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, 115 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!

Oct 11 – 18

R3,646 ZAR per night

Guest favorite

Townhouse in Shorewood

4.85 out of 5 average rating, 107 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 16 – 23

R3,217 ZAR per night

Guest favorite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 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!

Sep 16 – 23

R2,505 ZAR per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 178 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!

Apr 3 – 10

R2,403 ZAR 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.

Oct 5 – 12

R3,414 ZAR per night

Guest favorite

Condo in Shorewood

4.93 out of 5 average rating, 262 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.

Dec 13 – 20

R3,688 ZAR per night

Guest favorite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Aug 7 – 14

R2,552 ZAR per night

Guest favorite

Apartment in Wauwatosa

4.83 out of 5 average rating, 263 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.

Sep 17 – 24

R1,480 ZAR per night

Guest favorite

Apartment in West Allis

4.91 out of 5 average rating, 255 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

Oct 7 – 14

R1,833 ZAR per night

Guest favorite

Apartment in West Allis

4.95 out of 5 average rating, 133 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Oct 9 – 16

R1,338 ZAR per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 194 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.

Oct 14 – 21

R1,810 ZAR per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 190 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.

Jan 17 – 24

R2,931 ZAR 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

Big Bay Park4 locals recommend

Klode 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 Germantown

4.94 out of 5 average rating, 107 reviews

1853 Farmhouse Apartment

Sep 20 – 27

R1,954 ZAR per night

Guest favorite

Home in Greendale

4.99 out of 5 average rating, 176 reviews

Guesthouse on Clover - Historic Greendale

Oct 10 – 17

R2,955 ZAR per night

Guest favorite

Apartment in Milwaukee

4.94 out of 5 average rating, 207 reviews

Comfortable Riverwest apartment

R1,295 ZAR per night

Guest favorite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

Aug 9 – 16

R2,192 ZAR per night

Guest favorite

Apartment in Cedarburg

4.98 out of 5 average rating, 245 reviews

Creekside Apartment

R1,757 ZAR per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 161 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Nov 29 – Dec 6

R1,612 ZAR per night

Guest favorite

Guesthouse in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Oct 24 – 31

R2,353 ZAR per night

Guest favorite

Guest suite in Milwaukee

4.97 out of 5 average rating, 420 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Jul 25 – Aug 1

R1,327 ZAR per night

Show all

Other great vacation rentals in Whitefish Bay

Guest favorite

Home in Whitefish Bay

4.98 out of 5 average rating, 101 reviews

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

Mar 11 – 18

R4,073 ZAR per night

Guest favorite

Home in Shorewood

4.97 out of 5 average rating, 75 reviews

Shorewood house - near shops w/ WiFi & parking

Apr 16 – 23

R2,965 ZAR per night

Guest favorite

Apartment in Shorewood

4.9 out of 5 average rating, 67 reviews

Charming home w/ fire pit, walk to Lake Michigan

Feb 28 – Mar 7

R3,020 ZAR per night

Guest favorite

Townhouse in Shorewood

4.99 out of 5 average rating, 78 reviews

Charming 1927 Townhouse close to shops & lake

Jul 23 – 30

R4,461 ZAR per night

Guest favorite

Apartment in Shorewood

4.95 out of 5 average rating, 79 reviews

Updated, Bright & Modern Home in Shorewood!

Aug 4 – 11

R5,179 ZAR per night

Guest favorite

Home in Milwaukee

5.0 out of 5 average rating, 38 reviews

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

Dec 3 – 10

R1,881 ZAR per night

Guest favorite

Bungalow in Shorewood

4.98 out of 5 average rating, 49 reviews

Cozy Shorewood loft - quiet and near downtown!

Jun 6 – 13

R2,651 ZAR per night

Superhost

Home in Whitefish Bay

4.88 out of 5 average rating, 17 reviews

The Lydell by the Lake

Nov 21 – 28

R6,085 ZAR 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 Germantown

Home in Greendale

Apartment in Milwaukee

Guest suite in Brookfield

Apartment in Cedarburg

Home in West Allis

Guesthouse in Milwaukee

Guest suite in Milwaukee

Other great vacation rentals in Whitefish Bay

Home in Whitefish Bay

Home in Shorewood

Apartment in Shorewood

Townhouse in Shorewood

Apartment in Shorewood

Home in Milwaukee

Bungalow in Shorewood

Home in Whitefish Bay

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