The Chester: Urban Chic Stay In South End

Top rated by guests
Room
Private kitchen
Private kitchen
Private kitchen
Interior
review stars
10Outstanding
(1 Rating)
"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 optio..."
Chad T.
Don't miss out! Price and availability may change
10 / 10
Outstanding(1 Rating)

Apartment in Boston, MA

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

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.

Amenities at The Chester: Urban Chic Stay In South End

Non-smoking
No pets allowed
Family friendly

Map of Boston, MA


Ratings and reviews

10 / 10
Outstanding(1 Rating)
10 / 10Outstanding·Sep 2025
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!

$$$$
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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at The Chester: Urban Chic Stay In South End. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is The Chester: Urban Chic Stay In South End pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Chester: Urban Chic Stay In South End?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.