Family-friendly holiday rentals in West Allis

A living room is presented with a gray sofa, a minimalist table, and wooden chairs. Natural light enters through large windows, accentuated by decorative curtains. A patterned area rug covers the floor, while a ceiling fan hangs above, contributing to the room's comfortable ambiance.

4.95 out of 5 average rating, 214 reviews

Sunny State Fair Sojourn!

Newly renovated upper unit in a 1902 Victorian home. 2 bedroom, one bath, kitchen, dining area, living room, and office space! Less than one block from Wisconsin State Fair Park, The Milwaukee Mile and local bus routes! Minutes from American Family Field, Milwaukee County Zoo, and more! Local shuttle to Summerfest and other concerts and sporting events withing walking distance! Private balcony, free parking for one car, private laundry in the unit. Owner occupied lower for over 25 years!

4.99 out of 5 average rating, 223 reviews

A stylish living room is furnished with a striped sofa and two cream-colored reclining chairs, complemented by a wooden coffee table. Soft lighting from side lamps creates a cozy ambience, while natural light filters through the window blinds. A large piece of abstract art adorns the wall.

Home in Story Hill

Private Home w/prkng. Best stay for Brewers/AmFam.

Private home- no shared spaces with owners or other groups. Ultra clean, stylish yet cozy 3 bedroom home with mid century modern retro decor. Sleeps up to 8 in 3 bedrooms- incl. rollaway beds. Brewers stadium/AmFam Field 2 mi. away (free shuttle 1 block away). Downtown - Fiserv Forum, Rave, Wis. Ctr, Lakefront, Summerfest, Zoo, Med College, Casino within 5 mi. Please no smoking indoors, no pets, no parties, no more than 8 ppl allowed onsite without permission. Free parking in long driveway.

4.86 out of 5 average rating, 113 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!

4.78 out of 5 average rating, 178 reviews

A cozy living room is highlighted by a light gray sofa adorned with decorative cushions. A small blue coffee table sits in front, complemented by a candle and a framed picture. Natural light enters through a window, brightening the neutral-colored walls.

Home in West Allis

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Welcome to this cozy beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets and Towels, Shampoo & Conditioner, Soap & Hand Sanitizer, Fully Stocked Kitchen, and much more!

Bungalow in West Milwaukee

A dining area features a round table surrounded by black chairs with plush white cushions. Sunlight filters through large windows, highlighting the vintage sideboard and plant. An inviting living space is visible through an archway, showcasing a blend of decor and natural light.

4.97 out of 5 average rating, 194 reviews

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

A cozy sleeping area features a wrought iron bed with white linens and several pillows. Two nightstands with lamps are placed on either side. A fan is mounted on the ceiling, while emerald green curtains frame a window beside a floral wall art piece.

4.97 out of 5 average rating, 113 reviews

Nice 1 BR Apt, WIFI & Office, Near State Fair

This beautifully furnished upper duplex offers a cozy and comfortable living space in a safe and peaceful neighborhood. The kitchen comes fully equipped with all the necessary supplies for cooking and dining, and the garage and driveway provide convenient parking options. Stay connected with the included WIFI and watch YouTube TV. Nice Office space. Conveniently located near major freeways, downtown, hospitals, and the State Fair Grounds. Book now for a stress-free and enjoyable stay

4.96 out of 5 average rating, 232 reviews

A spacious sleeping area is furnished with a large bed, complimented by soft white linens. A wooden dresser and a chair provide storage and seating options. Natural light filters through a nearby door, enhancing the welcoming ambiance of the room.

Bungalow in Wauwatosa

Tosa Respite (second floor, private suite)

Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

4.87 out of 5 average rating, 178 reviews

Home in West Allis

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

The studio features hardwood floors and exposed wooden beams adding character. A spacious bed is centrally positioned, accompanied by soft bedding. A small dining table and kitchenette with essential appliances are visible. A modern light fixture provides illumination near a cozy reading chair.

4.8 out of 5 average rating, 316 reviews

Kegel's Inn - Studio - Classic Apartment #3

Quaint little studio with lots of old-world character. This one-room studio has original hardwood floors, heavy wood ceiling beams and 1930's tile work in the bathroom. The apartment looks down on 59th street, which for the summer months between May and November, hosts the Kegels Beer Garden on the street! We're one of the last Authentic German restaurants and Inn's left in country and the studio apartment is right above it! We hope you love this place as much as we do!

