
Condo vacation rentals in South Boston
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Top-rated condo rentals in South Boston
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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.

Modern Luxury | Free Parking, Near T | Home Cinema
Welcome to our stylish East Boston condo! Just a 5-minute walk to the Blue Line and 11-minute drive (or 25-min walk) to Logan Airport. Only two blocks from the waterfront with stunning Boston skyline views. This modern farmhouse retreat features two cozy bedrooms plus two more beds downstairs. The sleek kitchen and dining area are great for meals or morning coffee. Relax in the comfy living room or enjoy movie nights on the 135-inch home theater. Includes in-unit laundry and off-street parking.

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

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.

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.

#1A Harvard MIT Central location! in unit W/D
WALK to Harvard, MIT and steps to all public trans & blue bikes! Gorgeous fully furnished monthly stays! Great for tourists, visiting nurses, Harvard, MIT fellows, etc! In-unit w/d and full eat in kitchen (granite counters, dishwasher/disposal (all cooking utensils, etc.). Light filled large bay windows living room with custom built in bookshelves & picture book library. Wood floors, AC/WIFI/all utilities included! Pets (yes large dogs too) welcome w. preapproval.

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.

Bright Modern Condo 10 mins to Boston with Parking
Our beautiful Somerville condo is less than 4 miles from the heart of Boston! With convenient access to public transportation and limited free parking, you can get around the city with ease. After a day of exploring Boston, retreat to the tranquility of Somerville and make dinner at home or enjoy the neighborhood restaurants. If you're visiting the nearby universities, it's only a mile from Tufts, 2.5 miles to Harvard and 3 miles to MIT.

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.

Perfectly Renovated Home w/ Private Outdoor Oasis
COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*
Popular amenities for South Boston condo rentals
Weekly condo rentals

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

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

Whole Condo near downtown Salem, Ma

Charming and Historic Apartment

The Salem Porch House

Downtown beautiful renovation with parking

Boston Rooftop Retreat

Peabody Penthouse Top of the World Sunset View
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

Transit friendly condo on quiet street

Spacious, cozy home near Boston!

Harbor Hideaway
Private condo rentals

Newly renovated Boston Condo

707B CITY VIEWS Brand New Downtown Boston King Bed

Luxury Boston Condo

Samuel Tucker House - Downtown Luxury 2 Bed Condo

The Day-Burrill-Wadsworth-La Voix House

Entire Apt near Bos Univ/Bos College Free Parking

Luxury Condo in Boston w/ backyard & parking

Sunny Southie Modern 2 Bedroom with Deck
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ823 | ﺩ.ﺇ859 | ﺩ.ﺇ878 | ﺩ.ﺇ1,098 | ﺩ.ﺇ1,175 | ﺩ.ﺇ1,021 | ﺩ.ﺇ1,058 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,010 | ﺩ.ﺇ929 |
| 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 ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of South Boston vacation rentals include wi-fi 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 fireplace South Boston
- Pet-friendly rentals South Boston
- Apartment rentals South Boston
- House rentals South Boston
- Rentals with a patio South Boston
- Rentals with outdoor seating South Boston
- Rentals with a washer and dryer South Boston
- Fitness-friendly rentals South Boston
- Rentals with beach access South Boston
- Rentals with pools South Boston
- Family-friendly rentals South Boston
- Condo rentals Boston
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo



