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The Chester: Penthouse One Bedroom

  • Boston
  • Apartment

4

Guests

1

Bedroom

1

Bathroom
Discover The Chester, A Boutique Stay in the heart of the South End. Designed to accommodate up to 4 guests, this space features a king bed, a queen pull-out, and a fully equipped kitchen. Enjoy city views, classic Boston Brownstone original crown moldings, smart TVs, and a sleek, modern tiled shower. Expertly decorated with a mix of contemporary and antique furnishings, this urban retreat offers comfort and style at the heart of the vibrant city.

Rooms and Beds

Dining room

Kitchen

Workspace

Bedroom

king beds: 1

Full bathroom

Living room

sofa beds: 1

Features and Amenities

Hangers
Internet
Carbon monoxide detector
Washer in common space
Hot water
Wireless Internet
Kitchen
Laptop friendly workspace
Long term stays allowed
Microwave
Oven
Refrigerator

Rates and Availability

Taxes and fees are additional

Reviews

Appartamento incantevole

August 28, 2026
5star rating
Appartamento incantevole

Drew’s place was just what we needed for a place to hang our hats while the kids were at summer

August 3, 2026
5star rating
Drew’s place was just what we needed for a place to hang our hats while the kids were at summer camp at the MFA. We were within walking distance from the museum, nice grocers and restaurants, and the apartment was lovely. The bed and sofa bed were exceptionally comfortable, the apartment was impeccably clean, and we had plenty of space. I loved the little office nook to do some work before a walk about town. Drew was both proactive and responsive as a host and we felt like we had all the information and care we needed for our stay. Thank you Drew for a fun time back in our old haunt!

We had a wonderful stay

July 31, 2026
5star rating
We had a wonderful stay. The location is unbeatable—it’s incredibly convenient for exploring the city. Drew has great taste, and the apartment is beautifully designed with modern, well-maintained amenities. Everything felt clean, comfortable, and thoughtfully put together. The only thing worth mentioning is that if you’re using the sofa bed in the living room, it’s right next to the street, so it can be a little noisy at night. We were traveling with two children, and they slept there, so we noticed it more. We’d recommend bringing earplugs or a sleep mask if you’re a light sleeper. That said, we completely understand that this comes with such a fantastic central location, and it didn’t take away from our overall experience. We’d be happy to stay here again.

Clean, comfortable, and spacious

July 27, 2026
4star rating
Clean, comfortable, and spacious. My only complaint is very little cooking supplies and no dishwasher.

Price Details

When

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