Photo by Dan Winsey

Shorewood vacation rentals

We found 45 vacation rentals — enter your dates for availability

Discover a selection of 20 homes and other vacation rentals in Shorewood that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, which might include a hot tub and garden. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.
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Find out more about Shorewood

Why visit Shorewood

  • Scenic Parks: Enjoy the natural beauty of urban parks perfect for outdoor activities and relaxation.
  • Cultural Experience: Explore modern colleges and art museums that showcase local culture and heritage.
  • Charming Neighborhoods: Discover inviting neighborhoods that offer a family-friendly atmosphere and unique local gems.
  • Ideal Vacation Rentals: Choose from a variety of cozy apartments, stylish condos, and spacious homes for your stay.
  • Community Vibe: Experience the vibrant community spirit, especially during mid-June when activities abound.

Popular types of accommodation around Shorewood

If you're exploring vacation rentals in Shorewood, you're in for a treat. Our most popular accommodation options include houses, cozy apartments, and stylish condos. Whether you're seeking a spacious house for the whole family or a chic apartment for a romantic getaway, Shorewood has a variety of choices to fit your needs. Enjoy transparency and savings as you discover the perfect home away from home.

  • Houses: The top choice for visitors to Shorewood, these spacious homes offer comfort and privacy, perfect for families or groups.
  • Apartments: These versatile living spaces are ideal for couples or solo travelers seeking convenience and a home-like atmosphere.
  • Condos: Combining luxury and location, condos offer great amenities and proximity to local attractions.
  • Cottages: Quaint and charming, cottages provide a cozy retreat for those wanting a peaceful escape.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic experience amidst the beautiful Wisconsin landscape.**

Top attractions near Shorewood

Shorewood, Milwaukee, is perfect for those seeking outdoor adventures, scenic views, and romantic getaways. Visitors can explore urban parks, modern colleges, and art museums, offering a blend of culture and family-friendly experiences. Whether you’re looking for a vibrant city atmosphere or peaceful relaxation, Shorewood provides a delightful mix of attractions for every traveler.

  • University of Wisconsin-Milwaukee: A vibrant campus with modern architecture, offering a lively atmosphere. Explore its art galleries and enjoy the city vibes while soaking in the educational spirit.
  • Baird Center: A premier venue for events and conferences, reflecting a professional ambiance. Perfect for networking and experiencing the local business culture.
  • Milwaukee River Walk: A picturesque esplanade perfect for leisurely strolls. Enjoy scenic views, dining options, and a romantic atmosphere, making it ideal for families and couples alike.

Things to do recommended for couples

For a romantic getaway in Shorewood, explore live music at Henry W. Maier Festival Park or The Rave-Eagles Club, both just 4 miles away. Enjoy the vibrant atmosphere and dance the night away at Rave Ballroom, located 5 miles from Shorewood. It's the perfect couple's night out.

Things to do recommended for families

Your family will love visiting American Family Field for exciting sports, enjoying the serene atmosphere at Lakefront Park, and having a blast at the David F. Schulz Aquatic Center, where adventure and fun await just a few miles from Shorewood.

Things to do recommended for groups

Groups visiting Shorewood can enjoy a captivating show at the historic Pabst Theater, savor local flavors at the bustling Milwaukee Public Market, and unwind with craft brews at Lakefront Brewery, all within a few miles, perfect for a memorable group adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Shorewood

When traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Shorewood with a group: Think about how many bedrooms you'll require and any additional features you might want, like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Shorewood with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Shorewood: For many families, a vacation wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Shorewood: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Shorewood

Shorewood, nestled near Milwaukee, offers a delightful blend of outdoor adventures and romantic scenery. With its family-friendly atmosphere and charming neighborhoods, visitors can enjoy sunny weather while exploring local gems like the Roosevelt Grove House. Mid-June is an ideal time to experience the vibrant community and scenic surroundings, making it a perfect vacation spot for those seeking both relaxation and recreation.

  • Milwaukee: Milwaukee is a vibrant metropolis that offers a diverse range of experiences for visitors. Located in close proximity to Shorewood, this city is perfect for outdoor enthusiasts, families, and couples looking for a romantic getaway. Explore the lively arts scene with music concerts and theater performances, or enjoy educational attractions that the city has to offer. With its iconic landmarks, including sports facilities and beautiful lakes, Milwaukee provides ample opportunities for fun and relaxation. Don't miss a chance to visit its stunning waterfront, where you can enjoy scenic walks and various recreational activities.
  • Downtown Milwaukee: Just 3 miles from Shorewood, Downtown Milwaukee is a bustling neighborhood that caters to families, sports fans, and those seeking a romantic atmosphere. The area buzzes with energy, featuring numerous venues for music concerts and theater productions. Visitors can revel in the excitement of local sports events at nearby stadiums and conference venues. Downtown Milwaukee is also home to a variety of restaurants, shops, and cultural attractions, making it a must-visit destination for anyone looking to experience the heart of the city.
  • Downer Woods: Located a mere 0.8 miles from Shorewood, Downer Woods is a picturesque neighborhood known for its lush scenery and outdoor activities. Ideal for families and nature lovers, this area offers a tranquil escape with beautiful trails and recreational areas. Visitors can engage in educational experiences at the nearby modern university or relax at the local beach by the lake. Downer Woods is a perfect spot for leisurely strolls, picnics, and enjoying the natural beauty that Milwaukee has to offer.

Best time to go to Shorewood

If you're planning a trip to Shorewood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and June, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)Light RainMostly CloudyAverageSlightly Low
February23.5°F (-4.7°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March34.7°F (1.5°C)Light RainMostly CloudySlightly HighAverage
April43.7°F (6.5°C)Light RainMostly CloudySlightly HighSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnySlightly HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
October52.0°F (11.1°C)Light RainMostly SunnySlightly LowAverage
November39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that meets your budget, utilize our filters to narrow down your options based on price, location, and the type of vacation rental you prefer.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly has its benefits. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is designed to help you plan your travels seamlessly. Here, you can create new trips, manage your existing plans, and easily review your bookings. Your saved or booked properties are conveniently organized into categories such as Potential Trips, Upcoming Trips, and Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Shorewood?
In Shorewood, vacation houses are the most popular type of rental accommodation, with about 15 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and outdoor spaces such as decks or gardens, making them suitable for families or groups looking for a comfortable stay. Additionally, there are several apartments offered, which provide a more compact option for travelers. These apartments typically include essential amenities like fully equipped kitchens and cozy living spaces, ideal for couples or solo travelers.
Are there any beach house rentals in Shorewood?
In Shorewood, Wisconsin, there are about 18 beach house vacation rentals available. These rentals are primarily located near the picturesque shores of Lake Michigan, offering easy access to the waterfront and scenic views. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor decks or patios, superb for enjoying the lake breeze. Many properties also come with features like multiple bedrooms, private yards, and sometimes even direct beach access, making them suitable for families or groups looking for a relaxing getaway by the lake.
How much does it cost to rent a vacation home in Shorewood?
Prices for vacation rentals in Shorewood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shorewood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shorewood vacation house rentals?
You can find great discounts on house rentals in Shorewood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Shorewood?
In Shorewood, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals, as well as coffee and tea makers for that morning caffeine boost. Many rentals also offer onsite parking, making it convenient for those who drive. Additionally, balconies and patios are common features, providing outdoor spaces for guests to relax and enjoy the neighborhood's charm.
Are there any family house rentals in Shorewood?
In Shorewood, Wisconsin, there are several family-friendly house rentals available, with around 11 options to choose from. This charming suburb of Milwaukee offers a variety of homes that cater to families, featuring spacious layouts, multiple bedrooms, and amenities suitable for both relaxation and entertainment. Many properties include full kitchens for preparing family meals, comfortable living areas for gathering, and outdoor spaces for children to play.

