Vacation Homes in Chestnut Hill
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Featured Vacation Homes in Chestnut Hill

Entire Home 2BR 2BTH Quite Area with parking

Charming home with deck- walkable to transit, shops & restaurants

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

Clean, Contemporary Escape | Near T

Free 2 car parking comes with this spacious , immaculate 3 bedroom 1.5 bath.

Hidden Gem right in the city of Boston!

Boston's Best Vacation Home

Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths

Bright Boston House | near T
Top trending hotels in Chestnut Hill

Seaport Hotel Boston
Vacation Rentals in Chestnut Hill
What kind of vacation do you want in Chestnut Hill? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Chestnut Hill that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Chestnut Hill, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Chestnut Hill Vacation Homes essential information
Accommodation | 415 Vacation Homes |
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Lowest Price | CA $187 |
Highest Price | CA $395 |
Popular accommodation | Entire Home 2BR 2BTH Quite Area with parking, Charming home with deck- walkable to transit, shops & restaurants, Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi, Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston, Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left, Clean, Contemporary Escape | Near T, Free 2 car parking comes with this spacious , immaculate 3 bedroom 1.5 bath., Hidden Gem right in the city of Boston!, Boston's Best Vacation Home , Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths, Bright Boston House | near T, Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem |