
Holiday houses in Shorewood
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Quick stats about holiday rentals in Shorewood

Total holiday rentals
Explore 50 holiday rentals in Shorewood

Nightly prices starting at
Shorewood holiday rentals start at $101 AUD per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Shorewood holiday 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 holiday rentals in Shorewood
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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!

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.

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!

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!

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.

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.

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.

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.

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 .

Modern Luxury 1BR Apt with Rooftop+Gym+Parking
Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.
Popular amenities for Shorewood holiday rentals
Other great holiday rentals in Shorewood

Amazing Family Home in Whitefish Bay!

The Little Blue Bungelow

Gallery House

Tranquil Storybook Cottage near UWM

Whitefish Bay Cottage

Charming Eastside duplex

Hot Tub Victorian Garden Home

Historic Milwaukee Gem Near Lake Michigan and UWM
When is the best time to visit Shorewood?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $220 AUD | $185 AUD | $231 AUD | $187 AUD | $197 AUD | $226 AUD | $257 AUD | $251 AUD | $228 AUD | $244 AUD | $240 AUD | $236 AUD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°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 $70 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 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 apartment rentals in Shorewood have wifi?
Absolutely! We offer over 10 apartment 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 20 house rentals with free parking in Shorewood. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Chicago Holiday rentals
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- Wisconsin Dells Holiday rentals
- Six Flags Great America
- Kohler-Andrae State Park
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Blackwolf Run Golf Course
- Fiserv Forum
- Lake Geneva Public Library
- Discovery World
- Mitchell Park Horticultural Conservatory
- Holy Hill National Shrine of Mary
- Wisconsin State Fair Park
- Gurnee Mills
- South Shore Park
- Betty Brinn Children's Museum
- Lake Geneva Cruise Line





