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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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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 Boston

4.99 out of 5 average rating, 246 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

4.92 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.

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 Greater Mattapan

4.94 out of 5 average rating, 178 reviews

Newly Cozy 1-BR Apt (7B1) Near 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.

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

4.86 out of 5 average rating, 137 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, 201 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 cozy sleeping area features a spacious bed adorned with white linens and a decorative accent pillow. Natural light fills the room through a nearby window, complemented by dark curtains. The angled ceiling adds character to the space, while wooden furniture offers functionality.

Apartment in South End

4.77 out of 5 average rating, 139 reviews

(T9) South End Studio - Top Floor

When you book our Airbnb in the South End, you can be confident that you'll have attentive hosts who are committed to making your stay as comfortable and enjoyable as possible. Located on Tremont Street, our Airbnb is within walking distance of numerous restaurants, galleries, and boutiques in this historic and culturally diverse neighborhood. The South End is the perfect base for exploring and a great choice for anyone looking to experience all that the city has to offer.

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

4.87 out of 5 average rating, 134 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 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

4.87 out of 5 average rating, 102 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

An open-concept living area features exposed brick walls and sleek cabinetry. A cozy sofa is placed beside a coffee table with decorative elements. High-top stools surround a kitchen island, providing additional seating. Natural light illuminates the space, creating a welcoming atmosphere.

Apartment in South Boston

4.85 out of 5 average rating, 275 reviews

New 2 floor 3 BR |1 Bath Unit near Seaport/BCEC

A beautiful, newly constructed 2 floor unit all to yourself in bustling South Boston! Equipped with 3 private bedrooms as well as a full bathroom and large walk in shower, this home features several amenities in an unbeatable location just steps away from shops and restaurants. Only 1.5 miles from the Convention Center, view of the beach, this is the perfect place for large groups and companies who want a suburban feel in a city.

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, 112 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 Roxbury

4.97 out of 5 average rating, 358 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 light-filled open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

A modern living space features a sectional sofa and a coffee table, with light-colored walls enhancing the brightness. The kitchenette is equipped with sleek cabinetry, a microwave, and a small refrigerator. Natural light enters through a nearby window, creating a welcoming environment.

Apartment in South Boston

4.83 out of 5 average rating, 558 reviews

Private apartment /parking/cozy garden.

Seperate entry, all privet. This unit has bathroom, kitchenette and small bedroom which has a queen size bed and garden acces, 1 sheet set and 1 towel per person are included. Living room includes sofa, smart TV, free WiFi and AC active from May 1st to September 30th.

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Free parking on premises

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The bedroom features a queen-sized memory foam bed with a vibrant blanket draped across it. Two bright windows with shutters enhance the natural light. A dresser and a small TV are positioned nearby, complemented by a comfortable chair and decorative area rug.

Apartment in South End

4.94 out of 5 average rating, 33 reviews

A Charming South End Apt with Private Garden!

A spacious dining room features a wooden table surrounded by four chairs, adorned with a simple centerpiece. A sideboard holds decorative plants, while shelves filled with books and framed artwork add character to the room. Natural light filters through sheer curtains, enhancing the warm ambiance.

Apartment in Watertown

4.98 out of 5 average rating, 95 reviews

Updated Sunny 1 Bed w Patio Near Harvard & Boston

A well-lit bedroom features two queen size beds adorned with white linens and gray throws. Nightstands with lamps are positioned beside each bed. A dresser and mirror are situated against the wall, complemented by framed artwork for a modern touch.

Apartment in Roxbury

4.87 out of 5 average rating, 119 reviews

Chic 2BR in the heart of Boston

Top guest favorite

A compact kitchenette features a vibrant red refrigerator alongside a small microwave and sink. Modern cabinetry provides storage for dishes and kitchen essentials, while decorative items add a touch of character to the space.

Apartment in West Roxbury

4.96 out of 5 average rating, 24 reviews

Cozy studio near-Train&Bus, safe area in Boston

A minimalist bedroom features a spacious bed with a dark blue accent. Two circular tables are positioned beside the bed, accompanied by stylish black chairs. Natural light enters through a large window, where a small plant is displayed on the sill, and a vibrant piece of artwork adorns the wall.

Apartment in East Fenway

4.82 out of 5 average rating, 209 reviews

Walk to Berklee, Fenway & Newbury St

The exterior of a two-story duplex is displayed, featuring a light-colored facade with dark shutters. A small porch is visible, along with well-maintained flower beds filled with blooming flowers of various colors, enhancing the home's curb appeal.

Apartment in Quincy Center

4.83 out of 5 average rating, 29 reviews

Prime Location 5min walk Metro - 15 min to Boston

A well-lit living area features a spacious gray sofa and a green accent chair. A light-colored coffee table sits in front of the sofa. A flat-screen television is positioned on a white media console, with a modern kitchen visible in the background.

Apartment in Downtown Boston

4.85 out of 5 average rating, 195 reviews

Bright FIDI 1br | Centrally Located

A well-lit bedroom features a spacious bed with white bedding, flanked by light-colored nightstands. A cozy ottoman and a small round table sit nearby, accompanied by a decorative plant. Soft lighting from a floor lamp enhances the serene atmosphere of the room.

Apartment in Roxbury

4.88 out of 5 average rating, 85 reviews

Newly Renovated Roxbury Tower

Private apartment rentals

A well-lit sleeping area features a spacious bed adorned with white linens and a soft gray blanket. An artistic wall hanging adds a splash of color above the bed. Sheer curtains frame the window, enhancing the serene ambiance of the room.

Apartment in Roslindale

5 out of 5 average rating, 5 reviews

Cozy 1BR suite in Boston's Roslindale Village

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, 175 reviews

3BR JFK/UMASS redline T+parking

The spacious living area features large windows that allow natural light to fill the space. A modern black sofa and an orange couch provide comfortable seating. A wall with wooden panels adds texture, while a dining area with white chairs and a sleek table is visible in the background.

Apartment in Somerville

4.98 out of 5 average rating, 97 reviews

Top Floor luxury Condo

A light-filled living area features large windows with leafy views. A beige sofa and a yellow armchair offer comfortable seating, while a wooden coffee table rests centrally on a soft area rug. A dining table for two is positioned beside the windows, showcasing a world map on the wall.

Apartment in South Boston

4.82 out of 5 average rating, 73 reviews

Clean and convenient! Walk to Boston highlights!

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, 78 reviews

Pristine private apt South End Walk everywhere

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

4.97 out of 5 average rating, 159 reviews

Nxt to ocean, 5 min dntwn by T

A bright bedroom features a spacious bed with a patterned blue and white coverlet. Natural light enters through two windows, complemented by circular and square artwork above the headboard. A small table lamp and a side table add functionality to the inviting space.

Apartment in East Cambridge

4.97 out of 5 average rating, 268 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

A private patio area features a wooden table with an umbrella, surrounded by vibrant flower beds with red and purple blooms. The space is enclosed by brick walls, creating a relaxing atmosphere with greenery and paved paths leading through the garden.

Apartment in East Cambridge

4.98 out of 5 average rating, 314 reviews

Garden apartment in the heart of Kendall Square

Apartment rentals with a hot tub

A spacious living room features a comfortable sectional sofa in a neutral color, paired with a coffee table positioned on a patterned area rug. Natural light fills the room through a large window, complemented by soft drapes. A flat-screen TV and elegant lighting complete the inviting space.

Apartment in Fenway-Kenmore

4.74 out of 5 average rating, 85 reviews

Renovated 2Bed, 0.5 mile to Longwood Med Hospital

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, 68 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

4.94 out of 5 average rating, 158 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

4.83 out of 5 average rating, 18 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 Greater Mattapan

4.8 out of 5 average rating, 5 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, 252 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 Cambridge

4.87 out of 5 average rating, 39 reviews

Central Square Upscale Penthouse near MIT/Harvard

A jacuzzi is positioned on a deck overlooking the water, with gentle waves reflecting the golden hues of the sunset. The serene horizon is adorned with distant shoreline silhouettes, creating a tranquil waterfront setting.

Apartment in Nahant

4.51 out of 5 average rating, 136 reviews

Beach Home with Jacuzzi and Direct Ocean Access

Quick stats about apartment rentals in South Boston

Total rentals
220 properties
Nightly prices starting at
G$8,354 GYD 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