Discover Your Perfect Chestnut Hills Rentals by Owner

Chestnut Hills Rentals by Owner

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10.0 (8 Reviews)
Apartment
The Views Over Pack Square
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10.0 (6 Reviews)
Apartment
Endless Sunset Retreat
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10.0 (3 Reviews)
Apartment
Panoramic Pack Square
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More Top-Rated Rentals by Owner in Chestnut Hills Area

Why Choose Rent By Owner for your Chestnut Hills vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Chestnut Hills Rentals by Owner

Where are the best neighborhoods to stay in Chestnut Hills?

When selecting a neighborhood to stay in within Asheville, North Carolina, you’ll find Chestnut Hills offers a charming and peaceful environment that captures the essence of this vibrant city. Known for its lush greenery and welcoming community atmosphere, Chestnut Hills provides an ideal setting for those seeking tranquility while remaining close to Asheville’s diverse attractions. Booking a rental by owner here ensures a personalized experience, allowing you to enjoy the comforts of home with the convenience of trusted local hosts. Whether you're exploring the scenic natural surroundings or immersing yourself in Asheville's cultural scene, staying in this neighborhood promises a memorable and comfortable visit.

Claxton Community

In this peaceful enclave, you can enjoy a quiet stay while being conveniently close to Asheville's vibrant culture. Its tranquil atmosphere makes it an ideal choice for those seeking a relaxing retreat in the region.

View 1454+ Rentals in Claxton Community

Murdock - Linden

This neighborhood offers easy access to Asheville’s local amenities and scenic spots, making it perfect for travelers wanting to explore the area's natural beauty and community charm during their stay.

View 1414+ Rentals in Murdock - Linden

Charlotte Street

Nestled within the city, this area provides a welcoming atmosphere with proximity to local eateries and attractions, offering a convenient base for exploring all that here has to offer.

View 1390+ Rentals in Charlotte Street

Albemarle Park

Renowned for its historic architecture and scenic landscapes, this neighborhood invites you to enjoy a charming setting that combines comfort with a touch of Asheville’s classic elegance.

View 1406+ Rentals in Albemarle Park

Best Times to Visit Chestnut Hills

When should you plan your Rentals by Owner stay?

Finding the ideal time to vacation here ensures you experience the best of what this destination has to offer, allowing you to enjoy its seasonal highlights while making the most of your stay in this charming region.

Peak Season Highlights

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Spring (March to May)

During the spring, you'll experience vibrant blooms and pleasant weather, making it an ideal time for outdoor activities and exploring the region's natural beauty. This season attracts visitors seeking to enjoy the area's scenic landscapes and mild temperatures.

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

Autumn brings colorful foliage and cool, comfortable weather, perfect for sightseeing and experiencing the region’s seasonal charm. Many travelers choose this time to visit and enjoy the crisp air and breathtaking scenery while staying in cozy vacation rentals.

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

Off-Season Highlights

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Summer (June to August)

In summer, the area offers warm weather and longer days, making it suitable for outdoor adventures and relaxation. While this is a popular season, booking your rental early can help you find great deals and prime accommodations.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
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Winter (December to February)

Winter months are quieter, with cooler temperatures and fewer tourists, providing a peaceful retreat in the region. It’s an excellent time for those seeking solitude or enjoying winter activities in nearby areas while benefiting from lower rates on vacation stays.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Chestnut Hills

How to Book Your Chestnut Hills vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Chestnut Hills

More Top-Rated Rentals by Owner in Chestnut Hills Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 seating areas perfect for relaxing and taking in the scenic mountain views.
  • Take advantage of private patios or decks to dine al fresco amid nature's beauty.
  • Make use of spacious gardens or landscaped yards for outdoor activities or gatherings.
  • Access to fire pits or outdoor fireplaces, ideal for evening relaxation under the stars.
  • Utilize designated barbecue grills for outdoor cooking experiences in the region's fresh air.
  • Explore nearby walking trails or paths directly accessible from your rental for outdoor adventure.
  • Benefit from ample parking or outdoor storage spaces to keep outdoor gear organized and accessible.

Top Attractions Around Chestnut Hills

What attractions are nearby?

Within this scenic area, you can enjoy a variety of outdoor activities and cultural experiences that showcase the natural beauty and vibrant community of Asheville, making your stay truly memorable.

