
plenty of space to relax comfy beds and great light in all the rooms
Cleanliness:
very clean and quiet flat
place was very clean and spacious
clean place comfy beds great locations & old school charm
clean and very comfortable place to stay
very clean and walkable to downer ave
Host:
my hosts were awesome polite and courteous
hosts were responsive and helpful
dave and josie were outstanding hosts with amazing hospitality
dave and josie were lovely hosts and communicated everything we needed to know prior to our visit
dave and josie were excellent hosts they responded to questions almost instantly and were very accommodating
Location:
great location walkable to some restaurants and shopping
great location and cozy setting
it was the perfect location for us to visit family close by
great location and an excellent property
it is located in a beautiful neighborhood lovely lake park within walking distance
Read more reviews

4. Botanical decor in cozy home

Stay in this three-bedroom apartment, accessible by one flight of stairs, and be mesmerized by the artwork, cozy textiles, inviting furnishings and comfortable environment in the heart of a vibrant and bustling East Side. Located on the second floor of a home, the flat is centrally located so you have access to supermarkets, restaurants, bars, clubs, theatres and even the summer festivals. Enjoy a morning cup of coffee or an evening glass of wine in one of the two private balconies within the flat. You can walk to the UWM campus and other notable landmarks of the neighborhood.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.71 km (2.3 mi) from Milwaukee Art Museum
110 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
all the beds were very comfortable
beds were very comfortable and had super nice linens
very comfortable and had everything we needed
such a great layout plenty of space and great set up for all you need to be comfortable
Cleanliness:
very clean and comfortable
again both were very clean
the apt was spacious clean and so well decorated
it is beautifully decorated very comfortable very clean
the entire home was sparkling clean
Host:
mary is a great host
mary was very responsive to our questions prior to arrival
mary is a great host and replies promptly to any requests
mary was a fantastic host her home was exactly as posted
mary the host was kind gracious and quick to respond to our questions
Location:
perfect location and beautiful home
excellent location with very good bars restaurants and cafés in walking distance
and a favorite location for walking cycling
a beautiful home in a wonderful location
it’s in a beautiful neighborhood within walking distance of beautiful trails the lake and shops and restaurants
Read more reviews

5. Upper East Side home (from USD 92)

An ideal space for families or friends, this four-bedroom space located on the Upper East Side is perfect for getting comfortable in the midst of this vibrant city. After a long day of exploring the local parks, biking through the lakefront and making your way through the nearby restaurants and coffee shops, relax in this comfortable space which includes an L-shaped balcony, or in the spacious living room. Spend your evenings at nearby Brady Street with its abundant nightlife and restaurants.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.32 km (2.1 mi) from Milwaukee Art Museum
143 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 7 Guests 4 Bedrooms 1 Bathroom

Accommodates: 7

Top guest reviews
Amenities & Room:
great location many amenities and comfy beds will stay again next time i’m in town
very spacious with very comfortable beds and a nice bathroom
Cleanliness:
clean lived up to description and his communication was excellent
the apartment is clean and great for a stay
mark's space was sparkling clean
mark's place is clean comfortable and well stocked with towels linens cookware etc
mark was easy to communicate with and a very clean rental
Host:
mark was a great host
mark was a great host he was very helpful with finding additional parking options
quick and easy communication accommodating and kind
mark was a fantastic host he was quick to respond anytime i had a question and was very accommodating
super nice and very helpful
Location:
good location close to university
great location nice neighborhood with everything we needed so close
the location was perfect for our trip
this is a great location with easy access to the milwaukee night life
very good location within walking distance to many breweries
Read more reviews

6. Private garden apartment (from USD 100)

Stay in a studio space in a beautiful Victorian home that is in a central location, ideal for walking to restaurants, cafes, movie houses and other neighborhood spots in East Side. Located close by to the UWM campus, Lake Michigan, the Milwaukee River, the Urban Ecology Center, the Oak Leaf Trail, this studio space is great for solo travelers or couples that want to explore the vibrant city and experience the local feels of the East Side for themselves.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.33 km (2.1 mi) from Milwaukee Art Museum
286 reviews   Wifi Available
Entire loft 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the space stayed cool with a floor fan and dehumidifier
there was a dehumidifier and window air conditioner that were helpful in keeping the space comfortable
decent size; very clean; comfortable atmosphere with dehumidifier and air con available if needed
joe's place is in a quite neighborhood with easy street parking great wifi and a comfortable bed
the space is very comfortable with in floor heating a guy could get attached to very quickly
Cleanliness:
also very clean and cozy
clean and well kept
the space was super clean and comfy
everything was really clean
clean and quiet place to stay
Host:
host is very responsive and kind
joe was a great host
joe was a great host
joe is a great host very quick to respond to any questions
joe's recommendations were very helpful
Location:
easy walking distance to restaurants and the university of wisconsin milwaukee
close to university and in a lovely area
easy access and great location
location is great: pretty neighborhood by the university of wisconsin not far from lake michigan
located in a beautiful neighborhood it was close to downtown and to the lake
Read more reviews

7. Spacious home for upto 16

This large home is ideal for big groups and families traveling together to be in one central location in Upper East Side. The house has five bedrooms (three queen-sized beds, eight twin beds) and additional mattresses can be provided to amp up the sleeping arrangements. The house makes no discount on style for space. Beautifully designed and laid out, the space provides areas for communal hangouts, dining areas and cooking space in the kitchen. There are even board games and books available to use during your stay here so that everyone in the group will be entertained. Be sure to take advantage of the outdoor garden if the season allows for it, as you can find grapes, berries, giant green beans and sour cherries growing abundantly.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.71 km (2.4 mi) from Milwaukee Art Museum
59 reviews  
Entire house 4 Beds 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
the kitchen was well stocked with cooking utensils as well as most common seasonings
Cleanliness:
everything was clean and the space worked well for us
the house was clean and had lots of room available
the place was clean kept and primed for a great weekend
big house can accommodate a large group clean and d and b were great
the place was beautiful and beyond clean and the hosts are equally as great
Host:
amazing home and amazing hosts
the hosts were very kind and easy to get ahold of
the owners were responsive communicative and courteous
the owners have obviously have gone to a great extent to restore it and make it their own
our stay here was amazing i would highly recommend staying in this gorgeous home with wonderful hosts
Location:
the place is located very close to downtown so it makes going to and from the city very easy
great and safe location close to most things in the area
close proximity to convenience stores and great gyro place was a lifesaver
great place in an excellent location we had a great time
this house is great for a large group to stay close to uwm campus
Read more reviews

8. Bohemian chic treehouse

A studio flat which has its own private entrance is an ideal accommodation option for solo travelers or a couple, looking to be in central East Side and have access to the neighborhood’s entertainment and activities. The studio is well decorated and comes fully equipped with all the necessary amenities for your stay. Be within walking distance to Summerfest, Lake Michigan, the Milwaukee Arboretum, and the vibrant nightlife of North Ave, Brady Street, and the Riverwest Neighborhood. Biking trails, running trails and other outdoor activities are also in ample supply when you stay in the Cambridge Woods neighborhood.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.5 km (2.2 mi) from Milwaukee Art Museum
148 reviews  
Entire loft 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
a cozy and stylish space nice amenities sparkling clean
only critique - i wish the tv situation was a little easier to figure out
apartment looks even better than in the pictures beautiful and stylish space to sit and relax
the space is very stylish but comfortable
absolutely accurate listing and gorgeous space comfortable space
Cleanliness:
spotless and very comfortable
cozy clean and comforting space
apartment was very clean as well
very clean and thoughtfully decorated
quick communication coded lock entry cheap clean and cozy
Host:
hosts are very responsive
kate & jarrett are very thoughtful hosts
katherine was very responsive to any questions we had along the way definitely recommend
they were helpful in helping us get the parking situated
your hosts are outstanding and the space is charming
Location:
space and location were great
great place in a very convenient location
would highly recommend this location
this place is so flippin cute
great spot close to school and "really cute" according both of them
Read more reviews

9. Cozy home with modern furnishings

Stay in this three-bedroom home, ideal for families visiting Milwaukee as it is fully furnished and equipped with anything one might need during their stay. The original structure of the house is from 1913 and the inside has been completely upgraded and remodeled, last done in 2014. Get comfortable with large living spaces, a kitchen and dining area ideal for groups to hang out and cook together. In addition, you have access to outdoor patio spaces and a garage that holds two cars. The home is ideally located just a block from the UWM campus and a 10-minute walk from Lake Michigan.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.98 km (2.5 mi) from Milwaukee Art Museum
11 reviews  
Entire house 4 Beds 3 Bedrooms 1 Bathrooms

10. Historic boathouse

To stay in a two-bedroom-two-bathroom boathouse which boasts its original galley, mess hall, berths, and heads, can only be a legendary, once in a lifetime opportunity. A historic landmark of the city, the Edmund B. Gustdorf Boathouse is now available on Airbnb for booking for the first time since 1926. The landlocked boat overlooks the Milwaukee River and is an ideal location for celebrating special occasions or for those who are sea and boat enthusiasts. The boathouse overlooks the Oak Leaf Trail bike path, is located in the famous Riverwest neighborhood and is within walking distance of Lake Michigan. Enjoy Milwaukee’s beautiful sunrises and sunsets from the boathouse’s back porch patio and the outdoor dining room table that seats six.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.97 km (2.5 mi) from Milwaukee Art Museum
74 reviews  
Entire house 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
comfortable accommodations with cabletv 5g wifi (also 2g for older devices like my laptop) and functional kitchen
the house fit all six of us very comfortably and the two bathrooms were great to have
it’s also comfortable and has open space to entertain
beds were comfortable too
it was very cozy and comfortable and i would love to stay there again in the future
Cleanliness:
clean comfy beds and just a really fun place to stay
totally clean nice little toiletries available if you forgot to pack some and plenty to gaze at
Host:
the host was absolutely amazing
the host was very friendly and hospitable
great hosts came within minutes when contacted
hosts are very kind and accommodating
the host is very knowledgeable about the area and can give great tips on things to do
Location:
awesome huge place great location
also the neighborhood was very safe and close to a bike/walking path the college and more
i chose nola's place because it sounded cool and different
if you're looking for fun and relaxation in a great location this is it
fun location we loved staying a night on the boat
Read more reviews

Experience the East Side vibe

Milwaukee’s East Side boasts much entertainment and character for its visitors. Choose from varied accommodation options of studio flats, boathouses and large family homes to make the most of your stay on the East Side. Stay in one of our Airbnb picks to experience the thriving residential area filled with restaurants, retail spaces and services which makes visitors feel the warmth and welcome of local residents.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Divya comes from an academic background having studied economics and public policy and worked in research and writing roles for the past 8 years. Divya's off-duty passion for travel has led her to...Read more

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