Sullivan vacation rentals

We found 37 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Sullivan that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, including air conditioning and cable TV. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Sullivan

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Find out more about Sullivan

Find out more about Sullivan

Why visit Sullivan

  1. Outdoor Adventures: Enjoy stunning scenery through hiking, biking, and exploring urban parks.
  2. Romantic Getaways: Experience a charming atmosphere perfect for couples seeking relaxation.
  3. Family-Friendly Activities: Discover attractions and fairgrounds that cater to families and cultural enthusiasts.
  4. Waterfront Towns: Explore nearby picturesque towns that enhance the allure of Sullivan.
  5. Diverse Accommodation Options: Choose from various rentals, including cozy cabins and spacious apartments.

Popular types of accommodation in Sullivan

Discover your ideal getaway in Sullivan with our selection of vacation rentals. Whether you prefer a private vacation home, a cozy condo, or a spacious apartment, we’ve got you covered. Explore options for cabin rentals, apartments for rent, and residential properties to suit your needs. With transparency and savings at the forefront, your perfect Sullivan retreat is just a click away!

  • Houses: The top choice for visitors in Sullivan, these homes offer spacious and comfortable living for families or groups seeking a home-like atmosphere.
  • Condos: A great option for those looking for modern amenities and easy access to local attractions, perfect for couples and small families.
  • Apartments: Ideal for solo travelers or couples, these rentals provide convenience and a central location in Sullivan.
  • Cabins: For a rustic experience, cabins offer a cozy retreat surrounded by nature, perfect for outdoor enthusiasts.
  • Cottages: Charming and quaint, cottages in Sullivan are perfect for a romantic getaway or a peaceful escape.**

Top attractions in Sullivan

Sullivan, Wisconsin, is perfect for outdoor, romantic getaways, offering stunning scenery and various attractions. Explore urban parks, modern colleges, and fairgrounds that cater to families and culture enthusiasts alike. For an unforgettable experience, consider beachfront rentals to enhance your stay. Whether you're travelling solo, as a couple, or with family, Sullivan has something for everyone to enjoy during your visit.

  1. University of Wisconsin-Whitewater: Experience the vibrant atmosphere of this modern university, located 22.5km from Sullivan. With its lively campus and engaging community events, it's a great spot to soak in the local city vibes.
  2. Oconomowoc Historical Museum: Situated 12.9km from Sullivan, this museum immerses you in local culture and history. Explore fascinating exhibits that reflect the rich past of the Oconomowoc area.
  3. Fowler Lake Park: Just 14.5km from Sullivan, this urban park offers a perfect blend of outdoor activities and family-friendly spaces, ideal for picnics and leisurely strolls by the serene lake.

Things to do recommended for couples

For a romantic getaway in Sullivan, explore the charming Pieper Porch Winery and Vineyard, just 24.1km away, where you can enjoy delightful wines and a lovely atmosphere. Alternatively, visit Two Brothers Wines, located 27.4km away, for more entertainment and romance to enhance your couples' retreat.

Things to do recommended for families

Families visiting Sullivan, Wisconsin can unwind at Lac La Belle, just 14.5km away, for relaxation. The Imagination Station playground, located 12.9km away, offers outdoor fun, while the Springs Water Park, 25.7km from Sullivan, provides thrilling water adventures for everyone.

Things to do recommended for groups

Explore the Johnson Creek Premium Outlets for shopping, enjoy a delightful evening at the Fireside Dinner Theatre, or challenge your friends at the Oconomowoc Golf Club for a round of golf. Each experience offers a unique local vibe perfect for group travelers!

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

If you're planning a trip with friends, family, pets, or looking for extended stays, it's important to prioritize your preferences when filtering your options. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Sullivan with a group: Think about how many bedrooms you require, as well as additional features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Sullivan with young kids: Travelling 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, considering how close you are to family-friendly attractions can enhance your overall experience.
  • Taking your pets with you to Sullivan: For many families, a getaway isn't truly satisfying without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Sullivan: If you're in search of vacation rentals with discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features like a parking space, an inviting kitchen, or a private pool to your search criteria as well.

Where to stay in Sullivan

Sullivan, Wisconsin, offers a charming blend of outdoor adventures and romantic scenery perfect for a relaxing getaway. Explore nearby cities like Mt. Pleasant and family-friendly neighborhoods that showcase the warmth of friendly locals. Discover the allure of waterfront towns and the vibrant atmosphere that make Sullivan a delightful destination. Whether you seek luxury or a laid-back vibe, Sullivan and its surroundings promise memorable experiences for every traveller.

