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Family-friendly holiday rentals in South Boston Waterfront

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in South Boston Waterfront

  • Total holiday rentals

    Explore 50 holiday rentals in South Boston Waterfront

  • Nightly prices starting at

    South Boston Waterfront holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of South Boston Waterfront holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across South Boston Waterfront rentals

  • 4.9 Average rating

    South Boston Waterfront stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    South Boston Waterfront's top spots, include Boston Children's Museum, Broadway Station - MBTA - Red Line, and Brookline Village Antiques

Top-rated family-friendly rentals in South Boston Waterfront

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guest suite in South Boston

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

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 583 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!

Indoor spacesKitchenHeating

4.99 out of 5 average rating, 138 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.

Indoor spacesKitchenAir conditioning

4.93 out of 5 average rating, 205 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!

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 133 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

Indoor spacesFamilyComfort

4.89 out of 5 average rating, 148 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.

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 100 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

KitchenFamilyAir conditioning

4.96 out of 5 average rating, 270 reviews
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

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.

FamilyKitchenComfort

4.87 out of 5 average rating, 208 reviews
Guest favourite
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

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. 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!

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 210 reviews
Superhost
A bright living room features modern furniture, including two blue chairs and a gray couch. A dark round coffee table is centered on the polished wooden floor, with a decorative tray and magazines atop. Natural light enters through a window dressed with light curtains.
Condo in South Boston

Right Near Convention Center and Train Station

Newly renovated first floor unit. A few blocks from the Boston Convention Center and right next to the Broadway red line train station. Updated two bedroom, one full bath, washer, dryer, brand new kitchen, central air conditioning, stainless steel appliances, limited parking spots but plenty of street parking. This is a really nice place conveniently located in South Boston. Very close to Logan airport, Flynn Cruise Port and everything in Seaport and downtown.

FamilyKitchenHeating

4.85 out of 5 average rating, 155 reviews
Guest favourite
The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.
Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

FamilyIndoor spacesHeating

4.94 out of 5 average rating, 257 reviews
Guest favourite
An open kitchen-living area features a large central island with dark cabinetry and a light countertop. Stylish pendant lights hang above the island. A comfortable seating area is visible, with natural light filtering through large windows and doors that lead to an outdoor space.
Condo in South Boston

Perfectly Renovated Home w/ Private Outdoor Oasis

COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*

Indoor spacesKitchenView

4.97 out of 5 average rating, 147 reviews

Popular amenities for South Boston Waterfront family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The open layout showcases a living area with a comfortable sofa and decorative pillows. A granite counter separates the kitchen from the space, which features natural light from large windows adorned with light-filtering shades. A piece of framed art and a potted plant complete the ambiance.
Apartment in Roxbury

Modern, Spacious 1BR for 4 - Easy Marathon Access!

FamilyKitchenView

4.78 out of 5 average rating, 359 reviews
Top Guest favourite
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.

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 282 reviews
Top Guest favourite
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

Lakeside apartment, patio, hot tub, outside shower

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 218 reviews
Guest favourite
Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

FamilyKitchenBathroom

4.92 out of 5 average rating, 236 reviews
Top Guest favourite
A living area is presented with a blue futon, complemented by striped pillows. Two bright orange chairs are positioned beside a small black table. A light fixture with an arc design hangs above, illuminating the space. A door leads to an adjacent room.
Apartment in North End

Amazing Location in Little Italy with Roof Deck

FamilyIndoor spacesBathroom

5.0 out of 5 average rating, 85 reviews
Guest favourite
Home in Hull

Luxury Bayfront Stay | Beach + Firepit

FamilyIndoor spacesView

5.0 out of 5 average rating, 6 reviews
Guest favourite
Condo in Cambridge

Convenient 3 Bed - Steps to Kendall

Indoor spacesFamilyCheck-in

4.92 out of 5 average rating, 25 reviews
Guest favourite
Apartment in Somerville

New luxury 4BR/3 bath apartment with AC & EV charger

KitchenIndoor spacesHot tub

4.95 out of 5 average rating, 20 reviews

Family- and pet-friendly home rentals

Top Guest favourite
A welcoming living area features a marble-topped coffee table surrounded by comfortable seating. A decorative fireplace with a herringbone pattern adds warmth. Natural light filters through the space, highlighting a large mirror and a simple bouquet on the table. The kitchen is visible in the background.
Apartment in Charlestown

Designer 3-BR Apt in Historic Charlestown, Boston

KitchenFamilyPets

4.98 out of 5 average rating, 102 reviews
Guest favourite
A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.
Condo in Boston

Condo in downtown Boston

KitchenFamilyBarbecue

4.88 out of 5 average rating, 171 reviews
Guest favourite
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

City Sanctuary Private Terrace and Ocean Views

Indoor spacesFamilyCheck-in

4.87 out of 5 average rating, 115 reviews
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

Southie Condo-By Subway-Bring Pets-Pool Table

KitchenFamilyDecor

4.93 out of 5 average rating, 162 reviews
Guest favourite
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!

KitchenFamilyBiking

4.99 out of 5 average rating, 239 reviews
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

Charming South End Duplex (Pets Ok)

Indoor spacesFamilyWi-Fi

4.96 out of 5 average rating, 420 reviews
Superhost
The exterior of a charming brick house is presented, featuring rounded corners and a dark front door. Large windows allow natural light to enter, while greenery adorns the adjacent wall. The inviting entrance is complemented by stone steps leading to the doorway.
Home in South End

Charming South End Farmhouse - Near Northeastern!

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 200 reviews
Guest favourite
A modern living area features a light-colored sectional sofa and two patterned chairs arranged around a small table. A wall-mounted television is positioned above a sleek fireplace, surrounded by built-in shelving displaying decorative items. Natural light filters through sheer curtains.
Home in East Boston

Tribeca chic | 2 BR w/private patio

KitchenIndoor spacesSleep quality

4.87 out of 5 average rating, 266 reviews

Family-friendly home rentals with a pool

Superhost
Apartment in Everett

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Indoor spacesFamilyAccuracy

4.92 out of 5 average rating, 126 reviews
Top Guest favourite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton

Charming 2-story private Guesthouse

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 254 reviews
Guest favourite
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

The Murthy : Bright • Spotless • W/D

FamilyIndoor spacesLocation

4.96 out of 5 average rating, 159 reviews
Guest favourite
A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.
Guest suite in Revere

Amazing studio

Indoor spacesKitchenAccuracy

4.88 out of 5 average rating, 206 reviews
Top Guest favourite
The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.
Apartment in Winthrop

Private Suite• Pool • Sleeps 4 • Boston • Airport

FamilyIndoor spacesAir conditioning

4.97 out of 5 average rating, 345 reviews
Guest favourite
A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.
Guesthouse in West Roxbury

Country Cottage in the City

KitchenIndoor spacesWi-Fi

4.95 out of 5 average rating, 217 reviews
Top Guest favourite
Cottage in Marblehead

Pool Is Open in Sept! Steps from Harbor + Old Town

FamilyIndoor spacesPool

4.99 out of 5 average rating, 167 reviews
Top Guest favourite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Apartment in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

Indoor spacesFamilyNearby

4.97 out of 5 average rating, 445 reviews

When is the best time to visit South Boston Waterfront?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$349 AUD$349 AUD$438 AUD$540 AUD$602 AUD$721 AUD$569 AUD$488 AUD$492 AUD$515 AUD$449 AUD$358 AUD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Destinations to explore