Holiday houses in South Boston Waterfront

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Top-rated holiday rentals in South Boston Waterfront

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Guest favourite

Private room in South Boston

4.86 out of 5 average rating, 628 reviews

Large Private Bedroom & Bathroom by the Seaport

This is the original master bedroom in a single family home in South Boston. The private room is quite spacious with walk-in closet, Queen size bed, mini-fridge, ceiling fan, A/C & heat. There is a bathroom right outside the room that is for your private use. Please note parking is not included but there is street parking in the area. The house is close to several popular local restaurants and bars in the area. Perfect spot if you are going to the Boston Convention Center and the Seaport area.

Top Guest favourite

Apartment in South Boston

5 out of 5 average rating, 97 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!

Guest favourite

Apartment in South Boston

4.93 out of 5 average rating, 152 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.

Guest favourite

Apartment in East Boston

4.96 out of 5 average rating, 172 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!

Top Guest favourite

Guest suite in South Boston

4.97 out of 5 average rating, 522 reviews

History BCEC Cruise Beach Pvt Bath/Entry King Bed

* *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

Guest favourite

Apartment in South Boston

4.88 out of 5 average rating, 155 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.

Guest favourite

Condo in Beacon Hill

4.97 out of 5 average rating, 324 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Superhost

Apartment in Beacon Hill

4.82 out of 5 average rating, 351 reviews

Beacon Hills Studio next to State house 3

Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.Take it easy at this unique and tranquil getaway.

Guest favourite

Apartment in South Boston

4.88 out of 5 average rating, 105 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

Apartment in Financial District

4.79 out of 5 average rating, 154 reviews

Lovely FIDI Studio | Close to Faneuil Hall!

This beautifully designed studio apartment with laundry in unit is located in the heart of the Financial District, just a 3 minute walk to Public Transportation. Fully stocked kitchen has everything you'd need to cook a meal. The unit is accessible by self-check-in via our smart lock system. Its a 10 min trip to Mass General Hospital by car or Public Transportation and the walk is about 20 minutes. Ask about our long stay discounts!

Superhost

Apartment in Brighton

4.81 out of 5 average rating, 27 reviews

The Salk-Beautiful Boston Studio

Experience Boston in this beautiful studio unit near the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite

Home in East Boston

5 out of 5 average rating, 7 reviews

Best Location In Boston!

From this perfectly located home base, you can enjoy easy access to everything while enjoying stunning waterfront views of the Boston skyline from the park across the street. We are a 7-minute walk from the T and a 7-minute Uber ride to Logan. Cozy & thoughtfully decorated, this home comes with an adjustable sit/stand desk for those working from home Welcome to my home!