Discover Your Perfect Sullivan Vacation Homes

Sullivan Luxury Rentals

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Sullivan Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Sullivan Vacation Rental Homes?

What makes our Vacation Rentals 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 Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the area's natural beauty and local events at their best, making your stay in Sullivan, Wisconsin, USA, truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and vibrant local activities, making it an ideal time to explore the natural beauty and outdoor pursuits in the region.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Early Fall (September to October)

This season offers mild temperatures and stunning fall foliage, providing a picturesque setting for relaxing stays and scenic drives in the area.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

In the colder months, expect quieter surroundings and lower rates, perfect for those seeking a peaceful retreat away from the busy seasons.

Average Temperature Daytime: 20-30°F - Nighttime: 0-15°F
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Early Spring (March to April)

As the region transitions out of winter, you’ll find fewer tourists and more affordable options, with the landscape gradually coming back to life.

Average Temperature Daytime: 40-55°F - Nighttime: 25-35°F

Weekly Weather Forecast for Sullivan

How to Book Your Sullivan Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Vacation Rentals in Sullivan Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 with a private picnic area or outdoor grill setup.
  • Take advantage of spacious yards for outdoor activities or relaxing under the sun.
  • Make use of direct access to nearby lakes or rivers for fishing and water sports.
  • Relax on a furnished patio or deck that offers scenic views of the surrounding area.
  • Utilize communal outdoor spaces like fire pits for evening gatherings.
  • Benefit from on-site parking and easy access for exploring local attractions.
  • Experience the convenience of well-maintained walking trails or nature paths nearby.

Top Attractions Around Sullivan

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that make your stay memorable and engaging.

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Family Activities

  • Sullivan Family Fun Center: Enjoy a day of indoor entertainment with arcades, laser tag, and more suitable for all ages here in the region.
  • Sullivan Heritage Museum: Discover local history and culture through engaging exhibits that offer an educational experience for the entire family.
  • Clear Lake Recreation Area: Spend quality time outdoors by fishing, swimming, or picnicking at this scenic spot close to Sullivan's vacation rentals.
  • Mountain View Nature Preserve: Embark on walking trails and nature explorations amidst lush landscapes perfect for active families seeking outdoor adventures in the area.
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Adult Activities

  • Golfing at a local course: Enjoy a relaxing day on the fairways by playing at one of the area’s renowned golf courses, offering scenic views and well-maintained greens.
  • Fishing in nearby lakes and rivers: Cast your line in the region’s tranquil waters, which are perfect for both beginner and experienced anglers seeking a peaceful outdoor experience.
  • Exploring local craft breweries: Sample a variety of craft beers at breweries that highlight the region’s brewing traditions and provide a cozy setting for socializing.
  • Hiking in scenic parks: Discover the area's natural beauty on well-marked trails that lead through lush forests and picturesque landscapes, ideal for outdoor enthusiasts.

Sullivan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region’s natural scenery by engaging in outdoor pursuits such as hiking, biking, or birdwatching, which showcase the area's scenic beauty.
  • Discover Nearby Dining Options: Sample the region’s local flavors at nearby eateries to enrich your stay with authentic regional cuisine and support local businesses.
  • Plan for Seasonal Events: Check the calendar for seasonal festivals or community events that can offer you a deeper connection to this destination’s local culture.
  • Utilize Local Amenities: Make the most of the available amenities within your vacation rental to relax and unwind after exploring the region’s attractions.

Transportation Options

  • Local Bus Services: Reliable bus routes connect you to key points within the area, making public transportation an economical choice for exploring here.
  • Taxi and Rideshare Options: Convenient taxi services and rideshare apps provide direct transportation around Sullivan and the surrounding region for a hassle-free experience.
  • Car Rentals: Renting a car offers flexibility to visit nearby attractions and enjoy the scenic beauty of this destination at your own pace.
  • Airport Shuttles: Shuttle services from regional airports facilitate easy transfers, ensuring seamless travel to and from your vacation rentals in the region.

Local Customs Options

  • Community Gatherings: Participating in local festivals and events is a cherished tradition that offers insight into this area's friendly spirit and close-knit community.
  • Food Traditions: Sampling regional dishes at local eateries provides a taste of the region’s culinary heritage, which is valued highly here.
  • Respect for Nature: The region's residents take pride in their natural surroundings, emphasizing sustainable practices and outdoor etiquette during visits.
  • Historical Preservation: Appreciating and respecting historical landmarks and stories helps visitors connect with the area’s rich past and cultural identity.

Frequently Asked Questions About Sullivan?

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 vacation rentals have private pools in Sullivan?

There are 4 vacation rentals with private pools near Sullivan. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Sullivan are best for families?

If you are looking for a family-friendly vacation home in Sullivan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sullivan:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 129 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. 

5. What is the cancellation policy for vacation rentals in this area of Wisconsin?

Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms listed on the rental's page or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically detailed in the listing. It's recommended to read the booking details carefully or reach out to the host for clarification before finalizing your reservation.

7. How do I confirm my reservation and what steps are needed to secure a stay?

Once you select your preferred dates and complete the booking process, your reservation will be confirmed via email. Be sure to follow the instructions provided and communicate with the host if you have any special requests or questions.

8. What amenities are commonly available in vacation rentals in this regional area?

Most properties offer essential amenities such as Wi-Fi, kitchen facilities, and parking. For specifics like pet policies or outdoor features, refer to each listing or contact the owner directly.

9. Is it possible to modify or extend my booking after confirmation?

Modifications or extensions depend on the individual property's policies. Contact the host as soon as possible to discuss any changes, and note that availability might affect your request.