
Holiday rentals in Back Bay
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Top-rated holiday rentals in Back Bay
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Charlesgate Suites: Renovated & Ready To Host You!
Welcome to Charlesgate Suites! We eagerly await the opportunity to host you in our recently renovated hotel, which has undergone a stunning transformation from a traditional B&B into a trendy & dynamic space. With no front desk & a seamless self check-in, we ensure a hassle-free arrival experience. Each of our exquisitely designed rooms showcases the perfect balance of modern aesthetics & comfort, featuring stylish West Elm furnishings. Please note this room is on the 2nd floor with no elevator.

Astonishing 1 Bed South End Boston's Best Location
Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Boston South End 2BR,Back Bay, Pru, Copley, Fenway
Stylish, newly renovated 2BR in a classic South End building: on a quiet street, just mins from Copley Square, Boston Public Garden, Prudential Sq, Boston Common, and world class restaurants. Enjoy a king bed in the primary room, queen in the second bedroom, central air, 3 smart TVs, a fully stocked kitchen, and a dreamy bay window reading nook. Thoughtfully designed for relaxing after a day in the city. Walk to shops, cafes, and parks, everything Boston has to offer is right outside your door.

S End/B Bay border! Copley Location- Perfect 1 Br
Elegant, Spotless and Perfectly Located on the South End/Back Bay border! Best Location in Boston! Picturesque & serene Lawrence Street. Pristine, Sleek & beautifully furnished 1 bdrm 1 bath home. 1 block to Copley Sq/Pru, Back Bay station. 3 blocks to Newbury St. Gleaming hardwood floors, full kitchen with SS appliances, and granite counters. Large bedroom with en-suite bathroom. Private Washer & Dryer. Brick paved, tree-lined, quiet street in the historic South End district. Walk score 98!

(N2F) Bay Windows, Newbury, Prime Location!
🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

Beacon Hill - Historic Elegance
Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

Penthouse, Parking, Private Deck, W/D, Back Bay!
✨ Stay in the heart of vibrant Back Bay, where this luxury penthouse offers a comfortable and stylish home base for your Boston adventure. 🏙️ Surrounded by beautiful brownstone buildings, tree-lined streets, and a bustling shopping and dining scene, you’ll be just steps from Newbury Street, the Prudential Center, and Copley Square. 🎭 Plus, with world-class museums, historic landmarks, and delicious seafood nearby, you’ll have plenty to see, taste, and explore during your visit. 🦞

The Upton - The Upton Boston, South End
See more photos at our IG @theuptonboston The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

Cozy South End Corner
This cozy corner brownstone apartment in the south end is bright and full of light with 10 windows that allows you to look out on the city. Located near all the best restaurants and tourist locations in Boston, and just a few blocks from the finish line of the Boston Marathon. There are two bedrooms, one doubles as an office. Modern kitchen and adjacent terrace has a beautiful view of the Boston skyline. it simple at this peaceful and centrally-located place.

The Ellie House 10- Crowd Favorite, Back Bay!
The Ellie House is ideally located on St. Botolph Street, where Back Bay meets the South End. Surrounded by classic brownstones and leafy streets, you’re steps from Newbury Street, the Prudential Center, and Copley Square. Walk to top universities like Northeastern, Berklee, and Boston University, and access world-renowned hospitals including Mass General and Brigham & Women’s. Enjoy endless dining, shopping, and cultural landmarks right outside your door.

Sparkling New 2BR / 2BA in Back Bay
Our recently gut-renovated two bedroom apartment is located in the heart of the Back Bay and is just steps to Newbury St., Boylston St., the Hynes Convention Center, Prudential Center, Boston Marathon Finish Line, Charles River Esplanade, and everything else that Back Bay Boston has to offer. This 1,000 sqft floor-through, features central heat & air conditioning, 2 bedrooms, 2 marble bathrooms, an open gourmet kitchen, cable and fast internet & wifi!

The Chester: Penthouse One Bedroom
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.
Popular amenities for Back Bay holiday rentals
Other great holiday rentals in Back Bay

(N3R) Clean and Comfortable Studio, Top Location!

(476-1) 1st Flr, Roof Deck, Sleeps 4, A+ Location!

Renovated One Bedroom in Back Bay

Brand New One Bedroom in Back Bay

(N2R) Private Deck, Styled Studio, Prime Location!

(N3F) Beautiful View, Back Bay, Brownstone Newbury

The Clare - The Upton Boston, South End

The Ellie House 4- 1st Floor, Efficient, Back Bay!
Quick stats about holiday rentals in Back Bay

Total holiday rentals
Explore 490 holiday rentals in Back Bay

Verified guest reviews
Over 26,860 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
480 of Back Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Back Bay rentals

4.6 Average rating
Back Bay stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Back Bay’s top spots include Prudential Center, Newbury Street and Boston Public Library
Destinations to explore
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center





