Chestnut Hill vacation rentals

We found 1,012 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Chestnut Hill that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a pool. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Chestnut Hill

Find out more about Chestnut Hill

Why visit Chestnut Hill

  1. Outdoor Adventures: Chestnut Hill is perfect for nature lovers with its scenic views and outdoor activities, making it ideal for families and adventurers.
  2. Charming Accommodation: Visitors can choose from delightful options like cabins, modern condos, and private homes for a memorable stay.
  3. Family-Friendly Attractions: The area boasts urban parks, amusement parks, and various event venues for enjoyable family outings.
  4. Romantic Atmosphere: Explore secluded spots and create lasting memories in a tranquil setting that enhances relaxation.
  5. Nearby Urban Excursions: Proximity to cities like Philadelphia and Massachusetts offers a blend of history and modern living.

Popular types of accommodation in Chestnut Hill

If you're exploring vacation rentals in Chestnut Hill, you're in for a treat! Our most popular accommodation options include charming cabins, modern condos, and houses. Whether you're searching for Chestnut Hill apartments or specific Philadelphia Chestnut Hill rentals, we have a variety of choices to suit your needs. Discover the perfect apartment in Chestnut Hill or cozy home for your getaway, all with the transparency and reassurance you deserve.

  • Cabins: These rustic retreats are the top choice for visitors to Chestnut Hill, offering a perfect escape into nature.
  • Condos: Second in popularity, condos provide a modern and convenient stay, ideal for families or couples.
  • Houses: These homes offer a unique and spacious atmosphere, perfect for larger groups seeking comfort.
  • Chalets: With their charming architecture, chalets are a delightful option for a cozy getaway.
  • Cottages: These quaint accommodations provide an intimate setting, ideal for a romantic retreat.**

Top attractions in Chestnut Hill

Chestnut Hill, Tennessee, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for nature lovers and families alike. Visitors can explore a variety of attractions, including urban parks, amusement parks, and event venues. Whether you're seeking a thrilling day out or a relaxing experience amidst nature, Chestnut Hill provides ample opportunities for memorable family outings and adventures.

  1. Dollywood: Experience the thrill of Dollywood, an amusement park filled with exciting rides and attractions. Nestled in the Smoky Mountains, it offers a delightful mix of adventure and family fun, along with live music and local crafts, making it a unique destination for all ages.
  2. Douglas Lake: Enjoy the romantic scenery at Douglas Lake, perfect for a beach day or a leisurely picnic. With stunning views and outdoor activities like fishing and boating, it’s an ideal spot for relaxation and reconnecting with nature.
  3. Forbidden Caverns: Explore the underground wonders of Forbidden Caverns, where adventure awaits. Guided tours reveal fascinating rock formations and stories of the cave's history, making it a thrilling experience for adventure seekers and nature lovers alike.

Things to do recommended for couples

For a romantic getaway in Chestnut Hill, consider thrilling water sports at USA Raft, enjoy a playful round of mini-golf at Ripley's Old MacDonald's Farm, or explore the unique offerings at Smoky Mountain Knife Works. Each experience promises adventure and fun for couples!

Things to do recommended for families

Families visiting Chestnut Hill can splash around at Dollywood's Splash Country, experience sports at The Ripken Experience in Pigeon Forge, and enjoy adventures at WonderWorks, all within 24.1km. These attractions offer a perfect mix of fun and entertainment for everyone!

Things to do recommended for groups

Experience the Hatfield and McCoy Dinner Show for a night of culture and entertainment, shop at the Tanger Outlets for a fun retail excursion, and enjoy a round of golf at Dandridge Golf & Country Club for some outdoor sports. Perfect for a group getaway!

What do I need to keep in mind when booking a vacation in Chestnut Hill

If you're planning a trip with a group, family, pets, or are seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Chestnut Hill with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Chestnut Hill with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Chestnut Hill: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Chestnut Hill: If you're searching for vacation rentals that offer special rates for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include additional amenities in your search, such as parking, a well-equipped kitchen, or a private pool.

Where to stay in Chestnut Hill

Chestnut Hill, Tennessee, offers a charming escape for adventurers and families alike. Nestled in nature, this village is perfect for outdoor enthusiasts seeking scenic views and tranquil surroundings. Nearby cities, such as Chestnut Hill, Philadelphia, and Chestnut Hill, Massachusetts, provide a blend of history and modern living. With its romantic atmosphere and secluded spots, visitors can enjoy relaxing excursions and create lasting memories in this delightful region.

