
Holiday rentals with outdoor seating in South Boston
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in South Boston
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

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.

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!

Southie Condo-By Subway-Bring Pets-Pool Table
Spacious 2-bedroom condo in vibrant South Boston’s Andrew Square! Just a 5-minute walk to the Red Line and under 10 minutes to top bars, restaurants, and breweries. Sleeps up to 6 with two cozy bedrooms and a large living room which features a versatile pool table that converts into a ping pong or dining table. Enjoy a full kitchen, fast WiFi, smart TV, and easy access to downtown, the Seaport, and beaches. Perfect for groups, families, or business travelers visiting Boston!

4br SouthBoston free parkg nrBeach, 6 min>BCEC
Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Cozy suite in the city!
Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

Think Spring! Private Deck, Parking for Rent
We're excited to hosts lucky guests with tickets to FIFA at Gillette in June! Under a mile from the apartment to South Station where you can take the special commuter rail train directly to the stadium! Exquisitely decorated, one-bedroom apartment in the historic downtown pocket neighborhood, Bay Village. Steps to Theatre District, 5-minute walk to subway, 10-minute walk to Whole Foods. Three miles from the airport. Parking available for rent, $30 per night.

City sanctuary - garden terrace - ocean view
Large sunny, private studio with stunning views and terrace overlooking the ocean, garden and JKF library, across the street from famous historic park Dorchester Heights. 2 blocks from beach. Close to convention center, airport, downtown, bus and trains. Easy walk to great local shops and haunts! Unit now equipped with Forbes #1 vetted best mattress - the Nectar Premier Hybrid Copper Queen mattress and there is a full size pull out futon

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.

Urban Guest Suite
Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line “T” and a 10 minute walk to local restaurants and super markets.

Beacon Hills Studio next to State house
Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.
Popular amenities for outdoor seating rentals in South Boston
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

Absolutely Gorgeous 3 Bedroom Close to Boston

3 bed, in unit laundry, central air, parking

Brand New 3Bed2bath Home Near Logan, Boston &Salem

Renovated Cozy City Getaway
Apartment rentals with outdoor seating

3BR JFK/UMASS redline T+parking

Close to Harvard, MIT & Boston, Gym and Patio!

Country Charm minutes from the Hub - 1st Floor Apt

Spacious, private apartment in perfect location

Huge 1BR w/King Bed near Airport, Boston, Salem

Spacious 2BR w/ Free Parking • Steps to Train

Rare 3.5 bed apt, super location Boston, +parking

Cambridge Retreat - Sunny 2BR - Close to Harvard
Apartment rentals with outdoor seating

Condo in downtown Boston

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

South End 1800sqft 2BR Audiophile Paradise

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

New Super Modern 2 bed in Waltham

Luxury Condo in Boston w/ backyard & parking

Boston Rooftop Retreat

Quaint Garden Condo one block off Atlantic Ave
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $273 SGD | $281 SGD | $290 SGD | $345 SGD | $382 SGD | $396 SGD | $391 SGD | $388 SGD | $384 SGD | $386 SGD | $372 SGD | $351 SGD |
| 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 holiday rentals with outdoor seating in South Boston

Total holiday rentals
Explore 50 holiday rentals in South Boston

Nightly prices starting at
South Boston holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 4,650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of South Boston holiday 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 beach access South Boston
- House rentals South Boston
- Rentals with pools South Boston
- Rentals with a patio South Boston
- Flat rentals South Boston
- Rentals with a washing machine and dryer South Boston
- Fitness-friendly rentals South Boston
- Apartment rentals South Boston
- Pet-friendly rentals South Boston
- Rentals with a fireplace South Boston
- Family-friendly rentals South Boston
- Rentals with outdoor seating Boston
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Seaport
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- 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




