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Chestnut Hill vacation rentals

We found 576 vacation rentals — enter your dates for availability

Discover a selection of 34 homes, 14 apartments, and other vacation rentals in Chestnut Hill that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Chestnut Hill

Showing deals for:Apr 24 - May 1

Image gallery for No Cleaning Fee & Breakfast Included! 1/4 Mile to Geodis. 1 exit to Downtown!

Living room with comfortable sectional and ample seating.
10 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)

No Cleaning Fee & Breakfast Included! 1/4 Mile to Geodis. 1 exit to Downtown!

Nashville

18% off
Price is $354
$2,481 for 7 nights
All fees included
No Cleaning Fee & Breakfast Included! 1/4 Mile to Geodis. 1 exit to Downtown!

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Find out more about Chestnut Hill

Why visit Chestnut Hill

  • Cultural attractions: Explore music museums and historic colleges that highlight Nashville's rich heritage.
  • Community vibe: Experience the friendly atmosphere and unique shops that reflect the local culture in Chestnut Hill.
  • Outdoor activities: Enjoy local parks and family-friendly adventures suited for all ages.
  • Charming accommodations: Stay in stylish condos or cozy vacation homes like Cherry Oak Apartments and Story Bungalows.
  • Access to Nashville: Conveniently explore Nashville's vibrant entertainment scene just a short distance away.

Popular types of accommodation around Chestnut Hill

If you're looking for the perfect vacation rental in Chestnut Hill, you're in the right place. Our most popular accommodations include charming houses, stylish condos, and comfortable apartments. Notable options like the Cherry Oak Apartments and Story Bungalows offer modern living spaces with plenty of seating for relaxation. Discover the ideal home away from home in this lovely neighborhood, where comfort and convenience await.

  • Houses: The top choice for visitors, these spacious homes offer a comfortable and personalized stay, perfect for families or groups.
  • Condos: A popular option, condos provide modern amenities and are often located in vibrant areas close to attractions.
  • Apartments: Ideal for solo travelers or couples, apartments offer a cozy and convenient living space during your stay.
  • Cottages: Charming and quaint, cottages offer a unique experience, often surrounded by nature and tranquility.
  • Cabins: A favorite for those seeking a rustic retreat, cabins provide a cozy escape in a serene setting.**

Top attractions near Chestnut Hill

Chestnut Hill, Nashville, offers a delightful vacation experience for families and business travelers alike. Explore popular attractions like music museums, historic colleges, and entertainment arenas that reflect the area's rich culture. Whether you're seeking family-friendly activities or outdoor adventures, Chestnut Hill has something for everyone. Don't miss the vibrant atmosphere of Nashville, Tennessee, as you immerse yourself in local experiences during your visit.

  • Broadway: A bustling hub vibrant with energy, Broadway offers a lively atmosphere filled with family-friendly activities, live music, and numerous restaurants. It's the perfect spot to soak in Nashville's renowned nightlife and Southern charm, all just 1 mile from Chestnut Hill.
  • Vanderbilt University: This historic university, located 2 miles from Chestnut Hill, is a cultural treasure. Its beautiful campus features stunning architecture, art galleries, and gardens, inviting visitors to explore its rich academic history and vibrant student life.
  • Bridgestone Arena: Just 1 mile from Chestnut Hill, this premier entertainment venue hosts concerts, sports events, and family shows. With its energetic atmosphere, Bridgestone Arena is a must-visit for anyone looking to enjoy Nashville's entertainment scene.

Things to do recommended for couples

For a romantic getaway in Chestnut Hill, enjoy live music at the Grand Ole Opry, only 6 miles away, or catch a show at the iconic Ryman Auditorium, 2 miles from your location. Don't miss the Ascend Amphitheater, just 1 mile away, for unforgettable entertainment vibes.

Things to do recommended for families

Your family will love the excitement at Nissan Stadium and First Horizon Park, both just 2 miles from Chestnut Hill, offering thrilling sports vibes. For more action, head to FirstBank Stadium, located 3 miles away, ensuring an unforgettable experience for all ages.

Things to do recommended for groups

Explore the Mall at Green Hills for shopping and entertainment, just 4 miles from Chestnut Hill. Visit the Farmer's Market, 2 miles away, for local goods and family vibes. Enjoy some fun at Elliston Place, located 3 miles from Chestnut Hill for a lively experience.

*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 Hill

If you're traveling with a group, family, or pets, or planning an extended stay, be sure to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Chestnut Hill with a group: Think about how many bedrooms you'll require, as well as additional features like a full kitchen or outdoor space for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Chestnut Hill with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Chestnut Hill: For many, a family vacation feels unfinished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations are equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chestnut Hill: If you're in search of vacation rentals that offer special rates for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Chestnut Hill

Chestnut Hill, a charming neighborhood in Nashville, offers a delightful blend of urban vibrancy and historical charm. Families and business travelers alike will appreciate the friendly atmosphere and trendy spots nearby. Explore local parks, cozy cafes, and unique shops that reflect the area's rich culture. Don't miss the chance to experience the warmth of Chestnut Hill's community while enjoying its relaxing ambiance and convenient access to Nashville's bustling attractions.

