Discover Your Ideal Chestnut Hill Vacation Rentals in Dandridge, Tennessee for a Memorable Getaway
Discover Your Perfect Chestnut Hill Vacation Homes
Best Vacation Homes in Chestnut Hill
- Air Conditioner
- Parking
- TV
- Air Conditioner
- View
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
Chestnut Hill Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Private Pool
- Air Conditioner
- Pool
- Private Pool
- Air Conditioner
- Parking
- Pool
Chestnut Hill Pet Friendly Vacation Rentals
- Air Conditioner
- Pet Friendly
- Security/Safety
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Chestnut Hill Large Vacation Homes
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- 3100 ftΒ² House
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Chestnut Hill Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Chestnut Hill
When should you plan your Vacation Rentals stay?
Finding the perfect time to visit this charming destination ensures you experience its beauty at its best, whether you're seeking peaceful getaways or vibrant seasons in the region.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the region experiences warm weather ideal for exploring outdoors and enjoying local events, making it a popular time for visitors seeking vibrant activity and pleasant temperatures.
Fall (September to October)
This season attracts travelers who appreciate the stunning fall foliage and cooler temperatures, creating an inviting atmosphere for outdoor pursuits and scenic drives around here.
Off-Season Highlights
Winter (December to February)
The winter months see fewer visitors as the weather turns colder, offering a tranquil environment perfect for relaxing indoors or enjoying the peaceful natural surroundings at your leisure.
Early Spring (March to April)
Before the area fully awakens with greenery, early spring provides a quieter experience with mild temperatures, ideal for those preferring a more secluded visit while waiting for the peak seasons to arrive.
Weekly Weather Forecast for Chestnut Hill
How to Book Your Chestnut Hill Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Chestnut Hill
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 access to private outdoor spaces such as yards or patios ideal for relaxation and outdoor dining.
- Look forward to scenic views with options for outdoor seating areas to take in the natural beauty of the area.
- Benefit from outdoor grilling facilities perfect for preparing meals during your stay.
- Take advantage of nearby walking trails or nature paths that allow you to explore the regionβs lush landscapes.
- Relax by a private or community swimming pool, ideal for cooling off during warm summer days.
- Utilize outdoor recreational amenities like fire pits or lounge areas suitable for gathering with friends and family.
- Discover available boat docks or access points if you plan to enjoy water activities on the nearby lakes or rivers.
Top Attractions Around Chestnut Hill
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and scenic spots nearby to explore in this charming region, making it easy to enjoy the natural beauty and relaxing atmosphere just minutes from your vacation rental.

Family Activities
- Dandridge Historic District Tour: Explore the charming streets of the area's historic district to learn about local history and enjoy picturesque surroundings.
- Tennessee Valley Trail Hikes: Discover scenic hiking trails nearby that are perfect for family adventures and offer stunning views of the region's natural beauty.
- Lake Dandridge Boat Rentals: Spend a day on the water by renting boats or kayaks, providing fun and relaxation for the entire family in this peaceful lakeside setting.
- Local Farmers Market Experience: Visit the areaβs farmers market to enjoy fresh, regional produce and handmade crafts, making for a delightful family outing near your vacation rentals.
Adult Activities
- Explore the Dandridge Historic District: Discover charming architecture and local history through guided tours and self-exploration in this area's well-preserved heritage sites.
- Enjoy Lake Dandridge Activities: Engage in kayaking, paddleboarding, or relaxing lakeside picnics to make the most of the scenic waterfront here.
- Visit the Smoky Mountain Heritage Center: Immerse yourself in regional culture and history with engaging exhibits that highlight the areaβs rich Appalachian traditions.
- Attend Local Festivals and Events: Experience the vibrant community spirit by participating in seasonal festivals, farmers markets, or live music gatherings held nearby.
Chestnut Hill Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the area's delightful dining options to experience authentic flavors unique to this destination.
- Plan Outdoor Activities: Make the most of the natural beauty by engaging in nearby outdoor pursuits such as hiking or relaxing by the waterfront.
- Visit Seasonal Events: Check out local festivals or seasonal happenings to immerse yourself in the communityβs vibrant culture during your stay.
- Discover Nearby Attractions: Utilize this destination's prime location to visit scenic spots and hidden gems that complement your vacation experience.
Transportation Options
- Interstate 40: This major highway provides convenient access to the area, making it easy to reach your vacation rental and explore nearby attractions in the region.
- Dandridge Municipal Airport: A local airport offering limited regional flights, ideal for travelers arriving from other parts of Tennessee or neighboring states.
- Local Taxi Services: Reliable taxi companies operate throughout the area, providing comfortable transportation options to get around here effortlessly.
- Rental Car Services: Several rental agencies are available nearby, giving you the flexibility to explore this destination at your own pace without relying on public transit.
Local Customs Options
- Southern Hospitality: The region is known for its warm and welcoming attitude, making guests feel right at home during their stay.
- Enjoy the local appreciation for traditional folk music, often celebrated through community events and gatherings here.
- Respect for Nature: Many residents uphold a strong custom of respecting the natural environment, reflecting the area's scenic mountain landscapes.
- Community Festivals: Participating in or observing local festivals is a cherished tradition that highlights the area's cultural heritage and friendly spirit.
Chestnut Hill Vacation Rental Frequently Asked Questions
1. What is the cancellation policy for vacation rentals in this area?
2. How do I secure my reservation for a vacation rental in Dandridge?
3. Are there any specific check-in or check-out procedures I should be aware of?
4. What amenities can I expect at vacation rentals in the region?
5. Is there a minimum stay requirement for booking here?
Chestnut Hill Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- 3089 ftΒ² House
- Air Conditioner
- Parking
- Pool
- 2507 ftΒ² Cabin
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- 3151 ftΒ² Cabin
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool