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Condo holiday rentals in South Boston

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Top-rated condo rentals in South Boston

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Condo in Cambridge

4.88 out of 5 average rating, 887 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

Guest favourite

Condo in Boston

4.95 out of 5 average rating, 235 reviews

Beautiful, spacious South Boston Condo, Near T

This beautiful townhouse is a 3 minute walk to the Andrew Square (subway) station that can take you to any where you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, the Convention Center, Boston Harbor and various cruise ship terminals are many of the places you can visit. We are also a 15 min walk to Carson Beach. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.

Guest favourite

Condo in Boston

4.99 out of 5 average rating, 126 reviews

Spacious 3BR | Heart of Downtown | Boston Common

Welcome to our sunlight-embraced apartment in a beautiful stony building. We offer a comfortable stay right in the center of downtown Boston! Walkable to all the highlights that Boston offers! — 1200 sqft, 3BR, 12ft ceiling, hardwood floor — 2xFull, 1xQueen, 1xDaybed (Pullout King Size only 2" shorter) — Stainless steel appliances, contemporary design, Branded toiletries — Full kitchen — LG washer/dryer in unit — 2x65” Roku TV, 1x42" Apple TV — Central AC/HT — 2 New Elevators BLEACHED CLEAN !!

Guest favourite

Condo in Boston

4.96 out of 5 average rating, 104 reviews

1st floor, free parking off street, 3 min to train

1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 141 reviews

comfortable and cozy

Five minutes walking distance to subway station. A newly renovated 2 family victorian home which is located in a diverse neighborhood where you can Walk to cafes, restaurants and parks. Neighborhood is a bike friendly and very close to Zip car. The room is very clean, comfortable and modern The Kichen and bathroom are also located on the same level and they are completely private. The shower stall is approx 3 feet x 4.5 feet. This private bedroom has a separate and convenient access/ exit.

Guest favourite

Condo in Boston

4.96 out of 5 average rating, 378 reviews

Cozy Back Bay Retreat with Parking!

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. Further, the health and safety of my guests is of the utmost importance to me. I have provided Clean Station with hand sanitizer pumps, hand wipes and spray. Kick your feet up, relax and enjoy your stay!

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 299 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 180 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

Condo in Boston

4.91 out of 5 average rating, 417 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles 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.

Guest favourite

Condo in Boston

5.0 out of 5 average rating, 131 reviews

Stay safe in the heart of Beacon Hill in Boston.

This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Guest favourite

Condo in Boston

4.87 out of 5 average rating, 108 reviews

Luxury - Pet Friendly 3bd | 3ba South End Condo

Superb Location in the heart of the South End, Lux 3 bedroom, 2 1/2 bath brownstone boasting brand new furnishings, beautiful kitchen, and private outdoor patio. There are half a dozen fabulous restaurants one block from the front door. Just around the corner from Back Bay, SOWA district, all historical sites and popular spots; such as Fenway Park, Downtown Boston, TD Garden, Boston Commons, Boston Tea Party Museum, Science Museum, Newbury Street, and much more!

Condo in Boston

4.83 out of 5 average rating, 183 reviews

Stylish garden level studio with a private patio

Enjoy your stay in this stylish East Boston garden level studio with a private back patio. It is centrally located near restaurants, the waterfront, a running & biking trail, the airport, public transportation, and it is 1 metro stop away from downtown Boston. The metro stop, Maverick, is a 4 minute walk! The studio is equipped with a king bed that has a memory foam mattress, a queen pull out sofa, and a fully equipped kitchen.

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Popular amenities for South Boston condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Guest favourite

Condo in Jamaica Plain

4.91 out of 5 average rating, 217 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 253 reviews

Boston Rooftop Retreat

Guest favourite

Condo in Boston

4.98 out of 5 average rating, 108 reviews

Brand New Deluxe 3-BR (7W) Near Downtown Boston

Guest favourite

Condo in Boston

4.93 out of 5 average rating, 121 reviews

South End 1800sqft 2BR Audiophile Paradise

Guest favourite

Condo in Cambridge

4.91 out of 5 average rating, 653 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Condo in Brookline

4.85 out of 5 average rating, 184 reviews

Luxurious Townhouse Close to Coolidge Corner

Guest favourite

Condo in Boston

4.97 out of 5 average rating, 178 reviews

Modern & Cozy 3-BR Condo near Downtown

Guest favourite

Condo in Cambridge

4.88 out of 5 average rating, 148 reviews

Luxury 3BR near Harvard/MIT w/ Central AC+Parking!

Pet-friendly condo rentals

Guest favourite

Condo in Boston

4.94 out of 5 average rating, 155 reviews

Family Home + Near Downtown + Cool Backyard!

Guest favourite

Condo in Winthrop

4.99 out of 5 average rating, 127 reviews

Beachfront Boston: Large, Cozy, Relaxed + Pets

Guest favourite

Condo in Quincy

4.94 out of 5 average rating, 246 reviews

Spacious & Private, Next to Boston & Beach, EVchrg

Guest favourite

Condo in Somerville

4.87 out of 5 average rating, 111 reviews

Spacious, cozy home near Boston!

Guest favourite

Condo in Marblehead

4.99 out of 5 average rating, 152 reviews

Harbor Hideaway

Guest favourite

Condo in Somerville

4.96 out of 5 average rating, 148 reviews

Boston 2Bd Kg&Qn near Harvard MIT Subway w/parking

Condo in Somerville

4.82 out of 5 average rating, 166 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

Guest favourite

Condo in Malden

4.84 out of 5 average rating, 104 reviews

Quiet and clean 2 floor 3-bedroom condo w/ parking

Condo rentals with a pool

Condo in Acton

5.0 out of 5 average rating, 3 reviews

Updated cozy one bedroom

Condo in Cambridge

4.83 out of 5 average rating, 12 reviews

Luxury Apartment w/King Bed, Shared Pool & Rooftop

Condo in Salem

4.88 out of 5 average rating, 26 reviews

Lovely Condo-close to Downtown Salem 1bed/1ba

Guest favourite

Condo in Cambridge

5.0 out of 5 average rating, 18 reviews

Modern New Lux Apt/ King bed close to MIT Harvard

Room in Stoneham

5.0 out of 5 average rating, 4 reviews

Modern condominium just miles north of Boston.

Room in Medford

5.0 out of 5 average rating, 34 reviews

Private Bed and Bath

Guest favourite

Condo in Boston

5.0 out of 5 average rating, 5 reviews

Central Boston Common Down Town Wi-Fi Parking

Quick stats about condo rentals in South Boston

Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$83 NZD before taxes and fees

Destinations to explore