Holiday houses in Back Bay

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Top-rated holiday rentals in Back Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy bedroom features exposed brick walls and bright window panels allowing natural light. A spacious bed is adorned with colorful pillows and a decorative cylindrical pillow. Shelves hold framed photographs, and small plants add a touch of greenery on sills.
Apartment in Fenway-Kenmore
4.88 out of 5 average rating, 351 reviews

Boston Brownstone

A unique, cozy 2 bedroom apartment in Back Bay Boston area. If you like being surrounded by young people and activity, you will love it. It is between Berkelee School of Music, Symphony Hall, Fenway Park, Harvard Medical School, and Northeastern U. It is also within walking distance of most downtown attractions Prudential, The Church of Christ the Scientist, Copley Square, Museum of Fine Arts, Newbury Street, Berklee School of Music, Boston Conservatory, Fenway Park, and many other attractions.

Guest favourite
An open living space features large bay windows allowing natural light to fill the room. Elegant wooden floors complement the modern furnishings, including a dining table set for two, a cozy seating area with leather chairs, and a dedicated work desk. A fireplace adds warmth to the ambiance.
Apartment in Fenway-Kenmore
4.94 out of 5 average rating, 49 reviews

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.

Guest favourite
A bright bedroom features a spacious bed with an orange throw and decorative pillows. Two windows provide natural light, with blinds partially drawn. A closet door and a small side table with a lamp are also visible, along with a framed artwork on the wall.
Apartment in South End
4.95 out of 5 average rating, 131 reviews

Super location! Walk everywhere! 1 bed / 1 bath

Walk everywhere! Can you believe this location? 4 mins from subway stations and in the middle of everything. This apartment is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores and more. This small and beautiful 1 bedroom/1 bathroom apartment includes everything you'll need for your stay.

Superhost
Apartment in Back Bay
4.85 out of 5 average rating, 262 reviews

(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.

Guest favourite
Apartment in Brighton
4.96 out of 5 average rating, 144 reviews

The Murthy : Bright • Spotless • W/D

Enjoy Boston in this elegant suite for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

A bright living area features large windows that fill the space with natural light, offering views of the outside. A sectional sofa is positioned near a round coffee table, complemented by two accent chairs. A simple fireplace is seen along the wall, enhancing the room's comfort.
Apartment in Fenway-Kenmore
4.84 out of 5 average rating, 245 reviews

Luxurious Fenway 2BR Penthouse w/ Roof Deck

This luxurious penthouse is nestled in the Fenway area and just a walk from everything you need. This multi-floor penthouse has something for everyone! Enjoy the reading nook, with a selection of board games! Relax on the roof deck, with views of both the Boston Skyline, and the Charles River! Get work done with the unique loft desk over looking the floor to ceiling windows! And fully equipped with utensils, glasses, and everything you need for a full short or long term stay.

Guest favourite
A cozy living area is highlighted by a wooden floor and large windows, offering street views. A green armoire is positioned against a wall, complemented by a wooden dining table and chairs. A stylish lounge chair and a striped rug add character to the space.
Apartment in South End
4.86 out of 5 average rating, 154 reviews

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.

Guest favourite
A comfortable living room is showcased, featuring a light-colored L-sectional sofa with decorative pillows. A dark coffee table sits in front, while a dining table for four is positioned nearby. Large windows allow natural light to brighten the space, complemented by warm hardwood floors.
Apartment in Back Bay
4.87 out of 5 average rating, 52 reviews

Renovated One Bedroom in Back Bay

Newly renovated 1 Bedroom | 1 Bath located on Marlborough St in Boston's historic Back Bay. This spacious 550 sqft condo is located on the third floor and offers brand new kitchen, updated bath, 10'+ high ceilings, high speed internet, premium cable, and new hardwood floors! Located on Marlborough Street in Boston's historic Back Bay between Charlesgate East and Massachusetts Avenue, we are just a quick walk to Newbury Street, Hynes Convention Center, and Fenway Park.

Superhost
A cozy semi-private patio area features two vibrant red egg chairs with plush cushions, positioned around a small table. A door leads directly into the studio apartment, while shadows of the chairs play on the ground, highlighting the inviting outdoor space.
Apartment in South End
4.78 out of 5 average rating, 107 reviews

(476-2) Clean & Cozy, South End / Back Bay!

📍 Columbus Avenue in Boston is a vibrant and bustling street that runs through the heart of the Back Bay and South End neighborhoods. Lined with charming brownstones, trendy shops, and a wide variety of dining options, it offers a delightful urban experience for guests. 🚶‍♂️🍽️🛍️ The avenue is well-connected and provides easy access to many of the city’s top attractions, making it an ideal home base for exploring Boston’s rich history and cultural offerings. 🏛️🎭

Superhost
Apartment in Back Bay
4.84 out of 5 average rating, 32 reviews

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.

Guest favourite
The living area features a spacious sofa and two accent chairs, complemented by a decorative rug and a round coffee table. Large windows provide ample natural light, with city views visible through the glass. Vintage-style moldings decorate the high ceilings.
Apartment in South End
4.9 out of 5 average rating, 68 reviews

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.

Top Guest favourite
A spacious sleeping area is shown featuring a metal frame bed with a blue checkered bedding set. Dark wood furniture, including matching cabinets and a mirror, complements the room. A door to the right provides access to the unit, while a paddle board hangs on the wall.
Apartment in Back Bay
4.96 out of 5 average rating, 528 reviews

Cozy Back Bay Boston Retreat!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Much like rest of Back Bay, the space and finishes have a Victorian era feel with some updates made throughout the decades. I hope you can relax and feel at home!

Popular amenities for Back Bay holiday rentals

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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    480 of Back Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Gym 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

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