Find Vacation Rentals in Chestnut Hill

We have 396 properties to choose from
Chestnut Hill
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Chestnut Hill
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Guests

Popular Chestnut Hill Vacation Rentals

Find the perfect Chestnut Hill vacation rental

Apartment Chestnut Hill
$145 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Chestnut Hill, Newton, Massachusetts, United States
Details
HousingAnywhere
Details
Details
House Chestnut Hill
$1,000 per night
House ∙ 16 guests ∙ 6 bedrooms
4.7
Excellent (85 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Details
Vrbo
Details
Details
House Chestnut Hill
$374 per night
House ∙ 12 guests ∙ 4 bedrooms
4.9
Outstanding (137 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Details
Vrbo
Details
Details
House Chestnut Hill
$712 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (29 ratings)
Chestnut Hill, Newton, Massachusetts, United States
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Vrbo
Details
Details
House Chestnut Hill
$241 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (23 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Details
Vrbo
Details
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House Chestnut Hill
$76 per night
House ∙ 2 guests ∙ 2 bedrooms
Chestnut Hill, Newton, Massachusetts, United States
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Vrbo
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Details
Apartment Chestnut Hill
$264 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (1 rating)
Chestnut Hill, Newton, Massachusetts, United States
Details
Vrbo
Details
Details
House Chestnut Hill
$366 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (12 ratings)
Chestnut Hill, Newton, Massachusetts, United States
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Vrbo
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Bed and breakfast Chestnut Hill
$73 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding (44 ratings)
Chestnut Hill, Newton, Massachusetts, United States
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Vrbo
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Recommended Rentals With Pools

Apartment  Chestnut Hill
$206 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Chestnut Hill, Newton, Massachusetts, United States
Pool
Details
HomeToGo
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Apartment  Chestnut Hill
$261 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.0
Very good (14 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Pool
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Vrbo
Details
Details
House  Chestnut Hill
$631 per night
House ∙ 8 guests ∙ 4 bedrooms
Chestnut Hill, Newton, Massachusetts, United States
Pool
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Vrbo
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Pet-Friendly Homes and Apartments

House  Chestnut Hill
$1,081 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding (43 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  Chestnut Hill
$330 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (4 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Chestnut Hill
$1,352 per night
House ∙ 18 guests ∙ 6 bedrooms
4.7
Excellent (27 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Pet-friendly
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Vrbo
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Best vacation rentals with a balcony

House  Chestnut Hill
$238 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
Apartment  Chestnut Hill
$389 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
4.8
Outstanding (101 ratings)
Chestnut Hill, Newton, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
Apartment  Chestnut Hill
$142 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Chestnut Hill, Newton, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the average price per night for accommodation in Chestnut Hill?

Prices for a stay in Chestnut Hill begin at $77 per night.

Are there any vacation rentals available to book in Chestnut Hill?

You can find 396 available vacation rentals in Chestnut Hill.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Chestnut Hill

Looking for a vacation rental in Chestnut Hill? Tripping.com has 96 vacation rental homes available in Chestnut Hill. You'll find 0 studios, 46 1-bedroom, 16 2-bedroom and 34 rentals with 3 or more bedrooms ranging from $51 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Chestnut Hill is $344 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Chestnut Hill home is $25. Wondering if you can bring your dog or cat along with you? There are 4 pet-friendly vacation rentals available in Chestnut Hill. In addition to accommodating pets, Chestnut Hill rentals offer a variety of amenities. In particular, 93 rentals have Internet and WiFi, 83 have TV and/or cable and 12 have a pool or hot tub. Search properties from 5 vacation rental sites in Chestnut Hill where the top providers in that area are HomeAway, Expedia, and Booking.com. There are 45 HomeAway rentals, 24 Expedia short term rentals and 17 Booking.com vacation rentals.

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