
Vacation rentals with outdoor seating in South Boston Waterfront
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in South Boston Waterfront
Guests agree: these accommodations 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

Luxury Penthouse w/ Private Roof Deck By The Ocean
Take in the beautiful skyline view as you have your morning beverage of choice, then take a relaxing stroll along the harbor walk 1 minute to the harbor 5 minute uber / 10 minute walk to airport 15 minutes to downtown Boston (by MBTA or uber) ON STREET PARKING: Only free 6P-8A and on the weekend. There is a $2.50 toll to drive into the city. Spot hero is a parking app that works great in Boston also. PARTIES: Not allowed. This is a family neighborhood. No loud music. Quiet hours after 9pm.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

2 BDR/2b- walk to Seaport & BCEC
We welcome you to stay at our stylish apartment in South Boston (Southie)! Located next to West Broadway, South Boston’s main road with plenty of restaurants, coffee shops, groceries, and boutique stores. Located walking distance to the Seaport District, Convention Center (BCEC), and our local Southie beaches. The space is ideal for travelling professionals, small families, couples, and those looking for a true neighborhood experience, tucked away just minutes from all the big city attractions.

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!

Cozy studio, near beaches and city skyline views
The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

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.

Family Home + Near Downtown + Cool Backyard!
Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

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.

Light-Filled Luxury Apartment with View
Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.
Popular amenities for South Boston Waterfront outdoor seating rentals
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

Stone Cottage with meadow view

The Nest | A peaceful retreat in the city

Ocean Views at Casa de Mar near Salem & Boston

Cozy, historic 3 bedroom home close to Boston!
Apartment rentals with outdoor seating

3BR JFK/UMASS redline T+parking

Urban Oasis between MIT & Harvard

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

(N2R) Private Deck, Styled Studio, Prime Location!

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

New Luxury 2B2B Apartment, One Free Parking

Danvers 1800's Home Apartment

5 minutes to downtown. Charming. Clean. Cozy.
Condo rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

My Place - 2 Bedroom Condo with Parking

Stunning South End 1BR - private roof deck

Luxury Condo in Boston w/ backyard & parking

Boston Rooftop Retreat

Peabody Penthouse Top of the World Sunset View

Winter 3BR Escape | Historic + Modern Mix
When is the best time to visit South Boston Waterfront?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 CAD | $304 CAD | $293 CAD | $373 CAD | $365 CAD | $449 CAD | $491 CAD | $420 CAD | $448 CAD | $250 CAD | $263 CAD | $163 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 vacation rentals with outdoor seating in South Boston Waterfront

Total vacation rentals
Explore 50 vacation rentals in South Boston Waterfront

Nightly prices starting at
South Boston Waterfront vacation rentals start at $83Â CAD per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of South Boston Waterfront vacation rentals include wifi access

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

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

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




