Holiday rentals in Back Bay

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Top-rated holiday rentals in Back Bay

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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.
Flat in Boston
4.94 out of 5 average rating, 48 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.

Superhost
Flat in Boston
5 out of 5 average rating, 4 reviews

Theatre District. Bost. Common. DownTown.54.7

Perfect Boston location - steps from Boylston Station and the Boston Common Park - situated in the downtown Theatre District close to Chinatown & South Station - easy walk in any direction to reach shopping and historical tourist spot. Fast wifi. Smart TV. Smart phone App operated Washer & Dryer in building's basement. Many Garage park options - 1right across the street. (my parking suggestion - underneath the Boston Common). A few miles from the airport - a taxi usually takes 10 - 15 minutes.

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, 260 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!

Guest favourite
Flat in South End
4.89 out of 5 average rating, 388 reviews

Charming South-End condo with large outdoor patio

Elegant and spacious 1BR loft on the 1st floor of a classic South End brownstone. Features a large private deck with outdoor seating, washer and dryer, fully equipped stainless steel and granite countertop kitchen. Located in the heart of Boston’s historic South End—just steps from great restaurants, major landmarks, iconic tourist attractions, top universities, and public transit. Thoughtfully designed for comfort, style, and a warm welcome. Please see Policies and House Rules for more details

Top guest favourite
A cozy bay window nook is accented by blue walls and decorative cushions in various textures. Soft lighting from wall sconces enhances the inviting space. Two stylish chairs are positioned nearby, complementing a detailed area rug that adds warmth to the wooden floor.
Apartment in South End
5 out of 5 average rating, 37 reviews

Boston SouthEnd 2BR| Back Bay, Pru, Copley, Fenway

Stylish, newly renovated 2BR in a classic South End building: on a quiet street, just mins from Copley Square, Boston Public Garden, Prudential Sq, Boston Common, and world class restaurants. Enjoy a king bed in the primary room, queen in the second bedroom, central air, 3 smart TVs, a fully stocked kitchen, and a dreamy bay window reading nook. Thoughtfully designed for relaxing after a day in the city. Walk to shops, cafes, and parks, everything Boston has to offer is right outside your door.

Guest favourite
Flat in Back Bay
4.85 out of 5 average rating, 259 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
A bright and airy living area features large windows with natural light streaming in. A white sectional sofa with a yellow decorative pillow faces a modern entertainment unit. The exposed brick wall adds character to the space, which is complemented by warm bamboo flooring.
Apartment in South End
4.94 out of 5 average rating, 247 reviews

SouthEnd Penthouse

Centrally located penthouse unit in the heart of Boston SouthEnd. Abundance of sunlight, spacious living area, and open kitchen will make your stay a unique and charming experience in a historically preserved area. Ideal to explore the local neighborhood restaurants or walk to Boston commons, the ballpark, downtown or Newbury Street. The neighborhood is historic to Boston with classical brick stone look and the place itself is quite a gem, very quiet and open dining+living room style.

Superhost
An outdoor deck with a modern couch and coffee table is shown, surrounded by a view of the city skyline. High-rise buildings and rooftops are visible in the distance under a clear blue sky.
Flat in Back Bay
4.87 out of 5 average rating, 61 reviews

Penthouse, Parking, Private Deck, W/D, Back Bay!

✨ Stay in the heart of vibrant Back Bay, where this luxury penthouse offers a comfortable and stylish home base for your Boston adventure. 🏙️ Surrounded by beautiful brownstone buildings, tree-lined streets, and a bustling shopping and dining scene, you’ll be just steps from Newbury Street, the Prudential Center, and Copley Square. 🎭 Plus, with world-class museums, historic landmarks, and delicious seafood nearby, you’ll have plenty to see, taste, and explore during your visit. 🦞

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
4.86 out of 5 average rating, 51 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.

Guest favourite
Flat in South End
4.93 out of 5 average rating, 28 reviews

(476-7) Best Location, 2 Beds, W/D, Front Facing!

📍 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. 🏛️🎭

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, 357 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, 527 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

When is the best time to visit Back Bay?

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Avg. price$198 SGD$185 SGD$217 SGD$294 SGD$321 SGD$335 SGD$307 SGD$324 SGD$317 SGD$315 SGD$239 SGD$216 SGD
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    480 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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