Chestnut Hill vacation rentals

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Best Chestnut Hill vacation rentals

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Search by price

$0 - $1,249$1,249 - $2,498$2,498 - $3,747$3,747 - $4,996$4,996+ per night

Property Types

ApartmentHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

June

High season

November

Average price (weeknight)

$203

Average price (weekend night)

$272
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 98% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chestnut Hill vacation rental deals

  • The best vacation rental properties in Chestnut Hill are Private Base, #Boston medical #Boston Collage, #The Country Club T+Prk (9.5, 41 reviews), Entire apartment with private entrance. (9.4, 40) and Entire apartment with private entrance. (9.4, 40), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Chestnut Hill, you should consider visiting during the low season. The cheapest vacation homes in Chestnut Hill can be found in June and May.
  • The cheapest night for renting a vacation home in Chestnut Hill is Sunday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Chestnut Hill for 3 days.

FAQs when booking a vacation home in Chestnut Hill

  • How much is a vacation rental for a week in Chestnut Hill?

    The average price for a weekly Chestnut Hill vacation rental found by KAYAK users in the last 2 weeks is $2,077.

  • How much is a vacation rental for a month in Chestnut Hill?

    The average price for a monthly Chestnut Hill vacation rental found by KAYAK users in the last 2 weeks is $8,900.

  • What types of vacation rentals are available in Chestnut Hill?

    There are loads of different property types that you can make your vacation home in Chestnut Hill. You’ll find apartments and houses.

  • What are some of the most-loved vacation rentals available in Chestnut Hill?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Maverick Suites at 28 Fenway.

  • Are there any pet-friendly vacation rentals in Chestnut Hill?

    There are a number of dog and pet-friendly Chestnut Hill vacation rentals, with around 38% allowing you to bring your pet along with you.

  • How much is a vacation rental in Chestnut Hill for tonight?

    In the last 72 hours, users have found Chestnut Hill vacation rentals for tonight for as low as $121. Search here for similar prices

  • How can I find vacation rentals near me in Chestnut Hill?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Chestnut Hill?

Our map will help you find the perfect place to stay in Chestnut Hill by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Chestnut Hill

Chestnut Hill vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Chestnut Hill. Find cheap vacation homes to rent in Chestnut Hill. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Chestnut Hill that suits you best.

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