Holiday houses 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
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.
Apartment in South End
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!

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.
Condo in South End
5 out of 5 average rating, 42 reviews

Boston South End 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.

Superhost
Apartment in Back Bay
4.85 out of 5 average rating, 262 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.

Guest favourite
A spacious studio is showcased with large windows allowing natural light to fill the room. A cozy sitting area with a grey sofa is positioned near a small dining table. A comfortable bed is elegantly dressed with cushions, and a decorative fireplace adds character.
Apartment in Fenway-Kenmore
4.93 out of 5 average rating, 167 reviews

Walk! Location! Steps from the T! 1 bed 1st floor!

Beautiful apartment in the middle of everything with Queen size bed! Located right in Kenmore Square, steps from subway station and Famous Citgo Sign. Walking distance to Fenway Park, Back Bay, restaurants, and bars. Walk everywhere! Next to Boston University and in front of Charles River Esplanade. Very close to Downtown, Cambridge, Longwood Medical Area, supermarkets, and way so many cool places! Includes everything you'll need for your stay. Super safe and convenient neighborhood! :)

Guest favourite
Apartment in Beacon Hill
4.96 out of 5 average rating, 23 reviews

Beacon Hill - Historic Elegance

Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

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.
Condo in South End
4.94 out of 5 average rating, 250 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.

Guest favourite
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.
Apartment in Back Bay
4.88 out of 5 average rating, 67 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. 🦞

Superhost
A compact studio apartment is highlighted by exposed brick walls and warm wooden flooring. A queen bed with white linens and blue accent pillows is positioned centrally. Natural light enters through the window, and a flat-screen TV is mounted on the wall, complementing a small coffee station.
Apartment in South End
4.83 out of 5 average rating, 89 reviews

(476-3) Bright Studio, Outdoor Space, A+ Location!

📍 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. 🏛️🎭

Superhost
A modern living area features a cozy orange sofa adorned with large, textured cushions. A small desk is situated nearby, with a television mounted on the wall. Large windows invite natural light, illuminating the space and offering a glimpse of the vibrant exterior.
Apartment in Brighton
4.81 out of 5 average rating, 75 reviews

The Curie: Artistic • Eclectic Warmth • W/D

Experience Boston in a 1 bedroom with comfortable decor and charming feel! Just a 5 min walk from the T and close to Boston College/Harvard/MIT, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 55” Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed -> Balcony Ideal for business travelers, couples, nurses, and anyone looking to experience Boston in peace and comfort.

Guest favourite
Apartment in South End
4.9 out of 5 average rating, 68 reviews

The Chester: Penthouse One Bedroom

Discover The Chester, A Boutique Stay in the heart of the South End. Designed to accommodate up to 4 guests, this space features a king bed, a queen pull-out, and a fully equipped kitchen. Enjoy city views, classic Boston Brownstone original crown moldings, smart TVs, and a sleek, modern tiled shower. Expertly decorated with a mix of contemporary and antique furnishings, this urban retreat offers comfort and style at the heart of the vibrant city.

Top Guest favourite
Apartment in Back Bay
4.96 out of 5 average rating, 528 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
Apartment in South End
4.68 out of 5 average rating, 143 reviews

(T7) Clean, Easy, Prime Location, Walkable to all!

🌆 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

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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    480 of Back Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool 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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