  • Sevierville: Located 20.9km from Chestnut Hill, Sevierville is a vibrant city known for its thrilling adventures and stunning natural scenery. Visitors flock to this area for its exciting attractions, including the popular water park, resorts, and amusement parks. Sevierville is also home to significant landmarks such as the famous theme park and the picturesque national state park, offering a perfect blend of fun and outdoor exploration. Whether you're enjoying a day at the water park or hiking through the scenic trails, Sevierville promises an unforgettable travel experience.
  • Carson Springs: Just 6.4km away from Chestnut Hill, Carson Springs is a quaint village that invites travellers seeking adventure and the great outdoors. With its proximity to various attractions like water parks, resorts, and amusement parks, Carson Springs is a fantastic destination for family-friendly activities. The area boasts notable landmarks, including the stunning national park and historic rail, providing ample opportunities for exploration and enjoyment amidst nature's beauty.
  • Swann: Situated 8.0km from Chestnut Hill, Swann is a charming neighbourhood ideal for those looking for outdoor experiences and romantic getaways. With its recreational areas, playgrounds, and campgrounds, Swann offers a delightful escape into nature. Nearby attractions include a serene lake, beautiful parks, and a dam, perfect for picnics or leisurely strolls. This peaceful setting is perfect for couples and families alike, providing a unique blend of relaxation and adventure.

Best time to go to Chestnut Hill

If you're planning a trip to Chestnut Hill, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January, June and August, while off-peak times, like May, July and December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January37.4°F (3.0°C)Light RainMostly SunnyModerately HighAverage
February41.9°F (5.5°C)Light RainMostly CloudyAverageSlightly Low
March48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
April57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
May66.0°F (18.9°C)Light RainMostly SunnyModerately LowSlightly Low
June73.2°F (22.9°C)Light RainMostly SunnyModerately HighSlightly High
July76.5°F (24.7°C)Light RainMostly SunnyModerately LowSlightly High
August75.0°F (23.9°C)Light RainMostly SunnyModerately HighAverage
September69.6°F (20.9°C)Light RainMostly SunnyAverageSlightly Low
October58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
November47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
December42.3°F (5.7°C)Light RainMostly SunnyModerately LowSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. You may also find that booking a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or easily view and manage your travel arrangements. You can conveniently find the properties you've saved or booked in the Potential, Upcoming, or Current Trips sections. To explore Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Chestnut Hill getaway

Learn about the unique charm of Chestnut Hill with a stay in a private vacation home. There's no shortage of things to see and do in the area.Dollywood and Island at Pigeon Forge are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Chestnut Hill

Are you looking for attractions to visit during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Chestnut Hill has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Dollywood (14.4 mi / 23.2 km)
  • Smoky Mountain Deer Farm and Exotic Petting Zoo (7.7 mi / 12.4 km)
  • Dollywood's Splash Country (13.6 mi / 21.9 km)
  • Wilderness at the Smokies (13.9 mi / 22.4 km)
  • Wild WaterDome (13.9 mi / 22.4 km)
  • Sevierville Golf Club (13.9 mi / 22.4 km)

Exploring the natural features in Chestnut Hill

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Chestnut Hill is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Great Smoky Mountains National Park (21.3 mi / 34.3 km)
  • Forbidden Caverns (1.8 mi / 2.9 km)
  • Douglas Lake (5.4 mi / 8.7 km)
  • Parrot Mountain and Gardens (13 mi / 20.9 km)
  • Little Pigeon River (13.3 mi / 21.4 km)
  • Sevierville City Park (13.4 mi / 21.6 km)

Transportation to and around Chestnut Hill

Fly into McGhee Tyson Airport (TYS), the closest airport, located 37.3 mi (60.1 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Chestnut Hill?
The average price for a vacation home in Chestnut Hill depends on several factors, such as length of stay, property type and season. Whether you prefer a sprawling house with room for friends and family or a quaint cottage just for the two of you, just enter your travel dates to see stays that offer great value.
How much does it cost to rent a beach house in Chestnut Hill?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your Chestnut Hill travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the features and amenities you need.
What are the top attractions for families in Chestnut Hill?
Boredom doesn’t stand a chance during your Chestnut Hill vacation with these family-friendly attractions to explore:

  • Vermont Horse Park
  • Dandridge Golf & Country Club

How old do you have to be to rent a vacation rental in Chestnut Hill?
The minimum age is normally 16, 18 or 21. It can vary from one property to another on Vrbo, so look at the rules of your chosen Chestnut Hill vacation home before booking.
How long can I rent a vacation rental in Chestnut Hill for?
The amount of time you can book a Chestnut Hill vacation rental for differs depending on the property. Just put in your dates of travel to find options offering longer term stays. They feature all the things you need to make your extended getaway more convenient and comfortable, such as kitchens and yards. Some Vrbo vacation homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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