Sullivan Cottage Rentals By Owner

Sullivan Cottage Rentals

Cozy cottage 4 minutes from Lake Sullivan!

10.0

Exceptional

(19 Reviews)

Cozy cottage 4 minutes from Lake Sullivan!

730 ft² 6 Guests 2 Bedrooms 1 Bathroom

Family Friendly Cottage

Fireplace/Heating
Balcony/Terrace
Kitchen

£103/Night For 7 Nights £721

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New

Dog-friendly Illinois Home w/ Private Yard!

1 Bedroom 1 Bathroom

Family Friendly Cottage

Pet Friendly
Kitchen
Air Conditioner

£151/Night For 7 Nights £1,056

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10.0

Exceptional

(11 Reviews)

Hunting and Fishing Lodge (sleeps 3-5)

3 Guests 1 Bedroom 1 Bathroom

Family Friendly Cabin

Fireplace/Heating
Pool
Balcony/Terrace

£120/Night For 7 Nights £837

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Jasonville Cabin - Walk to Shakamak State Park!

10.0

Exceptional

(2 Reviews)

Jasonville Cabin - Walk to Shakamak State Park!

1496.18 ft² 7 Guests 3 Bedrooms 2 Bathrooms

House

Spa
Fireplace/Heating
Parking

£108/Night For 7 Nights £757

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7.6

Very Good

(434 Reviews)

Days Inn by Wyndham Sullivan

1 Bathroom

Family Friendly Hotel

Fireplace/Heating
Breakfast
Kitchen

£82/Night For 7 Nights £571

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9.2

Exceptional

(11 Reviews)

Hillenbrand Hideaway

1488 ft² 4 Guests 1 Bedroom 1 Bathroom

Family Friendly House

Hot Tub
Fireplace/Heating
Balcony/Terrace

£102/Night For 7 Nights £712

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9.3

Exceptional

(3 Reviews)

Hillenbrand Hideaway

1485.42 ft² 4 Guests 1 Bedroom 1 Bathroom

Free Cancellation House

Hot Tub
Pet Friendly
Parking

£111/Night For 7 Nights £775

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Price Dropped

New

Rosewood Terrace, brand new build, modern comfort with hot tub.

1460 ft² 8 Guests 3 Bedrooms 2 Bathrooms

Family Friendly House

Hot Tub
Fireplace/Heating
Balcony/Terrace

£163/Night For 7 Nights £1,142

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New Property

New

Rosewood Terrace

1463.89 ft² 8 Guests 3 Bedrooms 2 Bathrooms

Free Cancellation House

Hot Tub
Parking
Internet

£212/Night For 7 Nights £1,486

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nPine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

10.0

Exceptional

(9 Reviews)

nPine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

8 Guests 3 Bedrooms 2 Bathrooms

Ocean View Cabin

Fireplace/Heating
Ocean View
Balcony/Terrace

£157/Night For 7 Nights £1,097

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New

Waterfront Gem with Private Dock on Sullivan Lake!

2551.05 ft² 8 Guests 1 Bedroom 2 Bathrooms

Free Cancellation House

Fireplace/Heating
Pool
View

£183/Night For 7 Nights £1,278

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9.6

Exceptional

(25 Reviews)

Jasonville Cabin - Walk to Shakamak State Park!

1500 ft² 100 Guests 3 Bedrooms 2 Bathrooms

Family Friendly Cabin

Fireplace/Heating
Balcony/Terrace
Kitchen

£151/Night For 7 Nights £1,055

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More Top-Rated Cottage Rentals in Sullivan Area

Why Choose Rent By Owner for your Sullivan Cottage Rentals?

What makes our Cottage 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 Cottage Rentals stay?

Choosing the ideal time to vacation here can significantly enhance your experience, as seasonal variations in Sullivan, Indiana, USA, influence the region’s natural beauty and outdoor activities, making it important to plan your stay during the most suitable months for your preferred amenities and sights.

Peak Season Highlights

Summer (June to August)

During the summer months, you can enjoy warm weather ideal for outdoor activities and relaxation at your Sullivan area getaway.

Average Temperature Daytime: 85°F - Nighttime: 65°F

Fall (September to November)

In the fall, the region offers stunning foliage views, making it a perfect time for scenic drives and outdoor exploration.

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

Off-Season Highlights

Winter (December to February)

During winter, you can experience quieter surroundings and cozy evenings, ideal for relaxing indoors or enjoying seasonal activities.

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

Spring (March to May)

In spring, the area begins to bloom with vibrant colors, offering a peaceful atmosphere and opportunities for outdoor adventures before peak season starts.

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

Weekly Weather Forecast for Sullivan

How to Book Your Sullivan Cottage Rentals

What's our booking process?

