
House holiday rentals in Whitefish Bay
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Top-rated house rentals in Whitefish Bay
Guests agree: these houses are highly rated for location, cleanliness and 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!

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. Included are 2 off street parking spaces directly across from unit. We’ve just added a new hot tub!

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.

Historic cottage with fireplace. Pets Welcome!
Step back in time and immerse yourself in the charm of our historic 3-bedroom cottage, part of the renowned Jahn Farmstead, proudly listed on the National Register of Historic Places. Built in the mid-19th century, this Greek Revival-style farmhouse offers a unique blend of historical elegance and modern comfort, ensuring a relaxing and memorable stay. Located 2 miles from the Mequon Public Market and 5 miles from Cedarburg. Pets are welcome and we have acres of land for you to explore!

Brewers Hill cottage, newly renovated near FiServ!
Enjoy easy access to everything from this Brewers Hill cottage located between the upper Eastside and Downtown Milwaukee. When you’re here you’ll have walkability to many bars, breweries, eateries and Fiserv Forum. When your day concludes enjoy a small fire in the backyard with your favorite beverage. This house is perfect for small, younger families and it is also professionally cleaned and maintained after every guest! Ample parking in the private driveway and on the street

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Belleview House: Hot Tub, Fenced Backyard, Firepit
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 recently renovated and redecorated the entire home and backyard! ✔ Comfy King, Queen, and Twin Beds ✔ Hot Tub ✔ Fenced Backyard with Outdoor Fire Pit ✔ Lawn bowling, horseshoe & bean toss games ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace

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.

Bright Eastside MKE cottage w/ FREE Parking
Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

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.

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.
Popular amenities for house rentals in Whitefish Bay
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Brewers Hill Gem w/hot tub & seasonal shared pool

Vacation home: heated inground pool on 4+ acres

The Peacock Place w/ Shared Seasonal Outdoor Pool

Make Yourself At Home! Close to Lake & Airport!

Townhome Villa private oasis

Big BLUE Skyline VIEW

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

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

Lovely 3 bed near Lake Michigan

Bass & Sparrow - Spa Retreat on the MKE River

East Side 2nd floor Gem

Whitefish Bay Getaway; steps from Starbucks!

Whitefish Bay 3Bedroom Entire House Sleeps 4

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

Beautiful 3+ Bedroom Home Close to Milwaukee
Private house rentals

Brew City Inn with Hot Tub

Lake Charm- 2 King Beds- Incredible Views

Tranquil Storybook Cottage near UWM

Baby and Toddler friendly House by the Beach

Beautiful safe quiet home in great location

The Auburn Place: Cozy 3BR Home in Wauwatosa

Gorgeous space with huge porch.

House in Alverno Neighborhood
Quick stats about house rentals in Whitefish Bay

Total holiday rentals
Explore 30 holiday rentals in Whitefish Bay

Nightly prices starting at
Whitefish Bay holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Whitefish Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Whitefish Bay rentals

4.8 Average rating
Whitefish Bay stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Pine Hills Country Club
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Little Switzerland Ski Area




