Photo by Jana Hankins

Chestnut Hill holiday lettings

We found 584 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Chestnut Hill by choosing from 41 houses, 38 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:3 Oct - 10 Oct
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    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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.

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.

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

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.

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 accommodation in Chestnut Hill?
Houses are the most popular style of holiday rental in Chestnut Hill, according to our data. Even if you've got a different idea about what you want, Vrbo has holiday homes in a variety of shapes and sizes. Compare our options to find your perfect match.
How much does it cost to rent a holiday rental in Chestnut Hill?
Length of stay, season and property type are some things that can determine the price of a holiday home. Simply click on your travel dates to find your ideal escape. From quaint country cottages to expansive villas, all Vrbo holiday 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 travelling. 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 holiday 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 holiday rentals to find a perfect pad where your puppy can be near his favourite 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 holiday home that fits your tastes with all the features you're looking for.
Are there large group holiday rentals in Chestnut Hill?
Chestnut Hill has 11 holiday 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 holiday rentals in Chestnut Hill that welcome kids?
With 51 family-friendly holiday 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 holidaying 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 holiday is a cinch with these top family-friendly attractions:

  • Broadway
  • Nashville Zoo
  • Adventure Science Centre

Are there one-bedroom holiday 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 holiday rentals in Chestnut Hill?
Take off with your loved ones and experience complete comfort and privacy in one of the eight two-bedroom holiday rentals Chestnut Hill has to offer.
Are there holiday rentals with WiFi in Chestnut Hill?
Chestnut Hill has 11 holiday 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 holiday rentals with air conditioning in Chestnut Hill?
Chestnut Hill has 51 holiday 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 holiday 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 holiday rental in Chestnut Hill for?
The length of time you can rent a holiday 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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