Holiday houses 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 $70 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    330 of South Boston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ 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.

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Top Guest favourite
A cozy living area is highlighted by a navy blue sofa adorned with decorative throw pillows. A small marble coffee table is topped with a candle and design-related books. Fresh greenery is placed in a neutral vase, adding a touch of nature to the space.
Home in South Boston

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, 56 reviews
Top Guest favourite
Apartment in South Boston

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
Top Guest favourite
A bright bedroom features a spacious bed with light bedding and decorative pillows. Two large windows allow natural light to illuminate the room. A cozy armchair and a nightstand with lamps enhance the comfort, while a subtle area rug adds warmth to the hardwood floor.
Apartment in South Boston

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
Top Guest favourite
A spacious living area is highlighted by large windows allowing natural light to fill the room. A comfortable sectional couch is positioned near a wall-mounted TV and an electric fireplace. A dining table with chairs is visible, creating an inviting atmosphere for relaxation and entertainment.
Condo in South Boston

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
Superhost
A cozy lounge area features a large flat-screen TV displaying a streaming service. Soft seating is provided with gray sofas and blue armchairs. A light-colored coffee table is centered on a blue and cream patterned rug, complementing the room's neutral walls and bright window treatments.
Home in South Boston

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
Top Guest favourite
Apartment in South Boston

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
Guest favourite
A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.
Condo in South Boston

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
Top Guest favourite
A spacious living area is shown, featuring a light-colored sectional sofa, an accent chair, and a wooden coffee table. Natural light filters through large sliding doors, which open to a private deck. A soft area rug lies beneath the furniture, enhancing the cozy atmosphere.
Condo in South Boston

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
Guest favourite
Apartment in South Boston

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
Top Guest favourite
The living room features a leather sofa and an armchair with light upholstery, arranged around a central ottoman. Natural light enters through the large windows, adorned with curtains. A small wooden table and a plant add to the inviting atmosphere, alongside a mounted television.
Home in South Boston

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, 102 reviews
Top Guest favourite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Apartment in South Boston

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
Superhost
A well-lit bedroom features a spacious bed with white bedding and decorative pillows. A bedside lamp stands next to the bed, and a window is dressed with long gray curtains. A mirror reflects the room's light, enhancing the sense of openness.
Apartment in South Boston

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 reviews

Popular amenities for South Boston holiday rentals

When is the best time to visit South Boston?

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Avg. price$345 NZD$284 NZD$282 NZD$329 NZD$359 NZD$378 NZD$319 NZD$341 NZD$350 NZD$373 NZD$305 NZD$322 NZD
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