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Apartment vacation rentals in South Boston

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Top-rated apartment rentals in South Boston

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Top guest favorite

The living area features a decorative fireplace and a 55-inch smart TV mounted above the mantel. Two large windows allow natural light to fill the space, with soft furnishings and a cozy ambiance created by tasteful decor and a chandelier.

Apartment in Shawmut

4.99 out of 5 average rating, 249 reviews

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

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

4.93 out of 5 average rating, 147 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.

Top guest favorite

A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.

Apartment in Fort Hill

4.9 out of 5 average rating, 899 reviews

AKBrownstone: cozy private studio by T

🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

A scenic view of the city skyline is captured from a waterfront promenade, with bright sunlight reflecting off the water. A curved brick pathway leads towards the railing, showcasing the expansive skyline of modern buildings in the distance.

Apartment in East Boston

4.96 out of 5 average rating, 168 reviews

Nxt to ocean, 5 min dntwn by T

Embark on an urban escape! Immerse yourself in our chic 2BR/1B + office retreat, ideal for up to 4 guests. Enjoy fast WiFi, steps away from an oceanfront park with stunning Boston skyline views. Walk to the Blue Line T station, one stop to downtown or the airport. Dive into our vibrant, safe historic neighborhood with restaurants, bars, yoga, sailing, and galleries. Not suitable for children, no parking/pets/smoking/cannabis/parties. Make this urban oasis your next unforgettable getaway!

A cozy living area is highlighted by a wooden floor and large windows, offering street views. A green armoire is positioned against a wall, complemented by a wooden dining table and chairs. A stylish lounge chair and a striped rug add character to the space.

Apartment in South End

4.87 out of 5 average rating, 141 reviews

The Upton - The Upton Boston, South End

See more photos at our IG @theuptonboston The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

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

4.97 out of 5 average rating, 205 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

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

4.88 out of 5 average rating, 146 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.

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

4.96 out of 5 average rating, 100 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!

A charming brick building is framed by lush green foliage. Large windows are adorned with flower boxes, displaying red flowers. A blue front door adds a pop of color while welcoming visitors to the entrance, which is highlighted by warm lighting.

Apartment in South Boston

4.88 out of 5 average rating, 104 reviews

City sanctuary - garden terrace - ocean view

Large sunny, private studio with stunning views and terrace overlooking the ocean, garden and JKF library, across the street from famous historic park Dorchester Heights. 2 blocks from beach. Close to convention center, airport, downtown, bus and trains. Easy walk to great local shops and haunts! Unit now equipped with Forbes #1 vetted best mattress - the Nectar Premier Hybrid Copper Queen mattress and there is a full size pull out futon

A spacious living area is furnished with a dark sofa, a decorative wall art piece, and a round coffee table. Bar stools are positioned near the kitchen, which is visible in the background. Natural light enters through windows covered by green curtains.

Apartment in Dorchester

4.93 out of 5 average rating, 405 reviews

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and specious 1 bedroom 1 bath, sleep sofa and airbed( please request it when booking). Free street parking or in the driveway , free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Top guest favorite

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, 116 reviews

Southie Condo-By Subway-Bring Pets-Pool Table

Spacious two bedroom condo in the heart of Andrew Square of Boston's iconic South Boston! Walk to nearby restaurants and bars in under 10 minutes. Located just a quarter mile walk from the Red Line subway station, you can also enjoy easy access to everything Boston has to offer. The condo sleeps up to 6 and is great for entertaining with a pool table that converts to a ping pong or dining table, full kitchen, and more!

A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.

Apartment in Fort Hill

4.96 out of 5 average rating, 365 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

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Popular amenities for South Boston apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.

Apartment in Brighton

4.96 out of 5 average rating, 97 reviews

Peaceful suite in Boston with city views

A bright bedroom is showcased with a spacious bed featuring orange accent pillows. A stylish wooden desk, accompanied by two chairs, is positioned near large windows allowing abundant natural light. Two art pieces adorn the wall, complementing the room's modern design.

Apartment in South Boston

5 out of 5 average rating, 11 reviews

(Southie1) 2Bedroom, W/D, Happening Location!

Top guest favorite

A modern kitchen features white cabinetry and sleek stainless-steel appliances. A large central island with seating for four is complemented by a stylish backsplash. Natural light enters through the window, highlighting the space's clean lines and functional layout.

Apartment in Wollaston

4.98 out of 5 average rating, 51 reviews

Stunning, New, 2BR Close Boston

A spacious dining area features a wooden table surrounded by white chairs. A sideboard is positioned against the wall, complemented by decorative elements. Natural light enters through two windows, illuminating the hardwood floor. A cozy seating area can be seen through a large mirror.

Apartment in Winthrop

4.88 out of 5 average rating, 49 reviews

Skyline view spacious 3bd close Boston/beach/Airpt

The kitchen area features modern appliances, including a stainless steel refrigerator and built-in microwave. A large island with a deep sink is complemented by three black bar stools. Open shelving displays glassware and decorative items, while under-cabinet lighting adds functional ambiance.

Apartment in Fort Hill

4.95 out of 5 average rating, 78 reviews

Bright Brownstone w Terrace+View

A bright living area features exposed brick walls and natural light from large windows. A comfortable sectional sofa is positioned in front of a wall-mounted television. A small dining table and chairs sit by the window, complemented by a minimalist bar cart.

