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
Flat in Fenway-Kenmore
5 out of 5 average rating, 5 reviews

Gorgeous Apt with Kitchen

These sleek spaces feature stainless steel appliances, quartz countertops, and ample soft-close cabinetry. Select units boast floor-to-ceiling bay windows and private balconies. The luxury extends beyond your home—enjoy a fitness center, yoga studio, pet spa, and concierge service. Sip fresh cold brew in the café or work in the chic co-working spaces. Host gatherings in private dining areas, relax in lush courtyards, or take in stunning views from rooftop terraces equipped with gas grills,

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!

Superhost
Flat in Back Bay
4.85 out of 5 average rating, 253 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.

Top guest favourite
Apartment in Beacon Hill
4.96 out of 5 average rating, 123 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, 440 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
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, 230 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.

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.
Flat in Back Bay
4.85 out of 5 average rating, 47 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.

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, 95 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!

Top guest favourite
A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.
Flat in East Boston
5 out of 5 average rating, 36 reviews

Boston Skyline Stay | 1BR + City Views

Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart 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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