
Vacation rentals in Whitefish Bay
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Top-rated vacation rentals in Whitefish Bay
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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.

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!

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.

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.

Vintage Bay View - Big Backyard, Big 1 Bedroom
Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

*NEW* 3 KING Beds Near Lake Michigan, w/ Parking!
Stunning find located in a quiet Shorewood neighborhood with a style all its own! Walking distance to restaurants, bars, cafes, Lake Michigan and parks. Not only is it comfortable, but the location is hard to beat! Each of the 3 bedrooms feature a king bed. There are 2 single sleepers futons located in the living room for children. Remodeled kitchen with room to chat, sip, munch and mingle. Free street parking + 1 designated off street parking spot in front of garage.

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.

Mid-century Upper in Riverwest
This 2 BR duplex upper apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

English Tudor -Floor 3 Suite blocks from the beach
Total 4 beds - 2 Queen, 1 twin, 1 full Floor 3 is a private, peaceful, comfortable suite. Newly tiled bathroom and renovations throughout. Comfortably Sleeps 6 beds (2 queen, 1 double, 1 twin. There is 1 full bathroom. I have a cat that goes in the lower level stairway to access their restroom in the basement. But they do not go in the 3-floor unit. I also have 2 lovely dogs you may see when coming in.

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.

Cozy Walkers Point 1BR w/ City View & Free Parking
Private designer loft in a historic Cream City brick building with stunning Walker's Point views. This sun-drenched retreat is perfect for a romantic getaway or solo escape for up to 2 guests. Features a dedicated workspace, exposed brick, and high ceilings. Walk to top restaurants, breweries, and jazz clubs.
Popular amenities for Whitefish Bay vacation rentals
Other great vacation rentals in Whitefish Bay

Retreat w/hot tub Fmly/Pet Frdly No Clean fee

The Little Blue Bungelow

Lovely 3 bed near Lake Michigan w/Parking

Tosa Respite (second floor, private suite)

The Little Gray House

Whitefish Bay Getaway; steps from Starbucks!

Cozy 2-bedroom cottage close to everything!

Historic cottage with fireplace. Pets Welcome!
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.
Destinations to explore
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- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Sunburst
- Milwaukee Public Museum
- Discovery World
- Baird Center
- Blackwolf Run Golf Course
- Riverside Theater
- American Family Field
- Little Switzerland Ski Area
- Marquette University
- Betty Brinn Children's Museum
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Atwater Park
- Wisconsin State Fair Park
- Lake Geneva Public Library




