Pet-friendly holiday rentals in Glendale

4.9 out of 5 average rating, 108 reviews

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.

Flat in Shorewood

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.

4.93 out of 5 average rating, 197 reviews

Home in Waukesha

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

4.97 out of 5 average rating, 203 reviews

A rustic lodge stands with a red barn facade, complemented by a stone base and a silos on the side. Lush greenery surrounds the property, while a gravel pathway leads toward the entrance, showcasing a peaceful rural setting.

Barn in Cedarburg

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

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.

4.9 out of 5 average rating, 151 reviews

That 70s Bungalow

A tranquil retreat. You can get away solo, with your family, or 4 legged friends. This new renovation is clean, furnished with 2 queen beds, and a queen size sofa sleeper. Located in Milwaukee, close to festivities, attractions, and events. Free parking is off street, and video monitored. Refrigerator/freezer, counter top stove, pots/pans, microwave, pizza oven, waffle maker, coffee pot, crockpot, steamer, crib/bassinet, desk, iron/ board, hair dryer. **NO CANCELATION OR REFUND DUE TO WEATHER**

An open concept kitchen features a large white island with seating, accompanied by modern cabinetry. The living space extends into a bright dining area, enhanced by natural light from a window. Decorative artwork and a wall clock add character to the surroundings.

4.94 out of 5 average rating, 181 reviews

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

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

4.98 out of 5 average rating, 126 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

4.87 out of 5 average rating, 123 reviews

A spacious living area features a blue sectional sofa and a yellow accent chair, offering an inviting seating arrangement. A brown coffee table sits on a patterned rug, while large windows allow for natural light. A desk with a chair is positioned nearby for work or leisure.

Home in West Allis

West Allis Oasis

Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!

4.88 out of 5 average rating, 113 reviews

Cozy East Side | Sauna |Parking | Near Downtown

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!

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, 175 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!

4.81 out of 5 average rating, 277 reviews

The living space features a bright seating area with two dark sofas facing a clear coffee table, surrounded by framed artwork on the walls. A circular light fixture hangs above, while a dining table for two is visible in the corner, accentuated by a well-equipped kitchen in the background.

Townhouse in Milwaukee

Remodeled Victorian | Downtown | AC | Full Kitchen

Urban comfort in 2BD/2BA duplex near Fiserv Forum, Water St district, and Lakefront Brewery. Unique Milwaukee neighborhood with parking and restaurants nearby. Spacious bedrooms, private bath. Fully equipped kitchen includes a Keurig. Spa-inspired master bathroom. Netflix available. Convenient freeway access. Ideal for shows at the Miller High Life, Riverside, or Pabst Theater. Enjoy a Bucks game at the Fiserv Forum. Uber to attractions like the Milwaukee Art Museum or Summerfest!

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.

4.89 out of 5 average rating, 323 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.

4.89 out of 5 average rating, 100 reviews

A functional kitchen area is highlighted by modern appliances, including a stainless-steel refrigerator and microwave. White cabinetry contrasts with the tiled backsplash. A wooden work table is positioned beneath hanging pots, while a colorful rug adds a welcoming touch to the tiled floor.

Home in Wauwatosa

Family friendly, Private Patio, Walkable, Quiet

Cute and bright home central to everything Milwaukee has to offer. Located in sought after quiet community due to its proximity to all main attractions while providing safety and peace for residents and visitors. Our property is less than 10mins from heart of Milwaukee, walking distance to main attractions such as Brewers stadium and state fair. We do our absolute best to be exceptional hosts so hope you decide to stay with us

Popular amenities for Glendale pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 61 reviews

The living room features a comfortable gray sofa adorned with decorative pillows, paired with a coffee table and two accent chairs. Natural light floods the space through large windows, highlighting the modern decor and a bookshelf with decorative items.

Home in Mequon

Quiet Escape | Lake Michigan | Milwaukee River

5 out of 5 average rating, 66 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

4.83 out of 5 average rating, 192 reviews

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 West Allis

Designer Cottage-Parking, Patio, & New Kitchen

5 out of 5 average rating, 8 reviews

A modern living area features a comfortable seating arrangement with a light gray sofa and a wooden coffee table. The kitchen bar, equipped with three sleek black stools, is visible, showcasing a clean design. A large television is mounted on the wall, and greenery is present nearby.

Home in Fox Point

Fox Point living near the Lake!

4.87 out of 5 average rating, 295 reviews

The living room features a dark leather sofa accompanied by two light green armchairs. A small wooden side table sits between the chairs. Natural light enters through large windows, accentuated by light-colored curtains. The hardwood floor adds warmth to the space.

Home in Lower East Side

Stunning Vintage/Modern! Brady St! Tons of Extras

4.94 out of 5 average rating, 50 reviews

An intimate loft space features a cozy sectional sofa with a light grey hue, accompanied by a round coffee table in the center. Sky lights allow natural light to illuminate the deep blue walls, while a framed horse print adds a touch of character. A separate sleeping area can be glimpsed through a doorway.

Home in Wauwatosa

The Auburn Place: Cozy 3BR Home in Wauwatosa

A modern kitchen features a granite countertop with a stainless steel dishwasher and sink. Upper cabinets display glassware and kitchen essentials. A wooden cutting board and knife set are prominently placed, while a warm, yellow wall adds a cozy touch to the space.

4.97 out of 5 average rating, 37 reviews

Vintage UWM Duplex on Downer - Pet-friendly 2BR

4.95 out of 5 average rating, 22 reviews

An outdoor deck is presented with a round table surrounded by four striped chairs. A large umbrella provides shade, and green foliage serves as a backdrop, offering a serene outdoor space for relaxation.

Home in Whitefish Bay

Whitefish Bay 3Bedroom Entire House Sleeps 4

Pet-friendly home rentals with a pool

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.

4.94 out of 5 average rating, 185 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

4.86 out of 5 average rating, 81 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 w/inground pool, hot tub

5 out of 5 average rating, 14 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

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

4.93 out of 5 average rating, 43 reviews

Home in Racine

Private Pool and Hot Tub! Summer Fun! Fenced Yard

4.78 out of 5 average rating, 160 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

Close to Lake with Great Ammenities & Breakfast!

4.63 out of 5 average rating, 8 reviews

Home in River Hills

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

A spacious backyard is featured, showcasing a circular swimming pool surrounded by a wooden deck. Lush green grass covers the ground, and several trees provide a natural border. A stone patio offers a picturesque view of the outdoor area, complemented by blooming flowers.

Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Private, pet-friendly home rentals

5 out of 5 average rating, 34 reviews

The kitchen features green cabinetry and a white backsplash, creating a modern aesthetic. A gas stove, microwave, and refrigerator are readily visible. Countertops are crafted from wood, and utensils are neatly organized, while a patterned floor adds a unique touch.

Flat in Shorewood

The Little Blue Bungelow

5 out of 5 average rating, 13 reviews

A well-lit bedroom features a spacious bed with white bedding, complemented by a decorative pillow. A stylish mirror and a dresser with four drawers are positioned nearby, while framed art pieces adorn the walls. A small nightstand with a lamp sits beside the bed.

Flat in West Allis

All the Pleasures of Home

4.98 out of 5 average rating, 91 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 Milwaukee

Spotless, Walkable- Downtown, Fiserv Forum

5 out of 5 average rating, 30 reviews

An open-concept kitchen and living area is showcased, featuring a modern kitchen island with wooden stools. Stainless steel appliances are complemented by white cabinetry, and natural light fills the space. A cozy seating area includes a light grey sofa and coffee table, adding comfort to the layout.

Apartment in Grafton

Eco-Conscious Luxury Condo | The Quarters Suite 4

4.92 out of 5 average rating, 25 reviews

Townhouse in Milwaukee

Sunny 4BR East Side w/ Balcony + Walkable Location

The kitchen features dark wood cabinetry and a spacious countertop. Stainless steel appliances, including an oven and refrigerator, are visible. A ceiling fan provides ventilation above. The backsplash consists of light-colored tiles, and the area is well-lit, creating an inviting cooking space.

4.81 out of 5 average rating, 31 reviews

Lowas Lane

4.94 out of 5 average rating, 78 reviews

The living area features a sleek leather sofa positioned near a wooden coffee table. A television is set against the wall, accompanied by a shelf holding decorative items. A floor lamp provides soft lighting, and a textured area rug adds warmth to the space.

Flat in Riverwest

Quiet 1BR Urban Retreat In Fun, Funky Riverwest