Pet-friendly holiday rentals in Bay View

The living area features a stone fireplace and a flat-screen TV mounted above it. Two dark armchairs and a comfortable sofa create a cozy seating arrangement. Natural light enters through multiple windows, highlighting the original woodwork and a vibrant area rug on the hardwood floor.

4.97 out of 5 average rating, 144 reviews

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

4.98 out of 5 average rating, 244 reviews

The well-appointed kitchen features wooden cabinetry, stainless steel appliances, and a sleek black countertop. A dining table with vibrant red chairs accommodates a gathering, while a striking light fixture adds a modern touch. Natural light fills the space through multiple windows.

Apartment in Bay View

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

4.99 out of 5 average rating, 109 reviews

A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.

Home in Walker's Point

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!

A studio apartment is displayed with a spacious sleeping area featuring a cozy bed and a vibrant red couch. The kitchen area includes modern appliances and a dining space with wooden chairs. Natural light illuminates the warm wood flooring.

4.85 out of 5 average rating, 233 reviews

The LuLu Nest: Bay View Studio, 5 min to downtown!

Cozy and convenient studio apartment in the center of one of Milwaukee's hottest neighborhoods! Bay View, situated right betw downtown Milwaukee and the airport/Amtrak hub, is the perfect neighborhood to enjoy all the best Milwaukee has to offer. This studio apartment is only one of five in our building and is situated right above a popular neighborhood restaurant yet still quiet and tranquil enough for a good night's sleep. Book 5+ nights and receive a gift certificate to our restaurant!

4.79 out of 5 average rating, 164 reviews

The exterior of the duplex showcases a two-story structure with a modern design. Soft lighting from windows creates a welcoming ambiance, complemented by a small staircase leading to the entrance.

Townhouse in Bay View

Bay View Gem | 1BR | Steps From Lake Michigan | AC

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

A charming bungalow with a well-maintained exterior features a welcoming porch surrounded by lush greenery. Flower beds in vibrant colors line the pathway, leading to the entrance. A large umbrella is visible on the porch, providing shade, while steps lead up to the front door.

4.98 out of 5 average rating, 192 reviews

Bay View Upper Parkside Gem

This 1920's era bungalow is in the heart of one of Milwaukee's most popular neighborhoods- Bay View. The area boasts a plethora of walk-able entertainment, fine restaurants, bars and our beautiful Lake Michigan. This well loved and maintained space will be the perfect retreat for your family and friends when visiting Milwaukee. Easy access, via car or public transit, to all parts of the city is nearby. Mitchell International airport is minutes away. Enjoy our fun city like the locals do!

A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.

4.94 out of 5 average rating, 122 reviews

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.

4.96 out of 5 average rating, 329 reviews

A vibrant yellow wreath adorns a red door, leading into a welcoming space. Inside, a dining area is visible, featuring a round table surrounded by wooden chairs. A circular mirror reflects the textured wall with blue floral patterns, creating a lively and inviting atmosphere.

Bungalow in Bay View

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

A comfortable living area features a black leather sofa and an accent chair, complemented by a long ottoman. A decorative lamp stands on a glass side table, and large windows allow natural light to fill the room. A television is mounted on the wall.

4.94 out of 5 average rating, 128 reviews

Charming Bayview House, steps from MKE Merriment!

You will be in the heart of the Bayview neighborhood, centrally-located, three blocks from the vibrant restaurant and bar scene on historic Kinnickinnic Avenue. Enjoy a walk through Humboldt Park. Easily explore the eclectic, independent, and creative hub that makes Bayview so special. You are a 10-minute ride from the airport, and a 10-minute ride to the MKE Public market. Our cozy home and all-embracing neighborhood are waiting for you.

4.94 out of 5 average rating, 265 reviews

Home in West Allis

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

4.95 out of 5 average rating, 109 reviews

A modern kitchen features sleek cabinetry and stainless-steel appliances. A spacious island with four bar stools offers ample seating, while a bowl of fresh fruit adds a pop of color. Natural light enhances the airy atmosphere, complemented by understated lighting fixtures.

Flat in Lower East Side

*FREE PARKING*Milwaukee Haven-Modern Central-Brady

Welcome to your Milwaukee home-away-from-home! Located just a short stroll from the iconic Brady Street, this spacious and thoughtfully designed unit puts you right in the heart of the city’s energy—boutiques, cafes, restaurants, nightlife, and local flavor are all just steps away Book now and experience Milwaukee like a local—with all the comfort and convenience you need to relax, recharge, and explore.

4.99 out of 5 average rating, 146 reviews

A spacious living area is highlighted by two leather sofas adorned with decorative pillows. A circular coffee table sits in the center on a light rug, while wall-mounted lighting and a chandelier provide illumination. Large windows offer natural light and a view of the outdoors.

Home in Walker's Point

Cream City Victorian | Parking | AC | Patio | Walk

Stay in our historic Cream City Victorian in Walker’s Point! Newly updated, sleeps 10 (option for 11th guest with pullout lounger). Features Central Air, 2 off-street parking spots, and a fenced-in backyard with seating and a gas firepit. Dogs welcome! Walkable to restaurants, bars, and breweries. Just a 3-5 minute Uber ride to downtown Milwaukee. Perfect for a getaway or special celebration!

Popular amenities for Bay View pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious living area is highlighted by a large sectional sofa adorned with blue and white accent pillows. A circular coffee table sits on a soft area rug. Natural light fills the room through expansive windows, offering views of the outdoors. Light wood paneling is featured on the ceiling.

