Pet-friendly vacation rentals in Milwaukee

4.99 out of 5 average rating, 100 reviews

A modern kitchen features sleek cabinetry and open shelving. The space is illuminated by natural light through multiple windows. A wooden countertop extends into a dining area with bar stools, while brick accents add a touch of character.

Home in Lower East Side

Cream City Lounge | Parking| AC | Patio | Pets

Welcome to Milwaukee! This remodeled home offers a spacious and stylish retreat for up to 11 guests. With four bedrooms, two full bathrooms, and charming cream city brick accents, this home seamlessly blends modern comfort with historic charm. Enjoy the coffee bar with an outdoor patio, fireplace, and dining area. Private parking for up to 4. Lounge-style living. Close to Brady St. Restaurants, bars, salons, shops and convenient stores just outside the front door. Bring the family dog as well!

4.97 out of 5 average rating, 142 reviews

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.

Apartment in Bay View

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.

4.99 out of 5 average rating, 104 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!

5 out of 5 average rating, 253 reviews

A stylish living room is highlighted by a large window providing views of the park. Two navy blue armchairs and a matching sofa surround a striped coffee table. Rich red carpets and green plants add warmth to the space, complemented by an elegant chandelier above.

Home in Bay View

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

Guesthouse in Brewer's Hill

A charming exterior of the Carriage House is surrounded by lush greenery and colorful plants. Sunlight filters through leaves, casting gentle shadows on the pathway. Large windows are framed by shrubs, creating a welcoming atmosphere amid the vibrant garden landscape.

4.94 out of 5 average rating, 270 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

4.88 out of 5 average rating, 107 reviews

A spacious living area features a cozy seating arrangement with a dark blue sofa and two patterned armchairs around a glass coffee table. A decorative rug lies on the hardwood floor, while a modern light fixture hangs from the ceiling. A fireplace and TV are positioned on the wall.

Home in Wauwatosa

Entire Wauwatosa Home!

Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard

4.79 out of 5 average rating, 161 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!

Townhouse in Walker's Point

An exterior view of The Bentley Hotel is presented, showcasing its two-story townhouses with a stylish facade. Surrounding infrastructure includes various buildings and a blue sky, highlighting the neighborhood's urban landscape.

4.95 out of 5 average rating, 150 reviews

Historic Walker’s Point Home, Garage & Yard

Welcome to The Bentley Hotel, a luxury selection of townhouses decorated with everyone in mind. We aim to provide a quality experience and memories that will last a lifetime. This townhome is finished with top of the line amenities including a 60” smart TV, board games, organic coffee and teas, a full kitchen with Caraway non-stick pans, workout mats, dumbbells and more. This is your new home away from home and the perfect place to gather whether you are in town for business or pleasure!

4.84 out of 5 average rating, 128 reviews

A spacious living room features a vibrant blue velvet sofa with colorful accent pillows. A large abstract artwork adorns the wall above the sofa. Light streams in from a bright window, illuminating a patterned area rug. Additional seating options include two stylish chairs and a small side table.

Home in Bay View

Funky 2.5BR 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. You’ll have the entire first floor of this sunny duplex. The space is open concept - 2 bedrooms with Casper mattresses, a bright kitchen with Great Jones cookware, a huge dining room table, office (with an air mattress), and a comfy living room with a 70” smart TV. Step into the fenced-in back yard and chill around the fire pit for optimal hangs.

4.91 out of 5 average rating, 358 reviews

A living room area features a cozy sofa complemented by a patterned chair and a wooden coffee table. Natural light filters through three windows adorned with stained glass, illuminating the hardwood floor. An archway leads to a dining area furnished with wooden chairs and a table.

Apartment in West Allis

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

4.96 out of 5 average rating, 327 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.

4.97 out of 5 average rating, 185 reviews

A quiet country home is nestled among trees and well-maintained shrubs, showcasing a wide, inviting front lawn. The façade features a mix of symmetry with multiple windows and a central entrance, complemented by a light-colored exterior that reflects a serene environment.

Home in Muskego

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Popular amenities for Milwaukee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a hot tub

4.92 out of 5 average rating, 65 reviews

A cozy living area features a soft blue sectional sofa arranged around two modern, geometric coffee tables. Natural light enters through large windows adorned with light curtains, illuminating the space. A welcoming entryway is visible to the side, enhancing the inviting atmosphere.

Home in Glendale

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

4.74 out of 5 average rating, 78 reviews

A rustic cabin is nestled among trees, featuring a green roof and wooden siding. A spacious deck with seating is visible, along with a cozy spiral staircase leading to the upper level. Surrounding grass shows a light dusting of snow, creating a serene winter ambiance.

Cabin in Lincoln Park

Rustic City Oasis on the River

4.95 out of 5 average rating, 98 reviews

Home in Brewer's Hill

Brew City Inn with Hot Tub

4.89 out of 5 average rating, 193 reviews

A cozy living area is captured, featuring two patterned armchairs and a blue sofa arranged around a light coffee table. A stone fireplace anchors the space, complemented by a colorful floral artwork on the wall. Natural light filters through the windows, enhancing the inviting ambiance.

Home in Milwaukee

Happy Days Home close to all MKE attractions

4.93 out of 5 average rating, 80 reviews

A spacious wooden deck features a hot tub surrounded by soft, glowing lights. Lounge chairs are positioned for relaxation, and a cozy seating area is visible in the yard. The backdrop includes trees and a serene nighttime sky.

Home in Milwaukee

The Good Land Getaway: Ideal location, hot tub

4.94 out of 5 average rating, 32 reviews

A warm, open layout showcases a rustic kitchen with wooden accents and a spacious counter. Three high stools are arranged at the bar area. Natural light fills the space, highlighting the cozy living area with a fireplace and inviting decor.

Home in Glendale

Bass & Sparrow - Spa Retreat on the MKE River

4.97 out of 5 average rating, 105 reviews

Home in Murray Hill

Belleview House: Hot Tub, Backyard, Fire Table

5 out of 5 average rating, 41 reviews

A spacious living area is showcased with a modern sectional sofa and a marble-top coffee table. A large flat-screen television is mounted above a decorative fireplace. Natural light filters through multiple windows, illuminating the light-colored walls and warm wood flooring.

Home in Shorewood

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

Pet-friendly house rentals

4.98 out of 5 average rating, 40 reviews

A comfortable living area features two recliner sofas positioned around a soft, neutral-colored area rug. A small tabletop lamp provides gentle lighting beside a window, which is dressed with purple curtains. Glass-paneled doors lead to adjacent spaces, enhancing natural light.

Home in West Allis

Your home away from home

4.98 out of 5 average rating, 242 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

5 out of 5 average rating, 34 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

4.87 out of 5 average rating, 164 reviews

The spacious kitchen features modern appliances, including a gas range and full-size refrigerator. A dining table is complemented by stools, providing a comfortable space for meals. Elegant tile flooring enhances the open layout, which connects seamlessly to the living areas.

Home in Lower East Side

Astor 1880 MKE - Open & Spacious Brady St. 3 bdrm

4.83 out of 5 average rating, 113 reviews

A bright living room features two lightweight armchairs, a round coffee table, and a comfortable sofa with neutral tones. Natural light fills the space through a large window, enhancing the ambiance. A ceiling fan hangs above, and a world map artwork adds a touch of style.

Home in Cudahy

Wonderful Family Home Across from Park

4.89 out of 5 average rating, 137 reviews

A cozy living area features a light-colored sofa adorned with decorative pillows, accompanied by two wooden side tables. A television is mounted on the wall, and a small refrigerator stands nearby. A soft area rug adds comfort underfoot, enhancing the inviting atmosphere.

Home in Milwaukee

That 70s Bungalow

4.98 out of 5 average rating, 153 reviews

A warm, inviting bedroom is showcased, featuring a spacious bed with a textured brown throw. Natural light filters through two large windows dressed with dark curtains. Decorative art hangs on the wall, and a ceiling fan adds a touch of charm to the space.

Home in Bay View

The Art Lodge

5 out of 5 average rating, 8 reviews

A modern living area features a stone fireplace with a mounted television above it. Comfortable seating is provided by a dark sofa, circular coffee table, and two green chairs. Natural light enters through the window, highlighting a small plant in a pot nearby.

Home in Brewer's Hill

Brewers Hill Gem Near Downtown w Rooftop and Gym!

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 44 reviews

A charming cabin is surrounded by lush greenery, with well-maintained flower beds featuring red blooms. A large window provides natural light, and a stone border separates the garden from the grassy area. A tall tree offers additional shade, enhancing the serene outdoor environment.

Cabin in East Troy

Kettle 2BR Cabin on 15 lush acres w private lake

4.95 out of 5 average rating, 44 reviews

A single-story house is presented with a light exterior and a welcoming porch. A shaded area is provided by the overhanging roof, and a bench is positioned on the porch. A well-maintained lawn stretches in front, framed by lush green trees.

Home in Delafield

Cute and cozy 2 bedroom house perfectly located!

5 out of 5 average rating, 13 reviews

A spacious outdoor patio surrounds the inviting swimming pool, featuring lounge chairs, umbrellas, and shaded seating areas. Lush greenery and trees frame the scene, enhancing the tranquil atmosphere. The bright blue sky is dotted with clouds, offering a relaxing space for sunbathing or gathering.

Home in Mequon

Vacation home: heated inground pool on 4+ acres

4.93 out of 5 average rating, 41 reviews

A spacious living area is highlighted by natural light streaming through large windows. Light-colored furniture is arranged around a central coffee table on a decorative rug. An inviting dining space is visible, along with a modern kitchen area in the background.

Home in Racine

Cedar Hot Tub•Spacious Home•Quite Neighborhood

4.76 out of 5 average rating, 21 reviews

Apartment in West Allis

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

4.86 out of 5 average rating, 77 reviews

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.

Home in Caledonia

7 1/2 Acre Private Estate MSG Owner for Discounts

4.86 out of 5 average rating, 119 reviews

A spacious driveway leads to a modern log cabin home surrounded by greenery. Flanking the driveway are several well-maintained evergreen trees. The cabin features a warm orange exterior, complementing the natural setting, with a stone accent wall visible on one side.

Cabin in Lake Geneva

Luxury Log Cabin retreat home