Stay well, then step out and discover Chestnut Hill.
Best Stays by Sonder Chestnut Hill
Find places to stay in Chestnut Hill. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Where to Stay in Chestnut Hill
Chestnut Hill Popular Stays
Choose your perfect stays
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Oceanfront -
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Ocean View -
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Child Friendly
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Private Pool -
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Pool
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Child Friendly
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Barbecue/Outdoor Cooking
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Balcony/Terrace -
Air Conditioner -
Internet
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Internet
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Child Friendly
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Barbecue/Outdoor Cooking
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Sports/Activities
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Hot Tub
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Balcony/Terrace
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View
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Internet
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Sports/Activities
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Security/Safety
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Parking
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Child Friendly
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Barbecue/Outdoor Cooking
Good for the Weekend
Easy in-and-out for quick Chestnut Hill gateway.
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Oceanfront
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Parking
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Ocean View
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View
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Parking
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Internet
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Child Friendly
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Private Pool
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Hot Tub
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Parking
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Pool
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Internet
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Child Friendly
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Barbecue/Outdoor Cooking
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Hot Tub
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Balcony/Terrace
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Air Conditioner
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Internet
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Internet
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Child Friendly
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Barbecue/Outdoor Cooking
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Sports/Activities
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Parking
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Internet
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Sports/Activities
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Security/Safety
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Parking
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Child Friendly
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Barbecue/Outdoor Cooking
Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Chestnut Hill yet. You may like these stays from trusted partners
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Oceanfront
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Parking
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Ocean View
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View
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Private Pool
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Hot Tub
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Parking
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Pool
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Hot Tub
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Balcony/Terrace
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Air Conditioner
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Internet
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Hot Tub
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Parking
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Balcony/Terrace
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View
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Parking
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Internet
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Sports/Activities
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Security/Safety
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Parking
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Balcony/Terrace
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Air Conditioner
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Laundry
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Hot Tub
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Parking
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Air Conditioner
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Internet
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Hot Tub
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Parking
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Air Conditioner
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Internet
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Hot Tub
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Parking
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Spa -
Air Conditioner
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
Chestnut Hill travel questions, answered.
Quick answers to the questions travelers ask most.
If you are looking for a family-friendly vacation home in Chestnut Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chestnut Hill:
Currently, the total number of properties listed in 2026 is over 53 in the Chestnut Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chestnut Hill.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.