  • Rome: Nestled a mere 4.8km from Sullivan, Rome is a charming village that captivates visitors with its outdoor and sports offerings. Known for its picturesque golf courses and a thrilling water park, Rome is ideal for those seeking romance or family-friendly fun. The local landmarks, including serene lakes and a vibrant town neighbourhood, provide a perfect backdrop for relaxation and adventure. Whether you’re teeing off at the golf course or enjoying the excitement of the theme park, Rome promises an unforgettable travel experience.
  • Concord: Located in close proximity to Sullivan, Concord is a lively village that appeals to thrill-seekers and outdoor enthusiasts. With its karting tracks and arcade adventure zones, Concord provides ample excitement for all ages. The nearby stadium and racetrack offer a unique glimpse into local sports culture, while the stunning national state park invites visitors to explore nature’s beauty. Whether you’re racing on the track or enjoying a family outing, Concord is a delightful destination for adventure and recreation.
  • Helenville: Approximately 9.7km from Sullivan, Helenville is a picturesque city that enchants visitors with its scenic beauty and romantic atmosphere. The city boasts an array of outdoor recreational areas, a vibrant theatre scene, and a dedicated arts centre, making it a cultural hub for exploration. Nearby landmarks, such as a stunning lake and a national state park, offer breathtaking views and opportunities for nature walks. Helenville is perfect for those looking to immerse themselves in both art and nature, ensuring a memorable visit.

Best time to go to Sullivan

If you're planning a trip to Sullivan, 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 February and April tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January19.8°F (-6.8°C)No Rain (Dry)Mostly CloudyLowSlightly Low
February21.9°F (-5.6°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March35.1°F (1.7°C)Light RainMostly CloudyAverageSlightly Low
April45.3°F (7.4°C)Light RainMostly CloudyLowAverage
May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnyHighSlightly High
July71.8°F (22.1°C)Light RainMostly SunnyHighSlightly High
August70.0°F (21.1°C)Light RainMostly SunnyHighSlightly High
September63.3°F (17.4°C)Light RainMostly SunnyAverageAverage
October50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
November37.8°F (3.2°C)Light RainMostly SunnyAverageAverage
December27.7°F (-2.4°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Flexibility with your travel dates can be a great strategy, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new itineraries, resume your previous ones, or manage your travel arrangements all in one place. Here, you’ll see the properties you’ve saved or reserved neatly organized into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Sullivan getaway

Learn about the unique charm of Sullivan with a stay in a private vacation home. 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

Are you hoping to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Sullivan has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kettle Moraine Ranch (10.9 mi / 17.5 km)
  • Springs Water Park (15.9 mi / 25.6 km)
  • Jefferson Speedway (17.6 mi / 28.3 km)
  • Erin Hills Golf Course (19.1 mi / 30.8 km)
  • Oconomowoc Golf Club (9.5 mi / 15.3 km)
  • Jefferson Golf Club (10.5 mi / 16.9 km)

Exploring the natural features in Sullivan

Whether you're an active traveler or just want to take in the scenery, Sullivan is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Fowler Lake Park (8.6 mi / 13.8 km)
  • Lac La Belle (8.8 mi / 14.2 km)
  • Nagawaukee County Park and Beach (11.7 mi / 18.8 km)
  • Family Camp Beach (14.3 mi / 22.9 km)
  • Pewaukee Lake (14.8 mi / 23.8 km)
  • Green Lake (16.2 mi / 26.1 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 center.

Frequently asked questions

What is the best area to stay in Sullivan when booking a vacation rental?
When considering a vacation rental in Sullivan, Wisconsin, a delightful choice would be the area surrounding the charming Lake Koshkonong. This neighbourhood not only offers picturesque views but also provides easy access to a variety of outdoor activities. Visitors can enjoy fishing, boating, and hiking, making it a great spot for those who appreciate nature.

Another appealing option is the vicinity of the Kettle Moraine State Forest. This region is renowned for its stunning landscapes and extensive trails, ideal for hiking, biking, and even horseback riding. The forest's diverse flora and fauna are a significant draw for wildlife enthusiasts and photographers alike.
How much does it cost to rent a vacation home in Sullivan?
Prices for vacation rentals 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. Vrbo offers something for every taste and budget, from affordable rentals in Sullivan to more spacious homes.
Are there any discounts for Sullivan vacation house rentals?
You can find great discounts on house rentals in Sullivan 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.
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 Beaver Lake is an excellent choice. This picturesque location offers a variety of rental properties, including lakeside cabins and charming homes. Many of these accommodations come equipped with essential amenities such as outdoor decks for relaxing and barbecuing, private docks for swimming or fishing, and spacious living areas ideal for family gatherings.

In addition to Beaver Lake, the nearby Kettle Moraine State Forest provides a wealth of outdoor recreational activities. Travellers can find rentals that not only offer proximity to the lake but also easy access to hiking and biking trails. Some properties in this region may feature fire pits for evening gatherings and cozy interiors with fireplaces, great for unwinding after a day in nature.
Where are the best Sullivan ski resort rentals?
For ski resort rentals near Sullivan, Wisconsin, travellers should consider the nearby area of Lake Geneva, which is approximately a 30-minute drive away. This charming lakeside town offers a variety of vacation rentals that cater to winter sports enthusiasts. Many properties here come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks, providing a cosy retreat after a day on the slopes.

In the Lake Geneva area, visitors can find a mix of modern condos and rustic cabins, some of which feature fireplaces and hot tubs, great for warming up and unwinding. The local surroundings also provide access to nearby ski areas, with options for both downhill and cross-country skiing, ensuring a range of experiences for winter sports lovers.
What is the most popular type of vacation rental accomodation in Sullivan?
In Sullivan, vacation houses are the most popular type of accommodation, with several available in the area. These properties typically provide spacious living environments, featuring multiple bedrooms and fully equipped kitchens that allow guests to prepare their own meals. Many of these houses also come with outdoor spaces, such as decks or patios, superb for enjoying the serene surroundings. The peaceful setting of Sullivan makes these vacation houses an ideal choice for families or groups looking to relax and unwind while exploring the local natural beauty.
Are there any family house rentals in Sullivan?
In Sullivan, Wisconsin, there are several family-friendly house rentals available, making it an inviting destination for those travelling with children. Visitors will find accommodations that often include spacious living areas and fully equipped kitchens, superb for preparing meals together after a day of exploring. Many properties also offer outdoor spaces where kids can play and enjoy the fresh air.
Can I find long-stay vacation rentals in Sullivan?
A long-stay vacation rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Sullivan?
In Sullivan, there are several pet-friendly house rentals available, making it a great destination for travellers with pets. These accommodations typically offer amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Many properties are situated near local parks and green spaces, providing excellent opportunities for walks and outdoor activities with your furry friends.
Are there any remote work vacation rentals in Sullivan?
In Sullivan, Wisconsin, there are several vacation rentals that cater to remote work needs. This charming area offers a serene environment, making it an ideal spot for those looking to balance work and relaxation. Many properties are equipped with reliable Wi-Fi, dedicated workspaces, and comfortable amenities to ensure productivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sullivan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals 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 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.
What are popular rental amenities in Sullivan?
In Sullivan, popular vacation rental amenities include modern kitchens equipped with dishwashers and microwaves, making meal preparation convenient for guests. Many rentals also feature blenders for those who enjoy making smoothies or other blended drinks, and coffee makers are commonly provided to ensure a fresh brew is always on hand.
When is the best time to visit Sullivan for a vacation rental?
The most popular time to visit Sullivan for a vacation rental is during the peak season from June to August. This vibrant summer period attracts families and outdoor enthusiasts alike, eager to take advantage of the warm weather and abundant recreational activities. With temperatures typically ranging from 25 to 30 degrees Celsius, it's an ideal time for boating, fishing, and exploring the picturesque lakes in the area.

July stands out as the most sought-after month, where visitors can take part in the lively atmosphere, enjoying local events and community gatherings. The long, sunny days are superb for outdoor adventures, whether it's hiking the scenic trails or relaxing by the water.

If you're looking for a more budget-friendly option, consider visiting in February. Although it's a quieter period, Sullivan offers a unique charm during winter months, with opportunities for picturesque walks in the snow and serene moments by the lakeside. Many visitors find the peacefulness of this time allows for a more reflective experience, away from the hustle and bustle of the peak season.
How early should I book a Sullivan vacation rental?
Book your Sullivan 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.
Can I change or cancel my Sullivan home rental booking on Vrbo?
To find Sullivan 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 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 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Sullivan 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.

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