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Apartment holiday rentals in South Boston

Find and book unique apartments on Airbnb

Top-rated apartment rentals in South Boston

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Guest favourite
A spacious bedroom features a large bed covered with a white quilt and neatly folded blue towels. Black-and-white pet photographs adorn the wall above the bed, while a white side table and decorative items on a shelf add to the calm ambiance.
Apartment in South Boston
4.9 out of 5 average rating, 113 reviews

Cozy 2-Bedroom in Heart of Southie

COMPLETELY PRIVATE IN-LAW SUITE! 2-bedroom/1-bathroom apartment with its own PRIVATE ENTRANCE, PRIVATE KITCHEN and PRIVATE LIVING ROOM! The only “shared” space is the washer/dryer room. We are 5 blocks from the beach, 1/2 block from Broadway (bars, restaurants, boutiques). We are a great way to see the city for much less than a hotel. Full kitchen, Charming fireplace, unique furniture, each room has central heat and AC! We do not provide parking. Local garage availability through SpotHero app.

Top Guest favourite
The living area features a comfortable gray sofa paired with wooden coffee tables. A mounted TV is positioned on the wall opposite the seating, while blue chairs surround a dining table. Artwork and stored towels enhance the inviting atmosphere of the space.
Apartment in North Quincy
4.99 out of 5 average rating, 151 reviews

Quincy Beach Home Next to Boston & T, Free Parking

Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

Guest favourite
A modern living area features a spacious sectional sofa with decorative pillows, facing an open kitchen fitted with sleek cabinetry and bar seating. Large windows provide natural light, while plants are displayed on shelves, enhancing the contemporary design.
Apartment in East Boston
4.95 out of 5 average rating, 172 reviews

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 Guest favourite
An inviting living area features a navy blue sofa adorned with two patterned cushions, complemented by a round coffee table. Nearby, a dining set is visible beside a kitchen with stainless steel appliances, wood cabinetry, and ample counter space, illuminated by natural light from a window.
Apartment in South Boston
4.99 out of 5 average rating, 109 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!

Top Guest favourite
A cozy living area features a black sofa, complemented by two white armchairs. Natural light floods the space through several large windows, illuminating a round coffee table adorned with decorative items. The vaulted ceiling adds to the sense of openness and comfort.
Apartment in Winter Hill
4.96 out of 5 average rating, 133 reviews

Bright & Private 700sq ft 1 bedroom/Gilman Sq

Enjoy a spacious and light filled apartment with a private entrance. This inviting unit is located in Winter Hill Somerville, an artistic city about 2 miles north from Boston. Our block is surrounded by Art studios and our neighborhood has the most exciting bars and restaurants in the greater Boston. 15 min. from Logan Airport. 1 minute walk from the new Gilman Square train station that connects conveniently to central Boston and Cambridge. 5-10 minute walk to charming restaurants and cafes.

Guest favourite
A modern dining area features a round table surrounded by four white chairs, with light wood flooring continuing into the space. Glass pocket doors provide a view of the bedroom, where a spacious bed is visible. A decorative light fixture complements the contemporary design.
Apartment in Cambridgeport
4.91 out of 5 average rating, 539 reviews

Luxury 1BR APT w/ parking by MIT/Harvard/BU/Fenway

Stunning private one bedroom apartment! Newly renovated, luxury retreat, with free off-street parking, queen sized memory foam bed, 55'' TV with free cable & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own full, modern kitchen with new, high-end appliances. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

Superhost
The living room features a dark couch adorned with light blue pillows, positioned opposite a mounted 65-inch television. Natural light filters through two windows, and a small side table is placed next to the couch, creating a functional and open space.
Apartment in Boston
4.91 out of 5 average rating, 209 reviews

1-Bedroom Apt (7B1) 20-Minuite To Downtown Boston

Prime Location: Located just a 10-minute walk from buses and the commuter rail, our guests enjoy a swift 15-minute train ride to downtown Boston. With Fenway Park, TD Garden, and Boston Logan Airport within a short distance, our apartment serves as your gateway to the best of Boston. Our newly built 1-BR lower-unit apartment is perfectly near the vibrant heart of Boston. For both leisure and business travelers, offering a serene stay with easy access to Boston’s bustling city life.

Top Guest favourite
A functional kitchen area is shown, featuring a corner layout with wooden cabinets and marble countertops. A double sink is positioned under the cabinet, while a white stove is situated next to a vintage wall clock. Fresh flowers are displayed in a vase on the counter.
Apartment in South End
4.96 out of 5 average rating, 404 reviews

Charming South End Duplex (Pets Ok)

Ground floor duplex with backyard. In the heart of the South End. The best restaurants and coffee shops in Boston are within 1-2 blocks. We are pet friendly with a dog park 1 block away. A Victorian brownstone with 2 floors and a big backyard. 2 separate bedrooms (queen beds) with exposed brick and heavy duty AC units in each BR. The third bed is a queen sized Serta air mattress(easily inflatable) A massive parlor level, very spacious. Easily the best neighborhood in Boston.

Top Guest favourite
A pool table is centrally positioned in the living space, with a selection of colorful billiard balls arranged on its surface. Natural light enters through multiple large windows, illuminating the room. A cozy seating area is visible in the background, with a wood-burning fireplace and decorative shelving.
Apartment in South Boston
4.94 out of 5 average rating, 131 reviews

Southie Condo-By Subway-Bring Pets-Pool Table

Spacious 2-bedroom condo in vibrant South Boston’s Andrew Square! Just a 5-minute walk to the Red Line and under 10 minutes to top bars, restaurants, and breweries. Sleeps up to 6 with two cozy bedrooms and a large living room which features a versatile pool table that converts into a ping pong or dining table. Enjoy a full kitchen, fast WiFi, smart TV, and easy access to downtown, the Seaport, and beaches. Perfect for groups, families, or business travelers visiting Boston!

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
4.96 out of 5 average rating, 238 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

Guest favourite
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
4.89 out of 5 average rating, 177 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.

Superhost
A light-filled living area features a white sofa adorned with plush cushions, accompanied by two rattan chairs. A round coffee table is positioned centrally on a soft rug, with a small potted plant placed atop it. Natural light streams in through a nearby window.
Apartment in Roxbury
4.95 out of 5 average rating, 123 reviews

Newly Renovated + Spacious Apt w/ Parking

Our newly renovated space in Roxbury offers comfort and style. Creature comforts and amenities are plentiful in this spacious, bright apartment. You'll love sleeping on the luxury organic latex mattresses and enjoy the spacious interiors and modern, well-appointed kitchen. Cozy up in front of the big screens and stream your favorite movie or the next big game. Conveniently located to public transportation and easy access to all Boston offers - the ideal getaway!

Popular amenities for South Boston apartment rentals

When is the best time to visit South Boston?

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Avg. price$253 NZD$212 NZD$243 NZD$265 NZD$295 NZD$305 NZD$277 NZD$302 NZD$297 NZD$324 NZD$270 NZD$271 NZD
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Quick stats about apartment rentals in South Boston

  • Total holiday rentals

    Explore 200 holiday rentals in South Boston

  • Nightly prices starting at

    South Boston holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    200 of South Boston holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across South Boston rentals

  • 4.6 Average rating

    South Boston stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    South Boston's top spots, include Castle Island, Andrew Station, and Broadway Station

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