Best Vacation Homes in Sullivan
Cabin
10.0(11 Reviews)
1 Bedroom
1 Bath
3 Guests
Fireplace/Heating
Pool
Balcony/Terrace
Kitchen
US $162/Night
7 Nights - US $1,137
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1496.18 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
Parking
US $147/Night
7 Nights - US $1,029
Hotel
7.6(438 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Kitchen
- Parking
US $123/Night
7 Nights - US $862
House
9.2(12 Reviews)
1 Bedroom
1 Bath
4 Guests
Hot Tub- Fireplace/Heating
Pet Friendly- Kitchen
US $162/Night
7 Nights - US $1,135
House
9.3(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1485.42 ft²
- Hot Tub
- Pet Friendly
- Parking
Internet
US $150/Night
7 Nights - US $1,053
Cabin
10.0(11 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $213/Night
7 Nights - US $1,490
Cabin
9.6(25 Reviews)
3 Bedrooms
2 Baths
100 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $172/Night
7 Nights - US $1,203
New
House
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $548/Night
7 Nights - US $3,834
Sullivan Luxury Rentals
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $308/Night
7 Nights - US $2,158
New
House
3 Bedrooms
2 Baths
8 Guests
1463.89 ft²
- Hot Tub
- Parking
- Internet
Child Friendly
US $288/Night
7 Nights - US $2,019
House
3 Bedrooms
2 Baths
8 Guests
2554 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $285/Night
7 Nights - US $1,997
Cabin
9.8(86 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Internet
US $252/Night
7 Nights - US $1,764
House
3 Bedrooms
2 Baths
8 Guests
2551.05 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $248/Night
7 Nights - US $1,736
House
10.0(2 Reviews)
1 Bedroom
1 Bath
6 Guests
1050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $228/Night
7 Nights - US $1,599
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,507
Cabin
9.8(18 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
Air Conditioner- Child Friendly
US $195/Night
7 Nights - US $1,367
Sullivan Pet Friendly Vacation Rentals
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $154/Night
7 Nights - US $1,079
Cottage
1 Bedroom
1 Bath
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,435
Cabin
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $110/Night
7 Nights - US $771
House
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $165/Night
7 Nights - US $1,156
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $151/Night
7 Nights - US $1,057
House
8 Bedrooms
7 Baths
16 Guests
11625 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $2,800/Night
7 Nights - US $19,600
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $2,134/Night
7 Nights - US $14,935
RV Rental
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
US $118/Night
7 Nights - US $826
Why Choose Rent By Owner for your Sullivan Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 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.
Average Temperature Daytime: 85°F - Nighttime: 65°F
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.
Average Temperature Daytime: 70°F - Nighttime: 50°F
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.
Average Temperature Daytime: 40°F - Nighttime: 25°F
Spring (March to May)
As nature begins to bloom, the shoulder months provide mild temperatures and fewer visitors, ideal for a relaxed getaway.
Average Temperature Daytime: 60°F - Nighttime: 40°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
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 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 County
Sullivan City Park
Sullivan County Hospital
Elks Country Club
Sullivan County Courthouse
Sullivan County Community Hospital
Sullivan County Park
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.
Sullivan Vacation Rental Frequently Asked Questions
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!
- nPine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
- Hunting and Fishing Lodge (sleeps 3-5)
- LakeWay II- 4 min from US-41 and Lake Sullivan
- Spacious Private Studio Attached Garage WasherDryer Wi-Fi
- Quiet 3-bedroom home on 4 aces near Lake Sullivan
- Jasonville Cabin - Walk to Shakamak State Park!
- Illinois Vacation Rental Home: Pets Welcome
- Quiet Country Cabin Near Trails & State Parks
- Lake View Cabin
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 2026 is over 38 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.
4. What is the cancellation policy for vacation rentals in Sullivan, Indiana?
The cancellation policy varies depending on the specific listing you choose. It is recommended to review the cancellation terms listed on the property details or contact the owner directly for precise information.
5. Are there any additional fees associated with booking a vacation rental in this region?
Additional fees, such as cleaning fees or service charges, are typically specified within each listing. To ensure clarity, review the fee details on the property page or reach out to the host before finalizing your reservation.
6. How do I inquire about specific amenities available at a vacation rental in the area?
You can find detailed information about the amenities on the property’s listing page. If you have particular questions, contacting the owner or manager directly through the platform offers the most accurate answers.
7. What is the process for checking in and checking out of vacation rentals here?
Check-in and check-out procedures are outlined in each listing and communicated by the property owner. Some properties may offer self-check-in options, while others require direct contact for key exchange or access instructions.
8. Are there any local rules or restrictions I should be aware of when staying in a vacation rental in this destination?
Local rules and restrictions vary by property and area regulations. It is advisable to review the house rules provided on the listing and contact the owner if you need clarification on policies regarding noise, pets, or other restrictions.