  • Nashville: As the vibrant capital of Tennessee, Nashville is a city that seamlessly blends rich musical heritage with urban excitement. Located in the heart of the state, Chestnut Hill offers easy access to the city's renowned attractions. Explore the lively shopping areas and immerse yourself in the music scene, with countless venues hosting concerts and live performances. Must-visit landmarks include the iconic tourist precinct, exciting sports facilities, and the famous stadium, where you can catch thrilling events throughout the year.
  • Downtown Nashville: Just 2 miles from Chestnut Hill, Downtown Nashville is a bustling neighborhood full of energy and charm. This area is perfect for families, business travelers, and city explorers alike. Stroll through the vibrant streets lined with shops and enjoy the nearby arena entertainment for a night to remember. With its proximity to major attractions like the stadium and tourist precinct, Downtown Nashville is an essential stop for anyone looking to experience the best of what the city has to offer.
  • SoBro: Located only 1 mile away from Chestnut Hill, SoBro (South of Broadway) is a trendy neighborhood known for its eclectic mix of culture and entertainment. Visitors come here for family outings, business meetings, or simply to soak up the city vibe. From shopping areas to lively music venues, SoBro has a lot to offer. Don’t miss out on the exciting local landmarks, including the event conference venue and the bustling tourist precinct, making it a perfect destination for a fun-filled day.

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 June to July and October, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.9°F (3.3°C)Light RainMostly CloudySlightly LowSlightly Low
February42.1°F (5.6°C)Light RainMostly CloudySlightly LowSlightly Low
March50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
April58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
May68.0°F (20.0°C)Light RainMostly SunnyAverageSlightly High
June76.5°F (24.7°C)Light RainMostly SunnySlightly HighAverage
July79.2°F (26.2°C)Light RainMostly SunnySlightly HighAverage
August77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
September72.1°F (22.3°C)Light RainMostly SunnyAverageSlightly High
October61.2°F (16.2°C)Light RainMostly SunnySlightly HighSlightly High
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowSlightly Low

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly has its rewards. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your adventures, keep your travel arrangements organized, and manage your bookings with ease. You’ll find your saved and booked properties conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please 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 Hill?
In Chestnut Hill, vacation houses are quite popular, with several available throughout the area. These homes typically provide spacious layouts, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many are located in serene neighborhoods, great for travelers looking to escape the hustle and bustle. Apartments and condos are also available, offering a more compact living option with essential amenities, making them suitable for couples or solo travelers.
How much does it cost to rent a vacation home in Chestnut Hill?
Prices for vacation rentals in Chestnut Hill 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 Hill 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 Hill vacation house rentals?
You can find great discounts on house rentals in Chestnut Hill 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 Hill?
In Chestnut Hill, popular rental amenities include well-equipped kitchens, which often feature kitchen islands for added convenience, allowing guests to prepare meals with ease. Many properties also provide inviting patios or decks, superb for enjoying the surrounding natural beauty or relaxing outdoors. Additionally, travelers can expect coffee and tea makers in most rentals, ensuring a warm beverage is always within reach.
Are there any family house rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several family-friendly house rentals available. This charming area is ideal for families, offering access to outdoor activities and local attractions. Many homes feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces great for kids to play.

Visitors can enjoy the beautiful natural surroundings, including nearby lakes and parks, great for picnicking and recreational activities. The locale also provides a peaceful atmosphere while still being close to the vibrant community of surrounding towns, where local shops and dining options can be explored.
Can I rent a vacation home with a pool or hot tub in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several vacation homes available for rent that feature pools and hot tubs. This picturesque area offers a serene escape with beautiful natural surroundings. Travelers can expect amenities such as private pools for relaxation on warm days, as well as inviting hot tubs great for unwinding in the evenings. Many of these properties also include spacious living areas and fully equipped kitchens, making them ideal for families or groups looking to enjoy a comfortable stay.
Are there any Chestnut Hill vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chestnut Hill 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.
Are there pet-friendly vacation rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, travelers will find several pet-friendly vacation rentals that cater to those looking to enjoy a getaway with their furry companions. These rentals often offer amenities such as spacious yards, outdoor seating areas, and sometimes even dog-friendly features like pet beds or bowls.

The area around Chestnut Hill is surrounded by natural beauty, with opportunities for outdoor activities that are pet-friendly, including hiking trails in nearby parks and scenic areas great for walks. Travelers can expect cozy accommodations that may include fully equipped kitchens, comfortable living spaces, and access to local attractions.
Can I find long-stay vacation rentals in Chestnut Hill?
A long-stay vacation rental in Chestnut Hill 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 Hill for a vacation rental?
March is the most popular time to visit Chestnut Hill, offering a vibrant atmosphere as nature awakens from winter. The peak season runs from February to April, when travelers flock to enjoy outdoor activities and the scenic beauty of the region. During this time, visitors can partake in hiking, birdwatching, and exploring the stunning landscapes that Chestnut Hill has to offer.

The climate in March typically features mild temperatures, ranging from the low 40s to mid-60s Fahrenheit, making it an ideal time for outdoor exploration and leisurely strolls. The area is known for its breathtaking natural beauty, and travelers can enjoy the blooming wildflowers and lush greenery that come alive during this season.

For those looking for a more budget-friendly option, consider planning your visit in November. This month offers a tranquil atmosphere, allowing you to enjoy the picturesque fall foliage and crisp autumn air without the crowds. The changing colors of the leaves along the scenic trails create a stunning backdrop for leisurely hikes and scenic drives.

Ultimately, the best time to book a vacation rental in Chestnut Hill hinges on your personal preferences.
Are there any remote work vacation rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several remote work-friendly vacation rentals available, totaling around 12 options. This serene area provides a peaceful environment ideal for productivity, with many properties equipped with essential amenities like Wi-Fi, dedicated desk spaces, and ergonomic chairs. Some rentals may also feature additional conveniences such as computer monitors and business centers accessible 24 hours, catering specifically to the needs of remote workers.

Chestnut Hill offers a tranquil setting, surrounded by natural beauty, making it a great choice for those looking to balance work and leisure. The nearby attractions, such as the Great Smoky Mountains National Park, provide opportunities for outdoor activities and relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Chestnut Hill vacation rental?
Book your Chestnut Hill 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.
Can I change or cancel my Chestnut Hill home rental booking on Vrbo?
To find Chestnut Hill 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 Hill 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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