
Holiday rentals in South Boston
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in South Boston

Total holiday rentals
Explore 330 holiday rentals in South Boston

Nightly prices starting at
South Boston holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 17,020 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
330 of South Boston holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across South Boston rentals

4.7 Average rating
South Boston stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
South Boston’s top spots include Castle Island, Andrew Station and Broadway Station
Top-rated holiday rentals in South Boston
Guests agree: these stays are highly rated for location, cleanliness and more.

Single House 2BR - Backyard+Walk to BCEC & Seaport
Perfectly located for exploring Boston, our home places you minutes from Downtown, Seaport, and Logan Airport. Whether you’re here for a conference at BCEC, waterfront dining, or exploring the city, you’ll have access to everything Boston has to offer. Enjoy a convenient stay near the Seaport, with the BCEC within walking distance, from this bright and modern single-family home with a private backyard, rare find in the city! **Street & off-site parking available. See description for options.
4.86 out of 5 average rating, 58 reviews
Extraordinary 1-Bedroom Apartment in South Boston!
Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!
4.99 out of 5 average rating, 140 reviews
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.
4.93 out of 5 average rating, 213 reviews
The Heart of Southie (Garage + Roof Deck)
Beautiful, brand new condo located in the heart of South Boston. Steps away from the best restaurants, bars and nightlife Southie has to offer. Boston Convention Center and Flynn Cruiseport are less than a mile away. Very close to Seaport and downtown. Third floor unit includes a private parking garage and large roof deck that has amazing views of Boston harbor. The popular Carson (M street) beach is a short walk away. Thomas Park also has some of the best skyline views the city has to offer.
4.95 out of 5 average rating, 77 reviews
Three level townhouse near South Boston's Best!
Welcome to our spacious, pet-friendly townhouse, steps from South Boston's best bars, restaurants, and shops! This cozy home features 2 bedrooms, 1.5 baths, a fully stocked kitchen, and a fun bar cart. Relax in the lounge area with a pull-out trundle couch or enjoy the private patio with bistro lights. Perfect for families, we offer a Pack n Play crib and a workspace. Enjoy premium amenities, plush towels, and a coffee/tea selection. Just a 20-min walk to the beach and 10 mins to the airport!
4.9 out of 5 average rating, 68 reviews
1 BR Lux Apt, Wi-Fi, View of Boston, Free Parking
Our place is close to the Boston Convention and Exhibition Center, the South Boston Waterfront including the Seaport, the 5, 9, and 10 bus stop, and the Broadway T station. Amenities: parking, cooking utensils (plates, glassware, silverware, pots, pans), coffeemaker, toaster, microwave. Special Features: WiFi, heating/air conditioning regulation, wood floors, electric reclining sofa, electric fireplace, radio/CD, 46" Sony TV (Xfinity service), small balcony, lots of sun, and view of Boston.
4.95 out of 5 average rating, 21 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home
4.89 out of 5 average rating, 150 reviews
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!
4.96 out of 5 average rating, 136 reviews
Luxe Duplex nr Beach Seaport/Convention Cntr BCEC
NOTE: There is NO on-site parking. Please read the parking instructions below before booking. A Stylish, newly built two-level home, all to yourself! Featuring three bedrooms, a full bathroom with a spacious walk-in shower, and thoughtful amenities throughout. Just steps from vibrant shops and restaurants, 1.5 miles from the Convention Center, and offering beach views, this home is ideal for large groups or business travelers seeking a relaxed, suburban feel right in the city.
4.96 out of 5 average rating, 27 reviews
Beautiful Southie Single Family
Your whole family can enjoy this single-family rental in the heart of Southie. Five bedrooms with lots of room for families of all ages! This house is situated in a picture-perfect, calm, and quiet part of Boston but is centrally located a short walk from beaches, parks, shopping, and top-rated restaurants. Easy public transit connects you directly to the Back Bay, Seaport, or Downtown. Plus you can bring your car and park in our garage spot a 10 min walk from the front door.
4.97 out of 5 average rating, 103 reviews
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
4.96 out of 5 average rating, 274 reviews
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.
4.86 out of 5 average rating, 213 reviewsPopular amenities for South Boston holiday rentals
Other great holiday rentals in South Boston

South Boston 3bdr BCEC & Seaport
4.93 out of 5 average rating, 61 reviews
(Southie2) Modern 2BR –Walk to Shops & Dining, W/D
4.83 out of 5 average rating, 47 reviews
Ideally Located Spacious Boston House
4.89 out of 5 average rating, 199 reviews
Nana's House
4.82 out of 5 average rating, 11 reviews
Luxury Studio Next to Broadway icze
4.88 out of 5 average rating, 33 reviews
2-Floor 2-bedroom Harbor View
4.94 out of 5 average rating, 17 reviews
Southie 3 Bed House w/ Back Patio
4.93 out of 5 average rating, 14 reviews
Large Private Bedroom & Bathroom by the Seaport
4.87 out of 5 average rating, 696 reviewsWhen is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €172 | €141 | €140 | €164 | €179 | €188 | €159 | €170 | €174 | €186 | €152 | €161 |
| 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 |
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Harvard Square
- MIT Museum
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena





