North Shore holiday rentals

We found 57 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in North Shore that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include a pool and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your North Shore getaway

Learn about the unique charm of North Shore with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around North Shore

Are you hoping to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes North Shore a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Cambridge Winery (8.9 mi / 14.3 km)
  • Lake Mills Golf Course (10.9 mi / 17.6 km)
  • Busy Barns Adventure Farm (4 mi / 6.4 km)
  • Edgerton Towne Country Club (8.8 mi / 14.2 km)
  • Jefferson Speedway (6.6 mi / 10.5 km)
  • Jefferson Golf Club (8.6 mi / 13.8 km)

Exploring the natural landscape of North Shore

Whether you're an adventurous traveller or just want to appreciate the scenery, North Shore is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Koshkonong (1.7 mi / 2.7 km)
  • Lake Ripley Park Beach (7.5 mi / 12.1 km)
  • Glacial Drumlin State Trail West (10.6 mi / 17.1 km)
  • Riverside Park (14.8 mi / 23.8 km)
  • Lake Kegonsa State Park (16.5 mi / 26.6 km)
  • Lake Kegonsa (17.3 mi / 27.8 km)

Travelling to and around North Shore

Fly into Dane County Regional Airport (MSN), the closest airport, located 26.6 mi (42.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in North Shore when booking a holiday rental?
When considering a holiday rental in North Shore, Wisconsin, the area offers a delightful blend of natural beauty and charming local attractions. One of the most appealing neighbourhoods is the scenic town of Bayfield, which boasts a number of properties ranging from cosy cottages to more spacious homes. This picturesque locale is renowned for its stunning views of Lake Superior and access to the Apostle Islands National Lakeshore, making it an ideal spot for nature enthusiasts.Another fantastic option is the quaint village of Ashland, where visitors can find a variety of rental properties, including waterfront homes that provide easy access to the lake. Ashland is not only rich in history but also offers vibrant cultural experiences, with the nearby Chequamegon National Forest providing ample opportunities for hiking and exploring. The area is known for attractions such as the Ashland Historical Museum and the unique murals that adorn the town, giving guests a taste of local artistry and heritage.
What are the top attractions in North Shore?
In North Shore, Wisconsin, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The stunning Lake Michigan shoreline offers scenic views and access to beaches, making areas like Highland Park and Glencoe particularly appealing for those seeking outdoor experiences. The Ravinia Festival, located in Highland Park, is a renowned summer music festival that draws visitors for its performances in a picturesque park setting.The beautifully preserved landscapes of the Chicago Botanic Garden in Glencoe provide a serene environment with walking paths, themed gardens, and seasonal events, making it a wonderful spot for relaxation and exploration. Additionally, the North Shore's numerous parks, such as the scenic Lighthouse Beach in Evanston and the expansive Skokie Lagoons, offer opportunities for hiking, biking, and birdwatching.Art enthusiasts can explore the impressive collection at the Block Museum of Art located in Evanston, while history buffs may enjoy visiting the Baha'i House of Worship in Wilmette, known for its stunning architecture and tranquil gardens.
Are all fees included in the North Shore holiday homes prices shown on Stayz?
Stayz 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.
Are there any North Shore holiday homes with parking?
Stayz offers a wide selection of holiday homes in North Shore with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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 any discounts for North Shore holiday homes?
You can find great discounts on holiday homes in North Shore on Stayz, 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.
Can I change or cancel my North Shore holiday home booking on Stayz?
To find North Shore holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in North Shore?
A long-stay holiday home in North Shore is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a North Shore holiday home?
Book your North Shore holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in North Shore?
Prices for holiday homes in North Shore 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in North Shore to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.