
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.

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

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.

Top Floor luxury Condo
Kick back and relax in this calm, stylish space with skyline views of Boston. This sun filled top floor condo is fully equipped for short- or long-term rentals. This spacious 850sq foot apartment features one bedroom with a queen size bed, dresser and spacious closets throughout. A workspace with high speed 800BPS internet and stylish furnishings throughout. A full kitchen features gorgeous marble counter tops and high-end appliances. Off-street parking - small and medium cars only. Rear patio

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.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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.

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.

Couples Retreat - Apt in Charming Colonial Home
Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

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.
Popular amenities for outdoor seating rentals in South Boston Waterfront
House rentals with outdoor seating

All the comforts of home, quiet city neighborhood

Spacious 5BR Boston Home • Near Fenway • Parking

Charming South End Farmhouse - Near Northeastern!

Beaut private close univ+hospital

Stone Cottage with meadow view

The Nest | A peaceful retreat in the city

Comfortable house w garden and parking, close to T

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

Hipster Basecamp | fireplace • espresso • parking

Home Away from Home | Next to Boston & Beach, EV+

Your Cozy 1 BR Apt & Relaxing Retreat

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

-1 Sophisticated 3 BR/2 Bath/Prkng By Airpt/Boston

5 minutes to downtown. Charming. Clean. Cozy.

Private Deck! Parking for Rent. Heart of Boston.

Garden-level one-bedroom apartment
Apartment rentals with outdoor seating

Family Home + Near Downtown + Cool Backyard!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

My Place - 2 Bedroom Condo with Parking

Boston Townhouse - 3bd / 2.5ba - Central Location

Luxury Condo in Boston w/ backyard & parking

Boston Rooftop Retreat

Peabody Penthouse Top of the World Sunset View

Large 1+bed in historic Charlestown, Boston!
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 | $265 SGD | $287 SGD | $277 SGD | $352 SGD | $344 SGD | $424 SGD | $463 SGD | $397 SGD | $423 SGD | $236 SGD | $248 SGD | $154 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 50 holiday rentals in South Boston Waterfront

Nightly prices starting at
South Boston Waterfront holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,630 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
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 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
- Family-friendly rentals South Boston Waterfront
- Rentals with a washing machine and dryer South Boston Waterfront
- Rentals with beach access South Boston Waterfront
- Fitness-friendly rentals South Boston Waterfront
- Rentals with pools South Boston Waterfront
- Rentals with a fireplace South Boston Waterfront
- Pet-friendly rentals South Boston Waterfront
- Rentals with a patio South Boston Waterfront
- Flat 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
- 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
- Rye North Beach
- North Hampton Beach
- Prudential Center
- Oakland Beach
- White Horse Beach




