
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.

Spacious, Sun~filled Brownstone in Heart of Boston
Welcome to your elegant, luxury condo quality 3 bed 3 bath in the HEART of Boston: 5-10 min walk to Boylston, Copley, Boston Commons, Newbury, Prudential, Back Bay, South End & etc! This expansive, sun-drenched duplex offers a tranquil residential vibe in the center of Boston. Admire the dreamy, modern decor of the open-plan living space & peaceful surroundings. Perfect for weekend getaway, business trip, staycation, work-from-home, or relaxing home base while exploring all Boston has to offer.

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.

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.

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.).

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

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!

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.

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.

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.

Beautiful condo with city benefits
Nicely decorated two bedroom, one bath, spacious kitchen, dinning room, living room, back yard and deck, steps from JFK T-Stop, and short 10 minute commute to all that downtown Boston has to offer. Located blocks away from I-93 for easy access. Dorchester Brewing Company, 224, Dbar, Sugar Bowl, and Savin Bar and Kitchen are all within walking distance. My condo is located within a 5 minute walk to Carson Beach.

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 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

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Newly Renovated Victorian close to Salem

My Place - 2 Bedroom Condo with Parking

Full 1800 Sq Feet Condo Steps from Hip Davis Sq.

Great South End / Back Bay location! 1 bed condo

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

The Plant Haus

Samuel Tucker House - Downtown Luxury 2 Bed Condo
Pet-friendly condo rentals

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

Condo in downtown Boston

Family Home + Near Downtown + Cool Backyard!

Nice Condo to Harvard, MIT, Fenway, with parking

Leafy & Tranquil, Artist house. Easy access Boston

Transit friendly condo on quiet street

Harbor View Suite

Spacious, cozy home near Boston!
Private condo rentals

Boston-Brookline Penthouse | Rare 4BR+4BA

Modern, Cozy 2 Bedroom in Brookline

Spacious Sunlit 3BR | Center of Downtown Boston

Tufts Condo with Office & EV Charger

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Stunning Waterfront Condo with Boston Skyline View

Eastie Gem: Taste of local life by the waterfront

2 Bedroom by Longwood Medical Hospitals
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,843 GYD | G$48,934 GYD | G$49,980 GYD | G$62,527 GYD | G$66,918 GYD | G$58,135 GYD | G$60,226 GYD | G$64,200 GYD | G$63,782 GYD | G$64,827 GYD | G$57,508 GYD | G$52,907 GYD |
| 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 G$10,456 GYD 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 outdoor seating South Boston
- Rentals with pools South Boston
- Rentals with a fireplace South Boston
- Family-friendly rentals South Boston
- Rentals with a washer and dryer South Boston
- Fitness-friendly rentals South Boston
- Rentals with a patio South Boston
- Rentals with beach access South Boston
- House rentals South Boston
- Pet-friendly rentals South Boston
- Apartment rentals South Boston
- Condo rentals Boston
- Condo rentals Suffolk County
- Condo rentals Massachusetts
- Condo rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston University
- Boston Seaport
- Canobie Lake Park
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station



