
Condo vacation rentals in South Boston
Find and book unique condos on Airbnb
Quick stats about condo rentals in South Boston

Total vacation rentals
Explore 50 vacation rentals in South Boston

Nightly prices starting at
South Boston vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 2,920 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!
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.

1 Bedroom Apartment in Boston/South End
1 BDRM condo quiet South End street. Convenient to Back Bay and Downtown. There are stairs leading to the building. Full size bed. No additional sleeping area. Two guests only. No one under 18. No visitors or parties. Best for one or two people visiting and enjoying the city. This unit is not a good fit if you have any type of mobility issue - including a fairly steep set of stairs to enter the building. No laundry facilities for use in the building. Window units for AC in summer.

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.

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

Boston Townhouse - 3BR/2.5BA - Seaport BCEC
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!

Luxury apt w/ sauna & deck | by airport, downtown
Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

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!

Right Near Convention Center and Train Station
Newly renovated first floor unit. A few blocks from the Boston Convention Center and right next to the Broadway red line train station. Updated two bedroom, one full bath, washer, dryer, brand new kitchen, central air conditioning, stainless steel appliances, limited parking spots but plenty of street parking. This is a really nice place conveniently located in South Boston. Very close to Logan airport, Flynn Cruise Port and everything in Seaport and downtown.

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. KING 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.

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*

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is pull-out double size bed. 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.
Popular amenities for South Boston condo rentals
Weekly condo rentals

SouthEnd Penthouse

Great South End / Back Bay location! 1 bed condo

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Stylish garden level studio with a private patio

*NEW* 3 BR South End Duplex with A/C in the city!

South End 1800sqft 2BR Audiophile Paradise

Centrally located in the heart of Boston near T

Sunny Somerville Apartment
Pet-friendly condo rentals

Charming 1 BR apartment in Historic Bay Village

The Day-Burrill-Wadsworth-La Voix House

Family Home + Near Downtown + Cool Backyard!

Truly Oceanfront! Spacious Family Petfriendly Home

Spacious, cozy home near Boston!

Next to Boston & Beach, King Beds, Free Parking+EV

Gorgeous Huge Duplex 3 baths sleeps 6 Parking

Modern Luxury | Free Parking, Near T | Home Cinema
Condo rentals with a pool

Your Back Bay HQ: Steps to Pru, Fenway & Newbury!

Private Room in Boston Apartment

Modern condominium just miles north of Boston.

Room 2 in Spacious Modern Apartment in Boston
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.ﺇ 808 | ﺩ.ﺇ 812 | ﺩ.ﺇ 918 | ﺩ.ﺇ 1,175 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,058 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,120 | ﺩ.ﺇ 1,138 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 929 |
| 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 |
Destinations to explore
- House rentals South Boston
- Pet-friendly rentals South Boston
- Rentals with beach access South Boston
- Apartment rentals South Boston
- Rentals with a patio South Boston
- Rentals with pools South Boston
- Family-friendly rentals South Boston
- Condo rentals Boston
- Condo rentals Suffolk County
- Condo rentals Massachusetts
- Condo rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- Boston College
- North Hampton Beach
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo





