Vacation rentals in Shorewood

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Shorewood

  • Total vacation rentals

    Explore 50 vacation rentals in Shorewood

  • Nightly prices starting at

    Shorewood vacation rentals start at G$10,449 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,770 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!

Top-rated vacation rentals in Shorewood

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

1 of 1 pages1 / 1
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, 112 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
4.88 out of 5 average rating, 178 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!

Superhost
A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating is arranged around a wooden coffee table, with decorative pillows adorning the couch. The decor includes wall art and plants, contributing to a homey feel.
Home in Milwaukee
4.8 out of 5 average rating, 15 reviews

Gallery House

Welcome to our 1924 Brick Bungalow, The Gallery House! Located in the prestigious Murray Hill Neighborhood, we are a but a 10 min drive North of central downtown Milwaukee. Enjoy easy access to the best neighborhoods; such as Downer Woods, Riverwest, Shorewood, Walkers Point, Bayview, and the Third Ward. We are located 4 blocks from the Milwaukee River, and 1 short mile to the beaches & parks on Lake Michigan. There are grocers, cafe's, a Walgreens, and places to eat in the neighborhood

Top guest favorite
Home in Milwaukee
4.98 out of 5 average rating, 128 reviews

Belleview House: Hot Tub, Fire Table, Fenced Yard

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
An elegant dining room is seen through a graceful archway. A dark wooden table is surrounded by six chairs, while a shimmering chandelier hangs above. The walls are painted in a warm orange hue, complemented by a classic area rug and large windows that allow natural light to enter.
Home in Shorewood
4.89 out of 5 average rating, 62 reviews

Prairie style home on Stratford

Unique Arts and Crafts lower flat with turn of the century charm. Natural cherry woodwork with a spacious living and dining area—with seating for 10. Includes three bedrooms – one with a king bed, and two with queen beds. Updates Includes a modern kitchen, bath and shower, washer/dryer, and central air. Additional features include high-speed Internet with meshed WIFI, a 65" 4K TV, full surround sound—and Roku. Outdoor patio has seating for 12+, a Weber Summit grill, great for entertaining!

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, 138 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 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, 101 reviews

Charming Bungalow Unit Just North of Downtown Milw

Here’s an opportunity that can’t be beat! This fully furnished upper unit in a charming bungalow is ready to be your home base while in Milwaukee. Two bedrooms, one fitted with a king size bed and one with a queen. Full kitchen. Plenty of street parking in this walk able niche neighborhood. Near Downtown, UW-Milwaukee, MSOE, The Milwaukee RiverWalk as well as a quick hop, skip and jump to museums, tours and arenas/stadiums. Easy access to public transportation. No cleaning fees!

Top guest favorite
A welcoming living area features large windows allowing natural light to fill the room. A light-colored sofa is positioned alongside a round coffee table. A modern lamp stands nearby, and a potted plant adds a touch of greenery. A flat-screen TV is mounted on the wall.
Apartment in Whitefish Bay
5 out of 5 average rating, 52 reviews

Shorewood's Sunny Craftsman

Welcome to our beautiful, sun-filled, 2-bedroom flat in the amazing lakeshore community of Shorewood! Fully updated in 2023, this lower duplex unit is on a quiet block, and just two blocks from all the wonderful shops, restaurants, and bars on Oakland Ave. Shorewood is very walkable community, with parks, green spaces, beaches, and beer gardens within walking distance. Take advantage of the fully-stocked kitchen with stainless appliances, including dishwasher. Come visit us today!

Top 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
4.93 out of 5 average rating, 311 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.

Guest favorite
A cozy living area is presented with two dark leather sofas, accompanied by bright red cushions. A glass coffee table occupies the center, while light enters through two large windows adorned with navy blue curtains. A stylish lamp and a decorative piece complete the room.
Home in Milwaukee
4.89 out of 5 average rating, 332 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

Minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to the city from this central location less than a mile from the UWM campus. A block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

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
4.92 out of 5 average rating, 154 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.

Popular amenities for Shorewood vacation rentals

When is the best time to visit Shorewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,975 GYDG$26,959 GYDG$33,647 GYDG$27,168 GYDG$28,631 GYDG$32,811 GYDG$37,409 GYDG$36,573 GYDG$33,229 GYDG$35,528 GYDG$34,901 GYDG$34,274 GYD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

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.

  • Do apartment rentals in Shorewood have air conditioning?

    Absolutely! We offer over 10 apartment 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.

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Milwaukee County
  5. Shorewood