Chestnut Hills vacation rentals

We found 136 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Chestnut Hills to find one that's perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Find out more about Chestnut Hills

Why visit Chestnut Hills

  • Outdoor Adventure: Chestnut Hills is a haven for outdoor enthusiasts, offering a range of activities amidst stunning natural beauty.
  • Historic Exploration: Discover charming historic houses and buildings that showcase the area's rich history and culture.
  • Family-Friendly Activities: Enjoy a variety of excursions and attractions suitable for all ages, making it perfect for family vacations.
  • Charming Neighborhoods: Stroll through picturesque cobblestone streets and experience the warm, welcoming community atmosphere.
  • Cozy Accommodations: Choose from a variety of cozy vacation homes, cabins, and cottages for a comfortable stay.

Popular types of accommodation around Chestnut Hills

Planning a getaway to Chestnut Hills? The excitement begins with finding the perfect place to call home during your stay. Discover a variety of popular accommodations, including houses, charming cabins, and cozy cottages. Whether you're looking for homes for rent in Stockton, Philadelphia, or Lafayette Hill, you'll find the ideal retreat tailored to your needs. Explore the options and make your vacation unforgettable.

  • Houses: The top choice for visitors to Chestnut Hills, offering spacious and comfortable stays ideal for families, friends, or couples.
  • Cabins: A favorite for those seeking a rustic escape, these cozy lodgings immerse you in nature's beauty.
  • Cottages: Perfect for a quaint and charming retreat, these intimate spaces are beloved by couples and small families.
  • Apartments: A practical option for travelers, providing convenience and amenities in a home-like setting.
  • Condos: Offering modern comforts and often stunning views, these are a great choice for a stylish vacation experience.**

Top attractions near Chestnut Hills

Chestnut Hills in Asheville, North Carolina, is perfect for outdoor enthusiasts and adventure seekers. Visitors can explore historic houses and buildings, and even a medical center, all while enjoying the scenic beauty of the area. This destination offers a variety of cultural and family-friendly experiences, making it an ideal spot for travelers looking for a mix of relaxation and exploration. Don't miss a visit to Chestnut Hill for an unforgettable adventure.

  • Biltmore Estate: This grand historic house offers a glimpse into America’s Gilded Age, featuring stunning architecture, beautiful gardens, and a winery. A tour allows you to explore its opulent rooms and rich history.
  • Blue Ridge Parkway Asheville Entrance: A scenic park perfect for family outings, it boasts breathtaking mountain views, hiking trails, and picnic areas, all emphasizing eco-friendly practices and outdoor enjoyment.
  • Mission Hospital: While primarily a medical center, it embodies a community spirit with family-friendly services and a commitment to health and wellness, making it an essential part of the local infrastructure.

Things to do recommended for couples

Planning a romantic getaway in Chestnut Hills, Asheville? Explore the stunning Blue Ridge Parkway, indulge in a wine tasting at local vineyards, or unwind with a couples massage at a cozy spa. Don't forget to enjoy a sunset at the Biltmore Estate for a truly unforgettable experience.

Things to do recommended for families

Families visiting Chestnut Hills in Asheville can enjoy hiking the scenic trails at the Blue Ridge Parkway and exploring the hands-on exhibits at the Asheville Museum of Science. Don’t miss a fun-filled day at the Western North Carolina Nature Center, where kids can learn about local wildlife.

Things to do recommended for groups

Groups visiting Chestnut Hills can hike the scenic trails of the Blue Ridge Parkway, enjoy a guided brewery tour in Asheville, and unwind with a picnic at the stunning Biltmore Estate gardens, all while soaking in the vibrant local culture and breathtaking mountain views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether it's with a group, family, pets, or for an extended stay—be sure to refine your search according to your key preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Chestnut Hills with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, Vrbo allows you to filter for all of these options and more.
  • Traveling to Chestnut Hills with young kids: Traveling with young kids can be tough. It’s important to prioritize their comfort and safety, along with amenities that suit their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chestnut Hills: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chestnut Hills: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chestnut Hills

Chestnut Hills in Asheville, North Carolina, offers a delightful blend of outdoor adventure and scenic beauty. Explore nearby neighborhoods with their charming cobblestone streets and friendly atmosphere. Enjoy family-friendly excursions and find budget-friendly activities that make the area perfect for both relaxation and excitement. Experience the warm community spirit while discovering the residential charm of this hidden gem in the heart of the Blue Ridge Mountains.

  • Asheville: Nestled in the Blue Ridge Mountains, Asheville is a vibrant city that attracts adventurers and nature lovers alike. Known for its stunning outdoor scenery, visitors can explore numerous parks and trails, including the breathtaking Blue Ridge Parkway. The city is also home to a rich array of educational venues, including art galleries and museums that celebrate local culture. Notable attractions include the historic Biltmore Estate and various monuments that reflect the area's heritage, making Asheville a must-visit destination for those seeking both adventure and history.
  • Downtown Asheville: Just 0.8 miles from Chestnut Hills, Downtown Asheville is the cultural hub of the city. This lively neighborhood offers a mix of outdoor spaces, family-friendly attractions, and cultural experiences. Visitors can enjoy live performances at the local theaters or explore the many art galleries and shops that line the streets. Key landmarks include beautifully landscaped parks and historic houses, contributing to the area's charm. The downtown area also features an array of dining options and entertainment venues, providing a delightful experience for all ages.
  • Claxton Community: Located a mere 0.2 miles from Chestnut Hills, the Claxton Community offers visitors a more intimate experience with its scenic beauty and romantic ambiance. This neighborhood is ideal for outdoor enthusiasts, with easy access to serene lakes and parks perfect for leisurely strolls or picnics. The community also features educational facilities and charming local stores, enhancing its appeal. Notable landmarks include lovely parks and historic houses, making Claxton a perfect spot for couples and families looking to escape the hustle and bustle while enjoying nature.

Best time to go to Chestnut Hills

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly SunnyModerately LowSlightly Low
February39.7°F (4.3°C)Light RainMostly SunnyModerately LowSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyModerately LowSlightly Low
April54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
May62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
June69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
July72.3°F (22.4°C)Light RainMostly SunnyModerately HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyModerately HighAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October55.8°F (13.2°C)Light RainMostly SunnyModerately HighAverage
November45.5°F (7.5°C)Light RainMostly SunnyAverageSlightly High
December40.1°F (4.5°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking an extended stay to enjoy even greater savings. To discover a Vrbo property that suits your budget, take advantage of our filters to narrow down options 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 Trip Board feature offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All your previously saved and booked properties are now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Chestnut Hills?
In Chestnut Hills, vacation houses are the most popular type of rental, with several options available throughout the area. These homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many also come with outdoor spaces such as decks or patios, superb for enjoying the pleasant North Carolina weather. In addition to vacation houses, there are also several apartments and cottages, providing a variety of choices for travelers seeking different experiences.
How much does it cost to rent a vacation home in Chestnut Hills?
Prices for vacation rentals in Chestnut Hills vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chestnut Hills to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Chestnut Hills vacation house rentals?
You can find great discounts on house rentals in Chestnut Hills on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Chestnut Hills?
In Chestnut Hills, popular vacation rentals typically feature essential amenities that cater to travelers' needs. Most properties come equipped with a kitchen, allowing guests to prepare meals at their convenience. Additionally, a coffee and tea maker is commonly available to help guests kickstart their mornings. Parking is usually onsite, making it convenient for those traveling by car. Many rentals also permit pets, which is a significant advantage for pet owners looking to enjoy their stay with their furry companions. Lastly, most accommodations include a deck or patio, providing a superb spot to relax while taking in the serene surroundings of this North Carolina neighborhood.
Can I find family house rentals in Chestnut Hills?
In Chestnut Hills, North Carolina, there are several family-friendly house rentals available. This picturesque area is superb for families looking to enjoy a serene environment. Many of these homes come equipped with spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces for kids to play.

Visitors can explore nearby attractions such as the beautiful local parks, where hiking trails and picnic areas offer opportunities for outdoor fun. Additionally, the region is known for its charming community atmosphere and access to various recreational activities.
Are there any Chestnut Hills vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chestnut Hills with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Chestnut Hills?
In Chestnut Hills, North Carolina, travelers can indeed find several pet-friendly vacation rentals available for booking. This area provides a friendly setting for pet owners, with properties that often feature spacious yards, outdoor patios, and convenient access to local parks. Many rentals come equipped with modern amenities such as fully stocked kitchens, Wi-Fi, and comfortable living spaces, ensuring a pleasant stay for both guests and their furry companions.

Additionally, the surrounding region offers beautiful natural landscapes where pets can enjoy outdoor activities. Chestnut Hills is known for its scenic hiking trails and nearby parks that allow pets, making it an ideal destination for those looking to explore the great outdoors with their animals.
Can I find long-stay vacation rentals in Chestnut Hills?
A long-stay vacation rental in Chestnut Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Chestnut Hills for a vacation rental?
The best time to visit Chestnut Hills for a vacation rental is during the peak season from October to December, with November being particularly popular. This charming period is superb for travelers seeking a tranquil escape, as the fall colors transform the landscape into a picturesque haven, ideal for outdoor activities like hiking and scenic drives.

During November, temperatures typically range from the low 40s to mid-60s Fahrenheit, providing a comfortable climate for exploring the area's natural beauty. Visitors can enjoy the stunning autumn foliage while taking leisurely strolls through the scenic trails or visiting local attractions, all without the summer crowds.

For those looking for more budget-friendly options, January is the low season. During this time, this month can still offer a cozy retreat for those who appreciate a peaceful atmosphere and the chance to enjoy local winter activities.
Are there any remote work vacation rentals in Chestnut Hills?
In Chestnut Hills, North Carolina, there are several vacation rentals available that cater to remote work needs. Many properties in this area offer essential amenities such as reliable Wi-Fi, enabling guests to stay connected for work purposes. Some rentals may also feature dedicated workspaces or desks, creating a comfortable environment for productivity. Additionally, travelers can expect conveniences like spacious living areas and fully equipped kitchens, superb for balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Chestnut Hills vacation rental?
Book your Chestnut Hills vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chestnut Hills, North Carolina, United States of America?
In Chestnut Hills, North Carolina, visitors can enjoy several attractions that highlight the area's natural beauty and local culture. The nearby Blue Ridge Parkway offers stunning scenic drives and numerous hiking opportunities, with breathtaking views of the Appalachian Mountains. For those interested in outdoor activities, the surrounding Pisgah National Forest provides trails for hiking, biking, and enjoying the rich biodiversity of the region.

The town itself features quaint shops and local eateries that reflect the southern charm of the area. Additionally, Chestnut Hills is not far from the vibrant city of Asheville, where travelers can explore the historic Biltmore Estate, enjoy the local arts scene, and visit a variety of breweries.
Can I change or cancel my Chestnut Hills home rental booking on Vrbo?
To find Chestnut Hills vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Chestnut Hills vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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