
Condo vacation rentals in South Boston
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Top-rated condo rentals in South Boston
Guests agree: these condos are highly rated for location, cleanliness, and more.

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

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

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.

Boston Townhouse - 3bd / 2.5ba - Central Location
Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!

Penthouse 2 Beds /2 Baths luxury in South Boston
Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

CITY APARTMENT NEAR AIRPORT
🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

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)

Large 1+bed in historic Charlestown, Boston!
Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fully equipped kitchen & private deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in house and NO smoking in courtyard. Not suitable for children under 6 years old.

Studio Getaway
Keep it simple at this peaceful and centrally-located studio, 7 minutes from the airport and a 5 minutes walk from the T (Boston's subway)<br><br>Perfect for early morning flights from Logan & those who are visiting the city and want a cozy, affordable place to stay<br><br>This studio features a King bed, a sectional sofa, and a Tv with Roku, coffee maker, and microwave (no kitchen)<br><br>Please note: The price is below market as this is a new listing that I am testing.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out queen size bed. There's also a side chair that converts to a chaise or a twin sleeper. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

1 Bedroom Apartment in Boston/South End
One bedroom condo on parlor level on quiet South End street. Convenient to all the restaurants, Back Bay, Financial District, Downtown. There are stairs leading to the building. Full size bed, full-size tub with shower in bathroom. Wi-Fi. Listing is for the full apartment. Two guests only. No one under 18. No visitors or parties. There is no street or designated parking. Best for one or two people visiting and enjoying the city.
Popular amenities for South Boston condo rentals
Weekly condo rentals

2Bedroom - WALK to subway, hospitals, food, & more

Fort Hill Inn, Excellent Mid Modern nice details!

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

NEW Ultimate Downtown Boston Game Loft Free Parkng

The Plant Haus

Downtown beautiful renovation with parking

Salem Urban Arcade - AC, Parking, Walk Everywhere!

Stylish garden level studio with a private patio
Pet-friendly condo rentals

Condo in downtown Boston

A Cozy 3BR Home Close To Train + Boston & Parking

Nice Condo to Harvard, MIT, Fenway, with parking

Family Home + Near Downtown + Cool Backyard!

Leafy & Tranquil, Artist house. Easy access Boston

Right Near Convention Center and Train Station

Transit friendly condo on quiet street

2 Bedroom by Longwood Medical Hospitals
Private condo rentals

Longterm Boston2b1b,Easy transit,on-site parking

Newly Renovated Victorian close to Salem

Tufts 2 Bed & Office - Free Parking

Lovely one bedroom apartment condo, with parking

The Salem Porch House

Stunning South End 1BR - private roof deck

One bedroom apartment near Boston and Salem.

"La Gemma" - a gem in the North End
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $316 CAD | $330 CAD | $337 CAD | $422 CAD | $451 CAD | $392 CAD | $406 CAD | $433 CAD | $430 CAD | $396 CAD | $362 CAD | $350 CAD |
| 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 condo rentals in South Boston

Total vacation rentals
Explore 40 vacation rentals in South Boston

Nightly prices starting at
South Boston vacation rentals start at $71 CAD per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of South Boston vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across South Boston rentals

4.9 Average rating
South Boston stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
South Boston’s top spots, include Castle Island, Andrew Station, and Broadway Station
Destinations to explore
- Rentals with a patio South Boston
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- Family-friendly rentals South Boston
- Apartment rentals South Boston
- Rentals with a washer and dryer South Boston
- Rentals with pools South Boston
- Pet-friendly rentals South Boston
- Rentals with outdoor seating South Boston
- Rentals with beach access South Boston
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- Rentals with a fireplace South Boston
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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Onset Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Oakland Beach
- Prudential Center
- White Horse Beach



