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

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.

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.

City Sanctuary Private Terrace and Ocean Views
WORLD CUP -TALL SHIPS -4th of July - sunny private studio in one of Boston’s most scenic neighborhoods. Private terrace, across from historic Dorchester Heights Park. LOCATION—walking distance to Castle Island, entry to Boston Harbor where ships will be at full mast. 2 blocks from beach - easy access to Seaport, downtown, airport, and public transit to Stadium for World Cup. The neighborhood is a true gem with great shops, cafés, and dining. This peaceful studio offers a perfect home base.

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 - 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!

Elegant retreat w/ patio & full kitchen
Welcome to your private South Boston retreat on Telegraph Hill - a quiet, comfortable apartment steps from the Red Line and the best of the Seaport. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Private patio & fully fenced backyard w/ outdoor furniture - Full kitchen w/ GE gas stove, dishwasher & coffee provided - 55" HDTV w/ Roku, dedicated workspace & high-speed Wi-Fi - In-unit washer & dryer, central A/C & private entrance - Pet-friendly | self check-in | long-term stays welcome

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.

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.

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!

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 Waterfront
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

Cozy Stylish 4br3ba 3mins to Somerville Subway

Spacious Boston Retreat for Families & Groups

Beaut private close univ+hospital

Stone Cottage with meadow view

Comfortable house w parking, close to T

Renovated Cozy City Getaway

Tribeca chic | 2 BR w/private patio
Apartment rentals with outdoor seating

Boston Brownstone

Hipster Basecamp | Modern • Roofdeck • Parking

Urban Oasis between MIT & Harvard

Bright Brownstone Condo - Terrace+ParkView

Spacious 2BR w/ Free Parking • Steps to Train

* NEW Listing * A True GEM in South End , Boston!!

(476-9) Queen Studio, Back Bay/ South End, W/D

Charming South-End condo with large outdoor patio
Apartment rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

My Place - 2 Bedroom Condo with Parking

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

South End 1800sqft 2BR Audiophile Paradise

Stunning South End 1BR - private roof deck

The Day-Burrill-Wadsworth-La Voix House

Luxury Condo in Boston w/ backyard & parking

The Raven!
When is the best time to visit South Boston Waterfront?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $319 SGD | $331 SGD | $345 SGD | $337 SGD | $415 SGD | $453 SGD | $388 SGD | $414 SGD | $303 SGD | $319 SGD | $319 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 Waterfront

Total holiday rentals
Explore 40 holiday rentals in South Boston Waterfront

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

Verified guest reviews
Over 1,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of South Boston Waterfront holiday 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
- Hotel rooms South Boston Waterfront
- Rentals with a washing machine and dryer South Boston Waterfront
- Rentals with beach access South Boston Waterfront
- Rentals with a fireplace South Boston Waterfront
- Pet-friendly rentals South Boston Waterfront
- Family-friendly rentals South Boston Waterfront
- Rentals with pools South Boston Waterfront
- Fitness-friendly rentals South Boston Waterfront
- Flat 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
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Quincy Market
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Boston College