Visitors can enjoy the picturesque surroundings, with nearby points of interest such as Atwater Park, which provides access to beautiful views of Lake Michigan and walking trails. Additionally, the vibrant local community is just a short drive from downtown Milwaukee, where families can explore attractions like the Milwaukee County Zoo and Discovery World.
Can I rent a vacation home with a pool or hot tub in Shorewood?
In Shorewood, Wisconsin, there are several vacation homes available for rent that come with pools or hot tubs, providing great options for relaxation and leisure. This charming suburb of Milwaukee features a mix of residential areas and parks, making it a lovely destination for travelers. Many of the available properties offer amenities such as private hot tubs, swimming pools, spacious outdoor patios, and fully equipped kitchens, which are superb for families or groups looking to unwind after a day of exploration.

Additionally, the location allows easy access to nearby attractions, including Lake Michigan and local parks, ensuring that visitors can enjoy both comfort and the natural beauty of the area.
Are there any Shorewood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shorewood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Shorewood?
In Shorewood, Wisconsin, there are several pet-friendly vacation rentals available for those looking to enjoy a getaway with their furry companions. Many of these rentals are conveniently located near the scenic shoreline of Lake Michigan, providing opportunities for outdoor activities and exploration. Travelers can expect amenities such as spacious backyards, modern kitchens, and comfortable living areas, making them suitable for families or groups.

Additionally, the nearby Atwater Park offers beautiful views of the lake, walking trails, and picnic areas that are superb for spending time outdoors with pets. Shorewood's charming residential neighborhoods feature tree-lined streets and easy access to local shops and restaurants, enhancing the overall experience for visitors.
Can I find long-stay vacation rentals in Shorewood?
A long-stay vacation rental in Shorewood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Shorewood for a vacation rental?
March marks the onset of peak season in Shorewood, attracting visitors eager to enjoy the vibrant atmosphere of spring. From March to May, the area comes alive with blossoming greenery and mild temperatures ranging from the low 30s to mid-60s Fahrenheit, creating an inviting backdrop for outdoor activities and sightseeing.

During this period, travelers can partake in leisurely strolls along the scenic Lake Michigan shoreline, exploring the charming local parks and beautiful waterfront views. March, in particular, offers a unique charm as the community begins to shake off winter, making it an ideal time for those seeking a refreshing getaway before the summer crowds arrive.

For those considering a more budget-friendly option, December presents a quieter time to visit Shorewood. While temperatures may dip into the low 20s, this month provides an opportunity to experience the festive holiday spirit with charming decorations and local events, all while enjoying lower rates on vacation rentals.

Ultimately, the best time to book a vacation rental in Shorewood depends on your preferences.
Are there any remote work vacation rentals in Shorewood?
In Shorewood, Wisconsin, there are plenty of remote work vacation rentals available, with around 22 options to choose from. This charming suburb, located just north of Milwaukee, offers a mix of modern amenities and a cozy atmosphere. Travelers can expect rentals that feature dedicated workspaces with desks and ergonomic chairs, high-speed Wi-Fi, and comfortable living areas conducive to productivity. Many properties also include fully equipped kitchens, allowing guests to prepare meals while enjoying a home-like experience.

The neighborhood is known for its beautiful tree-lined streets and proximity to Lake Michigan, providing opportunities for outdoor activities during breaks from work. Nearby parks, such as Estabrook Park, offer scenic walking trails and picnic areas. Additionally, the vibrant local dining scene and shops are just a short drive away, making it easy for remote workers to unwind after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Shorewood vacation rental?
Book your Shorewood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shorewood?
In Shorewood, Wisconsin, visitors can enjoy several attractions that highlight the area's charm. The Shorewood Village Center offers a variety of shops, cafes, and local eateries, providing a pleasant atmosphere for strolling and dining. The nearby Lake Michigan shoreline features beautiful parks such as Atwater Park, where guests can enjoy scenic views, walking paths, and picnic areas.

Additionally, the North Shore Channel Trail is superb for outdoor enthusiasts, offering opportunities for biking and jogging along the picturesque waterway. Art lovers can explore the historic architecture and public art installations scattered throughout the neighborhood.
Can I change or cancel my Shorewood home rental booking on Vrbo?
To find Shorewood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shorewood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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