
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.

(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.

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.

4br/2ba | 200mbps Internet | Luxury Keyless Entry
This 4 Bed, 2 Bath beautifully furnished apartment with Laundry in unit, and fully equipped kitchen available for both long and short term rental. With one King bed and 3 Queens, this beautifully designed and furnished loft is located right in downtown Boston. Includes all furnishings and cooking equipment! The apartment is accessible via a self-check-in process to lower your exposure! Security on-site, and 2 Elevators. Units are professionally cleaned and disinfected between every stay.

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)

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.

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.

Sparkling New 2BR / 2BA in Back Bay
Our recently gut-renovated two bedroom apartment is located in the heart of the Back Bay and is just steps to Newbury St., Boylston St., the Hynes Convention Center, Prudential Center, Boston Marathon Finish Line, Charles River Esplanade, and everything else that Back Bay Boston has to offer. This 1,000 sqft floor-through, features central heat & air conditioning, 2 bedrooms, 2 marble bathrooms, an open gourmet kitchen, cable and fast internet & wifi!

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!

(T2) Bay Windows, Delicious Pizza, Prime Location!
🌆 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.

Condo in downtown Boston
Quintessential Boston Brownstone. Private patio, 2 bedroom, 1.5 bath. Welcome to Bay Village! The most central location in Boston with a safe, residential feel. This condo is perfectly well kept, newly furnished, & comfortable with Central Air. We have a desk set-up for WFH, and kitchenware to cook a fabulous meal. Take a few steps out of the condo and enjoy all the Boston has to offer! STR544848

Perfect Location, 3bed, 2 Bedrooms, 2 TVs w/d
📍 Stay in the heart of Back Bay, just steps from Newbury Street, the Prudential Center, and Copley Square. ✨ This inviting space is close to Boston’s top hospitals—Mass General, Brigham and Women’s, Boston Children’s—prestigious universities like Harvard, MIT, BU, and Northeastern, and iconic landmarks such as Boston Common, the Freedom Trail, and the Museum of Fine Arts. 🏛️
Popular amenities for Back Bay holiday rentals
Other great holiday rentals in Back Bay

(37-2) Stylish Monthly Gray Street Apartment

Luxurious 2BR 2BA Back bay heart with amazing view

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

(M5) Spacious 2 bedroom Heart of Back Bay

Charming Studio Apt! | Back Bay

AKBrownstone: Loft rooftop views by T

Historic Mayor’s Mansion #1

Oversized Furnished Brownstone Studio in Back Bay
When is the best time to visit Back Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 AUD | $214 AUD | $279 AUD | $345 AUD | $376 AUD | $392 AUD | $360 AUD | $379 AUD | $371 AUD | $416 AUD | $282 AUD | $209 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 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
540 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
- Rentals with outdoor seating Back Bay
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- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- MIT Museum
- New England Aquarium
- Boston University
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum




