Holiday rentals 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 living room area showcases a sectional sofa in gray, adorned with decorative pillows in varying shades. A wooden table is centrally located, accompanied by a small potted plant. Exposed brick walls add texture, while skylights infuse the space with natural light. Artwork is displayed on the walls.
Apartment in South End
4.98 out of 5 average rating, 169 reviews

*NEW* 3 BR South End Duplex with A/C in the city!

Location, location, location! This 3-BED 1-BATH penthouse duplex in a classic Boston Brownstone has the best of both worlds: a QUIET RESIDENTIAL STREET great for relaxing after a long day but STEPS FROM amazing restaurants, cafes, & bars of the South End. Looking to explore? We are a short walk from shopping on Newbury Street, history of Beacon Hill & Back Bay, or a stroll through Boston Public Garden. Want to see more? Back Bay subway Station is just around the corner! See Boston like a local!

Top guest favourite
A studio space features a spacious bed with a decorative coral blanket and neatly arranged towels. A dining table with two chairs sits adjacent to a kitchenette equipped with basic appliances. Light wood flooring complements the overall layout, which is brightened by overhead lighting and wall decor.
Flat in South End
4.88 out of 5 average rating, 178 reviews

Walk everywhere! Location! Location! Cute studio!

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio 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. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

Guest favourite
A living area is highlighted by curved bay windows offering views of the surrounding neighborhood. A dark couch faces a contemporary coffee table, with an orange and white patterned chair nearby. A flat-screen TV is mounted on the wall, and a floor lamp adds warmth to the space.
Flat in Back Bay
4.89 out of 5 average rating, 225 reviews

(N3F) Beautiful View, Back Bay, Brownstone Newbury

🌆 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.

Top guest favourite
Apartment in Beacon Hill
4.96 out of 5 average rating, 124 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Superhost
The living area features exposed brick walls that add character, with two large windows allowing natural light. A comfortable sofa is positioned with a coffee table in front, and a TV is mounted on a modern sideboard. A cozy accent chair completes the space.
Serviced apartment in Downtown
4.76 out of 5 average rating, 372 reviews

Large Loft Steps From Boston Common | Short Stays

This 3 Bed, 2 Bath apartment with Laundry in unit is available for both long and short term rental. Operated by Remedy Homes, a provider of short term medical stays, this beautifully designed and furnished loft is located right in the heart of Boston. Two Queen beds and one Full Sized Bed and two full bathrooms. The unit is on the 3rd floor and is completely accessible by a self-check-in, meaning you will be able to minimize exposure. On-site security and 2 elevators is a big plus!

Top guest favourite
A cozy living area is highlighted by exposed brick walls and wooden flooring. A dark sofa with decorative pillows is positioned near a sleek coffee table, which holds a decorative bowl. Natural light filters through sheer curtains, adding to the inviting ambiance.
Flat in Fenway-Kenmore
4.95 out of 5 average rating, 442 reviews

Symphony Place

Newly renovated apartment in a Boston colonial style brick building in the heart of the art district. Walking distance to many of Boston's attractions and institutions: Fenway Park, Symphony Hall, Museum of Fine Arts, Isabella Stewart Gardner Museum, New England Conservatory's Jordan Hall, , Northeastern University, Berklee College of Music and many others. Steps away from Green and Orange lines of the subway and other public transportation options. Whole Foods is around the corner.

Top guest favourite
A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.
Apartment in South End
4.91 out of 5 average rating, 233 reviews

South End 1800sqft 2BR Audiophile Paradise

Stylish, luxury South End brownstone perfect for work or play. 10 minutes to financial district, 12 minutes to Harvard, less than 10 minutes to Fenway, and walk to Boston Common. Quintessential Boston South End historical district home with TALL ceilings, fantastic natural light, direct view of Columbus Avenue, in the middle of everything South End has to offer Private street parking space almost surely available within 1 minute walk (must coordinate with host in advance)

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.
Flat in South End
4.87 out of 5 average rating, 150 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.

Top guest favourite
The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.
Apartment in Fort Hill
4.94 out of 5 average rating, 341 reviews

Boston Rooftop Retreat

A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Top guest favourite
The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.
Apartment in Beacon Hill
4.97 out of 5 average rating, 340 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

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.
Flat in Back Bay
4.96 out of 5 average rating, 507 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!

Guest favourite
A spacious studio apartment showcases elegant hardwood flooring. The room features a queen bed positioned in front of two large windows, framed by navy blue curtains. A small dining area with a round table and two chairs is visible, complemented by a cozy seating area with a gray chair.
Flat in South End
4.85 out of 5 average rating, 263 reviews

(T3) Fresh & Fun Studio in Heart of South End

🌆 Welcome to Boston’s South End! Stay in the heart of a historic and culturally diverse neighborhood, right on Tremont Street. Step outside and explore a vibrant mix of 🍽️ restaurants, art galleries, and unique boutiques—all within walking distance. The South End is the perfect base for discovering Boston, offering a blend of charm, convenience, and local culture that makes every stay unforgettable.

Popular amenities for Back Bay holiday rentals

When is the best time to visit Back Bay?

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Avg. price$173 SGD$183 SGD$239 SGD$295 SGD$322 SGD$336 SGD$308 SGD$324 SGD$318 SGD$315 SGD$239 SGD$216 SGD
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Quick stats about holiday rentals in Back Bay

  • Total holiday rentals

    Explore 550 holiday rentals in Back Bay

  • Verified guest reviews

    Over 26,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    540 of Back Bay holiday rentals include wifi 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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