Holiday houses in Shorewood

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Top-rated holiday rentals in Shorewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

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."

9–16 Sep

$345 NZD per night

Guest favourite

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!

9–16 Oct

$405 NZD per night

Guest favourite

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.

15–22 Sep

$301 NZD per night

Guest favourite

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.

15–22 Jan

$220 NZD per night

Guest favourite

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.

21–28 Aug

$392 NZD per night

Guest favourite

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.

13–20 Sep

$489 NZD per night

Guest favourite

Apartment in Milwaukee

4.89 out of 5 average rating, 499 reviews

Thomas Hideaway

Near great views, great restaurants/cafés, cinema, bowling, beach, festivals, colleges, hospital, Whole Foods, Milwaukee River, parks, trails, bus lines, shops, breweries, art, climbing gym, nightlife! 30-minute walk to festivals. Convenient East Side location, urban feel, cozy loft apartment, sunny balcony. 2 flights of stairs. Suits couples, friends, solo adventurers, business travelers. King-sized bed in bedroom. Futon in living room. Parking spot included

4–11 Aug

$216 NZD per night

Guest favourite

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.

22–29 Sep

$329 NZD 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.

31 May – 7 Jun

$180 NZD per night

Guest favourite

Apartment in Milwaukee

4.96 out of 5 average rating, 206 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.

7–14 Jul

$365 NZD per night

Guest favourite

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.

19–26 Apr

$194 NZD per night

Guest favourite

Apartment in West Allis

4.96 out of 5 average rating, 162 reviews

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.

4–11 Oct

$121 NZD per night