Where should I stay in Shorewood?

Make yourself at home in Shorewood by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Oakwood, and over 210 vacation rentals in Estabrook Park.

Are there pet-friendly vacation rentals in Shorewood?

Four-legged friends are welcome in Shorewood. Choose from more than 10 vacation rentals for guests traveling with pets.

Do house rentals in Shorewood have self check-in?

Absolutely! We offer over 10 house rentals with self check-in in Shorewood. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly vacation rentals in Shorewood?

Shorewood has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

How much does it cost to stay in apartment rentals in Shorewood?

Experience the best of Shorewood with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do apartment rentals in Shorewood have wifi?

Absolutely! We offer over 20 apartment rentals with wifi in Shorewood. Enjoy a tailored experience with all the comforts you desire.

Are there vacation rentals with a dedicated workspace in Shorewood?

Yes! Work meets play with ease at over 40 vacation rentals in Shorewood featuring dedicated workspaces. Stay connected and productive in your home away from home.

What are the most popular amenities for House Rentals in Shorewood?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Shorewood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shorewood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

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

4.84 out of 5 average rating, 140 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."

Superhost

A stylish bathroom features vibrant floral wallpaper adorned with animal motifs. Below a round mirror, a modern sink with a black trim is showcased. A blue towel hangs from a golden towel ring, adjacent to a toilet paper holder.

Home in Milwaukee

4.88 out of 5 average rating, 131 reviews

Good Land Home - 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 upper duplex house featuring a fully equipped kitchen, bright living space, and comfortable accommodations for 6. There's a variety of things to do in Milw including award winning dining, pro Sports, Brewery tours, endless music festivals and more! Indoors or outdoors, the opportunities are endless!

Top guest favorite

The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.

Home in Shorewood

4.99 out of 5 average rating, 101 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.

Guest favorite

The exterior of a brick building features a raised balcony adorned with a decorative banner. The structure displays a mix of rustic brick and stone arches, framed by green trim. Natural light illuminates the scene, creating a welcoming view of the entrance.

Condo in Shorewood

4.92 out of 5 average rating, 286 reviews

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Top guest favorite

A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.

Home in Shorewood

4.96 out of 5 average rating, 112 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.

Top guest favorite

A welcoming hallway is displayed, featuring light-colored walls and a combination of wooden and tile flooring. An ornate mirror hangs on one wall, while decorative hooks are mounted nearby. Natural light streams in through a window beside the front door, enhancing the inviting atmosphere.

Home in Milwaukee

5 out of 5 average rating, 107 reviews

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

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, 304 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.

Top guest favorite

A cozy living area features a blue sofa with yellow pillows, complemented by two brown poufs on a colorful rug. A small table holds a decorative yellow planter, while warm light fills the space from nearby windows and lamps.

Townhouse in Upper East Side

4.99 out of 5 average rating, 126 reviews

Historic Gem|Steps to UWM|Lake Mich|Free Parking

🔹 5-Star Rated | Superhost Quality | Fast Wi-Fi | Free Parking 🔹 🏡 Experience a Slice of Milwaukee’s History in a 100-Year-Old Home! Step inside this charming first-floor retreat—a beautifully preserved prairie-style home blending historic elegance with modern convenience. Located right across from UWM, this top-rated Airbnb is perfect for visiting students, faculty, families, and travelers looking for a relaxing, walkable neighborhood.

Guest favorite

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, 197 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.

Superhost

A spacious living area features plush green sofas and an accent chair, arranged around a light coffee table. Large windows allow natural light to fill the room, highlighting the elegant dark trim and hardwood flooring. A wall-mounted television is visible above a wooden console.

Apartment in Shorewood

4.86 out of 5 average rating, 111 reviews

Modern, Comfortable and Updated in Shorewood!

Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

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, 242 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

A charming blue exterior is presented, featuring a white staircase leading to the entrance door. The porch is framed by a railing, and windows are positioned symmetrically on either side. Surrounding greenery adds a natural touch to the home's inviting appearance.

