Photo by Jana Hankins

Chestnut Hill holiday lettings

We found 592 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Chestnut Hill by choosing from 47 houses, 43 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Chestnut Hill

Showing deals for:6 Feb - 13 Feb
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Why visit Chestnut Hill

  • Rich cultural experiences: Explore vibrant music museums and historic colleges that showcase Nashville's artistic heritage.
  • Charming neighbourhood: Enjoy the welcoming atmosphere of Chestnut Hill with friendly locals and trendy spots.
  • Beautiful urban parks: Relax in lovely parks perfect for family outings and outdoor activities.
  • Convenient base: Chestnut Hill serves as an ideal starting point to discover Nashville's lively city life and culture.
  • Diverse accommodation options: Choose from charming private homes to modern apartments for a comfortable stay.

Popular types of accommodation around Chestnut Hill

Embarking on a trip to Chestnut Hill? The next exciting step is selecting your ideal accommodation. From charming houses to modern condos and stylish apartments, there are plenty of options to suit your needs. Explore the best Chestnut Hill apartments in Nashville for a comfortable stay, whether you're seeking a short-term rental or a longer getaway. Your perfect retreat awaits!

  • Houses: A favourite among visitors to Chestnut Hill, these homes offer spacious and comfortable settings for families or groups.
  • Condos: These stylish accommodations are ideal for those seeking modern amenities and a convenient location.
  • Apartments: Perfect for solo travellers or couples, apartments provide a home-away-from-home experience with essential facilities.
  • Cottages: A lovely choice for a quaint and peaceful retreat, cottages are perfect for a romantic getaway.
  • Cabins: For nature enthusiasts, cabins offer a charming escape amidst the beauty of the outdoors.**

Top attractions near Chestnut Hill

Chestnut Hill in Nashville, Tennessee, offers a charming blend of attractions suitable for families and business travellers alike. Visitors can explore the vibrant music museums, historic colleges and universities, and lovely urban parks. This locale is perfect for those seeking cultural experiences, outdoor activities, and family-friendly outings. Whether you're enjoying the local sights or indulging in the rich history, Chestnut Hill promises a delightful escape.

  • Vanderbilt University: A historic institution with beautiful architecture and lush gardens, offering a glimpse into American higher education. The campus is rich in culture, with art galleries and performance spaces that showcase local talent.
  • Broadway: A vibrant tourist precinct renowned for its lively atmosphere, featuring family-friendly attractions, dining options, and outdoor entertainment. Experience the heart of Nashville's music scene with live performances and street musicians.
  • Music City Center: A modern event and conference venue, it hosts a variety of business events and conventions. Its striking design reflects Nashville's musical heritage and provides excellent facilities for networking and exhibitions.

Things to do recommended for couples

If you're seeking a romantic getaway in Chestnut Hill, Nashville, explore the Grand Ole Opry, Ryman Auditorium, and Ascend Amphitheater, all offering vibrant music experiences within a short distance. Enjoy the lively atmosphere together as you create unforgettable memories in this charming locale.

Things to do recommended for families

Families visiting Chestnut Hill can immerse themselves in the excitement at Nissan Stadium and First Horizon Park, both located a mere 1.2km away. For more sports action, FirstBank Stadium, situated 1.9km from Chestnut Hill, offers a fantastic atmosphere for all ages.

Things to do recommended for groups

Visit the Mall at Green Hills for shopping and dining, only 2.5km from Chestnut Hill. Enjoy entertainment at Elliston Place, just 1.9km away, and explore the vibrant Farmer's Market, located 1.2km from your accommodation, perfect for families and friends to experience local culture.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Chestnut Hill with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Chestnut Hill with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, as well as ensure access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Chestnut Hill: For many, a family holiday isn't truly complete without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels completely at home.
  • Planning for a long term stay visiting Chestnut Hill: If you're in search of holiday rentals offering discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Chestnut Hill

Chestnut Hill in Nashville offers a delightful blend of urban charm and historical allure, perfect for families and business travellers alike. Explore the welcoming neighbourhood, where friendly locals and trendy spots create a relaxed atmosphere. Just a stone's throw away, you can discover the vibrant city life and rich culture of Nashville, making it an ideal base for your holiday adventure. Experience the essence of living in Chestnut Hill and uncover its hidden gems.

  • Nashville: Nashville, a vibrant metropolis located 1.2km from Chestnut Hill, is renowned for its rich musical heritage and cultural diversity. Visitors flock to Nashville for a delightful mix of family-friendly activities, business opportunities, and urban adventures. The city boasts a plethora of shopping areas and educational venues, alongside a lively music scene. Notable attractions include the iconic tourist precinct, a bustling stadium, and the picturesque lake, all of which create an engaging travel experience that showcases the essence of Southern hospitality.
  • Downtown Nashville: Just 1.2km from Chestnut Hill, Downtown Nashville is a dynamic neighbourhood pulsating with energy and excitement. This area is perfect for families, business travellers, and city enthusiasts alike. Downtown Nashville features bustling shopping areas, an impressive arena entertainment facility, and a vibrant music concert scene. Local landmarks include a prominent tourist precinct, a large stadium, and a state-of-the-art sports facility, making it a hub of activity that offers an unforgettable experience for visitors.
  • SoBro: SoBro, located a mere mile from Chestnut Hill, is an emerging neighbourhood that perfectly encapsulates the spirit of Nashville. This area is ideal for family outings, business trips, and city explorations. SoBro is home to a variety of shopping areas, an impressive arena entertainment facility, and a thriving music concert scene. Highlights include a lively tourist precinct, a major stadium, and a versatile event conference venue, ensuring that visitors enjoy a diverse range of experiences in this bustling locale.

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 May to June 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 SunnySlightly HighSlightly High
June76.5°F (24.7°C)Light RainMostly SunnySlightly HighSlightly High
July79.2°F (26.2°C)Light RainMostly SunnyAverageAverage
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 a breeze

Are you hoping to cut costs on your upcoming holiday? It may be worthwhile to keep your travel dates flexible, as prices can vary. Additionally, opting for a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a dedicated area for you to plan new getaways, manage your ongoing arrangements, or review and organise your bookings. The properties you have saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Chestnut Hill?
In Chestnut Hill, apartments, holiday houses, and condos are all popular types of holiday rentals, with several options available in this charming area. Many of these rentals are located near local attractions and natural beauty, offering guests a comfortable base for exploring. Most apartments and condos come equipped with modern amenities such as fully furnished kitchens, spacious living areas, and access to communal facilities like pools or fitness centres. Holiday houses tend to provide even more space, featuring multiple bedrooms, private gardens, and outdoor seating areas, making them ideal for families or groups.
How much does it cost to rent a holiday home in Chestnut Hill?
Prices for holiday 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 holiday 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 holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals comfortably. Many properties also feature patios or decks, providing outdoor spaces for relaxation and enjoying the surrounding scenery. Additionally, travellers can expect amenities such as coffee and tea makers for a quick morning brew, as well as kitchen islands that enhance the cooking experience.
Are there any family house rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several family-friendly house rentals available. This peaceful locale offers spacious homes that cater to families, often featuring amenities such as well-equipped kitchens for home-cooked meals, comfortable living areas for relaxation, and outdoor spaces ideal for children to play.
Can I rent a holiday home with a pool or hot tub in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several holiday homes available for rent that come with both pools and hot tubs. This serene area, situated near beautiful lakes and natural landscapes, is an excellent choice for travellers seeking relaxation and outdoor activities. Many of these properties feature private pools, inviting hot tubs, spacious outdoor areas, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a comfortable stay.
Are there any Chestnut Hill holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Chestnut Hill with parking available—perfect for families or travellers 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 holiday rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, there are several pet-friendly holiday rentals available, offering a variety of amenities for travellers. Many of these properties come equipped with modern kitchens, comfortable living spaces, and outdoor areas suitable for pets, ensuring a welcoming environment for both guests and their furry companions.
Can I find long-stay holiday rentals in Chestnut Hill?
A long-stay holiday rental in Chestnut Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Chestnut Hill?
In Chestnut Hill, Tennessee, there are a number of remote work-friendly holiday rentals available, with around 12 options for travellers seeking a conducive environment for work. These properties typically offer essential amenities such as dedicated workspaces, including desk chairs and desks, alongside high-speed Wi-Fi to ensure smooth connectivity during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Chestnut Hill holiday rental?
Book your Chestnut Hill holiday 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 holiday 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 holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Chestnut Hill holiday 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.

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