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Chestnut Hill vacation rentals

We found 567 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Chestnut Hill by choosing from 43 houses, 38 apartments, and other vacation rentals. 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.
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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. Rich cultural experience: Chestnut Hill boasts music museums and historic colleges, perfect for immersing in local culture.
  2. Family-friendly activities: The area offers a range of attractions suitable for visitors of all ages, ensuring fun for the whole family.
  3. Charming neighbourhoods: Explore the delightful local communities and engage with friendly residents, enhancing your travel experience.
  4. Vibrant art scene: Discover a variety of art galleries and cultural events that showcase local talent and creativity.
  5. Diverse accommodation options: Choose from cozy vacation homes, condos, and apartments tailored to fit your needs and budget.

Popular types of accommodation around Chestnut Hill

If you're exploring vacation rentals in Chestnut Hill, you're in for a treat! Our platform offers a variety of popular accommodations, including houses, condos, and apartments. Whether you're searching for Chestnut Hill apartments or Philadelphia Chestnut Hill rentals, we have options to suit your needs. Discover comfortable and inviting homes in Chestnut Hill that provide the perfect backdrop for your getaway.

  • Houses: The top choice for visitors to Chestnut Hill, these homes offer spacious and comfortable settings ideal for families and groups.
  • Condos: A popular option, condos provide modern amenities and often feature shared facilities, perfect for those seeking convenience.
  • Apartments: These versatile rentals are perfect for solo travellers or couples looking for a central location with all the essentials.
  • Cottages: Quaint and inviting, cottages are a delightful option for those desiring a peaceful escape.
  • Cabins: A charming choice for nature enthusiasts, cabins offer a rustic experience amidst the beautiful outdoors.**

Top attractions around Chestnut Hill

Chestnut Hill, Nashville, is perfect for families, business travellers, and city explorers alike. Visitors can immerse themselves in local culture by exploring music museums, historic colleges and universities, and entertainment arenas. With a variety of attractions catering to culture enthusiasts, families, and outdoor adventurers, Chestnut Hill promises a memorable vacation filled with diverse experiences.

  1. Vanderbilt University: A prestigious institution with beautiful architecture and lush campus grounds, offering a glimpse into academic life while embracing Nashville's cultural vibrancy.
  2. Broadway: A lively strip filled with honky-tonks, shops, and restaurants, perfect for families and outdoor enthusiasts looking to experience Nashville's famous music scene.
  3. Music City Center: A modern event venue hosting various conventions and exhibitions, showcasing Nashville's business energy and commitment to innovation.

Things to do recommended for couples

For a romantic getaway in Chestnut Hill, enjoy a night at the iconic Ryman Auditorium, only 3.2km away, or immerse yourselves in the vibrant atmosphere of the Grand Ole Opry, 9.7km away. Don’t miss the Ascend Amphitheater, just 1.6km away, for an unforgettable concert experience.

Things to do recommended for families

Families visiting Chestnut Hill can enjoy exciting sports experiences at Nissan Stadium and First Horizon Park, both located 3.2km away, or catch a game at FirstBank Stadium, just 4.8km away. These venues offer vibrant sports vibes that will delight both kids and adults alike.

Things to do recommended for groups

Explore Fifth + Broadway for shopping and entertainment, just 3.2km from Chestnut Hill. Visit the local Farmer's Market, also 3.2km away, for a taste of city life. Don’t miss Hatch Show Print, a unique store only 1.6km from your accommodation.

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

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • 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. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Chestnut Hill with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering the location of family-friendly attractions nearby is a wise choice.
  • Taking your pets with you to Chestnut Hill: For many, a family getaway isn’t truly fulfilling without their furry companion joining in. If this resonates with you, explore Vrbo properties that welcome pets. Many of these 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 in search of vacation rentals offering discounts 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 rental options. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around Chestnut Hill

Chestnut Hill, Nashville, offers a delightful blend of family-friendly activities and rich urban culture. You can explore the nearby charming neighborhoods, engage with friendly locals, and immerse yourself in the vibrant art scene. From historical sites to budget-friendly options, there’s something for everyone. Don’t miss the opportunity to experience the unique atmosphere that surrounds this lovely area, making it an ideal destination for both relaxation and adventure.

