Vacation rentals in Shorewood

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Top-rated vacation rentals in Shorewood

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

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Guest favorite
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.
Apartment in Shorewood
4.9 out of 5 average rating, 106 reviews

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.

Guest favorite
A dining area features a large wooden table surrounded by eight brown leather chairs. Natural light fills the space through two windows, highlighting a decorative chandelier above the table. A wall adorned with greenery and a mirror adds elegance to the setting.
Home in Shorewood
4.84 out of 5 average rating, 112 reviews

Beautiful Luxury Suite A of Shorewood Home

Our home is perfect for a Milwaukee stay. Full of amenities and great location. This luxury home has two bedrooms, loft bed and two full baths. Large kitchen and dinning area and two living rooms areas. Two of the bedrooms are perfect couple retreats each with a plush king bed. This home has a lot of extra sleeping room if your family is large. Two large sectionals and a queen bed with the most comfortable cotton sheets and down comforters. Ask about parking and backyard patio for grilling.

Guest favorite
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
4.89 out of 5 average rating, 168 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!

Top guest favorite
Home in Murray Hill
4.97 out of 5 average rating, 116 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

Top guest favorite
A cozy living area features a distinctive two-tone sofa facing a television. Large windows are adorned with flowing curtains, allowing natural light to brighten the space. A wooden bookshelf and a mid-century style chair complement the warm wooden flooring and charming wall decor.
Apartment in Riverwest
5 out of 5 average rating, 121 reviews

WeilHaus: A Cozy Urban Retreat

Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

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, 123 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
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
4.92 out of 5 average rating, 143 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 Riverside Park
5 out of 5 average rating, 128 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.

Guest favorite
An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.
Home in Lincoln Park
4.88 out of 5 average rating, 102 reviews

Cozy 2-bedroom cottage close to everything!

This newly remodeled, cozy cottage has been called a hidden gem. It’s walking distance from Bayshore Mall. Five minute walk to biking/hiking trail, Milwaukee River for fishing and kayaking and Whitefish Bay. Twelve minutes from Lake Michigan, Downtown and the Historic Third Ward! Booking requirements: Full/Complete Air BnB profile. Government ID check for pre-approval and upon arrival. No parties or events. Active noise monitoring device. No pets allowed.

Top guest favorite
Townhouse in Upper East Side
4.99 out of 5 average rating, 162 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
The exterior of a historical mansion is displayed, featuring intricate architectural details and multiple levels. Large windows and black front doors offer an inviting entrance. A grassy area with small shrubs lines the front, providing a well-maintained appearance against a cloudy sky.
Apartment in Yankee Hill
4.91 out of 5 average rating, 746 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Guest favorite
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
4.86 out of 5 average rating, 109 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.

Popular amenities for Shorewood vacation rentals

When is the best time to visit Shorewood?

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Avg. priceﺩ.ﺇ499ﺩ.ﺇ455ﺩ.ﺇ481ﺩ.ﺇ477ﺩ.ﺇ503ﺩ.ﺇ577ﺩ.ﺇ657ﺩ.ﺇ643ﺩ.ﺇ584ﺩ.ﺇ624ﺩ.ﺇ613ﺩ.ﺇ602
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Frequently Asked Questions

  • 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 house rentals in Shorewood?

    Experience the best of Shorewood with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Are there vacation rentals with a dedicated workspace in Shorewood?

    Yes! Work meets play with ease at over 30 vacation rentals in Shorewood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 200 vacation rentals in Estabrook Park.

  • Do house rentals in Shorewood have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Shorewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shorewood have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Shorewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shorewood have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Shorewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shorewood have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Shorewood. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Shorewood

  • Total vacation rentals

    Explore 60 vacation rentals in Shorewood

  • Nightly prices starting at

    Shorewood vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 2,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Shorewood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shorewood rentals

  • 4.9 Average rating

    Shorewood stays are highly rated by guests—averaging 4.9 out of 5!

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