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Family Activities

  • Blue Ridge Parkway Visitor Center: Engage with interactive exhibits and enjoy scenic overlooks that showcase the breathtaking beauty of the region, making it perfect for family outings.
  • Biltmore Estate Gardens: Stroll through expansive gardens and outdoor spaces that captivate children and adults alike, offering a peaceful retreat in the heart of the area.
  • Sherwood Park: Spend quality time outdoors at this park featuring playgrounds, walking trails, and picnic areas ideal for active families exploring here.
  • Asheville Nature Center: Discover local wildlife and nature exhibits that educate and entertain every family member during your visit to this destination.
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Adult Activities

  • Hiking Trails Exploration: Discover scenic trails through lush forests and rolling hills, offering an immersive experience in the natural beauty of the Asheville area.
  • Art Gallery Visits: Immerse yourself in local culture by exploring vibrant art galleries showcasing regional artists within this charming destination.
  • Wine Tasting Tours: Unwind with curated tastings at nearby wineries, allowing you to enjoy the region's renowned viticulture scene without leaving the area.
  • Golfing Experiences: Play a round on picturesque courses that highlight the area's breathtaking mountain views and offer a relaxing escape for golf enthusiasts.

Chestnut Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the area's scenic outdoor spaces to enjoy peaceful walks and outdoor activities that showcase the natural beauty surrounding your rental.
  • Discover Unique Dining Options: Savor authentic regional flavors at local eateries to immerse yourself in the culinary culture of the region during your stay.
  • Plan Flexibly for Weather Changes: Check the forecast regularly to make the most of your plans, whether it’s outdoor adventures or cozy days inside this destination.
  • Connect with the Community: Engage with local shops and events to experience the genuine hospitality and charm of this region firsthand during your visit.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility and convenience for exploring this area at your own pace.
  • Public Transportation: Local bus services provide an affordable way to navigate the region without the hassle of parking or driving yourself.
  • Taxi and Rideshare Services: Reliable options like taxis and rideshare apps ensure quick, convenient transportation within the vicinity, especially if you prefer not to drive.
  • Bike Rentals: Exploring the area on a rented bike can be a scenic and eco-friendly way to travel around here’s diverse landscapes and attractions.

Local Customs Options

  • Respect for Nature and Outdoor Etiquette: When exploring the scenic areas nearby, you’ll find that locals value preserving the region’s natural beauty and expect visitors to follow Leave No Trace principles.
  • Southern Hospitality and Friendly Greetings: Engaging warmly with neighbors and shopkeepers in this area reflects the region's tradition of genuine hospitality and friendliness.
  • Preservation of Local Arts and Crafts: Supporting local artisans by respecting their work and understanding the importance of handmade crafts enhances your experience here.
  • Community-Tied Festivals and Events: Participating in or simply observing community celebrations demonstrates appreciation for the area's rich cultural traditions and local customs.

Frequently Asked Questions About Chestnut Hills Rentals by Owner

1. What are the top vacation rentals in Chestnut Hills?

There are a lot of options in Chestnut Hills. If you plan on staying in the Chestnut Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chestnut Hills:

2. How many Rentbyowner vacation rentals are available in Chestnut Hills?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 941 in the Chestnut Hills 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 Chestnut Hills. 

3. What is the cancellation policy for rentals by owner in this area?

The cancellation policy varies depending on the individual property. You should review the specific rental listing details or contact the owner directly to understand the refund options and any applicable fees.

4. How do I confirm the availability of a rental in the region?

Availability can be checked through the listing on Rent By Owner, which is updated regularly. For real-time confirmation, reaching out to the property owner is recommended to ensure the dates are open before finalizing your booking.

5. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or local taxes may apply. These details are typically listed on the property page or can be clarified by contacting the owner directly during your booking process.

6. What amenities are typically included in rentals by owner in the local area?

Most rentals offer essential amenities like Wi-Fi, parking, and fully equipped kitchens. To find out about specific features, review the property's description or ask the owner when making your inquiry.

7. How do I communicate with the owner if I have special requests or questions?

You can message the owner directly through the Rent By Owner platform. It’s advisable to clarify any special needs or questions before completing your reservation to ensure a smooth stay.

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