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Family-friendly vacation rentals in South Boston Waterfront

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 50 vacation rentals in South Boston Waterfront

  • Nightly prices starting at

    South Boston Waterfront vacation rentals start at G$10,443 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation 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 vacation 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 favorite
Apartment in South Boston
4.99 out of 5 average rating, 139 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!

KitchenIndoor spacesHeating

Top guest favorite
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, 207 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.

KitchenFamilyOutdoor spaces

Top guest favorite
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
4.95 out of 5 average rating, 133 reviews

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!

FamilyKitchenAir conditioning

Guest favorite
A spacious suite features a king EuroTop bed adorned with decorative pillows. A gray sofa with colorful accent pillows and a dark coffee table complement the room. Natural light enters through two windows, with light-colored curtains framing them. An eclectic rug adds warmth to the wooden floor.
Guest suite in South Boston
4.96 out of 5 average rating, 553 reviews

Two by Sea BCEC Cruise History Pvt Bath/Entry King

* *5 STAR ★★★★★ **No Chores! No To-Do List!** *Yes a Private Bathroom *Sparkling Clean and Sanitized *Historic and Charming home *Luxury and Comfort *South Boston trendy neighborhood. *Dedicated Luxury Suite *Key-less Coded Access *King EuroTop Bed *Sitting area with 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

FamilyKitchenAccuracy

Guest favorite
An open-concept living area showcases a modern kitchen with white cabinets and stainless steel appliances. A dining table is positioned adjacent, with seating for four. Comfortable seating is provided by a light-colored sofa and stylish chairs, complemented by a textured area rug.
Condo in East Boston
4.95 out of 5 average rating, 156 reviews

Modern Luxury | Free Parking, Near T | Home Cinema

Discover a stylish East Boston condo featuring modern farmhouse design and stunning Boston skyline views. Just a 5-minute walk to the Blue Line and only 11 minutes from Logan Airport, it's the perfect home base for exploring the city. This spacious 3-bedroom retreat comfortably sleeps 7 guests and includes a luxurious home theater, a fully equipped kitchen, and free parking. Enjoy the perfect blend of comfort, convenience, and a quiet neighborhood just minutes from downtown Boston.

Indoor spacesKitchenParking

Top guest favorite
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, 271 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

KitchenIndoor spacesBeach

Guest favorite
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, 208 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.

Indoor spacesFamilyBeach

Guest favorite
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, 212 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. 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!

FamilyIndoor spacesComfort

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
4.85 out of 5 average rating, 155 reviews

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.

FamilyIndoor spacesAccess

Guest favorite
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
4.94 out of 5 average rating, 257 reviews

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!

KitchenFamilyQuiet

Guest favorite
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
4.86 out of 5 average rating, 123 reviews

Cozy retreat w/ patio & backyard

Welcome to your private South Boston retreat on Telegraph Hill - a comfortable, self-contained apartment with a patio, full kitchen, and easy Red Line access. - Sleeps 4 | 1 bedroom | 2 beds | 1 bath - Private patio w/ outdoor dining & sun loungers - Full kitchen w/ dishwasher, gas stove & coffee - 55" HDTV w/ Roku, workspace & high-speed Wifi - In-unit washer & dryer - pet-friendly - Self check-in | Crib available upon request

Indoor spacesFamilyDecor

Guest favorite
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
4.97 out of 5 average rating, 147 reviews

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*

KitchenIndoor spacesDecor

Popular amenities for South Boston Waterfront family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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, 282 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Indoor spacesFamilyAccess

Guest favorite
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
4.78 out of 5 average rating, 359 reviews

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

KitchenIndoor spacesParking

Top guest favorite
Apartment in Arlington
4.98 out of 5 average rating, 219 reviews

Lakeside apartment, patio, hot tub, outside shower

KitchenFamilyWalkability

Guest favorite
Apartment in Woburn
4.92 out of 5 average rating, 237 reviews

Romantic Getaway w/private Jacuzzi• Fire Pit•

Indoor spacesKitchenLocation

Top guest favorite
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
5.0 out of 5 average rating, 86 reviews

Amazing Location in Little Italy with Roof Deck

KitchenFamilySleep quality

Guest favorite
Condo in Cambridge
4.92 out of 5 average rating, 25 reviews

Convenient 3 Bed - Steps to Kendall

FamilyIndoor spacesSleep quality

Guest favorite
Guest suite in Canton
4.72 out of 5 average rating, 135 reviews

Newly renovated, close to Foxboro and Boston

Indoor spacesFamilyView

Guest favorite
Apartment in Somerville
4.95 out of 5 average rating, 20 reviews

New luxury 4BR/3 bath apt w/AC & EV charger

KitchenFamilyCheck-in

Family- and pet-friendly home rentals

Guest favorite
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
4.88 out of 5 average rating, 171 reviews

Condo in downtown Boston

KitchenFamilyBathroom

Guest favorite
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, 115 reviews

City Sanctuary Private Terrace and Ocean Views

KitchenIndoor spacesHeating

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
4.93 out of 5 average rating, 163 reviews

Southie Condo-By Subway-Bring Pets-Pool Table

FamilyKitchenComfort

Guest favorite
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
4.89 out of 5 average rating, 148 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

KitchenIndoor spacesAmenities

Top guest favorite
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
4.98 out of 5 average rating, 102 reviews

Designer 3-BR Apt in Historic Charlestown, Boston

KitchenFamilyCheckout

Top guest favorite
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, 420 reviews

Charming South End Duplex (Pets Ok)

FamilyIndoor spacesAccuracy

Guest favorite
A modern kitchen is showcased with light wood cabinetry and an expansive island featuring a white marble countertop. Pendant lights hang above, illuminating the space. The open layout leads to a cozy living area with a large sectional sofa, surrounded by windows that invite natural light.
Condo in East Boston
4.94 out of 5 average rating, 221 reviews

Luxury apt w/ sauna & deck | by airport, downtown

Indoor spacesKitchenWifi

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
4.95 out of 5 average rating, 200 reviews

Charming South End Farmhouse - Near Northeastern!

Indoor spacesFamilyCheckout

Family-friendly home rentals with a pool

Guest favorite
Apartment in Everett
4.95 out of 5 average rating, 109 reviews

Curated Designer Retreat • Pool • Gym • Dining

Indoor spacesFamilyAccess

Guest favorite
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
4.95 out of 5 average rating, 161 reviews

The Murthy : Bright • Spotless • W/D

FamilyIndoor spacesNearby

Top guest favorite
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
4.94 out of 5 average rating, 254 reviews

Charming 2-story private Guesthouse

KitchenFamilyComfort

Guest favorite
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
4.88 out of 5 average rating, 206 reviews

Amazing studio

KitchenFamilyCheckout

Top guest favorite
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
4.97 out of 5 average rating, 346 reviews

Private Suite• Pool • Sleeps 4 • Boston • Airport

FamilyKitchenLocation

Top guest favorite
Cottage in Marblehead
4.99 out of 5 average rating, 167 reviews

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

KitchenIndoor spacesWalkability

Guest favorite
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
4.95 out of 5 average rating, 217 reviews

Country Cottage in the City

Indoor spacesFamilyAccess

Top guest favorite
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
4.97 out of 5 average rating, 448 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Indoor spacesKitchenCondition

When is the best time to visit South Boston Waterfront?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,216 GYDG$52,216 GYDG$65,583 GYDG$80,830 GYDG$90,229 GYDG$107,983 GYDG$85,217 GYDG$73,102 GYDG$73,729 GYDG$77,071 GYDG$67,254 GYDG$53,678 GYD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Destinations to explore