Discover Your Perfect Sullivan Vacation Homes

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

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 this destination can enhance your experience, as each season offers unique opportunities to enjoy the local scenery and atmosphere in Sullivan, Sturgis, Kentucky, USA.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild temperatures and blossoming landscapes, making it an ideal time for outdoor activities and exploring local scenery. This season attracts visitors seeking pleasant weather and vibrant surroundings.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and stunning fall foliage, creating a picturesque setting for relaxing stays and scenic drives. It’s a popular season for visitors looking to enjoy the region's natural beauty at a comfortable pace.

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

Off-Season Highlights

image
Summer (June to August)

In the summer months, the region tends to be warmer with higher humidity, which can be perfect for those wanting to experience the warmest weather and longer daylight hours. However, it might also see more crowds due to peak travel times.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
image
Winter (December to February)

Winter offers cooler temperatures that bring a quieter atmosphere for travelers seeking solitude and lower prices. While some outdoor activities may be limited, this season provides a peaceful retreat in a cozy setting.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 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 grilling with a fully-equipped barbecue area to gather with family and friends.
  • Relax on spacious patios or decks that provide scenic views of the surrounding countryside.
  • Make use of private yards or gardens perfect for outdoor activities or peaceful mornings.
  • Take advantage of outdoor fire pits for cozy evenings under the stars.
  • Utilize well-maintained parking areas with easy access to your rental property.
  • Explore nearby walking or hiking trails directly from the property for a taste of the local landscape.
  • Benefit from communal outdoor spaces designed for socializing and enjoying the fresh air in this region.

Top Attractions Around Sullivan

What attractions are nearby?

During your stay, you'll find plenty of outdoor activities and local attractions nearby to explore, making this area an ideal destination for those seeking a memorable experience in Sullivan, Sturgis, Kentucky.

image
image

Family Activities

  • Exploring the Great Outdoors at Land Between the Lakes National Recreation Area: You can enjoy hiking, wildlife viewing, and scenic drives within this expansive natural landscape nearby.
  • Visiting the Kentucky Lake Boat Ramp: This popular activity spot offers opportunities for family-friendly boating, fishing, and water-based adventures in the region.
  • Discovering Local History at Fort Henry Historical Site: Engage with the area's past through interactive exhibits and preserved structures, perfect for a family educational outing.
  • Enjoying Family Picnics and Relaxation in Nature Parks: The region boasts several parks where you can unwind, have picnics, and partake in outdoor games amidst scenic surroundings.
image

Adult Activities

  • Visit the Sturgis Motorcycle Museum & Hall of Fame: Dive into the rich motorcycle history and celebrate the legendary riders that have shaped this area’s vibrant culture.
  • Explore the nearby Bluegrass Music Heritage: Experience live performances and immerse yourself in the traditional sounds that are deeply rooted in this region's musical heritage.
  • Enjoy outdoor activities at local parks and lakes: Engage in fishing, boating, and picnicking at scenic spots that showcase the natural beauty surrounding here.
  • Discover regional craft breweries and wineries: Savor local brews and wines in the area's welcoming tasting rooms, offering a taste of the region’s growing beverage scene.

Sullivan Travel Tips

How Can You Make the Most of Your Stay?

  • Research Local Events and Festivals: Take advantage of seasonal events in the area to immerse yourself in local culture and enjoy unique experiences during your stay.
  • Plan Outdoor Activities: Explore the natural beauty around here by arranging outdoor adventures such as hiking or fishing, which showcase the region’s scenic landscapes.
  • Choose a Well-Located Property: Select vacation rentals that are conveniently situated near key attractions and amenities to maximize your time exploring this destination.
  • Communicate with Hosts: Reach out to your hosts beforehand for insider tips on must-see spots and local dining options to enhance your visit.

Transportation Options

  • Personal Vehicles: You can easily use your own car to explore the area, providing flexibility and convenience when visiting local attractions or traveling between destinations.
  • Taxis and Rideshare Services: Rideshare options like Uber and Lyft are available in this region, offering a reliable transportation choice for short trips or when avoiding parking concerns.
  • Local Shuttle Services: Some shuttle services operate within the region, making it simple to travel between key points without the need for personal transport.
  • Public Transportation: While limited, regional bus services connect nearby towns, allowing you to explore the area's scenic surroundings cost-effectively.

Local Customs Options

  • Traditional Southern Hospitality: Visitors often experience the warm and welcoming attitude that is a hallmark of this region's local customs in Kentucky.
  • Community Festivals and Gatherings: Participating in local events provides insight into the area's cultural heritage and strong sense of community here.
  • Respect for Agricultural Roots: Appreciation for farming traditions is evident, and visitors are encouraged to observe and honor these age-old practices.
  • Religious Traditions: Attending local church services offers a window into the spiritual life that plays a significant role in the region's customs.

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 1 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 220 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 Sullivan, Sturgis, Kentucky?

The cancellation policy varies by listing. To understand the specific terms and any potential fees, please review the individual property’s cancellation details or contact the property owner directly.

6. How do I verify the availability of a vacation rental in this region?

Availability can be checked through the listing calendar on the booking platform. For confirmation or special requests, reach out directly to the property owner.

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

Additional fees such as service charges, cleaning fees, or security deposits are listed on each property page. Review these details carefully before completing your reservation.

8. What amenities are typically included with vacation rentals in this area?

Most listings specify the amenities offered, which may include Wi-Fi, parking, kitchen facilities, and outdoor spaces. To ensure the property meets your needs, check the detailed description on the listing.

9. How can I contact the property owner if I have questions about my stay?

You can message the property owner directly through the booking platform. For urgent inquiries, look for contact details provided on the listing or the confirmation email.