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Family-friendly vacation rentals in Shorewood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shorewood

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

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A charming three-story flat with a welcoming front porch and multiple large windows. The light-colored facade is complemented by a neatly landscaped front yard. The balcony offers additional outdoor space, inviting relaxation and enjoyment of the surrounding neighborhood.

Townhouse in Shorewood

4.83 out of 5 average rating, 144 reviews

Gorgeous Shorewood stay by the Lake - Entire Flat

"This sunny 3bd lower flat is large enough to fit your whole family for your trip to Milwaukee. The bathroom is freshly renovated. We have been so lucky to meet the wonderful families and friends who have gathered here and called this space their home away from home. Walking distance to Village of Shorewood, UWM and Lake Michigan, and a short ride to the airport, Summerfest grounds, Harley Museum, the new Fiserv Forum, bars/restaurants/shopping, and much more. Baby friendly with Pack-and-play."

A uniquely decorated bathroom features a white sink with a black rim, positioned beneath an oval mirror. Bright tropical wallpaper displays vivid greenery and animal motifs. A yellow towel hangs on a gold ring, and a white toilet paper holder is positioned nearby.

Home in Shorewood

4.9 out of 5 average rating, 154 reviews

The Prospect House - Shorewood / Milwaukee, WI

From activities and attractions to fairs and festivals, Milwaukee, has something for everyone in your travel group! After each adventure-filled day, look forward to returning to this 3-bed, 1.5-bath lower duplex house featuring a fully equipped kitchen, bright living space, classic creaky wood floors, comfy accommodations for 6. There's a variety of things to do in MKE including award winning dining, pro Sports, Brewery tours, music festivals and more! Indoors or outdoors, the fun is endless!

Apartment in Shorewood

4.95 out of 5 average rating, 111 reviews

Updated, Bright & Modern Space in Shorewood!

Beautiful unit in the top floor of a duplex in the heart of Shorewood! Walking distance to bars, restaurants, coffee shops - and best of all... Lake Michigan! Check out the extensive guide book to really maximize your stay! Plush beds & fully furnished kitchen along with spacious living and dining areas. The large balcony area off the front of the unit makes for the perfect space to privately lounge in the sun! Free & convenient street parking available in front of the home, always available!

Top guest favorite

A dining area features a wooden table surrounded by four chairs, situated by large windows allowing natural light. A wooden display cabinet is positioned against the wall, exhibiting decorative plates and books. Potted plants add greenery to the space.

Home in Shorewood

4.99 out of 5 average rating, 108 reviews

The Menlo Guesthouse

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

Top guest favorite

A cozy living area features a wall-mounted 45-inch smart TV on a sturdy wooden console. A stylish gray sofa is accented with a patterned throw pillow. Natural light enters through a window adorned with wooden blinds, and a small plant adds a touch of greenery.

Home in Shorewood

4.96 out of 5 average rating, 120 reviews

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

A cozy bedroom area is presented with two twin beds, each adorned with green plaid bedding and yellow patterned cushions. A shared dresser is positioned between the beds, topped with two table lamps. Natural light enters through two windows with blinds, illuminating a floral area rug on the wooden floor.

Apartment in Riverwest

4.89 out of 5 average rating, 138 reviews

Seven Swans Inn - The Perch

This bright little charmer is situated within one of Milwaukee’s friendliest, most vibrant and walkable neighborhoods. This apartment has all you need to enjoy every moment of your time in the city. Start your day with by wandering downstairs for crepes and coffee (Thursday-Sunday 8-3) at Seven Swans Creperie! Only 5-10 minutes from Downtown, Fiserv Forum, Deer District, Brady Street, the Third Ward, Milwaukee Public Market, and Milwaukee’s famed lakefront!

Top guest favorite

A spacious living area features a mix of seating options, including a leather couch and armchairs. Large windows allow natural light to brighten the room, highlighting the hardwood floors and area rug. A coffee table sits centrally, providing a functional gathering space.

Apartment in Upper East Side

4.96 out of 5 average rating, 312 reviews

East Side Home

Upper flat located on Milwaukee's Historic East Side! We hope your stay with us feels like home. Spacious layout for most any kind of group. Stones throw to UWM, Lake Park, and Historic Downer Avenue shopping. Ten minute drive to downtown Milwaukee. We have been so lucky to have great guests, and we are constantly looking to improve your time here. If there is anything you might want for your trip please ask and we will do our best to accommodate.

