Vacation rentals in Shorewood

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Top-rated vacation rentals in Shorewood

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Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 114 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!

Oct 9 – 16

G$41,113 GYD per night

Guest favorite

Townhouse in Shorewood

4.85 out of 5 average rating, 107 reviews

Gorgeous Shorewood stay by the Lake - Entire Flat

"This sunny 3bd lower flat is large enough to fit your whole family for your trip to Milwaukee. The bathroom is freshly renovated. We have been so lucky to meet the wonderful families and friends who have gathered here and called this space their home away from home. Walking distance to Village of Shorewood, UWM and Lake Michigan, and a short ride to the airport, Summerfest grounds, Harley Museum, the new Fiserv Forum, bars/restaurants/shopping, and much more. Baby friendly with Pack-and-play."

May 27 – Jun 3

G$36,759 GYD per night

Guest favorite

Apartment in Milwaukee

4.9 out of 5 average rating, 108 reviews

Riverwest Gem w/Fenced Yard, Garage for Parking

Make this pet-friendly and kid-friendly first-floor apartment your Riverwest headquarters with its close proximity to Lake Michigan’s lakefront, Fiserv Forum, local dining, and much more. You’ll love the 1920s charm of this comfy space, featuring hardwood floors, books, and artwork throughout, merged with today’s conveniences – hi-speed Wi-Fi, laundry, and central AC. Kids and doggos will love the fenced backyard. Easy parking in garage space. Guests rave about the location close to everything.

Nov 26 – Dec 3

G$30,677 GYD per night

Guest favorite

Guesthouse in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

Dec 29 – Jan 5

G$21,630 GYD per night

Guest favorite

Guest suite in Milwaukee

4.98 out of 5 average rating, 167 reviews

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.

Aug 21 – 28

G$37,888 GYD per night

Guest favorite

Condo in Shorewood

4.93 out of 5 average rating, 261 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.

Jun 6 – 13

G$60,372 GYD per night

Guest favorite

Apartment in Milwaukee

4.96 out of 5 average rating, 279 reviews

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.

Sep 23 – 30

G$33,467 GYD per night

Guest favorite

Apartment in Milwaukee

4.92 out of 5 average rating, 153 reviews

Newport House -Walk to UWM- vintage upper+garage

Enjoy this bright upper flat in the treelined Cambridge Woods neighborhood, on Milwaukee's colorful Eastside. Freshly painted and furnished, sleeps 4, with secure garage and 2nd floor deck. 3 blocks to UWM campus, 2 blocks to city bus lines, close to the Milwaukee River, Oak Leaf Trail bike path, and convenient to restaurants, pubs and shops. Magnificent Lake Michigan with its everchanging beauty is nearby. Newport House is smoke free.

Jun 9 – 16

G$23,978 GYD per night

Superhost

Apartment in Milwaukee

4.88 out of 5 average rating, 169 reviews

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.

May 31 – Jun 7

G$16,234 GYD per night

Superhost

Apartment in Milwaukee

4.85 out of 5 average rating, 144 reviews

Comfortable east side Milwaukee apartment

Clean and comfortable one bedroom apartment with queen size bed, full kitchen, and onsite coin laundry laundry. Located on the desirable east side of Milwaukee, you will find plenty of restaurants, coffee houses, and boutique type shops all within close proximity. Only 2.5 miles from the Summerfest grounds and right near Lake Michigan! Free garage parking, but accommodates vehicles that do not exceed 73" in height.

Nov 29 – Dec 6

G$21,447 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 192 reviews

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.

Apr 5 – 12

G$20,412 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 189 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

Jan 11 – 18

G$33,046 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Shorewood vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Shorewood's top sights

Atwater Park58 locals recommend

Walmart Supercenter24 locals recommend

Estabrook Park18 locals recommend

Corner Bakery Cafe5 locals recommend

Benji's Deli17 locals recommend

Three Lions Pub19 locals recommend

Other great vacation rentals in Shorewood

Guest favorite

Apartment in West Allis

4.95 out of 5 average rating, 132 reviews

Clean 2 bedroom/1 bath close to everything!

Sep 5 – 12

G$15,088 GYD per night

Guest favorite

Apartment in Milwaukee

4.85 out of 5 average rating, 449 reviews

Little Bohemia

Aug 14 – 21

G$19,508 GYD per night

Guest favorite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Apr 9 – 16

G$27,091 GYD per night

Guest favorite

Guesthouse in Milwaukee

4.86 out of 5 average rating, 274 reviews

Cozy Brewer's Hill Coach House

Feb 19 – 26

G$22,567 GYD per night

Guest favorite

Apartment in Milwaukee

4.93 out of 5 average rating, 287 reviews

Chic King Suite in the Heart of Downtown Milwaukee

Sep 13 – 20

G$20,341 GYD per night

Superhost

Apartment in Milwaukee

4.84 out of 5 average rating, 107 reviews

Candyland.mke

May 28 – Jun 4

G$17,601 GYD per night

Guest favorite

Home in Milwaukee

4.96 out of 5 average rating, 341 reviews

Captain's Quarters

Sep 11 – 18

G$32,413 GYD per night

Guest favorite

Apartment in Milwaukee

4.95 out of 5 average rating, 154 reviews

Flexhome Brewery District M6 - Fiserv+Gym+Parking

Oct 30 – Nov 6

G$28,094 GYD per night

Show all

Quick stats about vacation rentals in Shorewood

Total rentals
70 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.8K reviews

Frequently Asked Questions

Where should I stay in Shorewood?
Make yourself at home in Shorewood by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Estabrook Park, and over 10 vacation rentals in Oakwood.
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 vacation rentals in Shorewood?
Shorewood has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Shorewood?
Experience the best of Shorewood with our apartment 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.
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 vacation rentals with a dedicated workspace in Shorewood?
Yes! Work meets play with ease at over 40 vacation rentals in Shorewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Shorewood?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Shorewood

Top-rated vacation rentals in Shorewood

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Shorewood vacation rentals

Stay near Shorewood's top sights

Other great vacation rentals in Shorewood

Apartment in West Allis

Apartment in Milwaukee

Home in Wauwatosa

Guesthouse in Milwaukee

Apartment in Milwaukee

Apartment in Milwaukee

Home in Milwaukee

Apartment in Milwaukee

Quick stats about vacation rentals in Shorewood

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Shorewood?

Are there pet-friendly vacation rentals in Shorewood?

Do apartment rentals in Shorewood have air conditioning?

Are there family-friendly vacation rentals in Shorewood?

How much does it cost to stay in apartment rentals in Shorewood?

Do apartment rentals in Shorewood have wifi?

Are there vacation rentals with a dedicated workspace in Shorewood?

What are the most popular amenities for House Rentals in Shorewood?

Destinations to explore