
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.

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!

Beautiful Bay View MKE Flat - w/parking!
This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

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.

THE JUNGALOW- a Milwaukee Craftsman Treasure!
Welcome to our 1924 Craftsman Bungalow! Marrying Prairie House style with the innovations of the Chicago Craftsman, our brick bungalow is awaiting your stay. You'll enjoy the upper suite, with private entrance, two bedrooms, kitchen, and full bath. Newly redone porcelain marbled floors inspire luxury with each step, along with the new 'Article' sectional, 50" TV with streaming, 100% Cotton bedding and towels, a kitchen full of perks and appliances, and lush greenery to keep the air clean.

Vintage Bay View - Big Backyard, Big 1 Bedroom
Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

*NEW* 3 KING Beds Near Lake Michigan, w/ Parking!
Stunning find located in a quiet Shorewood neighborhood with a style all its own! Walking distance to restaurants, bars, cafes, Lake Michigan and parks. Not only is it comfortable, but the location is hard to beat! Each of the 3 bedrooms feature a king bed. There are 2 single sleepers futons located in the living room for children. Remodeled kitchen with room to chat, sip, munch and mingle. Free street parking + 1 designated off street parking spot in front of garage.

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.

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.

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.
Popular amenities for Shorewood vacation rentals
Stay near Shorewood's top sights
Other great vacation rentals in Shorewood

Gorgeous Shorewood stay by the Lake - Entire Flat

East Side 2nd floor Gem

Gorgeous space with huge porch.

Bird's Nest

Modern 1924 Bungalow in Walkable Shorewood

Quiet 1BR Urban Retreat In Fun, Funky Riverwest

Cozy 2-bedroom cottage close to everything!

Bright Breezy Shorewood Retreat
When is the best time to visit Shorewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ499 | ﺩ.ﺇ455 | ﺩ.ﺇ481 | ﺩ.ﺇ477 | ﺩ.ﺇ503 | ﺩ.ﺇ577 | ﺩ.ﺇ657 | ﺩ.ﺇ643 | ﺩ.ﺇ584 | ﺩ.ﺇ624 | ﺩ.ﺇ613 | ﺩ.ﺇ602 |
| 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
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.
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 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.
Are there family-friendly apartment rentals in Shorewood?
Shorewood has more than 10 family-friendly apartment rentals. 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 $40 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 10 apartment rentals with wifi in Shorewood. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Shorewood?
Yes! Work meets play with ease at over 20 house rentals in Shorewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 House Rentals in Shorewood?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, over 20 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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- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Sunburst
- Milwaukee Public Museum
- Discovery World
- Baird Center
- Blackwolf Run Golf Course
- Riverside Theater
- American Family Field
- Little Switzerland Ski Area
- Marquette University
- Betty Brinn Children's Museum
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Gurnee Mills
- Atwater Park




