Apartment vacation rentals in South Boston Waterfront

4.96 out of 5 average rating, 118 reviews

Apartment in East Boston

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.

4.86 out of 5 average rating, 515 reviews

Apartment in Cambridge

Luxury studio w/ parking by MIT/Harvard/BU/Fenway

PRIVATE ROOM, PRIVATE BATH & PRIVATE ENTRANCE! Off-street parking available. Complete luxury. Fully renovated, high-end retreat, queen sized memory foam bed, free cable TV & WIFI, heated flooring, A/C, keyless entry for self-checkin. Also includes your own fridge, microwave & Nespresso coffee maker. Next to MIT, Harvard, BU, Kendall Sq, Boston, Fenway Park, Red & Green lines, Charles River, Flour Bakery, Whole Foods & Trader Joe's. This garden-level unit is immaculate and professionally cleaned.

4.92 out of 5 average rating, 142 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.

4.96 out of 5 average rating, 161 reviews

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. 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!

4.86 out of 5 average rating, 139 reviews

Apartment in South End

The Upton - The Upton Boston, South End

See more photos at our IG @theuptonboston The Upton was designed to be the ideal home base. Staying here means you are next to restaurants, shopping, site-seeing, & visiting family in the South End. Ideal for business travel or tourism. Our guests choose us for our historic charm and perfect location. The Upton features 2 dining (or work) spaces with expansive Victorian windows giving way to views of Tremont Street & a leafy, calm side street. We look forward to hosting you.

4.97 out of 5 average rating, 202 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

4.77 out of 5 average rating, 206 reviews

Apartment in South End

(T2) Cute & Cozy Studio in South End

When you book our Airbnb in the South End, you can be confident that you'll have attentive hosts who are committed to making your stay as comfortable and enjoyable as possible. Located on Tremont Street, our Airbnb is within walking distance of numerous restaurants, galleries, and boutiques in this historic and culturally diverse neighborhood. The South End is the perfect base for exploring and a great choice for anyone looking to experience all that the city has to offer.

4.88 out of 5 average rating, 137 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.

4.81 out of 5 average rating, 129 reviews

Apartment in East Boston

Beautiful and Cozy Apartment!

Beautiful and Cozy apartment near Airport, Downtown and Restaurants, one bed apartment with open concept layout and plenty of room, superb location. You will have the opportunity to stay two blocks away from Airport T-station, amazing green way paths, Bremen's Park, near shopping center, trendy restaurants, water taxy, one stop from aquarium station and the North end of Boston, and so much more to explore. This is the place to stay for your Vacation or Business trip.

4.88 out of 5 average rating, 104 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

4.86 out of 5 average rating, 276 reviews

New 2 floor 3 BR |1 Bath Unit near Seaport/BCEC

A beautiful, newly constructed 2 floor unit all to yourself in bustling South Boston! Equipped with 3 private bedrooms as well as a full bathroom and large walk in shower, this home features several amenities in an unbeatable location just steps away from shops and restaurants. Only 1.5 miles from the Convention Center, view of the beach, this is the perfect place for large groups and companies who want a suburban feel in a city.