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.

4.9 out of 5 average rating, 363 reviews

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.

4.88 out of 5 average rating, 170 reviews

The kitchen features dark cabinetry and modern appliances, complemented by a central wooden island with seating for two. Pendant lights hang above, illuminating the area. A window offers natural light, and open access to a hallway is visible in the background.

Townhouse in Story Hill

Central, Game Room, Quiet Walkable Area

Beautiful luxurious 4 bedroom (bonus sunroom) 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

4.96 out of 5 average rating, 141 reviews

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

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.

Popular amenities for West Allis family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 107 reviews

Home in Brewer's Hill

Brew City Inn with Hot Tub

4.9 out of 5 average rating, 200 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 Johnson's Woods

Happy Days Home close to all MKE attractions

4.95 out of 5 average rating, 241 reviews

A salt water hot tub is illuminated with soft blue lights, showcasing gentle water jets. Surrounding greenery and trees are visible in the background, providing a natural setting. A few metallic cups rest at the edge, enhancing the inviting atmosphere.

Home in Halyard Park

6BR house, yard, hot tub - 5 min drive downtown

5 out of 5 average rating, 289 reviews

A secluded outdoor patio is highlighted by a well-equipped hot tub, surrounded by lush greenery and wooden fencing. Comfortable seating is arranged nearby, with a patterned rug beneath a shaded area. Decorative plants and a charming umbrella enhance the relaxing atmosphere.

Home in Wauwatosa

The Little Gray House

4.97 out of 5 average rating, 114 reviews

Home in Murray Hill

Belleview House: Hot Tub, Backyard, Fire Table

4.93 out of 5 average rating, 270 reviews

A spacious living area features a comfortable sectional sofa and a mounted flat-screen TV. Natural light floods through multiple windows, revealing views of the city skyline. A cozy gas fireplace adds warmth, while a dining area can be seen in the background.

Townhouse in Riverwest

Amazing view, Modern Space

4.94 out of 5 average rating, 175 reviews

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.

Home in Halyard Park

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

4.85 out of 5 average rating, 100 reviews

Home in Goldman Park

Large Family Home w Hot Tub & Movie Room

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 106 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

4.97 out of 5 average rating, 150 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

4.88 out of 5 average rating, 117 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!

4.95 out of 5 average rating, 130 reviews

Home in Bay View

*Fenced in yard/parking/parks and plants*

4.8 out of 5 average rating, 132 reviews

An open-concept living area showcases a modern kitchen with a central island, seamlessly connecting to the cozy seating area. Natural light fills the space through large windows, complementing the hardwood floors and neutral color palette. A dedicated work area is included in the living space.

Home in Bay View

Steps From Lake | AC | Bayview Gem | 1BR

4.89 out of 5 average rating, 141 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

4.92 out of 5 average rating, 152 reviews

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

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

4.88 out of 5 average rating, 133 reviews

An open-concept kitchen and dining area features a wooden dining table surrounded by stylish black chairs. Exposed wooden beams enhance the high ceiling, while modern appliances, including a gas range and dishwasher, are neatly integrated into the sleek cabinetry. Natural light floods the space through large windows.

Home in Harbor View

The Foundry Loft 3BR Walker's Point Home

Family-friendly home rentals with a pool

A modern living space features a light-colored carpet underfoot. A gray sofa with decorative cushions is positioned across from a sleek coffee table. A dining area is visible with a round table and upholstered chairs, while large windows allow natural light to fill the room.

Apartment in Lower East Side

North End 519

4.94 out of 5 average rating, 176 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

A bright and airy living space features a soft-toned sofa and a wall-mounted TV. A small work area with a chair and desk aligns against the wall, while large windows allow natural light to fill the room, providing a sense of openness. Two additional communal areas are visible, showcasing varied seating arrangements and decorative plants.

Apartment in Yankee Hill

4.85 out of 5 average rating, 55 reviews

Charming 1BR Apt with Balcony+Pool+Gym

4.87 out of 5 average rating, 134 reviews

An indoor pool area is showcased, featuring a large, clear pool with a projector screen positioned above. Natural stone walls and wood beams enhance the space, complemented by soft lighting. Large windows allow natural light to brighten the inviting environment.

Home in Sussex

Wooded Hills/Indoor Pool/Hot Tub/Arcade

4.86 out of 5 average rating, 79 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

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, 157 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!