Apartment in South Boston

4.9 out of 5 average rating, 30 reviews

2BR walking distance to seaport/downtown

An open space kitchen and living area features modern appliances, including a refrigerator and a washing machine. A small dining table with chairs is positioned near the kitchen. A cozy couch and coffee table occupy the living space, with a door leading to the bathroom in the background.

Apartment in Boston

4.87 out of 5 average rating, 78 reviews

A Cozy New 1-BR Apt (9B1) Near Downtown Boston

A modern living area features a grey couch adorned with orange and blue pillows. A large flat-screen television is mounted on the wall above a sleek dining area with four high-backed chairs. Contemporary artwork adds a vibrant touch to the space, complemented by warm wooden floors.

Apartment in Boston

5 out of 5 average rating, 22 reviews

Brand New 2BR Apt 20Min Downtown Boston

Private apartment rentals

An outdoor patio is furnished with a round black metal table surrounded by four wicker chairs, each with cushion accents. A large red umbrella provides shade. Decorative potted plants enhance the green space. A spiral staircase and a wall covered in greenery are visible in the background.

Apartment in Dorchester

4.82 out of 5 average rating, 180 reviews

3BR JFK/UMASS redline T+parking

Apartment in Coolidge Corner

4.86 out of 5 average rating, 7 reviews

Entire 1 bedroom coolidge corner

The living area features two gray sofas arranged around a round coffee table on a textured rug. A piece of wall art depicting fruit is displayed above one couch, while exposed brick walls add a rustic touch to the contemporary space.

Apartment in South End

4.91 out of 5 average rating, 81 reviews

Pristine private apt South End Walk everywhere

A spacious living area features two yellow sofas against a neutral wall, complemented by decorative cushions. A large colorful artwork depicting a cosmic scene is displayed above. A plush blue pouf and a patterned area rug enhance the room's inviting atmosphere.

Apartment in Fort Hill

4.8 out of 5 average rating, 107 reviews

Urban Oasis / Apartment perfect for work & create

A small dining area features a round white table with two yellow chairs. A simple floral arrangement sits atop the table. Overhead lighting brightens the space, while a colorful artwork adorns the wall. Bench seating is available along the nearby wall.

Apartment in Coolidge Corner

4.97 out of 5 average rating, 29 reviews

A Brookline Sanctuary

A cozy living area is present, featuring a dark sofa adorned with assorted throw pillows. Two wooden side tables support decorative items, while a flat-screen television is mounted on the wall. Natural light filters in through the windows, complemented by light sheer curtains.

Apartment in North End

4.92 out of 5 average rating, 161 reviews

Prime Central 1brm in North End Boston

A comfortable living room features a light-colored sofa adorned with yellow pillows, situated near a television on a modern stand. A round coffee table occupies the center, with a small plant adding a touch of greenery. Natural light filters through the windows, highlighting the room's inviting design.

Apartment in Dorchester

5 out of 5 average rating, 8 reviews

Newly Renovated Retreat l Near T

A spacious living area is highlighted by large windows that bring in natural light. A yellow sofa is positioned alongside a green armchair and a coffee table. A rug with a geometric pattern lies on the hardwood floor, with a dining area visible in the background.

Apartment in Financial District

4.7 out of 5 average rating, 246 reviews

Charming 1BR Flat Downtown Boston | Walk Anywhere

Apartment rentals with a hot tub

A spacious living area features a comfortable leather sectional sofa, paired with a glass coffee table. Light filters through sheer curtains, highlighting the hardwood floors and area rug. Green plants are positioned in corners, enhancing the room's inviting ambiance.

Apartment in Cambridge

4.94 out of 5 average rating, 31 reviews

Single family,3 bed, 3 bath,Harvard, MIT,hospitals

The kitchen features modern cabinetry and high-end stainless steel appliances, including a refrigerator and microwave. A dark countertop extends to a breakfast bar with two white stools. Warm hardwood floors and soft overhead lighting create an inviting cooking space.

Apartment in South Boston

4.91 out of 5 average rating, 69 reviews

South Boston. Minutes away from Convention Center

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

4.93 out of 5 average rating, 165 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

A well-lit common area features a billiards table at its center, surrounded by comfortable seating. Large windows allow natural light to fill the space, accentuating the hardwood flooring and a decorative rug. A bookshelf showcases a variety of items and books, adding character.

Apartment in Revere

4.81 out of 5 average rating, 21 reviews

Step Into Spacious Vintage Charm in West Revere

A modern dining area features a sleek table surrounded by four upholstered chairs. An air hockey table is positioned nearby. Natural light enters through two windows, and a stylish chandelier hangs overhead, contributing to the elegant design of the space.

Apartment in Boston

4.75 out of 5 average rating, 8 reviews

Georges families

Top guest favorite

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

4.96 out of 5 average rating, 254 reviews

Oceanfront Pool. Close to Boston. Free Parking.

A living room space is presented with large windows offering views of the city. A light gray sofa is complemented by a pair of blue accent chairs and a decorative coffee table. A tall plant and artwork enhance the modern aesthetic.

Apartment in Cambridgeport

4.88 out of 5 average rating, 41 reviews

Central Square Upscale Penthouse near MIT/Harvard

Top guest favorite

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

4.98 out of 5 average rating, 203 reviews

Lakeside apartment, patio, hot tub, outside shower

Quick stats about apartment rentals in South Boston

Total rentals
220 properties
Nightly prices starting at
R707 ZAR before taxes and fees
Total number of reviews
6.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
20 properties have a pool

Destinations to explore