
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.

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

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 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’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont 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!

CITY APARTMENT NEAR AIRPORT
🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

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.

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!

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 Waterfront
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

Family Friendly City Oasis! Free Parking, King Bed

Stone Cottage with meadow view

Comfortable house w garden and parking, close to T

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Heart of Southie - Hot Tub + Walk to Top Bars
Apartment rentals with outdoor seating

Boston Brownstone

-2 Traditional 3 BR/2 Bath/Prkng By Arprt/Bos

Urban Oasis between MIT & Harvard

Spacious, private apartment in perfect location

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

Cambridge Retreat - Sunny 2BR - Close to Harvard

5 minutes to downtown. Charming. Clean. Cozy.

Cultural District, MIT, Harvard, Free parking
Apartment rentals with outdoor seating

Family Home + Near Downtown + Cool Backyard!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

My Place - 2 Bedroom Condo with Parking

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

Stylish garden level studio with a private patio

Sunny Somerville Apartment

Luxury Condo in Boston w/ backyard & parking
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 | $258 SGD | $280 SGD | $270 SGD | $344 SGD | $336 SGD | $414 SGD | $452 SGD | $387 SGD | $412 SGD | $230 SGD | $242 SGD | $150 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 1,730 verified reviews to help you choose

Family-friendly holiday rentals
10 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
- Rentals with pools South Boston Waterfront
- Pet-friendly rentals South Boston Waterfront
- Rentals with a fireplace South Boston Waterfront
- Rentals with beach access South Boston Waterfront
- Flat rentals South Boston Waterfront
- Rentals with a patio South Boston Waterfront
- Family-friendly rentals South Boston Waterfront
- Rentals with a washing machine and dryer South Boston Waterfront
- Fitness-friendly rentals 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
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- MIT Museum
- New England Aquarium
- Boston University
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum




