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.
The Space:
Step into our premier apartment suite and embrace the abundant natural light that highlights the restored historic features dating back from the mid 1800’s. Unwind in the inviting atmosphere created by the large windows, indulging in moments of peace and tranquility.
The bedroom features a king-sized bed and a cozy nook with a full-sized writing desk, perfect for working from home. The living area with a layflat sofa and two side chairs, and there's ample seating for everyone. The rooms have been meticulously designed and decorated to ensure your utmost comfort.
The full-sized eat-in kitchen, adjacent to the living room, is ideal for hosting meals. It features elegant wainscoting and classic decor that enhance the room's appeal. The kitchen, fully renovated with a modern oven/stove combo, microwave, refrigerator, drip coffee pot, marble countertops, and custom cabinetry, offers both functionality and style.
Enjoy a comfortable evening streaming your favorite TV shows on the large smart tv's located in both the living room and bedroom .
Other things to get excited about:
-Completely renovated space
-Gorgeous bathroom with stand up shower
-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
-First floor suite, about 15 steep stairs to reach the front door.
The Neighborhood:
The South End of Boston is one of the city's most vibrant neighborhoods, making it an ideal place to settle for the week!
Located on Mass Ave in Chester Square, your stay at The Chester offers easy access to exploring Boston, including the local bus, Mass Ave T stop off the Orange Line, and Silver Line on Washington Street—perfect for exploring.
The area is known for its exceptional dining, with top restaurants including favorites just outside your door like SRV and Mida.
The neighborhood also boasts a rich cultural scene with numerous art galleries and the Boston Center for the Arts. Beautiful green spaces like the Southwest Corridor Park and historic Victorian architecture add to the charm.
Additionally, you'll have easy access to the Boston Marathon finish line, Boston Medical Center, Boston Public Garden, Fenway Park, Newbury Street, the Prudential Center, and more.
Other Things to Note:
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!
Light construction on lower levels may cause occasional noise on the 1st and 2nd floors.
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.
Our prices include all fees. No hidden fees.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children
Adults only
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Events
No events allowed
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Important information
You need to know
Property Registration Number C0491350351, STR564506
Property # 4058538vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Boston
South End, a neighbourhood in Boston, is home to this apartment. Boston Harbor and Boston Marathon Finish Line are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Boston Common and Revere Beach. Looking to enjoy an event or a game? See what's going on at Fenway Park or TD Garden.
The Shops at Prudential Center - 9 min walk - 0.8 km
Copley Place - 11 min walk - 1.0 km
Copley Square - 16 min walk - 1.4 km
Getting around
Massachusetts Ave. Station - 5 min walk
Boston Ruggles Station - 12 min walk
Logan International Airport (BOS) - 20 min drive
Restaurants
Dunkin' - 4 min walk
Slades Bar & Grill - 4 min walk
Farmer Horse Coffee - 5 min walk
Jaho Coffee & Tea - 7 min walk
Colette Bakery - 5 min walk
Frequently asked questions
Is The Chester: Penthouse One Bedroom pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Chester: Penthouse One Bedroom?
As of 14 May 2026, prices found for a 1-night stay for 2 adults at The Chester: Penthouse One Bedroom on 26 Aug 2026 start from £352, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at The Chester: Penthouse One Bedroom?
Check-in begins at 4:00 PM.
What time is check-out at The Chester: Penthouse One Bedroom?
Checkout is at 11:00 AM.
Where is The Chester: Penthouse One Bedroom located?
Located in South End, this apartment building is within a 15-minute walk of Northeastern University and Copley Place. Copley Square and Fenway Park are also within 1 mile (2 km). Massachusetts Ave. Station is only a 5-minute walk and Symphony Station is 7 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautifully decorated, clean, and comfortable! Great location. We walked to Fenway Park and to various restaurants. It was a very easy Uber pickup location since there is a bus stop in front of the home. It was a short inexpensive Uber ride to all the historical sites.