The Chester: Modern Luxury, Historic Charm
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Boston
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Apartment
4
Guests
1
Bedroom
1
Bathroom
Discover The Chester, A Boutique Stay in the heart of the South End. Combining modern with classic charm, this one-bedroom suite sleeps up to four guests with a queen bed and queen layflat couch. Enjoy the sleek kitchenette with a mini-fridge, microwave, sink, and induction cooktop. The bathroom features classic tile and a glass-enclosed stand-up shower. Book this unique Boston experience today!
Rooms and Beds
Sofa bed
sofa beds: 1
Primary
queen beds: 1
Full Bathroom 1
Features and Amenities
Microwave
Dishes and silverware
Dining table
Long term stays allowed
Suitable for infants (under 2 years)
Suitable for children (2-12 years)
Wireless Internet
Towels provided
TV
Smoke detector
Shower gel
Shampoo
Rates and Availability
Save 5% on weekly and 10% on monthly stays!
Taxes and fees are additional
Reviews
True Boston experience! Comfortable and so quaint! Great location-
October 16, 2024
True Boston experience! Comfortable and so quaint! Great location-
Stylish flat in a great city location.
September 24, 2024
Positive:
Great location just 2 blocks from train station and walkable to lots of places in SoWa. Neighborhood is a little spicy at night but that’s to be expected in a city. Pretty quiet in the apartment once we got upstairs. Comfy bed and lovely bathroom and a well equipped kitchenette with everything you need for a couple of days. Would stay here again!
Negative:
Looked like someone had tried to break in at some point. Damage to door jam should be addressed.
Beautiful room at a great location. We were able to…
August 29, 2024
Beautiful room at a great location. We were able to walk to all the places we wanted to visit. The bed and sofa bed were both comfortable. Everything seemed recently renovated and decorated with style!
Great location
August 5, 2024
Great location
Save 5% on weekly and 10% on monthly stays!
Total
Price Details
When
Save 5% on weekly and 10% on monthly stays!
True Boston experience! Comfortable and so quaint! Great location-
October 16, 2024
True Boston experience! Comfortable and so quaint! Great location-
Stylish flat in a great city location.
September 24, 2024
Positive:
Great location just 2 blocks from train station and walkable to lots of places in SoWa. Neighborhood is a little spicy at night but that’s to be expected in a city. Pretty quiet in the apartment once we got upstairs. Comfy bed and lovely bathroom and a well equipped kitchenette with everything you need for a couple of days. Would stay here again!
Negative:
Looked like someone had tried to break in at some point. Damage to door jam should be addressed.
Beautiful room at a great location. We were able to…
August 29, 2024
Beautiful room at a great location. We were able to walk to all the places we wanted to visit. The bed and sofa bed were both comfortable. Everything seemed recently renovated and decorated with style!
Great location
August 5, 2024
Great location
great stay. walking distance or short Uber ride to everything.…
July 24, 2024
great stay. walking distance or short Uber ride to everything. place was clean and really easy to get into, rented parking space near by. drew was a responsive host and good communicator. would stay here again.
Great spacious apartment that has obviously just been renovated -…
July 22, 2024
Great spacious apartment that has obviously just been renovated - everything is new and clean. It has all the amenities for a comfortable stay and lots of little things to make life easier. Special thanks for the great quality cotton sheets! One small note is the steps (no elevator in the building) - there are between 20 and 40 from the sidewalk to the door depending on the floor you get the apt on. The steps are quite steep and do not look suitable for the very elderly.
Drew was a great host who also provided local support when we needed it.
This is the place to stay if you want to…
July 3, 2024
This is the place to stay if you want to be in the middle of things! The apartment is nicely-appointed and cozy, located within two blocks of a T station (and then just minutes from all of the places you want to go in Boston), and super clean.
Beautiful apartment in the best location – everything is easy…
June 29, 2024
Beautiful apartment in the best location - everything is easy to get to and has great walk ability and close to public transportation. Excellent, responsive host who was extremely helpful. 10/10 recommend and will return.
Was such a great stay, perfect location to walk to…
November 14, 2024
Was such a great stay, perfect location to walk to the prudential center, Fenway or hop on the T. The apartment was spotless and has all the necessities!
Great place to stay for a few days over the…
December 3, 2024
Great place to stay for a few days over the Thanksgiving break. It was close to coffee shops and restaurants. The apartment was clean and spacious, and the host was easy to communicate with and accommodating. We would be happy to come back on our next Boston trip.
We loved this place! It was a great spot for…
January 1, 2025
We loved this place! It was a great spot for a mother-daughter trip. It was just the right size and had everything we needed. We haven't stayed in this area before and really liked the architecture, the laid back feel, and the proximity to all the sights in Boston we wanted to take in. This spot was a great blend of lively (but not overwhelming) and peaceful (but not boring). We loved walking for coffee and admiring the brownstones. The best meal of our trip was at Mida, and the proximity was a lucky bonus. Drew was very helpful with suggestions for bag storage when our flight was changed to arrive much earlier than the listed check-in time. He also provided the option of starting our reservation early since the unit was available, which we were glad to take advantage of. Thanks for a great Boston stay!
