Holiday rentals near Chestnut Hill Reservation
We found 2,570 holiday rentals — enter your dates for availability
If you are looking to stay near Chestnut Hill Reservation, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Chestnut Hill Reservation
Showing deals for:27 Mar - 3 Apr
Image gallery for Stunning South End/Back Bay Penthouse!

10 out of 10, Exceptional, (97 reviews)
Exceptional
(97 reviews)
Stunning South End/Back Bay Penthouse!
Boston
8% off
Price is AU$6,242
for 7 nights, 1 apartment
AU$892 per night
includes taxes & fees
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Condo/Apartment
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Find the best place to stay - Chestnut Hill Reservation

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by
Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(57 reviews)
Top rated rentals - Chestnut Hill Reservation

The photos don’t do justice to the place. It is tastefully decorated, & very comfortable & homely.
10 out of 10
exceptional
(103 reviews)
This Studio Unit is well located in a beautiful old part of Boston. It is in a quiet location, with a short walk through picturesque streets to shopping and the Back Bay train station. The Studio is clean and comfortable with a well equipped kitchen. It is tastefully decorated and has a homely feel about it. The owner Alphonse is only a phone call away if you need anything, he is very accomodating, and we were given a late checkout due to our flight time.
Alan S.
Stayed Oct 2018
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value


























