Pet-friendly vacation rentals in Whitefish Bay

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Top-rated pet-friendly home rentals in Whitefish Bay

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.
Apartment in Shorewood
4.9 out of 5 average rating, 107 reviews

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.

Guest favorite
A spacious living area features a cozy tufted sofa adorned with decorative pillows, complemented by a circular glass coffee table. A vibrant area rug with floral patterns enhances the warm wood floors. Colorful artwork decorates the walls, adding a playful touch to the room.
Home in Bay View
4.92 out of 5 average rating, 158 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

Guest favorite
Home in Brewer's Hill
4.94 out of 5 average rating, 108 reviews

Brew City Inn with Hot Tub | Summerfest House

Welcome to another property by “GNRHomes”! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. A few minutes to most popular MKE attractions, DM for more info. By booking this home you have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

Top guest favorite
A historic cottage is set amidst lush greenery, featuring a mix of stone and siding on the exterior. A gravel driveway leads to the entrance, surrounded by well-maintained landscaping and mature trees that provide a tranquil atmosphere.
Home in Mequon
4.98 out of 5 average rating, 148 reviews

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.

Top guest favorite
Home in Murray Hill
4.97 out of 5 average rating, 116 reviews

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

Guest favorite
Home in Riverside Park
4.88 out of 5 average rating, 111 reviews

East Side MKE |3BR | Walkable | Sauna | Parking

Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

Top guest favorite
A spacious living area features a light-colored sofa and a rustic wooden coffee table, complemented by a textured area rug. Large windows, dressed in sheer white curtains, allow natural light to fill the room, which includes a television mounted on the wall.
Home in West Allis
4.95 out of 5 average rating, 100 reviews

The Stallis Palace

Discover modern comfort in this 3BR, 1.5BA gem in central West Allis, WI. Spacious and fully furnished, enjoy craftsman woodwork, modern decór, and an abundance of light flooding through oversize windows. Walk to shops, dining, and nightlife. Within 5 miles of several major regional medicals centers! Master BR with office, porch, and outdoor dining area. Local, experienced hosts, ultra high-speed internet, and smart TVs make this the perfect blend of style and convenience. Book today!

Guest favorite
A cozy living area features a spacious sofa against a vibrant, textured wall. A colorful area rug adds warmth to the hardwood floor, while framed artwork decorates the surrounding walls. Access to the kitchen and stairway is visible in the background.
Home in McCarty Park
4.82 out of 5 average rating, 187 reviews

Designer Cottage-Parking, Patio, & New Kitchen

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

Top guest favorite
A stylish living room features a combination of modern and vintage decor. A leather sofa and two vibrant red chairs are arranged around a wooden coffee table. Decorative plants and unique light fixtures add character, while floral wallpaper and a colorful dining area can be seen in the background.
Home in Walker's Point
5 out of 5 average rating, 152 reviews

Fabulous Walkers Point Mansion w/ Bar andFireplace

This stunning Walker's Point historic mansion is completely re-imagined with interior spaces that will delight you and your guests. Host a memorable get together with friends or family and relax by the bioethanol fireplace, enjoy everything the vibrant neighborhood has to offer. We have some beautiful spaces for your enjoyment, including a finished-attic hangout space, and a secret vintage-inspired lounge in the basement. Enjoy plenty of Milwaukee history in a spectacular new form!

Top guest favorite
A single-story ranch-style home is presented, featuring a well-maintained exterior with a light-colored stone façade. Green grass surrounds the property, complemented by neatly trimmed bushes and a paved walkway leading to the front door. The roof is covered with gray shingles under a partly cloudy sky.
Home in Wauwatosa
4.92 out of 5 average rating, 106 reviews

Relax close to everything in Milwaukee

Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

Guest favorite
A cozy living area is presented with two dark leather sofas, accompanied by bright red cushions. A glass coffee table occupies the center, while light enters through two large windows adorned with navy blue curtains. A stylish lamp and a decorative piece complete the room.
Home in Riverside Park
4.9 out of 5 average rating, 309 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

Minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to the city from this central location less than a mile from the UWM campus. A block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

Guest favorite
A cozy living area is featured, showcasing a classic black leather sofa and a wooden cabinet filled with books. Decorative artwork adorns the walls, complemented by warm lighting from a lamp on a side table. Rich wooden doors and trim add character to the space.
Apartment in Riverwest
4.91 out of 5 average rating, 274 reviews

Classic Riverwest 3BR Upper Apartment

Clean and quiet 3 bedroom 1,500sq.ft upper flat. Amenities include: front balcony, Netflix, apple tv, 4k 65" TV, 120" projector, office area, guest wifi, security system, street parking, real chef's kitchen and great hospitality. Use of laundry room available upon request. (2)Full Size Beds, (1)Queen Size Bed, (1)Twin Bunk Bed, (1)Futon, Air Mattresses with Sheet & Pillow can be provided upon request.

Popular amenities for Whitefish Bay pet-friendly home rentals