4.95 out of 5 average rating, 20 reviews

Lake Charm- 2 King Beds- Incredible Views

4.91 out of 5 average rating, 104 reviews

A dining nook is highlighted, featuring two high-backed black bar stools surrounding a small round table. A wall-mounted sign lists several cities, and natural light filters in through nearby windows, illuminating the wood-like flooring and creating a bright atmosphere.

Home in Cudahy

Upgraded! 4BR in Milwaukee near Airport & Downtown

4.84 out of 5 average rating, 225 reviews

A comfortable living area features a gray sectional sofa adorned with decorative pillows. A round coffee table is situated in front, with a plant centerpiece. Light streams from the kitchen area, which includes modern appliances and a dining table in the background. Wall art adds a touch of character.

Home in Muskego

Lake Muskego House, Walk to Stores & Restaurants

4.88 out of 5 average rating, 103 reviews

Home in Riverside Park

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

A modern kitchen features a blend of gray cabinetry and white subway tile. New stainless steel appliances include a stove, dishwasher, and microwave. Open shelving displays potted plants, while a large window allows natural light to enhance the workspace.

4.98 out of 5 average rating, 54 reviews

Whole House in Bay View + Fenced-in Yard + Parking

4.91 out of 5 average rating, 287 reviews

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

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

4.98 out of 5 average rating, 245 reviews

A charming two-story green cottage is featured, with white window shutters and a peaked roof. A small front porch hosts a bistro table and chairs, while a flowering window box adds a touch of color. The property is surrounded by lush trees and a well-maintained lawn.

Home in Greendale

Guesthouse on Clover - Historic Greendale

4.99 out of 5 average rating, 83 reviews

A cozy living area features a sectional sofa with a textured throw and decorative pillows. A wooden coffee table with a glass bowl sits in front, surrounded by windows that allow natural light to brighten the room. Warm tones are complemented by a patterned area rug.

Home in Riverside Park

East Side 2nd floor Gem

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 171 reviews

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

Home in Brewer's Hill

Brewers Hill Gem w/hot tub & seasonal shared pool

4.74 out of 5 average rating, 23 reviews

Flat in West Allis

Modern Apartment/ 8mins Downtown/ Parking/Pool/Gym

The exterior of the two-story townhouse is visible, featuring a beige facade with dark brown trim. Large windows allow for natural light, while a patio area is accessible through a glass door. Lush greenery surrounds the property, adding a tranquil feel to the entrance.

Townhouse in Milwaukee

4.67 out of 5 average rating, 3 reviews

2 Story - 2Br Condo

4.78 out of 5 average rating, 153 reviews

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Make Yourself At Home! Close to Lake & Airport!

4.97 out of 5 average rating, 204 reviews

A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.

Home in Brewer's Hill

The Peacock Place w/ Shared Seasonal Outdoor Pool

Home in Milwaukee

Townhome Villa private oasis

Flat in West Allis

New place to stay

Cozy Modern Apartment Close to downtown/ Gym/ Pool

4.93 out of 5 average rating, 46 reviews

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Private, pet-friendly home rentals

4.97 out of 5 average rating, 75 reviews

A cozy living area is highlighted by a light-colored sofa and a circular coffee table at the center. Two windows allow natural light to fill the space, illuminating a decorative rug. A mirror enhances the sense of openness, while potted plants and stylish furniture add softness.

Flat in Brewer's Hill

Spotless, Walkable- Downtown, Fiserv Forum

A warm dining room features a round wooden table surrounded by six chairs. Natural light filters through large windows adorned with light curtains. Original woodwork highlights the charm of the space, complemented by decorative wall sconces and a sideboard with stained glass details.

4.97 out of 5 average rating, 98 reviews

Historic Bay View Home

4.98 out of 5 average rating, 62 reviews

A comfortable living area is showcased with a light grey sofa, complemented by natural wood armchairs. A flat-screen television is mounted on the wall across from the seating. Natural light filters in through a large window, highlighting the soft, neutral tones of the space.

Home in Milwaukee

Cozy Dog Friendly Home Near Airport & Downtown

5 out of 5 average rating, 38 reviews

A comfortable living room is depicted, featuring a tan leather sofa and a matching accent chair. A coffee table sits on a light area rug, and natural light filters through large windows. A wooden piano and wall art add character to the space.

Home in Wauwatosa

Beautiful safe quiet home in great location

5 out of 5 average rating, 3 reviews

Home in Riverwest

King Bed, Full Kitchen, Games & Yard

4.9 out of 5 average rating, 39 reviews

A living area is presented with a midcentury-inspired design. A brown armchair is paired with a green sofa, both positioned on a textured area rug. A wooden sideboard displays decorative items and a large abstract painting adorns the wall, complemented by a floor lamp and potted plant.

Guest house in Bay View

Chic Bay View Getaway

4.76 out of 5 average rating, 287 reviews

An open-concept living space showcases a modern kitchen with stainless steel appliances and quartz countertops. A comfortable dark sofa is positioned in front of a marble coffee table. Natural light filters through large windows, illuminating the wood flooring and inviting ambiance.

Flat in Milwaukee

MKE#238 -Milwaukee's Best! -Dog Friendly Downtown

An inviting Victorian residence is showcased from above, featuring a charming green exterior and a welcoming porch with a wooden railing. Lush greenery surrounds the home, complemented by colorful flowers and a well-maintained pathway leading to the entrance.