Vacation rentals with beach access in South Boston Waterfront

Guest suite in South Boston

A spacious sleeping area features a king bed with a plush white duvet and decorative pillows. Warm light is provided by bedside lamps, while a colorful rug adds texture to the wooden floor. A decorative door, showcasing a lighthouse scene, leads to another room.

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, 585 reviews

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.

4.93 out of 5 average rating, 213 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.

4.99 out of 5 average rating, 140 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!

4.94 out of 5 average rating, 336 reviews

The living area includes a spacious wooden coffee table positioned between two comfortable armchairs and a sofa. A partially visible dining area is in the background, with wooden chairs surrounding a table. Natural light enters through the window, enhancing the warm wood tones throughout.

Condo in South Boston

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.

4.96 out of 5 average rating, 167 reviews

A spacious living room is showcased with large windows offering natural light. Comfortable seating includes a light green sectional sofa and a white couch. A wooden coffee table sits atop a colorful area rug. A flat-screen television is mounted on the wall, providing entertainment options.

Condo in Dorchester

1st floor, free parking off street, 3 min to train

1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk

4.98 out of 5 average rating, 123 reviews

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Condo in Winthrop

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).

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.

4.87 out of 5 average rating, 116 reviews

City Sanctuary Private Terrace and Ocean Views

WORLD CUP -TALL SHIPS -4th of July - sunny private studio in one of Boston’s most scenic neighborhoods. Private terrace, across from historic Dorchester Heights Park. LOCATION—walking distance to Castle Island, entry to Boston Harbor where ships will be at full mast. 2 blocks from beach - easy access to Seaport, downtown, airport, and public transit to Stadium for World Cup. The neighborhood is a true gem with great shops, cafés, and dining. This peaceful studio offers a perfect home base.

4.96 out of 5 average rating, 136 reviews

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!

4.97 out of 5 average rating, 103 reviews

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.

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.

4.93 out of 5 average rating, 166 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!

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.

4.96 out of 5 average rating, 274 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.

4.87 out of 5 average rating, 215 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.

Popular amenities for South Boston Waterfront beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.88 out of 5 average rating, 104 reviews

Apartment in Dorchester

Great public transportation to tour all of Boston!

4.88 out of 5 average rating, 249 reviews

The spacious living room features hardwood floors with an orange accent wall and contemporary artwork. A comfortable sofa and decorative throw blankets are arranged around a coffee table adorned with seasonal decor. A faux fireplace adds a decorative touch, while a small bench provides additional seating.

Apartment in Revere

Stunning Oceanview-4 Train Stop Logan Airport

4.95 out of 5 average rating, 182 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Apartment in Nahant

Ocean view studio with hot tub & access to Boston

4.84 out of 5 average rating, 133 reviews

A well-lit dining area features a wooden table surrounded by chairs, complemented by a decorative chandelier overhead. The open layout allows for a view into the comfortable living area, where soft seating and natural light create a relaxed ambiance.

Apartment in Winthrop

Sunny 3 bedroom on beach

4.84 out of 5 average rating, 221 reviews

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

3BR JFK/UMASS redline T+parking

4.88 out of 5 average rating, 190 reviews

A cozy living area is featured with neutral-colored sofas and a small wooden coffee table. A wall-mounted television is positioned across from the seating. Light illuminates the space from ceiling fixtures, with a framed piece of art adding a touch of interest.

Apartment in Revere

A beautiful apartment.

4.94 out of 5 average rating, 177 reviews

A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.

Apartment in Winthrop

Newly Renovated Ocean View 2 Bdrm Apt

4.96 out of 5 average rating, 286 reviews

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

Oceanfront Pool. Close to Boston. Free Parking.

House rentals with beach access

4.99 out of 5 average rating, 241 reviews

The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.

Home in South Boston

Family Friendly City Oasis! 2 Free Parking Spots!

Superhost

An airy living space features high ceilings with slanted angles and large windows allowing natural light to filter in. Wooden floors are complemented by simple furnishings, including a dining table with chairs and a bright arrangement of flowers. Nearby, cabinets provide ample storage.

Home in Jamaica Plain

Now availJamaica Plain & Arboretum 20min toBoston

4.89 out of 5 average rating, 183 reviews

4.91 out of 5 average rating, 180 reviews

The living room features a cozy arrangement of soft gray sofas adorned with decorative pillows. A rustic brick fireplace is framed by a wooden mantel, above which a large flat-screen TV is mounted. A round coffee table sits at the center, complemented by a light-colored area rug.

Home in Revere

Spacious and Luxurious House

4.78 out of 5 average rating, 247 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

4.97 out of 5 average rating, 150 reviews

An open eat-in kitchen features sleek white cabinets and a dark countertop. The kitchen island, which seats three on mint green stools, is set with dishware. Natural light filters through the window shades, complementing the modern appliances and warm color tones.

Home in Everett

Top 10% Stay | Sleeps 6 | Easy Boston Access

4.95 out of 5 average rating, 144 reviews

A spacious living room features a large gray sectional couch complemented by a sleek wooden coffee table. An accent chair provides additional seating. Striped rug adds a touch of pattern to the hardwood floors. A gallery wall displays various posters, and a flat-screen TV is mounted nearby.

Home in Lynn

Private Cozy Third Floor Space

4.93 out of 5 average rating, 144 reviews

Home in Swampscott

Oceanfront Retreat | Salem 7 min by train

4.93 out of 5 average rating, 116 reviews

Home in Swampscott

Oceanfront I Decks I 4 Ensuite BRs I 35 min Boston

Condo rentals with beach access

Superhost

A modern kitchen features white cabinetry with a gray island and two black bar stools. Stainless steel appliances, including an oven and refrigerator, complement the light countertops. Pendant lights hang above the island, illuminating the space, while natural light streams through the window.

Condo in East Boston

Luxury Condo in Boston w/ backyard & parking

4.89 out of 5 average rating, 200 reviews

4.99 out of 5 average rating, 242 reviews

Condo in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

4.95 out of 5 average rating, 299 reviews

The living area features a comfortable sectional sofa and a round coffee table, set against a backdrop of large windows that invite natural light. A vibrant red accent chair adds a pop of color, while a dining area and kitchen are visible in the background.

Condo in Quincy

Next to Boston & Beach, King Beds, Free Parking+EV

4.95 out of 5 average rating, 111 reviews

Condo in Swampscott

Ocean View Coastal Retreat | Minutes from Salem

4.99 out of 5 average rating, 147 reviews

A dining area features a dark wooden table surrounded by four chairs, illuminated by a modern chandelier. Light enters through large windows with sheer white curtains, revealing glimpses of a vibrant outdoor view. A colorful area rug adds warmth to the hardwood floor.

Condo in Swampscott

Newly Renovated Victorian close to Salem

4.81 out of 5 average rating, 213 reviews

A well-maintained backyard is featured, showcasing artificial turf and manicured hedges along the fence. Pathways of stone lead through the space, while decorative string lights are hung overhead, adding an inviting touch to the outdoor area.

Condo in Lynn

One bedroom apartment near Boston and Salem.

4.9 out of 5 average rating, 307 reviews

A cozy living area features a dark sofa paired with decorative pillows, set atop a patterned area rug. A wooden coffee table occupies the center space, with a small plant adorning its surface. A doorway leads to a dining area visible in the background.

Condo in Salem

Beautiful Apartment in Nice Salem Area