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 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, 167 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
Apartment in Shorewood
4.95 out of 5 average rating, 117 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
Home in Murray Hill
4.97 out of 5 average rating, 114 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

Guest favorite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.
Condo in Riverside Park
4.98 out of 5 average rating, 162 reviews

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

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, 125 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
4.91 out of 5 average rating, 141 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
Townhouse in Upper East Side
4.99 out of 5 average rating, 161 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
4.89 out of 5 average rating, 203 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.

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.

Guest favorite
A cozy living area is featured, showcasing a classic black leather sofa and a wooden cabinet filled with books. Decorative artwork adorns the walls, complemented by warm lighting from a lamp on a side table. Rich wooden doors and trim add character to the space.
Apartment in Riverwest
4.91 out of 5 average rating, 272 reviews

Classic Riverwest 3BR Upper Apartment

Clean and quiet 3 bedroom 1,500sq.ft upper flat. Amenities include: front balcony, Netflix, apple tv, 4k 65" TV, 120" projector, office area, guest wifi, security system, street parking, real chef's kitchen and great hospitality. Use of laundry room available upon request. (2)Full Size Beds, (1)Queen Size Bed, (1)Twin Bunk Bed, (1)Futon, Air Mattresses with Sheet & Pillow can be provided upon request.

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, 266 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, Keurig 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.

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 apartment rentals in Shorewood?

    Experience the best of Shorewood with our apartment rentals, starting at about $110 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 210 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 apartment rentals in Shorewood have a kitchen?

    Absolutely! We offer over 10 apartment 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 apartment rentals in Shorewood have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Shorewood. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, 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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