
Vacation rentals in Whitefish Bay
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Top-rated vacation rentals in Whitefish Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming home w/ fire pit, walk to Lake Michigan
Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

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!

Updated, Bright & Modern Space in Shorewood!
Beautiful unit in the top floor of a duplex in the heart of Shorewood! Walking distance to bars, restaurants, coffee shops - and best of all... Lake Michigan! Check out the extensive guide book to really maximize your stay! Plush beds & fully furnished kitchen along with spacious living and dining areas. The large balcony area off the front of the unit makes for the perfect space to privately lounge in the sun! Free & convenient street parking available in front of the home, always available!

Beautiful Bay View MKE Flat - w/parking!
This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Private East Side Milwaukee flat with fenced yard
Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

The Menlo Guesthouse
A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

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.

Shorewood house - near shops w/ WiFi & parking
Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

Cozy Vibes Apt | City View | Gym | Free Parking
Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

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.

Clean 1bd/1bath close to everything!
Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.
Popular amenities for Whitefish Bay vacation rentals
Other great vacation rentals in Whitefish Bay

Tosa Village Studio Apartment

The Little Blue Bungelow

Historic Lower East Side Apartment with Lake Views

Historic on The Avenue

Whitefish Bay Getaway; steps from Starbucks!

Captain's Quarters

Beautiful 3+ Bedroom Home Close to Milwaukee

Amazing Family Home in Whitefish Bay!
When is the best time to visit Whitefish Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ444 | ﺩ.ﺇ437 | ﺩ.ﺇ474 | ﺩ.ﺇ474 | ﺩ.ﺇ551 | ﺩ.ﺇ551 | ﺩ.ﺇ584 | ﺩ.ﺇ687 | ﺩ.ﺇ584 | ﺩ.ﺇ488 | ﺩ.ﺇ444 | ﺩ.ﺇ474 |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°C | -1°C |
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.
How much does it cost to stay in house rentals in Whitefish Bay?
Experience the best of Whitefish Bay with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Do house rentals in Whitefish Bay have wifi?
Absolutely! We offer over 30 house rentals with wifi in Whitefish Bay. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Whitefish Bay

Total vacation rentals
Explore 40 vacation rentals in Whitefish Bay

Nightly prices starting at
Whitefish Bay vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Whitefish Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Whitefish Bay rentals

4.8 Average rating
Whitefish Bay stays are highly rated by guests—averaging 4.8 out of 5!
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