Holiday rentals in South Boston Waterfront

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Top-rated holiday rentals in South Boston Waterfront

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Guest favourite

Flat in East Boston

4.95 out of 5 average rating, 105 reviews

Luxury Penthouse w/ Private Roof Deck By The Ocean

Take in the beautiful skyline view as you have your morning beverage of choice, then take a relaxing stroll along the harbor walk 1 minute to the harbor 5 minute uber / 10 minute walk to airport 15 minutes to downtown Boston (by MBTA or uber) ON STREET PARKING: Only free 6P-8A and on the weekend. There is a $2.50 toll to drive into the city. Spot hero is a parking app that works great in Boston also. PARTIES: Not allowed. This is a family neighborhood. No loud music. Quiet hours after 9pm.

Superhost

Apartment in Downtown Boston

5 out of 5 average rating, 5 reviews

Ultra-Luxe Boston Common Escape | Iconic Park View

Welcome to your dream escape in the HEART of Boston! This fully renovated, ultra-luxury condo is a rare blend of modern elegance & historic charm, perched on iconic Boston Common. W/sweeping park views, soaring 12ft ceilings, & sunlit 8ft windows, this 4BR 3BA masterpiece is a tranquil oasis in the city. Indulge in designer furnishings & high-end finishes—perfect for unwinding after exploring Boston. Ideal for a romantic getaway, business trip, or family retreat; this is Boston luxury redefined.

Guest favourite

Flat in South Boston

4.93 out of 5 average rating, 122 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.

Top guest favourite

Flat in Dorchester

4.89 out of 5 average rating, 676 reviews

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

Guest favourite

Apartment in South Boston

4.93 out of 5 average rating, 88 reviews

Boston Townhouse - 3bd / 2.5ba - Central Location

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!

Top guest favourite

Flat in South Boston

5 out of 5 average rating, 80 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, 1.5 miles to BCEC! 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 property!

Guest favourite

Apartment in East Boston

4.96 out of 5 average rating, 247 reviews

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Guest favourite

Apartment in East Boston

4.93 out of 5 average rating, 150 reviews

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

Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

Guest favourite

Flat in South Boston

4.86 out of 5 average rating, 119 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

Guest suite in South Boston

4.96 out of 5 average rating, 408 reviews

Paul Revere Suite PVT Entry/BATH QN Bed Sparkling

*5 STAR ★★★★★ **No Chores! No To-Do List!** Yes, Private Bathroom! Cleaned and Sanitized *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *National Historic Sites *Dedicated Luxury Suites *Key-less Coded Access *Queen Pillow Top Bed *Private bath with shower *Great Bath Amenities *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking.

Guest favourite

Apartment in East Boston

4.95 out of 5 average rating, 83 reviews

E. Boston Condo| Airport, Downtown, Convention ctr

Airport Access & 10 Mins to Downtown – 1BR Condo Arriving at Logan? Take a free shuttle and enjoy a 7-min walk through a peaceful park to our condo! Hop on the T—just 2-3 stops to downtown Boston—or take a direct bus to the Seaport District, a budget-friendly option for conferences. Our bright 2nd-floor unit has a functional kitchen, free Wi-Fi, and a W/D in the basement. Steps from dining, bars, and parks. Sleeps 2-3. Driving? Contact us for parking options!

Guest favourite

Apartment in Downtown Boston

4.97 out of 5 average rating, 163 reviews

Downtown Loft Boston - Close to everything

Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out queen size bed. There's also a side chair that converts to a chaise or a twin sleeper. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.