There’s lot of positives about Drew’s place – the location,…
February 3, 2025
There’s lot of positives about Drew’s place - the location, the space is clean and cute, the beds very firm and comfortable. The drawbacks - I was staying there during a particularly cold couple weeks and the apartment was cold (never over 69/70). There was a problem with the heat, and Drew sent someone in to do repairs, but it both took a while for that to happen and once the repairs were done it got a little warmer but not much. While Drew was quite responsive - I think some of the responses were from a predictive AI - bc I would sometimes get the same canned response to my inquiries about the heat multiple times. All and all I think it’s a good spot for a weekend stay, but I’d say proceed with caution for a longer term stay.
Description
Discover The Chester, A Boutique Stay in the heart of the South End. Combining modern with classic charm, this one-bedroom suite sleeps up to four guests with a queen bed and queen layflat couch. Enjoy the sleek kitchenette with a mini-fridge, microwave, sink, and induction cooktop. The bathroom features classic tile and a glass-enclosed stand-up shower. Book this unique Boston experience today!
Space
Welcome to this meticulously renovated one-bedroom apartment, seamlessly blending modern comfort with historic charm.
Step into the bedroom area adorned with character and custom decor which features a plush queen bed and writing desk.
The living room features a queen pull-out couch, ensuring comfort or extra space for guests. Step into the living room which features character and custom decor, a dining table, a pull-out queen sofa, and two arm chairs. The bedroom features a plush queen bed ensuring a restful night’s sleep.
The kitchenette beckons with its sleek design and practical amenities, including a mini-fridge, microwave, sink, single burner induction cooktop, and drip coffee pot, catering to your culinary needs.
Refresh and rejuvenate in the bathroom featuring classic tile and a glass-enclosed stand-up shower, adding a touch of luxury to your stay.
The living area boasts beautiful wood floors and is adorned with antique rugs, creating a captivating backdrop for relaxation.
For entertainment, indulge in your favorite shows or movies on the smart TV, providing endless entertainment options.
Other things to get excited about:
-Completely renovated space
-100% cotton linens and hotel quality towels
-Wicked fast wifi!
-Smart TV’ in the living room and bedroom
-Hardwoods throughout with tile in the bathroom
-Central heat and air conditioning
-Luxury Soap product, The Botanist and The Chemist by La Botegga
-Third floor suite, no elevator, about 15 steep stairs to reach the front door and about 20 stairs to reach the 3rd floor.
Step into the bedroom area adorned with character and custom decor which features a plush queen bed and writing desk.
The living room features a queen pull-out couch, ensuring comfort or extra space for guests. Step into the living room which features character and custom decor, a dining table, a pull-out queen sofa, and two arm chairs. The bedroom features a plush queen bed ensuring a restful night’s sleep.
The kitchenette beckons with its sleek design and practical amenities, including a mini-fridge, microwave, sink, single burner induction cooktop, and drip coffee pot, catering to your culinary needs.
Refresh and rejuvenate in the bathroom featuring classic tile and a glass-enclosed stand-up shower, adding a touch of luxury to your stay.
The living area boasts beautiful wood floors and is adorned with antique rugs, creating a captivating backdrop for relaxation.
For entertainment, indulge in your favorite shows or movies on the smart TV, providing endless entertainment options.
Other things to get excited about:
-Completely renovated space
-100% cotton linens and hotel quality towels
-Wicked fast wifi!
-Smart TV’ in the living room and bedroom
-Hardwoods throughout with tile in the bathroom
-Central heat and air conditioning
-Luxury Soap product, The Botanist and The Chemist by La Botegga
-Third floor suite, no elevator, about 15 steep stairs to reach the front door and about 20 stairs to reach the 3rd floor.
Notes
We look forward to welcoming you soon!
Standard rules like no smoking, no partying, no pets, and being respectful of the neighbors apply. Locals and stays 21+ night require ID and proof of stay, inquire for more details!
No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.
Standard rules like no smoking, no partying, no pets, and being respectful of the neighbors apply. Locals and stays 21+ night require ID and proof of stay, inquire for more details!
No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.
Neighborhood
Roxbury, MA, where the streets pulse with history and culture. It's the beat of the city, where the old meets the new in a vibrant fusion of flavors, sounds, and styles. Graffiti art splashes across brick walls, while historic brownstones stand tall, whispering tales of days gone by. From hip cafes serving up artisanal brews to indie boutiques showcasing local talent, Roxbury is the ultimate playground for urban adventurers. Soak in the rhythm of the streets, where every corner tells a story and every encounter sparks creativity. Welcome to Roxbury, where the vibe is always on point.
Features and Amenities
Microwave
Dishes and silverware
Dining table
Long term stays allowed
Suitable for infants (under 2 years)
Suitable for children (2-12 years)
Wireless Internet
Towels provided
TV
Smoke detector
Shower gel
Shampoo
Refrigerator
Mini fridge
Air conditioning
Laptop friendly workspace
Kitchen
Hot water
Heating
Hair dryer
Fire extinguisher
Essentials
Dryer in common space
Cookware
Conditioner
Coffee maker
Coffee
Bed linens