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Chestnut Hill vacation rentals

We found 569 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Chestnut Hill by choosing from 44 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.

Vacation rentals with weekly discounts - Chestnut Hill

Showing deals for:Aug 15 - Aug 22
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Frequently asked questions

What is the most popular type of vacation rental accommodation in Chestnut Hill?
Based on our data, condos are considered the most popular type of vacation property in Chestnut Hill. But having said that, everyone’s idea of the perfect trip is bound to be different. Vrbo has vacation homes of all shapes and sizes, so you’re sure to discover your ideal fit.
How much does it cost to rent a vacation rental in Chestnut Hill?
Length of stay, season and property type are among the factors that can affect the price of a vacation home. Simply enter your dates of travel to find your ideal fit. From comfy cottages to plush villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Chestnut Hill?
Prices for beach houses in Chestnut Hill may vary depending on the size and type of the property and when you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to view your rental options and prices. From there you can use our filters to narrow your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Chestnut Hill?
With 52 vacation rentals that host pets, your furry little friend can also come along on your Chestnut Hill break. Use the filter tool to search our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
What are popular rental amenities in Chestnut Hill?
A fireplace, a firepit and a garden head the list of most popular rental amenities in Chestnut Hill. Whether you’re traveling on your own, with your significant other or as a family group, Vrbo can help you find a vacation rental that suits your tastes with a load of extras you’ll love.
Are there large group vacation rentals in Chestnut Hill?
Chestnut Hill has 15 vacation rentals that can cater to 10 or more guests. These stays come with enough space to share good times with your favorite people.
Are there vacation rentals in Chestnut Hill that welcome kids?
Bring the whole group together for a fun-packed adventure in Chestnut Hill at one of our 52 family-friendly vacation rentals. A lot of these stays feature amenities that are great for trips with youngsters, including laundry facilities, bunk beds and swimming pools. Simply click on the “Properties good for families” filter and pick out your favorite.
Are there one-bedroom vacation rentals in Chestnut Hill?
Chestnut Hill has seven one-bedroom rentals on offer. Often located in desirable areas because of their smaller size, a one-bedroom rental is great if you’re traveling with a friend or your partner. And with plenty of home comforts like kitchens and more privacy than a standard hotel, you’ll be able to relax while discovering this amazing destination.
Can I find two-bedroom vacation rentals in Chestnut Hill?
Take your pick of nine two-bedroom homes in Chestnut Hill. Give the kids the second room or maybe fill it with a couple of your best friends. There’s a spot for whoever’s lucky enough to be coming along.
Are there vacation rentals with WiFi in Chestnut Hill?
Pick from 32 vacation rentals with WiFi in Chestnut Hill. If you want to disconnect from the world during your escape, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Chestnut Hill?
Choose from 52 vacation homes with air conditioning in Chestnut Hill providing that gentle, cool breeze and extra touch of comfort. Enter your desired travel dates and then make use of our filter tool to find properties with air conditioning.
How old do you have to be to rent a vacation rental in Chestnut Hill?
The minimum age can differ across properties on Vrbo, so double-check the rules of the vacation rental in Chestnut Hill you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Chestnut Hill for?
It’s really down to the Chestnut Hill property. To browse a list of options offering extended stays, just type your dates and number of guests into Vrbo’s search page. Look forward to having the entire place to yourself, as well as comforts such as air conditioning, a kitchen and a yard where the kids can run around and play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Chestnut Hill?
Whether you’ve got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some fabulous bargains and discounts on Vrbo. From weekend retreats to extended getaways, we’ve got the ideal space for your next Chestnut Hill escape.

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