
Holiday houses in Shorewood
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Top-rated holiday rentals in Shorewood
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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!

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!

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.

Bright 1.5BR in the Heart of Bay View - w/ Parking
Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

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.

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.

Lakeview Downtown Milwaukee Condo
This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.

The Dragonfly Loft
The second floor of this house is a spacious private lofted area that is very open and has high Located in the back of home, Private entrance and close to the city. Pets allowed! Near small bars, stores and short walk to buses that can take you into the city. I live on the lower unit, If you have any questions or request before check-in please message.

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

Shorewood+Rooftop Deck + 4 blocks to Lake Michigan

Cozy Shorewood loft - quiet and near downtown!

The Little Blue Bungelow

Lovely 3 bed near Lake Michigan w/Parking

Large 2br Urban Retreat-Minutes To Milwaukee Fun!

East Side 2nd floor Gem

East Side Home

Berkeley Bungalow | Blocks from the Lake | Parking
When is the best time to visit Shorewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 AUD | $175 AUD | $184 AUD | $183 AUD | $193 AUD | $221 AUD | $252 AUD | $246 AUD | $224 AUD | $239 AUD | $235 AUD | $231 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
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 holiday rentals in Shorewood

Total holiday rentals
Explore 60 holiday rentals in Shorewood

Nightly prices starting at
Shorewood holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 2,690 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!
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- Rentals with a patio Shorewood
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- Family-friendly rentals Shorewood
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Bradford Beach
- Milwaukee Public Museum
- Sunburst
- Baird Center
- Discovery World
- Blackwolf Run Golf Course
- Riverside Theater
- Little Switzerland Ski Area
- American Family Field
- Marquette University
- Gurnee Mills
- Fiserv Forum
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library




