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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Guest favourite
A private patio features two hanging egg chairs adorned with green patterned cushions, positioned on a wooden deck. A small round planter sits in the center, adding a touch of greenery. The backdrop showcases urban buildings with a clear blue sky above.
Flat in Back Bay
4.83 out of 5 average rating, 240 reviews

(N2R) Private Deck, Styled Studio, 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.

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.

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
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Downtown
4.99 out of 5 average rating, 96 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

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, 339 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, 505 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!

Superhost
A sunlit bedroom features a low-profile, spacious bed dressed in white linens, adorned with two turquoise pillows. Large windows allow natural light to fill the space, framed by beige curtains. The hardwood floor is complemented by a colorful area rug and a modern lamp beside the bed.
Flat in South End
4.77 out of 5 average rating, 237 reviews

(T2) Bay Windows, Delicious Pizza, Prime Location!

🌆 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.

Guest favourite
A cozy living area features a dark sofa adorned with decorative cushions. Two red armchairs flank a small side table. A wooden coffee table sits on a colorful rug, while a large mirror reflects light from the window beside exposed brick walls and framed artwork.
Flat in South End
4.98 out of 5 average rating, 41 reviews

Cozy, adorable 1 bedroom private apartment M365-2

This adorable unit offers TWIN BEDS THAT CAN BE MADE INTO A KING plus a full sleep sofa in the living room. It includes hardwood floors throughout , a full kitchen (note: the refridgerator is a small, under the counter, size and no freezer), full bath with shower, and access to free laundry in the building. It is walking distance to Amtrak, the subway, shops and the best restaurants in the city.

Superhost
Flat in Boston
5 out of 5 average rating, 3 reviews

Perfect Location, 3bed, 2 Bedrooms, 2 TVs w/d

📍 Stay in the heart of Back Bay, just steps from Newbury Street, the Prudential Center, and Copley Square. ✨ This inviting space is close to Boston’s top hospitals—Mass General, Brigham and Women’s, Boston Children’s—prestigious universities like Harvard, MIT, BU, and Northeastern, and iconic landmarks such as Boston Common, the Freedom Trail, and the Museum of Fine Arts. 🏛️

Guest favourite
A comfortable living area is arranged with a dark sectional sofa featuring decorative pillows. A light wood dining table stands next to a modern fireplace. A pink accent chair adds a pop of color, while a large television is mounted on the wall. Natural light filters through the window.
Apartment in South End
4.91 out of 5 average rating, 260 reviews

Charming 1 BR apartment in Historic Bay Village

Welcome to your Boston home! Unwind in this cozy one-bedroom apartment in the heart of the city. Located off a small cobblestone street, this old brownstone rowhouse offers an unexpected tranquility, yet walking access to the best restaurants and entertainment venues of the city.

Popular amenities for Back Bay holiday rentals

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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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