Apartment in Riverwest

4.97 out of 5 average rating, 371 reviews

Bremen Street House | Lower Flat

Milwaukee has a unique architectural style called “Polish Flats,” which mostly reside in the Riverwest neighborhood. Located east of the Milwaukee River, we’re blocks from the Oak Leaf bike trail. A selection of independent coffee shops and roasters, restaurants, bars, and breweries are within easy walking distance.

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Popular amenities for Shorewood vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Shorewood

Guest favorite

The living area features a spacious orange sofa paired with a wooden coffee table. Exposed brick walls add character, while two large windows provide natural light. A modern television is mounted on the wall opposite the seating. A small indoor plant sits on the table.

Apartment in Milwaukee

4.92 out of 5 average rating, 233 reviews

Chic Apartment with Parking and Gym

Guest favorite

A bright and airy living room features a light color palette. A comfortable gray sofa and armchair are arranged around a wooden coffee table. A white fireplace provides a focal point, above which a large flat-screen TV is mounted. Natural light enters through multiple windows.

Home in Shorewood

4.9 out of 5 average rating, 10 reviews

Entire 2 Story House in Quiet Area MKE | Parking

Top guest favorite

The exterior of a National Historic home is shown, featuring a stone facade with a distinctive roof and multiple windows. Lush greenery surrounds the entrance, and a curved pathway leads to the front door, framed by vibrant flowering plants under clear blue skies.

Home in Milwaukee

5 out of 5 average rating, 6 reviews

Tranquil Storybook Cottage near UWM

Guest favorite

A charming upper unit of a bungalow is surrounded by lush green trees and well-maintained landscaping. The exterior features a combination of brick and stone, with decorative patriotic bunting adorning the porch. A pathway leads to the entrance, framed by vibrant foliage.

Apartment in Riverwest

4.93 out of 5 average rating, 81 reviews

Charming Bungalow Unit Just North of Downtown Milw

Guest favorite

A spacious dining room features a large wooden table surrounded by eight chairs, offering a welcoming space for meals. Natural light illuminates the room, highlighting the wooden beams and rich wooden paneling. Decorative elements and artwork add character to the elegant atmosphere.

Home in Shorewood

5 out of 5 average rating, 34 reviews

Beautiful 4BR Home-Walk to Beach

Top guest favorite

The living room features modern leather furniture arranged around a plush area rug. A circular mirror is mounted above a decorative white fireplace, with soft illumination from candles nestled in the hearth. Light filters through nearby sheer curtains, enhancing the open and airy feel.

Home in Shorewood

5 out of 5 average rating, 26 reviews

Charming Mediterranean Lower Flat

A colorful living space features bold pink and blue walls. A blue couch is positioned beside a shelf filled with various toys and games. Decorative artwork adorns the walls, and a chandelier hangs from the ceiling, adding a playful touch to the room.

Apartment in Riverwest

4.8 out of 5 average rating, 139 reviews

Candyland.mke

Top guest favorite

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

5 out of 5 average rating, 21 reviews

Auburn Place: Cozy 3BR Home in Wauwatosa

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Quick stats about vacation rentals in Shorewood

Total rentals
70 properties
Total number of reviews
2.5K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi

Frequently Asked Questions

Where should I stay in Shorewood?
Make yourself at home in Shorewood by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Oakwood, and over 210 vacation rentals in Estabrook Park.
Are there pet-friendly vacation rentals in Shorewood?
Four-legged friends are welcome in Shorewood. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Shorewood have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Shorewood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Shorewood?
Shorewood has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Shorewood?
Experience the best of Shorewood with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Shorewood have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Shorewood. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Shorewood?
Yes! Work meets play with ease at over 40 vacation rentals in Shorewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Shorewood?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Shorewood

Top-rated vacation rentals in Shorewood

Vacation rentals for every style

Popular amenities for Shorewood vacation rentals

Other great vacation rentals in Shorewood

Quick stats about vacation rentals in Shorewood

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

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