Photo by Jana Hankins

Chestnut Hill holiday rentals

We found 565 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Chestnut Hill by choosing from 43 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Chestnut Hill?
Houses are the most popular style of holiday home in Chestnut Hill, according to our data. Even if you’ve got a different idea about what you want, Stayz 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 home 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 Stayz holiday homes 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 Stayz 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 homes in Chestnut Hill?
Good news. There are. You’ll have a choice of 51 stays that allow pets in Chestnut Hill on Stayz. Our furry kids deserve a break too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your puppy can be near his favourite humans.
What are popular home amenities in Chestnut Hill?
A fireplace, an ocean view and a firepit are rated the most popular home 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, Stayz will help you find a holiday home that fits your tastes with all the features you’re looking for.
Are there large group holiday homes 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 homes 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 homes in Chestnut Hill?
Yes, Chestnut Hill has seven one-bedroom homes on offer. Usually located in prime areas due to their smaller size, a one-bedroom home 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 homes in Chestnut Hill?
Take off with your loved ones and experience complete comfort and privacy in one of the eight two-bedroom holiday homes Chestnut Hill has to offer.
Are there holiday homes with WiFi in Chestnut Hill?
Chestnut Hill has 11 holiday homes 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 Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Chestnut Hill?
Chestnut Hill has 51 holiday homes where you’ll be able to spend your days in air-conditioned comfort. To book a stay on Stayz 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 home in Chestnut Hill?
The minimum age is normally 16, 18 or 21. It can change from one property to another on Stayz, so check the rules of your chosen Chestnut Hill stay before booking your stay.
How long can I rent a holiday home in Chestnut Hill for?
The length of time you can rent a holiday home 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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