Heart of Boston.Within a 15-minute walk of this South End apartment, you'll find Northeastern University and The Shops at Prudential Center. Copley Square and Fenway Park are also within 2 miles (3 km).
You'll have the entire apartment to yourself and will only share it with other guests in your party.
The Chester: Urban Chic Retreat In South End
Summary: Discover The Chester, A Boutique Stay in the heart of the South End. Relax in a luxurious king-size four-poster bed or accommodate guests on the queen lay flat sofa. Enjoy the living area with a Smart TV and kitchenette equipped for convenience. Expertly designed with restored historic details, painted wood floors, and beautiful rugs, this retreat exudes sophistication. Tucked away off the street, enjoy tranquility while being close to all Boston has to offer.
The Space: Step into a meticulously renovated space adorned with intricate restored details creating an inviting ambiance throughout. Unwind in the luxurious king-size four-poster bed or accommodate additional guests on the comfortable queen pull-out sofa in the den.
The living area invites relaxation, complete with a Smart TV for streaming your favorite shows and movies. Delight in the convenience of a kitchenette equipped with essential appliances, including a drip coffee pot, microwave, sink, mini-fridge, and induction cooking surface.
Expertly interior designed, this studio exudes sophistication and style, with painted wood floors and large beautiful rugs enhancing the cozy and elegant atmosphere. Located off the street, enjoy a quiet retreat from city life while still being close to all that Boston has to offer. Experience the perfect blend of historic charm and modern comfort in this captivating studio plus den retreat.
Other things to get excited about: -Completely renovated space -100% cotton linens and hotel quality towels -Gorgeous bathroom with stand up shower -Wicked fast wifi! -Smart TV’ in the living room and bedroom -Hardwoods throughout with tile in the bathroom -Central heat and air conditioning -Shampoo, Body Wash and Conditioner by The Botanist and The Chemist by La Botegga -Second floor suite, about 15 steep stairs to reach the front door and about 10 stairs to reach the 2nd floor.
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!
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.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property Registration Number C0491350351, STR565044
Property is also known as
66648d7008ff7a00139cba8e
Frequently asked questions
How close is The Chester: Urban Chic Retreat In South End to the airport?
This apartment is 5.5 mi (18-min drive) away from the Boston, MA (BNH-Boston Harbor Seaplane Base) airport, the closest popular airport to the property.
Does The Chester: Urban Chic Retreat In South End have an airport shuttle?
Airport shuttle services are not available at this apartment.
How close is The Chester: Urban Chic Retreat In South End to the beach?
This apartment is a short 15-minute walk from Carson Beach and 8.9 mi (24-min drive) from Revere Beach. Don't forget your sunscreen!
Does The Chester: Urban Chic Retreat In South End offer free breakfast?
This apartment does not offer free breakfast.
Is there a casino at The Chester: Urban Chic Retreat In South End?
No, there is no casino at this apartment, but Encore Boston Harbor (10-min drive) is nearby.
What time is check-in at The Chester: Urban Chic Retreat In South End?
Check-in begins at 4:00 PM.
Is there free parking at The Chester: Urban Chic Retreat In South End?
Free parking is not available at this apartment.
Does The Chester: Urban Chic Retreat In South End have a pool?
This apartment does not have a pool.
Does The Chester: Urban Chic Retreat In South End have a spa?
There are no spa services available at this apartment.
How close is The Chester: Urban Chic Retreat In South End to downtown Boston?
This apartment is 1.8 mi away from Boston.
Reviews
The Chester: Urban Chic Retreat In South End Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
Rating 10 - Excellent. 1 out of 1 reviews
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Reviews
10/10 Excellent
Chad T.
Sep 18, 2025
Liked: Cleanliness
We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!