Discover Your Ideal Sullivan, Indiana Vacation Rentals for a Memorable Getaway
Discover Your Perfect Sullivan Vacation Homes
Best Vacation Homes in Sullivan
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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?
Best Times to Visit Sullivan
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience and ensure you enjoy the region’s best features, making your stay in Sullivan, Indiana, USA, truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather ideal for outdoor activities and exploring this destination’s natural beauty.
Fall (September to November)
Autumn offers cooler temperatures and vibrant foliage, making it a perfect time to experience the region's scenic landscape at its best.
Off-Season Highlights
Winter (December to February)
This quiet season allows for peaceful stays when the area is less crowded, with chilly weather that’s perfect for cozy indoor gatherings.
Spring (March to May)
As nature begins to bloom, the shoulder months provide mild temperatures and fewer visitors, ideal for a relaxed getaway.
Weekly Weather Forecast for Sullivan
How to Book Your Sullivan Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Sullivan
Common Vacation Rentals Amenities
What amenities can you expect?
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 a private outdoor space with a spacious backyard perfect for relaxing or outdoor gatherings.
- Take advantage of on-site grilling facilities to prepare meals outdoors during your stay.
- Discover nearby walking trails and scenic routes ideal for morning jogs or leisurely strolls.
- Make use of outdoor seating areas designed for soaking up the sun and enjoying the fresh air.
- Benefit from access to community parks or recreational areas within reach of your rental.
- Utilize outdoor play equipment if traveling with children, ensuring family-friendly fun.
- Experience tranquil evenings on a patio or porch, perfect for unwinding after exploring the area.
Top Attractions Around Sullivan
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, local parks, and scenic spots that make the most of the region’s natural beauty during your stay.

Family Activities
- Sullivan County Speedway: Experience an exciting day at this local racing track, perfect for families interested in thrilling motorsports events.
- Sullivan County Fairgrounds: Enjoy seasonal fairs and community events that bring the area’s charm to life with fun activities suitable for all ages.
- Sullivan Nature Park: Explore scenic walking trails and picnic areas within this outdoor space, ideal for family outings amid natural beauty.
- Sullivan Aquatic Center: Cool off and have fun in the water at the nearby aquatic center, offering safe swimming environments for children and adults alike.
Adult Activities
- Visit the Sullivan County Historical Museum: Dive into local history and heritage at a fascinating museum located in the area, offering insight into the region’s past.
- Explore nearby outdoor parks and trails: Enjoy nature walks and scenic views by exploring the well-maintained parks and trails surrounding this destination.
- Discover local dining experiences: Savor regional cuisine at cozy eateries that showcase flavors unique to the area.
- Attend community events and festivals: Participate in seasonal events and festivals that highlight the culture and hospitality of the local community.
Other Places to Stay in Sullivan, IN
Sullivan Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the regional cuisine by trying local eateries near your Sullivan vacation rental to experience authentic flavors of the area.
- Plan Outdoor Activities: Capitalize on the nearby parks and natural settings for outdoor adventures that showcase the region’s scenic beauty during your stay.
- Visit Nearby Attractions: Discover the highlights within easy reach of your rental to make the most of your visit to this destination’s cultural and recreational offerings.
- Optimize Your Stay with Flexible Booking: Choose from a variety of Sullivan vacation rentals that offer flexible check-in and check-out options, ensuring a stress-free holiday experience in this region.
Transportation Options
- Driving Your Personal Vehicle: Navigating the area by car offers flexibility and convenience when exploring Sullivan and its surrounding attractions.
- Public Bus Services: Local bus routes provide affordable transportation options for getting around within the region comfortably.
- Taxis and Rideshare Services: Options like taxis or rideshare apps are readily available for quick, direct travel in Sullivan and nearby towns.
- Rental Cars: Renting a vehicle ensures you can explore the region at your own pace, especially useful for reaching outlying destinations from your vacation rental.
Local Customs Options
- Local Craftsmanship: You’ll notice a strong appreciation for handmade arts and crafts, reflecting the area's rich tradition of local artisanship.
- Community Events: Participating in seasonal festivals and gatherings is a cherished custom that brings residents and visitors together here.
- Farm-to-Table Dining: Enjoying meals prepared with locally sourced ingredients is a common practice among those embracing regional culinary traditions.
- Historic Preservation: Respect for preserving the area's historic buildings and landmarks highlights the community’s pride in its heritage.
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:
- Cozy cottage 4 minutes from Lake Sullivan!
- LakeWay II- 4 min from US-41 and Lake Sullivan
- Pet-friendly home in Palestine with Fenced Yard!nWeekly and monthly discounts!
- Jasonville Cabin - Walk to Shakamak State Park!
- Large Private Studio attached Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4
- Mill Street Retreat
- Lake View Cabin
- Hunting and Fishing Lodge (sleeps 3-5)
- Country Rental
- Jasonville Cabin - Walk to Shakamak State Park!
2. 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:
3. How many Rentbyowner vacation rentals are available in Sullivan?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 30 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.