A spacious living area features mid-century furnishings, including a blue sofa and wooden coffee table. A large television is positioned on a side table. A dining table with several chairs is visible in the background, along with natural light filtering through the window treatments.

Apartment in Riverwest

4.88 out of 5 average rating, 198 reviews

Mid-century Upper in Riverwest

This 2 BR duplex upper apartment is located in Milwaukee's Riverwest neighborhood, 2 miles directly north of downtown. It is furnished with many vintage mid-century furnishings, including a working HiFi. There is a garage space for your use during your stay, and ample street parking right in front making it easy to come and go. The kitchen has dishes, pots, pans, and all the utensils you will need during your time here.

A sturdy entrance door with multiple glass panels is framed by textured stone walls. The door features a decorative wreath adorned with sunflowers and autumn accents, creating a welcoming entry point.

Apartment in Shorewood

4.87 out of 5 average rating, 101 reviews

English Tudor -Floor 3 Suite blocks from the beach

Total 4 beds - 2 Queen, 1 twin, 1 full Floor 3 is a private, peaceful, comfortable suite. Newly tiled bathroom and renovations throughout. Comfortably Sleeps 6 beds (2 queen, 1 double, 1 twin. There is 1 full bathroom. I have a cat that goes in the lower level stairway to access their restroom in the basement. But they do not go in the 3-floor unit. I also have 2 lovely dogs you may see when coming in.

Top guest favorite

A cozy living area is displayed, featuring a brown sofa with colorful cushions and a patterned armchair. A wooden coffee table sits centrally on a textured rug, accompanied by a lamp that provides soft illumination. Natural light enters through large windows flanked by white curtains.

Home in Milwaukee

4.99 out of 5 average rating, 251 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Top guest favorite

The living area features two dark leather sofas arranged around a low coffee table, set on an area rug with a decorative pattern. Natural light filters through the window coverings, and a floor lamp provides additional illumination.

Apartment in West Allis

4.96 out of 5 average rating, 225 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.

A comfortable blue sofa is positioned in the foreground, adorned with decorative pillows featuring various patterns. In the background, an inviting sleeping area is visible with a cozy bed and warm-toned decor. Exposed brick walls add character, complemented by a simple wooden desk and vintage typewriter.

Apartment in Riverwest

4.89 out of 5 average rating, 157 reviews

Cozy Garden Apartment in Eclectic Riverwest

Stay in this cozy studio garden apartment located in the eclectic Riverwest neighborhood! Located within a block of neighborhood staples like Art Bar and Café Corazon and a quick 10 minute drive to downtown, this is the perfect spot for any visit to the Good Land! Ample street parking is available.

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Popular amenities for Shorewood family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior of the house features a welcoming porch adorned with red chairs, surrounded by green foliage. A well-maintained lawn leads to the entrance, while large windows illuminate the interior. The structure's sloped roof and charming details invite a sense of comfort.

Home in Milwaukee

4.9 out of 5 average rating, 188 reviews

Happy Days Home close to all MKE attractions

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 Milwaukee

4.95 out of 5 average rating, 238 reviews

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

An outdoor space is illuminated by decorative string lights, featuring a large wooden dining table surrounded by ten metal chairs. A hot tub and a spacious lawn are visible, accompanied by a wooden shed in the background. The setting is designed for relaxation and gatherings.

Home in Milwaukee

4.9 out of 5 average rating, 261 reviews

5th St. Retreat - Outdoor Oasis, Hot Tub, 8 Beds

A wooden deck features a partially covered jacuzzi, emitting steam amid a rainy backdrop. A stone fire pit, with a glowing flame, stands nearby, providing warmth. A patio set, including a chair, complements the serene outdoor setting surrounded by greenery and trees.

Guest suite in Racine

4.91 out of 5 average rating, 279 reviews

Racine theme Airbnb at the Red Birch on Erie

Top guest favorite

A hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.

Home in Wauwatosa

5 out of 5 average rating, 275 reviews

The Little Gray House

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

4.92 out of 5 average rating, 251 reviews

Amazing view, Modern Space

Top guest favorite

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

5 out of 5 average rating, 37 reviews

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

An outdoor space features a large hot tub surrounded by lush green grass. Several lounge chairs are positioned nearby, while a picnic table and dining setup can be seen farther in the yard. A large patio area adjoins the house, creating an inviting environment.

