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Shorewood Hills vacation rentals

We found 170 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Shorewood Hills that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include WiFi and a hot tub. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about Shorewood Hills

Why visit Shorewood Hills

  • Scenic Outdoor Adventures: Shorewood Hills offers stunning treetop views and access to beautiful beaches, perfect for nature enthusiasts.
  • Cultural Experiences: Explore nearby colleges and universities that provide a rich historical backdrop and vibrant atmosphere.
  • Family-Friendly Activities: The area is known for activities suitable for all ages, making it a great destination for families.
  • Diverse Accommodation Options: Choose from private vacation homes, charming cottages, and luxury apartments to suit your stay.
  • Welcoming Community: Enjoy the friendly faces and local eateries that reflect the warmth of Shorewood Hills.

Popular types of accommodation around Shorewood Hills

If you're wondering what accommodations await you in Shorewood Hills, worry not—we've got you covered. The most sought-after options include Houses, charming Cottages, and cozy Cabins. For those looking for a more urban experience, you'll find a variety of Shorewood apartments, luxury apartments, and Boulevard apartments available for rent. Whatever your preference, Shorewood Hills has something to offer every traveler.

  • Houses: These spacious and comfortable homes are the top choice for visitors, ideal for families or groups seeking a home-like atmosphere during their stay.
  • Cottages: Quaint and cozy, cottages offer a charming escape, perfect for couples or small families looking for a peaceful retreat.
  • Cabins: Nestled in nature, cabins provide a rustic and serene environment for those wanting to immerse themselves in the great outdoors.
  • Apartments: Conveniently located, apartments are a great option for those wanting a more urban experience with easy access to local attractions.
  • Condos: Offering modern amenities and often located in desirable areas, condos are popular for their blend of comfort and style.**

Top attractions near Shorewood Hills

Shorewood Hills, Madison, is perfect for city-themed, business, and outdoor vacations. Visitors can explore a variety of attractions, including modern colleges and universities, entertainment arenas, and beautiful beaches. Whether you're seeking cultural experiences, family-friendly activities, or a relaxing beach day, Shorewood Hills has something to offer for every traveler looking to enjoy this charming area.

  • University of Wisconsin-Madison: A vibrant hub of education and culture, this campus boasts stunning architecture and lush green spaces. Experience the lively atmosphere, attend events, or explore the university's art galleries and museums.
  • Alliant Energy Center: This multi-purpose arena offers a variety of entertainment options, from concerts to sporting events, perfect for families. Enjoy a lively atmosphere with food vendors and engaging activities.
  • Wisconsin State Capitol: An architectural marvel, this modern civic building features beautiful dome views and guided tours. Discover the history and significance of Wisconsin's government in a stunning setting.

Things to do recommended for couples

For a romantic getaway in Shorewood Hills, visit Wollersheim Winery, 20 miles away, or Drumlin Ridge Winery, just 8 miles from your location. Enjoy the charming ambiance and entertainment vibes, perfect for couples looking to relax and unwind together.

Things to do recommended for families

During your family vacation in Shorewood Hills, explore the excitement of Camp Randall Stadium, just 2 miles away, and enjoy the serene vibes at Vilas Park, also 2 miles from your stay. For more relaxation, visit Reddan Soccer Park, located 7 miles away, perfect for family wellness activities.

Things to do recommended for groups

Groups visiting Shorewood Hills can shop at Hilldale Shopping Center for a mix of entertainment and city vibes, unwind with drinks at the romantic Memorial Union Terrace, or enjoy the outdoors with a scenic run along the Lake Monona shoreline.

*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 Hills

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—it's important to prioritize your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Shorewood Hills with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Shorewood Hills with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Shorewood Hills: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Shorewood Hills: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Shorewood Hills

Shorewood Hills, nestled near Madison, Wisconsin, offers a charming blend of urban living and outdoor adventures. Explore stunning treetop views and the vibrant atmosphere of family-friendly neighborhoods. With easy access to the large Madison campus, visitors can enjoy a rich historical backdrop while savoring local eateries and friendly faces. Whether you’re here for business or leisure, Shorewood Hills promises an unforgettable experience in this welcoming community.

  • Madison: As the vibrant capital of Wisconsin, Madison offers a blend of family-friendly activities and outdoor adventures. Shorewood Hills is nestled within this dynamic city, making it convenient for travelers to explore the University of Wisconsin-Madison campus, known for its impressive architecture and vibrant student life. Visitors can enjoy a day at the bustling shopping mall centers or catch a game at the local sports facility stadium. The city's beautiful parks and lakes provide ample opportunities for outdoor recreation, making it a perfect destination for nature lovers.
  • Downtown Madison: Located just 3 miles from Shorewood Hills, Downtown Madison is a bustling urban hub that invites exploration. This neighborhood is rich in culture and family-oriented activities, featuring a variety of theaters, shops, and restaurants. Visitors can experience the lively atmosphere of the area while enjoying educational opportunities at local museums or indulging in retail therapy at popular shopping destinations. Don't miss the chance to visit the impressive local stadium, where you can catch exciting sports events throughout the year.
  • Middleton: A charming city located 3 miles from Shorewood Hills, Middleton is renowned for its outdoor spaces and family-friendly ambiance. This vibrant community is perfect for those seeking recreational areas and shopping experiences. Visitors can explore the beautiful lakes and parks that offer picturesque views and activities for all ages. The proximity to the University of Wisconsin-Madison adds an educational touch, while the local stadium provides entertainment options for sports enthusiasts. Middleton’s inviting atmosphere makes it an excellent addition to your vacation itinerary.

Best time to go to Shorewood Hills

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.7°F (-7.4°C)No Rain (Dry)Mostly CloudyLowAverage
February20.7°F (-6.3°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March34.7°F (1.5°C)Light RainMostly CloudyLowSlightly Low
April45.3°F (7.4°C)Light RainMostly CloudyAverageSlightly Low
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnyHighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnyHighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyHighSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
November37.0°F (2.8°C)Light RainMostly SunnyAverageAverage
December26.6°F (-3.0°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, resume planning from where you last stopped, or view and arrange your existing plans. You'll find your saved or booked properties neatly organized under categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply 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 Hills?
In Shorewood Hills, vacation houses are the most popular type of rental, with several available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many vacation houses also offer outdoor spaces, such as patios or gardens, great for relaxing after a day of exploring the nearby parks and enjoying the scenic views of Lake Mendota.
How much does it cost to rent a vacation home in Shorewood Hills?
Prices for vacation rentals in Shorewood Hills 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 Hills 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 Hills vacation house rentals?
You can find great discounts on house rentals in Shorewood Hills 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 Hills?
In Shorewood Hills, vacation rentals often feature a range of popular amenities that cater to travelers' needs. Many properties allow dogs and cats, making it a pet-friendly destination for those traveling with furry companions. Fitness facilities are commonly available, providing guests with the opportunity to maintain their workout routines during their stay. Most rentals come equipped with fully functional kitchens, allowing guests to prepare their meals and enjoy dining in. Onsite parking is also a typical amenity, making it convenient for guests with vehicles.
Can I find family house rentals in Shorewood Hills?
In Shorewood Hills, Wisconsin, there are several family-friendly house rentals available. This charming area offers spacious homes that are great for families looking to enjoy a peaceful getaway while still being close to various attractions. Many properties feature amenities such as full kitchens for preparing family meals, cozy living rooms for relaxation, and outdoor spaces where children can play and explore.

Visitors will appreciate the convenient location, with nearby points of interest including the scenic shores of Lake Mendota and the vibrant community of Madison, known for its parks and cultural attractions. Families can easily access activities like hiking, biking, and picnicking in the surrounding natural areas, ensuring a delightful experience for all ages.
Are there any Shorewood Hills vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shorewood Hills 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.
Can I book pet-friendly vacation rentals in Shorewood Hills?
Yes, you can book pet-friendly vacation rentals in Shorewood Hills, Wisconsin. This charming neighborhood offers several options for travelers looking to bring their furry friends along. Many of the vacation rentals here feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy fresh air.

The area is also conveniently located near parks and green spaces, providing great opportunities for pet owners to take leisurely walks or enjoy outdoor activities with their pets.
Can I find long-stay vacation rentals in Shorewood Hills?
A long-stay vacation rental in Shorewood Hills 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 Hills for a vacation rental?
The best time to visit Shorewood Hills for a vacation rental is during the peak season from July to September. This vibrant period attracts travelers looking to enjoy the area's beautiful outdoor spaces and community events, making it an ideal time for those seeking activities like hiking, biking, or simply relaxing by the lakeside.

July stands out as the most popular month, where you can take advantage of warm temperatures in the mid-70s to low 80s Fahrenheit. The pleasant weather allows for comfortable outdoor exploration, including visits to local parks and nearby attractions. Additionally, you'll find a lively option with various festivals and events that showcase the charm of the community.

For those looking to travel on a budget, consider planning your visit in December. While it is considered the low season, this month offers a unique opportunity to experience the quiet beauty of winter in Shorewood Hills. While outdoor activities might be limited, the serene surroundings provide a peaceful retreat, great for unwinding and reflecting.
Are there any remote work vacation rentals in Shorewood Hills?
In Shorewood Hills, Wisconsin, there are several vacation rentals available that cater to remote work needs. This charming neighborhood, known for its beautiful tree-lined streets and proximity to Lake Mendota, offers a peaceful environment suitable for focused work. Many of the rentals come equipped with reliable Wi-Fi, dedicated workspaces, and comfortable living areas, allowing travelers to balance work and leisure effectively.

Additionally, the area is close to parks and outdoor spaces, providing opportunities for breaks and relaxation. Local cafes and restaurants nearby also offer a change of scenery for those looking to work outside of their rental. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Shorewood Hills vacation rental?
Book your Shorewood Hills 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 Hills, Wisconsin, United States of America?
In Shorewood Hills, visitors can enjoy a serene atmosphere with several attractions and points of interest nearby. The neighborhood is located adjacent to the beautiful University of Wisconsin-Madison campus, where you can explore the Arboretum, a lovely natural area featuring walking trails and diverse plant life. The picturesque shores of Lake Wingra offer opportunities for kayaking and picnicking, making it a popular spot for both locals and visitors.

Shorewood Hills also boasts access to numerous parks, such as the charming Shorewood Park, which has playgrounds and picnic areas. For those interested in culture and history, the nearby Wisconsin Historical Museum and the Chazen Museum of Art on the university campus provide enriching experiences.
Can I change or cancel my Shorewood Hills home rental booking on Vrbo?
To find Shorewood Hills 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 Hills 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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