
Vacation rentals with outdoor seating in Shorewood
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Top-rated accommodations with outdoor seating in Shorewood
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Good Land Home - 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 upper duplex house featuring a fully equipped kitchen, bright living space, and comfortable accommodations for 6. There's a variety of things to do in Milw including award winning dining, pro Sports, Brewery tours, endless music festivals and more! Indoors or outdoors, the opportunities are endless!

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.

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.

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.

Tosa Village Studio Apartment
Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

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.

Modern, Comfortable and Updated in Shorewood!
Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

Sunny Upper Flat in Shorewood Near UWM & Downtown
Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, 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.

Amazing view, Modern Space
Soak your cares away in a luxurious 7-person hot tub while taking in breathtaking panoramic views of the Milwaukee skyline! This chic two-level condo, nestled on a hill above the Milwaukee River, puts you just a 10-15 minute stroll away from the vibrant energy of North Ave, Brady St, and downtown—where the action is always happening.
Popular amenities for Shorewood outdoor seating rentals
House rentals with outdoor seating

Happy Days Home close to all MKE attractions

Mid-Century Inspired Upper Duplex in Bay View

Guesthouse on Clover - Historic Greendale

Private Home w/parking. Walk to Brewers/AmFamField

Charming Bayview House, steps from MKE Merriment!

This Must Be the Place- Bayview Bohemian Vibes

Charming Pet-Friendly 3-BR Home, Firepit, Backyard

Urban Loft 1558 - Industrial Walker's Point 3 Bdrm
Apartment rentals with outdoor seating

Rare Bay View apt with 2 full baths & master suite

Charming home w/ fire pit, walk to Lake Michigan

Spacious & Private 2 bdrm in the heart of Bayview

Large 2br Urban Retreat-Minutes To Milwaukee Fun!

Center Street Retreat

Oliver’s Traveler Oasis

Bay View Upper Parkside Gem

Shorewood's Sunny Craftsman
Condo rentals with outdoor seating

Stylistic Condo Hot Tub Tosa Village 2 blocks away

Charming 3BR Off Brady St

Lovely 3 bedroom condo with cozy indoor fireplace.

Riverwest 2BR • Outdoor Oasis • King Beds

Bay View - Lake View on the Park w/Secret Lounge

Third Ward - High End 1 Bedroom up to 6 + Parking

Downtown Eastside gem near Fiserv Forum Bucks!

Spacious Bay View Historic Storefront Apartment
Quick stats about vacation rentals with outdoor seating in Shorewood
Total vacation rentals
Explore 20 vacation rentals in Shorewood
Nightly prices starting at
Shorewood vacation rentals start at $56 CAD per night before taxes and fees
Verified guest reviews
Over 1,970 verified reviews to help you choose
Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 of Shorewood vacation rentals include wifi 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
- Erin Hills Golf Course
- Illinois Beach State Park
- Harrington Beach State Park
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Racine North Beach
- West Bend Country Club
- Richard Bong State Recreation Area
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- America's Action Territory
- Sunburst
- The Rock Snowpark
- Blue Mound Golf and Country Club