Whitefish Bay vacation rentals

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Top-rated vacation rentals in Whitefish Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 113 reviews

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Dec 6 – 13

G$40,143 GYD per night

Guest favorite

Townhouse in Shorewood

4.85 out of 5 average rating, 106 reviews

Gorgeous Shorewood stay by the Lake - Entire Flat

"This sunny 3bd lower flat is large enough to fit your whole family for your trip to Milwaukee. The bathroom is freshly renovated. We have been so lucky to meet the wonderful families and friends who have gathered here and called this space their home away from home. Walking distance to Village of Shorewood, UWM and Lake Michigan, and a short ride to the airport, Summerfest grounds, Harley Museum, the new Fiserv Forum, bars/restaurants/shopping, and much more. Baby friendly with Pack-and-play."

Sep 8 – 15

G$36,332 GYD per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 182 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

Oct 2 – 9

G$27,437 GYD per night

Guest favorite

Guest suite in Milwaukee

4.98 out of 5 average rating, 167 reviews

THE JUNGALOW- a Milwaukee Craftsman Treasure!

Welcome to our 1924 Craftsman Bungalow! Marrying Prairie House style with the innovations of the Chicago Craftsman, our brick bungalow is awaiting your stay. You'll enjoy the upper suite, with private entrance, two bedrooms, kitchen, and full bath. Newly redone porcelain marbled floors inspire luxury with each step, along with the new 'Article' sectional, 50" TV with streaming, 100% Cotton bedding and towels, a kitchen full of perks and appliances, and lush greenery to keep the air clean.

Aug 5 – 12

G$35,877 GYD per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Sep 12 – 19

G$33,417 GYD per night

Guest favorite

Condo in Shorewood

4.93 out of 5 average rating, 261 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Mar 17 – 24

G$44,694 GYD per night

Guest favorite

Apartment in Wauwatosa

4.82 out of 5 average rating, 262 reviews

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

May 30 – Jun 6

G$17,510 GYD per night

Guest favorite

Apartment in Germantown

4.94 out of 5 average rating, 106 reviews

1853 Farmhouse Apartment

Welcome to a two-bedroom apartment. The space includes a private bathroom, kitchen and living area. There is no kitchen/dining table. The apartment is on the second floor of the house and has an outside staircase leading up to it. The entrance/staircase is not shared by the hosts and there are no shared spaces in the home. The staircase may be steep for persons who have difficulty navigating stairs. Guests are welcome to use the patio area on the property.

Sep 6 – 13

G$22,067 GYD per night

Guest favorite

Apartment in Milwaukee

4.92 out of 5 average rating, 151 reviews

Newport House -Walk to UWM- vintage upper+garage

Enjoy this bright upper flat in the treelined Cambridge Woods neighborhood, on Milwaukee's colorful Eastside. Freshly painted and furnished, sleeps 4, with secure garage and 2nd floor deck. 3 blocks to UWM campus, 2 blocks to city bus lines, close to the Milwaukee River, Oak Leaf Trail bike path, and convenient to restaurants, pubs and shops. Magnificent Lake Michigan with its everchanging beauty is nearby. Newport House is smoke free.

Jun 4 – 11

G$21,799 GYD per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 159 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Oct 26 – Nov 2

G$15,541 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 191 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Sep 30 – Oct 7

G$20,444 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 189 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

Dec 26 – Jan 2

G$33,099 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Whitefish Bay vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Whitefish Bay's top sights

Klode Park4 locals recommend

Big Bay Park4 locals recommend

Fox Bay Cinema Grill6 locals recommend

The City Market Café & Bakehouse5 locals recommend

North Star American Bistro13 locals recommend

CVS3 locals recommend

Other great vacation rentals in Whitefish Bay

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 252 reviews

The Cheese House

Dec 17 – 24

G$21,668 GYD per night

Guest favorite

Apartment in West Allis

4.95 out of 5 average rating, 130 reviews

Clean 2 bedroom/1 bath close to everything!

Sep 17 – 24

G$15,112 GYD per night

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 237 reviews

The Loft @ The Butler Place. 1846 homestead.

Feb 16 – 23

G$21,121 GYD per night

Guest favorite

Apartment in Milwaukee

4.94 out of 5 average rating, 205 reviews

Comfortable Riverwest apartment

Sep 23 – 30

G$17,898 GYD per night

Guest favorite

Home in Whitefish Bay

4.98 out of 5 average rating, 100 reviews

3 BDR Home - World Champion Bucks, Site of the RNC

Nov 20 – 27

G$48,038 GYD per night

Guest favorite

Guesthouse in Shorewood

5.0 out of 5 average rating, 16 reviews

Adorable Upper Bungalow Retreat

Oct 18 – 25

G$36,293 GYD per night

Superhost

Home in Whitefish Bay

4.88 out of 5 average rating, 17 reviews

The Lydell by the Lake

Oct 3 – 10

G$68,713 GYD per night

Guest favorite

Apartment in Glendale

4.93 out of 5 average rating, 28 reviews

Apple Blossom Retreat: Cute, cozy 2 bedroom rental

Sep 2 – 9

G$20,578 GYD per night

Show all

Other great vacation rentals in Whitefish Bay

Guest favorite

Home in Menomonee Falls

4.93 out of 5 average rating, 70 reviews

Exhale, rest

Mar 15 – 22

G$28,187 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 45 reviews

The Boho Ranch at Timmerman Airport

May 26 – Jun 2

G$18,279 GYD per night

Guest favorite

Condo in Milwaukee

4.94 out of 5 average rating, 16 reviews

*New* On the River in Riverwest (2 bed/1 bath)

Apr 21 – 28

G$23,262 GYD per night

Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 42 reviews

Cream City Home - Shorewood

Dec 27 – Jan 3

G$43,328 GYD per night

Guest favorite

Home in Milwaukee

4.84 out of 5 average rating, 50 reviews

Cozy 2-bedroom cottage close to everything!

Mar 29 – Apr 5

G$30,492 GYD per night

Guest favorite

Home in Glendale

4.93 out of 5 average rating, 29 reviews

Amazing 3 bedroom home, perfect for families!

Feb 16 – 23

G$37,561 GYD per night

Guest favorite

Guest suite in Greenfield

4.89 out of 5 average rating, 57 reviews

Newly Updated Private Bungalow

Oct 4 – 11

G$17,304 GYD per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 35 reviews

Bright 1 Bed in the heart of Bay View - w/ Parking

Jan 2 – 9

G$27,187 GYD per night

Show all

Quick stats about vacation rentals in Whitefish Bay

Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
810 reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Whitefish Bay?
Yes! Work meets play with ease at over 20 vacation rentals in Whitefish Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Whitefish Bay?
Four-legged friends are welcome in Whitefish Bay. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Whitefish Bay?
Whitefish Bay has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Whitefish Bay have wireless internet?
Absolutely! We offer over 40 house rentals with wireless internet in Whitefish Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Whitefish Bay have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Whitefish Bay. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Whitefish Bay?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Whitefish Bay vacation rentals

Top-rated vacation rentals in Whitefish Bay

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Whitefish Bay vacation rentals

Stay near Whitefish Bay's top sights

Other great vacation rentals in Whitefish Bay

Apartment in West Allis

Apartment in West Allis

Guest suite in Sussex

Apartment in Milwaukee

Home in Whitefish Bay

Guesthouse in Shorewood

Home in Whitefish Bay

Apartment in Glendale

Other great vacation rentals in Whitefish Bay

Home in Menomonee Falls

Home in Milwaukee

Condo in Milwaukee

Home in Shorewood

Home in Milwaukee

Home in Glendale

Guest suite in Greenfield

Home in Milwaukee

Quick stats about vacation rentals in Whitefish Bay

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Whitefish Bay?

Are there pet-friendly vacation rentals in Whitefish Bay?

Are there family-friendly house rentals in Whitefish Bay?

Do house rentals in Whitefish Bay have wireless internet?

Do house rentals in Whitefish Bay have air conditioning?

What are the most popular amenities for House Rentals in Whitefish Bay?

Destinations to explore