
Holiday houses in Back Bay
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Top-rated holiday rentals in Back Bay
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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.

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!

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.

Super location! 1st Floor! Walk everywhere!
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.

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.

(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.

(476-8) Studio, South End/ Back Bay , Roof Deck!
📍 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. 🏛️đźŽ

The Clare - The Upton Boston, South End
See more photos at our IG @theuptonboston Housed in The Upton's brownstone, you are minutes from restaurants, shopping, galleries, site seeing, & or your family in the South End. The Clare apartment is natural light filled & boasts historic charm. We love how the apartment maintains peacefulness & has a spacious feel perfect for working remote. A laptop desk is stored in addition. The Clare has an original Victorian layout, wood, & doors from the 20th century.

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.

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.

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!

The Ellie House 4- 1st Floor, Efficient, 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 BU, and access world-renowned hospitals including Mass General and Brigham & Women’s. Enjoy endless dining, shopping, and cultural landmarks right outside your door.
Popular amenities for Back Bay holiday rentals
Other great holiday rentals in Back Bay

(G) Stylish Apt in Back Bay, A+ Location, w/d

Charlesgate Suites: Renovated & Ready To Host You!

Renovated One Bedroom in Back Bay

Brand New One Bedroom in Back Bay

(N2R) Private Deck, Styled Studio, Prime Location!

Walk everywhere! Location! Location! Cute studio!

(N3F) Beautiful View, Back Bay, Brownstone Newbury

3BR / 2BA + Prvt Deck in Back Bay
When is the best time to visit Back Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 AUD | $205 AUD | $240 AUD | $325 AUD | $355 AUD | $370 AUD | $339 AUD | $357 AUD | $350 AUD | $348 AUD | $264 AUD | $238 AUD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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
Destinations to explore
- Condo rentals Back Bay
- Rentals with outdoor seating Back Bay
- Pet-friendly rentals Back Bay
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- Rentals with breakfast Back Bay
- House rentals Back Bay
- Rentals with a patio Back Bay
- Rentals with a fireplace Back Bay
- Beachfront rentals Back Bay
- Rentals with pools Back Bay
- Hotel rooms Back Bay
- Rentals with lake access Back Bay
- Rentals with a washing machine and dryer Back Bay
- Boutique hotels Back Bay
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- Apartment rentals Back Bay
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Boston College