  • Downtown Nashville: Downtown Nashville is a vibrant urban hub located 3.2km from Chestnut Hill. Known for its rich musical heritage, this area attracts tourists for its lively atmosphere and numerous attractions. Visitors can enjoy a variety of entertainment options, including shopping at unique boutiques, attending events at the arena, and experiencing live music at iconic venues. Landmarks such as the tourist precinct and the stadium enhance the experience, making it an ideal destination for family outings, business trips, or simply soaking up the city's dynamic culture.
  • SoBro: SoBro, situated just 1.6km from Chestnut Hill, is a trendy neighbourhood that combines modernity with Nashville's traditional charm. This area is perfect for families and business travellers alike, offering a variety of activities, including shopping and attending concerts in state-of-the-art facilities. With attractions like the stadium and event conference venues nearby, SoBro provides a bustling environment where visitors can engage in both leisure and corporate activities, all while enjoying the city's vibrant atmosphere.
  • Music Row: Music Row is located 3.2km from Chestnut Hill and is the epicentre of Nashville's music industry. This neighbourhood is ideal for families and business visitors, featuring a mix of shopping and educational venues alongside music concerts. With notable landmarks such as the historic college university and the lively tourist precinct, Music Row offers a unique blend of culture and history. Experience the heart of the music scene and immerse yourself in Nashville's artistic spirit while exploring this dynamic neighbourhood.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 HighSlightly High
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 HighAverage
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowSlightly Low

Booking with Vrbo is simple

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

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your bookings. Your saved and booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chestnut Hill?
Houses are the most popular style of vacation rental in Chestnut Hill, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in a variety of shapes and sizes. Compare our options to find your perfect match.
How much does it cost to rent a vacation rental in Chestnut Hill?
Length of stay, season and property type are some things that can determine the price of a vacation home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Chestnut Hill?
Prices for beach houses in Chestnut Hill vary depending on the type and size of the property and time of year you’re traveling. Simply enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use our filters to narrow your search results by ratings, amenities and more.
Are there pet-friendly vacation rentals in Chestnut Hill?
Good news. There are. You’ll have a choice of 51 stays that allow pets in Chestnut Hill on Vrbo. Our furry kids deserve a break too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your puppy can be near his favorite humans.
What are popular rental amenities in Chestnut Hill?
A fireplace, an ocean view and a firepit are rated the most popular rental amenities in Chestnut Hill. Whether you’re taking to the road as a party of one, with a partner or a group of dear friends, Vrbo will help you find a vacation home that fits your tastes with all the features you’re looking for.
Are there large group vacation rentals in Chestnut Hill?
Chestnut Hill has 11 vacation homes that can cater to 10 or more guests. These stays come with the privacy and space you need to enjoy good times with loved ones.
Are there vacation rentals in Chestnut Hill that welcome kids?
With 51 family-friendly vacation properties to select from in Chestnut Hill, now is a superb time to introduce your little ones to the thrills of travel. Just check our “Properties good for families” filter box to find stays loaded with amenities perfect for vacationing families, such as kitchens, private pools, hot tubs and entertainment areas.
What are the top attractions for families in Chestnut Hill?
Keeping the kids entertained during your Chestnut Hill vacation is a cinch with these top family-friendly attractions:

  • Broadway
  • Nashville Zoo
  • Adventure Science Center

Are there one-bedroom vacation rentals in Chestnut Hill?
Yes, Chestnut Hill has seven one-bedroom rentals on offer. Usually located in prime areas due to their smaller size, a one-bedroom rental is perfect if you’re getting away with your partner or a buddy. And with home comforts such as full kitchens and more privacy than a standard hotel, you’ll be able to chill out while sightseeing around this fabulous destination.
Can I find two-bedroom vacation rentals in Chestnut Hill?
Take off with your loved ones and experience complete comfort and privacy in one of the eight two-bedroom vacation rentals Chestnut Hill has to offer.
Are there vacation rentals with WiFi in Chestnut Hill?
Chestnut Hill has 11 vacation rentals with WiFi, so you’ll be able to stay connected while you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to scrolling social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Chestnut Hill?
Chestnut Hill has 51 vacation rentals where you’ll be able to spend your days in air-conditioned comfort. To book a stay on Vrbo that features this perk, enter your preferred travel dates and use the filters to select the “air conditioning” box.
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 change from one property to another on Vrbo, so check the rules of your chosen Chestnut Hill stay before booking your stay.
How long can I rent a vacation rental in Chestnut Hill for?
The length of time you can rent a vacation rental in Chestnut Hill depends on the property. Just enter your desired dates to view a list of options offering extended stays. With lots of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to find a terrific place to call your home away from home in Chestnut Hill.

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