Title: The Chester: Urban Chic Retreat In South End - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=660&destination=Boston%2C+Massachusetts%2C+United+States+of+America&selected=106214509&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # The Chester: Urban Chic Retreat In South End ## Photo gallery for The Chester: Urban Chic Retreat In South End ![Desk, iron/ironing board, WiFi, bed sheets - The Chester: Urban Chic Retreat In South End (Boston)](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1434h1080x243y0-b9115880.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils - The Chester: Urban Chic Retreat In South End (Boston)](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1443h1080x235y0-956ff6b1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, offices - The Chester: Urban Chic Retreat In South End (Boston)](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1435h1080x243y0-45ad760a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Chester: Urban Chic Retreat In South End (Boston)](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1436h1080x242y0-be1cfb8c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Chester: Urban Chic Retreat In South End (Boston)](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214509/w1444h1080x232y0-c99d012b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Northeastern University and Copley Square, The Chester: Urban Chic Retreat In South End has plenty to offer. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire apartment 1 bathroomSleeps 4 ## Popular amenities - Kitchen - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### 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! 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. ## Property amenities ### Internet - Available in the apartment: WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Refrigerator ### Dining - Dining table ### Bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 1 bathroom - Hair dryer - Shampoo - Shower - Towels provided ### Living spaces - Dining table ### Entertainment - TV ### Work spaces - Desk - Office ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Area rugs in public areas - Hardwood flooring in public areas - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center ### Safety features - 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 ## Similar properties ![Premium Apartment | Living area](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/2d8ce635.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Chester Hotel South End - Free WiFi - Air conditioning - Microwave 8.8 Excellent 29 reviews CA $185 CA $461 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-08&endDate=2026-04-09&selected=105955992&PinnedHotelID=105955992&HadPinnedHotel=true®ionId=-1&adults=2) ![Luxury Apartment, 2 Bedrooms, Kitchen | Interior](https://images.trvl-media.com/lodging/124000000/123230000/123229500/123229471/c08ef17e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hyatus Luxury Residences Somerville Assembly Square - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&selected=123229471&PinnedHotelID=123229471&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125076300/125076209/b1ef23fc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Perfect Traveling Nurse Housing - Theatre District Bay Village - Kitchen - Washer - Dryer - Pet friendly CA $420 CA $826 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&selected=125076209&PinnedHotelID=125076209&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/118000000/118000000/117996100/117996035/000e6e27.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stylish Boston Getaway Near Arboretum & T Station! 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Walking distance to Downtown + Universities Fenway–Kenmore - Kitchen - Washer - Dryer - Pet friendly CA $133 CA $376 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=125074866&PinnedHotelID=125074866&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&selected=106214509&PinnedHotelID=106214509&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=106214509,105955992,123229471,125076209,117996035) ## 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 Information provided by the property may be translated using automated translation tools ### Pets Pets not 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 Property Registration Number C0491350351, STR565044 ### Property is also known as 66648d7008ff7a00139cba8e ## About the area Located in Boston, this apartment is in the city center. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Harvard Square and Copley Place. Looking to enjoy an event or a game? See what's going on at Fenway Park or TD Garden. [Visit our Boston travel guide](https://www.expedia.ca/Boston.dx178239) [View more Apartments in Boston](https://www.expedia.ca/Boston-Apartments.d178239-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.33904%2C-71.08036&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=zktV2oex6nSJD4LSzBGtPYWFL3U=) Boston, MA ### What's nearby - ![Boston_NortheasternUniversity_6092289_01](https://images.trvl-media.com/place/6092289/d7a17e83-bedf-4d45-a1e7-fa77bb2c45ee.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Northeastern University 3 min walk \- 0.3 km - ![Boston Back Bay aerial](https://images.trvl-media.com/place/6182981/65cbb384-57ce-4ea8-a677-ecd37ea86d74.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) The Shops at Prudential Center 8 min walk \- 0.7 km - ![Copley Place](https://images.trvl-media.com/place/660/da3d0e88-ab60-438f-8185-ddd9c62efe0e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Copley Place 11 min walk \- 1.0 km - ![Newbury Street](https://images.trvl-media.com/place/6160599/013aca76-a7ed-4c64-8570-2f3ee8d4b32f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Newbury Street 14 min walk \- 1.2 km - ![Copley Square](https://images.trvl-media.com/place/6070057/cfd7ba74-7b2f-4d57-88e9-7b114591dd68.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) 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 - Jaho Coffee & Tea 7 min walk - Farmer Horse Coffee 5 min walk - Gary’s Pizza 5 min walk ## Frequently asked questions ### Is The Chester: Urban Chic Retreat In South End pet-friendly? ### How much does it cost to stay at The Chester: Urban Chic Retreat In South End? ### What time is check-in at The Chester: Urban Chic Retreat In South End? ### What time is check-out at The Chester: Urban Chic Retreat In South End? ### Where is The Chester: Urban Chic Retreat In South End located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Chester: Urban Chic Retreat In South End Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews Verified ### 10/10 Excellent #### Chad T. Sep 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Chad T. 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