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  4. Rentals by Owner

Discover Your Perfect Sullivan Rentals by Owner

Sullivan Rentals by Owner

More Top-Rated Rentals by Owner in Sullivan Area

Why Choose Rent By Owner for your Sullivan vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sullivan

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here ensures you make the most of your rental experience, as seasonal variations can significantly enhance your enjoyment of this destination.

Peak Season Highlights

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Summer (June to August)

During summer, you can enjoy the warm weather and longer daylight hours in this destination, making it ideal for outdoor activities and exploring the region.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, offering a picturesque setting that enhances your outdoor experiences in the area during this peak period.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

While colder, winter offers a peaceful atmosphere with fewer visitors, providing a quiet retreat for those seeking solace in the region’s serene landscape.

Average Temperature Daytime: 20-30°F - Nighttime: 10-20°F
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Spring (March to May)

In early spring, the area begins to awaken with blooming flora and increasing temperatures, creating an inviting environment for a relaxed getaway outside the peak times.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Sullivan

How to Book Your Sullivan vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Sullivan

More Top-Rated Rentals by Owner in Sullivan Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas where you can savor meals surrounded by nature.
  • Take advantage of spacious yards perfect for outdoor games and activities.
  • Relax in private patios or decks that offer scenic views of the region’s natural beauty.
  • Make use of outdoor grills to prepare meals during your stay here.
  • Utilize pet-friendly outdoor spaces if you're traveling with furry friends.
  • Benefit from access to nearby hiking trails or walking paths that showcase the area's landscape.
  • Experience tranquility on outdoor lounge areas ideal for unwinding after a day exploring the region.

Top Attractions Around Sullivan

What attractions are nearby?

Within this charming area, you can enjoy outdoor activities such as fishing, hiking, and exploring local parks, offering a variety of leisure options just moments from your rental by owner here in Sullivan.

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Family Activities

  • Kettle Moraine State Forest: Explore the scenic trails and outdoor activities at this nearby state forest, offering family-friendly hiking and picnicking opportunities.
  • Little Switzerland Recreation Area: Enjoy a day of outdoor fun with nature walks, playgrounds, and peaceful lakeside settings perfect for family relaxation.
  • The Sullivan Area Museum: Discover local history through engaging exhibits that provide educational entertainment for children and adults alike.
  • Sullivan Community Park: Spend quality time with your loved ones at this charming park featuring open green spaces, sports facilities, and play areas suitable for all ages.
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Adult Activities

  • Sullivan Area Winery Tours: Explore local wineries to enjoy tastings and learn about regional viticulture in this charming part of Wisconsin.
  • Hiking at Riverside Trails: Discover scenic trails along the river, perfect for a relaxing hike amidst the region's natural beauty.
  • Golfing at Nearby Courses: Play a round of golf on well-maintained courses that offer picturesque views and a challenging experience for enthusiasts visiting here.
  • Fishing in Local Lakes: Cast your line in nearby lakes known for their abundance of fish, providing a tranquil outdoor activity for adults in the area.

Sullivan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area’s scenic parks and outdoor spaces to enjoy hiking, biking, or relaxing amidst the region's natural beauty.
  • Connect with the Community: Engage with local events or farmers' markets in the area to get a genuine taste of the community and its welcoming atmosphere.
  • Plan Your Activities: Research nearby attractions and seasonal activities so you can make the most of your time here, ensuring a memorable stay in this destination.
  • Choose the Right Rental: Select a well-reviewed, owner-managed vacation rental through Rent By Owner that offers comfort and convenience tailored to your travel needs.

Transportation Options

  • Local Bus Service: You can rely on the area's bus system for convenient transportation around Sullivan and nearby towns, making it easy to explore without a car.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options are readily available here, providing quick and flexible transit within the region.
  • Rental Cars: Renting a vehicle allows you to explore the more scenic parts of this destination at your own pace and comfort.
  • Drive Your Own Vehicle: If you have your own car, you'll find driving in the region straightforward, with accessible routes connecting to local attractions and amenities.

Local Customs Options

  • Local Farmers’ Markets: You can experience this area’s rich agricultural heritage by visiting the farmers’ markets, where fresh produce and handmade goods are commonly exchanged.
  • Traditional Wisconsin Hospitality: When engaging with residents here, expect a warm, friendly attitude that reflects the region’s welcoming nature.
  • Community Festivals and Events: Participating in local festivals allows you to embrace the area's customs and enjoy authentic regional entertainment and cuisine.
  • Historical Preservation Practices: Respect for the region’s history is evident through preservation efforts, which you might observe during visits to historic sites or community gatherings.

Frequently Asked Questions About Sullivan Rentals by Owner

1. What are the top vacation rentals in Sullivan?

There are a lot of options in Sullivan. If you plan on staying in the Sullivan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sullivan:

2. How many Rentbyowner vacation rentals are available in Sullivan?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 89 in the Sullivan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sullivan. 

3. What is the cancellation policy for rental properties in Sullivan, Wisconsin?

Cancellation policies vary depending on the individual owner and listing. To understand the specific policy applicable to your booking, please review the details provided in the listing or contact the owner directly.

4. How do I confirm my reservation with a rental by owner in this area?

Reservations are typically confirmed once you complete the booking process through Rent By Owner and receive a confirmation email. For additional assurance, you can reach out to the property owner before finalizing your reservation.

5. Are there any additional fees for renting a property by owner in this region?

Additional fees, such as cleaning fees or service charges, are outlined in the listing description. Please review the details carefully or contact the owner if you have questions about extra costs.

6. What amenities are usually included in rentals by owner here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities offered, please check the individual listing details or ask the owner directly.

7. Is there a minimum stay requirement for rental properties in the area?

Minimum stay requirements depend on the property owner and listing policies. Details about stay duration can be found in the listing description or by contacting the owner before booking.

More Rentals You May Like Near Sullivan

More Top-Rated Rentals by Owner in Sullivan Area