Vacation rentals in Shorewood

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Top-rated vacation rentals in Shorewood

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Guest favorite

Townhouse in Shorewood

4.85 out of 5 average rating, 105 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."

Apr 28 – May 5

G$26,808 GYD per night

Guest favorite

Home in Shorewood

4.9 out of 5 average rating, 113 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!

Nov 23 – 30

G$54,970 GYD per night

Guest favorite

Apartment in Milwaukee

4.9 out of 5 average rating, 107 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.

Oct 12 – 19

G$30,780 GYD per night

Guest favorite

Home in Milwaukee

4.87 out of 5 average rating, 119 reviews

Historic East Side MKE Lower, No Cleaning Fees!

Only minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to everything from this centrally located place less than a mile from the UWM campus. Located a block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

Oct 3 – 10

G$26,767 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 11 – 18

G$38,986 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.

Mar 15 – 22

G$44,538 GYD per night

Guest favorite

Apartment in Milwaukee

4.96 out of 5 average rating, 278 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 6 – 13

G$34,910 GYD per night

Guest favorite

Apartment in Milwaukee

4.92 out of 5 average rating, 151 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.

May 6 – 13

G$19,281 GYD per night

Superhost

Apartment in Milwaukee

4.88 out of 5 average rating, 168 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.

Jun 1 – 8

G$20,611 GYD per night

Guest favorite

Apartment in Milwaukee

4.96 out of 5 average rating, 205 reviews

Private 2BR Artist Apartment in great neighborhood

The Ski Club Artist Residence is a private apartment located above a non-profit art gallery. This apartment is complete with many common amenities and is located in the heart of the Riverwest neighborhood of Milwaukee. Riverwest has lots of great restaurants, bars, breweries and art galleries and is conveniently located only five/ten-minute drive from the Eastside, Bronzeville, Downtown and Lake Michigan.

Jul 7 – 14

G$37,812 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 191 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.

Oct 5 – 12

G$20,460 GYD per night

Guest favorite

Apartment in Milwaukee

4.95 out of 5 average rating, 104 reviews

Cozy Garden Apartment in Eclectic Riverwest

Stay in this cozy studio garden apartment located in the eclectic Riverwest neighborhood! Located within a block of neighborhood staples like Art Bar and Café Corazon and a quick 10 minute drive to downtown, this is the perfect spot for any visit to the Good Land! Ample street parking is available.

Sep 6 – 11

G$23,336 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

Home in Shorewood

4.97 out of 5 average rating, 72 reviews

Shorewood house - near shops w/ WiFi & parking

Jan 4 – 11

G$28,558 GYD per night

Guest favorite

Guesthouse in Shorewood

5.0 out of 5 average rating, 15 reviews

Adorable Upper Bungalow Retreat

Oct 18 – 25

G$36,321 GYD per night

Guest favorite

Home in Shorewood

4.87 out of 5 average rating, 77 reviews

Modern, Convenient and Updated Shorewood Home!

May 30 – Jun 6

G$37,303 GYD per night

Guest favorite

Apartment in Shorewood

4.89 out of 5 average rating, 66 reviews

Charming home w/ fire pit, walk to Lake Michigan

Nov 8 – 15

G$37,874 GYD per night

Guest favorite

Bungalow in Shorewood

4.98 out of 5 average rating, 49 reviews

Cozy Shorewood loft - quiet and near downtown!

Jul 4 – 11

G$34,599 GYD per night

Guest favorite

Condo in Milwaukee

5.0 out of 5 average rating, 20 reviews

Central Waterfront Apt I 2 KING Beds, Free Parking

May 6 – 11

G$28,427 GYD per night

Superhost

Home in Shorewood

4.85 out of 5 average rating, 13 reviews

Prairie style home on Stratford

Nov 26 – Dec 3

G$54,961 GYD per night

Guest favorite

Apartment in Mequon

4.97 out of 5 average rating, 87 reviews

Private Entrance, Patio & Hot Tub -No Shared Space

Nov 20 – 27

G$30,642 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 10 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 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.
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 Apartment Rentals in Shorewood?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, 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

Home in Shorewood

Guesthouse in Shorewood

Home in Shorewood

Apartment in Shorewood

Bungalow in Shorewood

Condo in Milwaukee

Home in Shorewood

Apartment in Mequon

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 house 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 Apartment Rentals in Shorewood?

Destinations to explore