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 Shawmut
4.99 out of 5 average rating, 259 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
A bright and inviting bedroom features a spacious bed adorned with crisp white linens. Side tables with lamps flank the bed. A comfortable armchair and small couch are visible, with large windows allowing natural light to stream in, highlighting the warm hardwood floors.
Apartment in Boston
4.92 out of 5 average rating, 49 reviews

Charlesgate Suites: Contemporary Stay In Style

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.

Guest favourite
Apartment in South End
4.88 out of 5 average rating, 186 reviews

Walk everywhere! Location! Location! Cute studio!

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

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, 40 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.

Guest favourite
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.

A spacious living area is characterized by large windows that offer sweeping views of the surroundings. A comfortable sectional sofa is positioned nearby a round coffee table, complemented by two vibrant armchairs. A modern fireplace and decorative plants create a welcoming atmosphere.
Apartment in Boston
4.84 out of 5 average rating, 245 reviews

Luxurious Fenway 2BR Penthouse w/ Roof Deck

This luxurious penthouse is nestled in the Fenway area and just a walk from everything you need. This multi-floor penthouse has something for everyone! Enjoy the reading nook, with a selection of board games! Relax on the roof deck, with views of both the Boston Skyline, and the Charles River! Get work done with the unique loft desk over looking the floor to ceiling windows! And fully equipped with utensils, glasses, and everything you need for a full short or long term stay.

Guest favourite
Apartment in South End
4.86 out of 5 average rating, 154 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
Apartment in South End
4.93 out of 5 average rating, 29 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. 🏛️🎭

Guest favourite
Condo in South End
4.93 out of 5 average rating, 27 reviews

Cozy South End Corner

This cozy corner brownstone apartment in the south end is bright and full of light with 10 windows that allows you to look out on the city. Located near all the best restaurants and tourist locations in Boston, and just a few blocks from the finish line of the Boston Marathon. There are two bedrooms, one doubles as an office. Modern kitchen and adjacent terrace has a beautiful view of the Boston skyline. it simple at this peaceful and centrally-located place.

Superhost
A modern kitchen features white cabinetry with open shelves displaying dishware. Stainless steel appliances include a gas stove, microwave, and dishwasher. A coffee maker and teapot are positioned on the counter, alongside utensils in a wooden holder. Clean lines and a subway tile backsplash enhance the contemporary look.
Apartment in Back Bay
4.84 out of 5 average rating, 32 reviews

The Ellie House 10- Crowd Favorite, Back Bay!

The Ellie House is ideally located on St. Botolph Street, where Back Bay meets the South End. Surrounded by classic brownstones and leafy streets, you’re steps from Newbury Street, the Prudential Center, and Copley Square. Walk to top universities like Northeastern, Berklee, and Boston University, and access world-renowned hospitals including Mass General and Brigham & Women’s. Enjoy endless dining, shopping, and cultural landmarks right outside your door.

Guest favourite
The living area features a spacious sofa and two accent chairs, complemented by a decorative rug and a round coffee table. Large windows provide ample natural light, with city views visible through the glass. Vintage-style moldings decorate the high ceilings.
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, 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$267 NZD$250 NZD$293 NZD$397 NZD$433 NZD$452 NZD$414 NZD$437 NZD$428 NZD$425 NZD$322 NZD$291 NZD
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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 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 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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