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

Booking Steps

Search Properties

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

Select a Rental

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

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 Cottage Rentals in Sullivan Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage 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 private outdoor spaces such as a spacious patio or deck to relax and unwind amidst the natural surroundings.
Take advantage of well-maintained picnic areas equipped with tables and grills for outdoor dining experiences.
Make the most of scenic views by choosing a property with a private balcony or veranda overlooking the region's picturesque landscapes.
Benefit from access to outdoor recreational facilities like basketball courts, volleyball nets, or badminton setups.
Attend to your gardening hobbies with a designated yard or garden area, perfect for cultivating flowers or herbs.
Utilize outdoor fire pits or fireplaces suitable for evening gatherings and marshmallow roasting under the stars.
Explore nearby walking or hiking trails directly from the property, allowing you to immerse yourself in the area's natural beauty.

Top Attractions Around Sullivan

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities and attractions that showcase the natural beauty and charm of Sullivan, Indiana, making it an ideal destination for those seeking relaxation and adventure close to your cozy cottages.

Family Activities

Sullivan County Fairgrounds Experience family-friendly events and local festivals that showcase the vibrant community spirit of this area.
Sullivan Splash Park Enjoy a refreshing day at the splash park, where kids can play safely while parents relax nearby in the scenic surroundings.
Shanks Nature Preserve Discover outdoor adventures with easy hiking trails and wildlife watching opportunities suitable for all ages.
Old Sullivan Town Square Stroll through this historic area, exploring charming shops and enjoying quaint cafes perfect for family outings.

Adult Activities

Explore Sullivan's Historic Downtown Discover unique local shops and charming cafes in the heart of the city, perfect for a leisurely day out.
Visit Sullivan County Museum Dive into the area's rich history and gain insights into the region's cultural heritage through engaging exhibits.
Enjoy outdoor activities at nearby parks: Take advantage of scenic trails and green spaces ideal for relaxing walks and picnics amidst nature.
Discover local art galleries Immerse yourself in the vibrant art scene showcasing works from talented regional artists, adding a creative touch to your stay.

Other Places to Stay in Sullivan, IN

Sullivan County

Explore 33 Properties

Sullivan City Park

Explore 31 Properties

Sullivan County Hospital

Explore 31 Properties

Elks Country Club

Explore 30 Properties

Sullivan County Courthouse

Explore 27 Properties

Sullivan County Community Hospital

Explore 26 Properties

Sullivan County Park

Explore 25 Properties

More Places to Stay Near Sullivan

Sullivan Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Visit During Off-Peak Seasons: Visiting during less busy times allows you to enjoy a more relaxed experience and better access to local amenities in this area.
Explore Local Nature Trails and Outdoor Activities: Take advantage of the natural surroundings by exploring nearby trails and outdoor pursuits that showcase the region’s scenic beauty.
Choose a Cottage with Convenient Amenities: Selecting a property equipped with essential amenities ensures a comfortable stay, making it easier to unwind and enjoy your time here.
Connect with Local Hosts for Insider Tips: Engage with hosts who can offer valuable insights into hidden gems and the best ways to explore this destination fully.

Transportation Options

Personal Vehicles Renting or using your own vehicle offers the most flexibility for exploring the area and reaching your chosen cottages in Sullivan, Indiana.
Local Taxi Services Local taxi providers provide convenient transportation options for short trips around the region, making it easy to access nearby amenities and your lodging.
Ride-Sharing Services Popular ride-sharing platforms operate here, allowing you to easily book quick transport directly through your smartphone during your stay.
Public Transit Buses serve key routes within the area, offering an economical way to travel without the need for a car when visiting this destination.

Local Customs Options

Hoosier Hospitality: Visitors often experience warm welcomes and friendly interactions, reflecting the area's pride in Southern Indiana hospitality.
Local Festivals and Events: Participating in community festivals is a cherished custom here, offering authentic insights into regional traditions and culture.
Respect for Nature: The region values outdoor preservation, encouraging visitors to enjoy and care for its scenic parks and natural landscapes responsibly.
Culinary Traditions: Trying local dishes at family-owned eateries is a common practice, showcasing the area's rich food heritage.

Frequently Asked Questions About Sullivan Rental Cottages

1. What are the top Cottages 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 Cottages in Sullivan:

2. How many Cottages are available in Sullivan?

Currently, the total number of properties listed by RBO in 2026 is over 2 in the Sullivan area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Sullivan. 

3. What is the cancellation policy for booking a cottage in this area?

Cancellation policies can vary depending on the property owner. To understand the specific terms, please review the listing details or contact the property owner directly before booking.

4. Are there any additional fees I should be aware of when booking a cottage here?

Additional fees such as cleaning charges or service fees may apply. Details about any extra costs are typically listed in the property description or can be confirmed by contacting the owner.

5. How do I ensure my cottage reservation is secure and confirmed?

Reservations are confirmed once you complete the booking process and receive a confirmation email. For added assurance, check that the listing offers secure payment options and direct communication with the owner.

6. Is there a minimum stay requirement when booking a cottage in this region?

Minimum stay requirements can differ between properties. Please review the individual listing for specific stay policies or reach out to the owner for clarification.

7. What amenities are typically included with cottages in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. For detailed information on what each cottage offers, refer to the listing description or contact the owner directly.