Sullivan holiday rentals

We found 40 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Sullivan that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include a hot tub and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the perfect holiday rental for your Sullivan getaway

Learn about the unique charm of Sullivan 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 Sullivan

Do you want to discover top things to see and do in the city? Venture out of your cosy holiday rental and check out everything that makes Sullivan a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Kettle Moraine Ranch (10.9 mi / 17.5 km)
  • Springs Water Park (15.9 mi / 25.6 km)
  • Busy Barns Adventure Farm (16.7 mi / 26.9 km)
  • Erin Hills Golf Course (19.1 mi / 30.8 km)
  • Oconomowoc Golf Club (9.5 mi / 15.3 km)
  • Pewaukee Golf Club (16.3 mi / 26.2 km)

Exploring the natural features in Sullivan

Whether you're an active traveller or just want to appreciate the scenery, Sullivan is a great place to spend some time outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Fowler Lake Park (8.6 mi / 13.8 km)
  • Lac La Belle (8.8 mi / 14.2 km)
  • Pewaukee Lake (14.8 mi / 23.8 km)
  • Green Lake (16.2 mi / 26.1 km)
  • Beulah Island (16.2 mi / 26.1 km)
  • Fox River Park (16.4 mi / 26.3 km)

How to get to and around Sullivan

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 17.7 mi (28.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Sullivan when booking a holiday rental?
When considering a holiday rental in Sullivan, Wisconsin, the area surrounding the charming downtown offers a delightful blend of convenience and local charm. This part of Sullivan is well-situated for easy access to the scenic beauty of the surrounding countryside, making it superb for those who enjoy outdoor activities.One of the top attractions nearby is the picturesque Kettle Moraine State Forest, which provides numerous opportunities for hiking, biking, and enjoying nature. Additionally, the historical significance of the area can be appreciated at the Sullivan Historical Society, where you can delve into the local heritage.While there are a variety of properties available in this area, you'll find that many are set in peaceful residential neighbourhoods, providing a tranquil retreat after a day of exploration.
Where are the best areas for renting a beach house in Sullivan?
For renting a beach house in Sullivan, Wisconsin, the area surrounding the shores of Lake Koshkonong is a prime choice. This picturesque lake offers a variety of rental properties, from charming cottages to spacious homes that can accommodate families or groups. Many beach houses in this vicinity come with amenities such as private docks, outdoor patios, and fire pits, allowing guests to enjoy evenings by the water or engage in recreational activities like swimming and fishing right from their doorstep.The nearby village of Sullivan itself provides easy access to local shops and restaurants, enhancing the convenience of your stay. Additionally, properties along the lake often feature large windows that showcase stunning views of the water, as well as fully equipped kitchens for those who prefer to prepare their own meals after a day of outdoor adventures.For those seeking a more tranquil experience, the surrounding natural areas offer opportunities for hiking and exploring the beautiful landscapes.
Where are the best Sullivan ski resort rentals?
For those seeking ski resort rentals near Sullivan, Wisconsin, the nearest ski area is Alpine Valley Resort, located just a short drive away. In the nearby towns of Elkhorn and East Troy, travellers can find a variety of rental options that cater to winter sports enthusiasts. Many of these properties include cozy cabins and chalets, often featuring amenities such as fireplaces, fully equipped kitchens, and spacious living areas, providing a comfortable retreat after a day on the slopes.In Elkhorn, visitors can enjoy convenient access to local shops and dining options, enhancing their stay. Some rentals may even offer outdoor spaces with fire pits or decks, superb for enjoying the crisp winter air. East Troy also boasts charming accommodations, with some properties located near the scenic countryside, allowing for a peaceful atmosphere amid nature.For those looking to combine skiing with other winter activities, the region provides opportunities for snowshoeing and sledding, making it an appealing destination for families and groups.
What is the most popular type of holiday rental accomodation in Sullivan?
In Sullivan, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties typically offer spacious living arrangements, including multiple bedrooms and fully equipped kitchens, allowing guests to enjoy a comfortable stay. Many of these houses also feature outdoor areas, such as patios or gardens, great for relaxing after a day of exploring the nearby natural attractions.
Are there any family house rentals in Sullivan?
In Sullivan, Wisconsin, there are several family-friendly house rentals available, suiting various needs for those travelling with children. Visitors can find homes in peaceful neighbourhoods that often feature spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.Many properties provide essential amenities such as Wi-Fi and comfortable furnishings, ensuring a pleasant stay for families. The area is close to local parks and recreational opportunities, making it ideal for outdoor activities.
Are there pet-friendly house rentals in Sullivan?
In Sullivan, Wisconsin, there are several pet-friendly house rentals available, offering a delightful stay for those travelling with their furry companions. Many of these rentals come equipped with essential amenities such as fully stocked kitchens, outdoor spaces for pets to roam, and comfortable living areas suitable for relaxation after a day of exploring.The area surrounding Sullivan is known for its serene landscapes and outdoor recreational opportunities, making it an excellent choice for pet owners. Nearby parks and natural areas provide ample space for walks and playtime, ensuring a fulfilling experience for both pets and their owners.
Are there any remote work holiday rentals in Sullivan?
In Sullivan, Wisconsin, there are several remote work holiday rentals available, providing a comfortable setting for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, ensuring you can stay connected during your stay. You'll find a range of accommodations that offer spacious work areas, making it easy to set up your remote workspace.The area itself is charming, with local parks and natural beauty nearby, providing a great backdrop for breaks between work hours. Sullivan's friendly community and access to local cafes also add to the appeal, allowing for a pleasant working environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Sullivan?
In Sullivan, popular holiday rental amenities include balconies or patios that provide guests with a lovely outdoor space to relax and enjoy the surrounding scenery. Many properties are equipped with kitchens, allowing travellers to prepare their own meals, while fireplaces add a cosy touch for those chilly evenings. Additionally, some rentals feature blenders for making smoothies or cocktails, enhancing the home-away-from-home experience.
When is the best time to visit Sullivan for a holiday rental?
The peak travel season in Sullivan runs from June to August, making it an ideal time for families and outdoor enthusiasts seeking summer fun. July is particularly popular, with warm temperatures averaging around 20 to 30 degrees Celsius, superb for a variety of activities such as boating, fishing, and enjoying the scenic beauty of local parks. The town buzzes with visitors, creating a lively option that enhances the overall experience.If you're looking for a more tranquil getaway, consider visiting in February. Although this is the low season, it offers a unique charm with fewer crowds and a peaceful atmosphere, allowing for a more relaxed exploration of Sullivan's natural wonders. The winter landscape presents a different kind of beauty, and the cool temperatures (around -5 to 5 degrees Celsius) can be invigorating for those who enjoy crisp outdoor walks.Ultimately, the best time to visit Sullivan for a holiday rental will depend on whether you prefer the vibrant energy of summer activities or the serene quiet of winter months.
What are the top attractions in Sullivan?
In Sullivan, Wisconsin, visitors can enjoy a variety of attractions that highlight the area's natural beauty and small-town charm. The nearby Kettle Moraine State Forest offers extensive hiking and biking trails, providing great opportunities for outdoor enthusiasts to explore the scenic landscape. The forest is known for its glacial landforms, making it a great spot for both casual walks and more challenging hikes.For those interested in water activities, the nearby Lake Koshkonong is popular for fishing, boating, and swimming, with several parks along the shore offering picnic areas and picnic tables. The lake provides a relaxing setting for a day out with family or friends.In the town itself, visitors can experience the local culture by exploring the quaint shops and eateries that reflect the community's character.
Are all fees included in the Sullivan 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 Sullivan holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sullivan 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 Sullivan holiday homes?
You can find great discounts on holiday homes in Sullivan 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 Sullivan holiday home booking on Stayz?
To find Sullivan 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 Sullivan?
A long-stay holiday home in Sullivan 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 Sullivan holiday home?
Book your Sullivan 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 Sullivan?
Prices for holiday homes in Sullivan 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 Sullivan 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.

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