
House holiday rentals in Whitefish Bay
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Top-rated house rentals in Whitefish Bay
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Beautiful Luxury Suite A of Shorewood Home
Our home is perfect for a Milwaukee stay. Full of amenities and great location. This luxury home has two bedrooms, loft bed and two full baths. Large kitchen and dinning area and two living rooms areas. Two of the bedrooms are perfect couple retreats each with a plush king bed. This home has a lot of extra sleeping room if your family is large. Two large sectionals and a queen bed with the most comfortable cotton sheets and down comforters. Ask about parking and backyard patio for grilling.

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!

Pet-Friendly 1850 Estate, 8 Min to Cedarburg
A shared 5-acre family estate in Mequon, part of the historic Jahn Farmstead, built in the mid-1800s and listed on the National Register of Historic Places. This restored cottage blends 19th century charm with modern comforts like a full kitchen and gas fireplace. The estate includes our family home, this 3-bed cottage, and a 1-bed guesthouse. 8 minutes from Historic Downtown Cedarburg, 30 minutes from Milwaukee, 90 minutes from Chicago. Close enough to everything, far enough to truly unwind.

Belleview House: Hot Tub, Backyard, Fire Table
Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

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.

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 2-bedroom cottage close to everything!
This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Mequon Ranch Experience
Escape to our stunning vacation home in Mequon, WI for a peaceful group getaway. Completely renovated and fully furnished, our home comfortably accommodates up to 8 guests. Enjoy complete privacy on our one-acre lot, and relax on the patio, grill up a delicious meal, or gather around the fire pit. Only blocks away from the Milwaukee River and minutes to downtown Mequon, our home offers easy access to nearby attractions. Book now for an unforgettable stay!

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Barclay House in Walker's Point
Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We just recently added a new hot tub!

Luxe Brady St home, 5 min to Bucks/Marquette!
Walk to restaurants, bars, coffee & the lake! Free shuttle to Brewers & Bucks 1 block away. Fully renovated property w/backyard oasis. 2 parking spots provided Located in lively entertainment district Squeaky clean home with tons of amenities! 5 min to Fiserv Forum, Third Ward, Summer fest, Breweries, Art Museum, Children's Museum, Parks etc. Perfect for friends, families & colleagues!
Popular amenities for house rentals in Whitefish Bay
House rentals with a pool

Brewers Hill Gem w/hot tub & seasonal shared pool

7 1/2 Acre Private Estate w/inground pool, hot tub

Vacation home: heated inground pool on 4+ acres

The Peacock Place w/ Shared Seasonal Outdoor Pool

Close to Lake with Great Ammenities & Breakfast!

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

HARLEY RIDERS WELCOME!! 30min from all dealers
Weekly house rentals

Cozy Single-family house

Robin's Bluff

The Stallis Palace

Whitefish Bay Getaway; steps from Starbucks!

Whitefish Bay 3Bedroom Entire House Sleeps 4

Beautiful 3+ Bedroom Home Close to Milwaukee

Historic Two Story Bungalow Retreat

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!
Private house rentals

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

Bass & Sparrow - Spa Retreat on the MKE River

Tranquil Storybook Cottage near UWM

Executive Brown Deer Home

The Good Life Milwaukee (Riverwest)

Gallery House

Baby and Toddler friendly House by the Beach

Spacious 3BR 2.5BA w/garage, exceptional location
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Erin Hills Golf Course
- Milwaukee County Zoo
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Sunburst
- Discovery World
- Marquette University
- American Family Field
- Riverside Theater
- Blackwolf Run Golf Course
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Lake Geneva Cruise Line
- Little Switzerland Ski Area
- Betty Brinn Children's Museum
- American Family Insurance Amphitheater
- South Shore Park
- Mitchell Park Horticultural Conservatory