Home in Milwaukee

4.94 out of 5 average rating, 155 reviews

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

Family- and pet-friendly home rentals

Top guest favorite

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

4.98 out of 5 average rating, 231 reviews

Guesthouse on Clover - Historic Greendale

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.

4.83 out of 5 average rating, 111 reviews

Wonderful Family Home Across from Park

A cozy living area is highlighted by a red futon, complemented by decorative pillows. A small coffee table with magazines sits in front of the seating. Natural light filters through the window shades, illuminating the inviting space. A bookcase is positioned near the entrance.

Apartment in Upper East Side

4.92 out of 5 average rating, 100 reviews

Eastside 4BR w Parking, Treadmill

An open-concept studio apartment features a spacious layout with a queen bed covered in a patterned blanket and a small futon. A cozy seating area is arranged in one corner, while a work area with a desk is visible in the background. Natural light enters through a window, complemented by warm yellow walls.

Apartment in Bay View

4.85 out of 5 average rating, 255 reviews

Cozy Basement Space In Bay View by Lake Michigan

An outdoor space features green turf, complemented by colorful seating in orange and yellow. A game area with cornhole boards is visible, alongside a wall decorated with vibrant artwork. A cozy setup encourages relaxation and gathering in this private environment.

Home in West Allis

4.87 out of 5 average rating, 169 reviews

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

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.

4.98 out of 5 average rating, 126 reviews

Historic cottage with fireplace. Pets Welcome!

Top guest favorite

A charming yellow cottage is framed by vibrant green grass and colorful flower beds. The entrance features a welcoming porch with steps leading up to a central front door, flanked by large windows that allow natural light to fill the interior.

Home in Thiensville

4.97 out of 5 average rating, 149 reviews

Quaint & Cozy Town Cottage Desirable N. Shore

A cozy living room features a gray sofa paired with an accent chair in a patterned fabric. Natural light pours in through a large window, illuminating the hardwood floor. Stained glass windows add colorful detail to the space, complemented by a wooden coffee table with decorative items.

Apartment in West Allis

4.9 out of 5 average rating, 349 reviews

The Cheese House

Family-friendly home rentals with a pool

A cozy living area is depicted, featuring a comfortable couch and a wooden coffee table amidst light green walls. A television is positioned next to a bookshelf filled with books. A dining area with black chairs and a large table is visible in the background, enhancing the inviting atmosphere.

Home in Milwaukee

4.75 out of 5 average rating, 12 reviews

Lilac Cottage

An outdoor pool area is shown, surrounded by a spacious deck. Umbrellas provide shade over lounge chairs, and various seating options are arranged around the pool. Lush greenery is visible in the background under a partly cloudy sky.

5 out of 5 average rating, 13 reviews

Vacation home: heated inground pool on 4+ acres

A sparkling blue swimming pool is surrounded by a spacious sun deck. Multiple lounge chairs, featuring neutral tones, are placed alongside the pool, inviting relaxation. Lush greenery and trees provide a serene backdrop, contributing to the tranquil ambiance of the outdoor space.

4.93 out of 5 average rating, 40 reviews

Amazing Private Pool /Cedar Hot Tub•Spacious Home

A spacious outdoor area features a large pool surrounded by a wooden deck. A two-story house is visible in the background, featuring a combination of brown wood siding and multiple levels. Outdoor seating is provided under colorful umbrellas, enhancing the scenic, wooded surroundings.

Apartment in Waterford

4.93 out of 5 average rating, 61 reviews

Cozy lower level 2 bedroom apartment.

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 Lower East Side

4.91 out of 5 average rating, 34 reviews

Modern Luxe 1BR Apt NO1 with Balcony+Pool+Gym

Aerial view of the property highlights a spacious backyard featuring a heated pool, patio area, and various trees. A trampoline is visible on the left side, with a deck area providing access to the home. The property is partially fenced, offering a sense of privacy.

Home in Caledonia

4.86 out of 5 average rating, 77 reviews

7 1/2 Acres! Pool! Hot Tub! Fishing Pond!

Apartment in West Allis

5 out of 5 average rating, 10 reviews

Modern Work-Friendly Stay/10 Min Downtown

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

Quick stats about vacation rentals that are family-friendly in Shorewood

Total rentals
50 properties
Nightly prices starting at
R867 ZAR before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Destinations to explore