
Vacation rentals in South Boston
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in South Boston

Total vacation rentals
Explore 330 vacation rentals in South Boston

Nightly prices starting at
South Boston vacation rentals start at G$8,362 GYD per night before taxes and fees

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

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
330 of South Boston vacation rentals include wi-fi 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 vacation rentals in South Boston
Guests agree: these stays are highly rated for location, cleanliness, and more.

One by Land BCEC History-Cruise- PVT Bath/Entry
*5 STAR ★★★★★ *Distinctive Suites **No Chores! No To-Do List!** *Sparkling Clean and Sanitized *Yes a Private Bathroom *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *Dedicated Luxury Suites *Key-less Coded Access *King EuroTop Bed *Edloe Finch Sofa *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking. Paid parking located at: 12 Drydock Ave, Boston, MA 02210
4.97 out of 5 average rating, 584 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
Beautiful, spacious South Boston Condo, Near T
This beautiful townhouse is a 3 min walk to the Andrew Square (subway) station that can take you to anywhere you want in Boston or the surrounding area. Museums, colleges, Fenway Park, TD Garden, the Common, Harvard Square, Faneuil Hall, Cape Cod, Salem, the Convention Center, Boston Harbor and cruise ship terminals are many of the places you can visit. We are also a 15 min walk to the local beaches. Although the place can sleep 6, we only allow 4 guests unless arrangements are made with host.
4.94 out of 5 average rating, 335 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
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 vacation rentals
Other great vacation rentals in South Boston

Luxe Duplex nr Beach Seaport/Convention Cntr BCEC
4.96 out of 5 average rating, 27 reviews
Single House 2BR - Backyard+Walk to BCEC & Seaport
4.86 out of 5 average rating, 56 reviews
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
2-Floor 2-bedroom Harbor View
4.94 out of 5 average rating, 17 reviews
Luxury Studio Next to Broadway icze
4.88 out of 5 average rating, 33 reviewsWhen is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,185 GYD | G$33,867 GYD | G$33,658 GYD | G$39,303 GYD | G$42,857 GYD | G$45,157 GYD | G$38,049 GYD | G$40,766 GYD | G$41,812 GYD | G$44,529 GYD | G$36,376 GYD | G$38,467 GYD |
| 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
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena





