Holiday rentals in Back Bay

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Top-rated holiday rentals in Back Bay

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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.
Flat in Fenway-Kenmore
4.87 out of 5 average rating, 338 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.

Top guest favourite
The living area features a decorative fireplace and a 55-inch smart TV mounted above the mantel. Two large windows allow natural light to fill the space, with soft furnishings and a cozy ambiance created by tasteful decor and a chandelier.
Flat in Shawmut
4.99 out of 5 average rating, 257 reviews

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!

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, 441 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.

Guest favourite
The living room features a grey sofa adorned with blue accent pillows, paired with two blue chairs. A coffee table with a glass top sits in front, and light enters through windows with white shutters. The hardwood floor adds warmth to the space.
Apartment in Beacon Hill
4.91 out of 5 average rating, 503 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles 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 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 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!

Top guest favourite
A living area features a contemporary black sofa and two matching armchairs arranged around a round glass coffee table, all placed on a vibrant blue rug. A large artwork hangs on the wall, and a window allows natural light to enter the space.
Apartment in South End
4.99 out of 5 average rating, 107 reviews

1 Bedroom Apartment in Boston/South End

One bedroom condo on parlor level on quiet South End street. Convenient to all the restaurants, Back Bay, Financial District, Downtown. There are stairs leading to the building. Full size bed, full-size tub with shower in bathroom. Wi-Fi. Listing is for the full apartment. Two guests only. No one under 18. No visitors or parties. There is no street or designated parking. Best for one or two people visiting and enjoying the city.

Top guest favourite
An open kitchen-living area features a large central island with dark cabinetry and a light countertop. Stylish pendant lights hang above the island. A comfortable seating area is visible, with natural light filtering through large windows and doors that lead to an outdoor space.
Apartment in South Boston
4.98 out of 5 average rating, 130 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

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
Flat in Beacon Hill
4.86 out of 5 average rating, 442 reviews

Beacon Hills Studio next to State house

Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.

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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