Holiday rentals in South Boston Waterfront

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Top-rated holiday rentals in South Boston Waterfront

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Dorchester

4.96 out of 5 average rating, 227 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Guest favourite

Rental unit in Boston

4.99 out of 5 average rating, 229 reviews

Astonishing 1 Bed South End Boston's Best Location

Clean, unique, bright, inviting, 1-bedroom on the 1st floor. Newly renovated with astonishing ceilings, new tall custom windows, new appliances. The best of Boston outside your door Located half a block to Restaurant Row, where you’ll find some of the best dining in the city. Famous bakeries, coffee shops are all near, a super effortless walk to the very BEST Boston has to offer. Complimentary Keurig coffee, snacks, Netflix, movie channels, high speed internet. It doesn't get better than this!

Guest favourite

Home in South Boston

4.92 out of 5 average rating, 376 reviews

3 BR Private Family Home, S. Boston/Seaport/BCEC

A beautiful, renovated single home all to yourself with a private entrance AND GARAGE PARKING in bustling South Boston! Equipped with 3 private bedrooms as well as two bathrooms and outdoor deck space that opens to a small park, this home features luxurious amenities in an unbeatable location with access to a plethora of shops and restaurants. One mile exactly to the Convention Center (BCEC).This is the perfect place for large groups and companies who seek a quiet comfortable Boston experience.

Guest favourite

Apartment in South Boston

4.98 out of 5 average rating, 102 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

Come stay in the heart of Southie! Just a short walk to the beach, bars & restaurants. A 5-10 minute Uber into South End & Back Bay. 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 bathroom. The open kitchen living, makes for great entertainment space, which opens to a private deck. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May**

Guest favourite

Guest suite in South Boston

4.97 out of 5 average rating, 487 reviews

Boston’s History Gem: One by Land Suite

*5 STAR ★★★★★ **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 *Private bath with shower *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 Beacon Hill

4.99 out of 5 average rating, 149 reviews

Stay safe in the heart of Beacon Hill in Boston.

This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Guest favourite

Rental unit in South Boston

4.96 out of 5 average rating, 159 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

Guest favourite

Home in South Boston

4.91 out of 5 average rating, 1,037 reviews

Sanitized Modern 3BD private home-near BCEC

Sanitized and enhanced cleaning implemented using proper cleaning measures and space between guests (per Airbnb requirements)! Updated 3BD in South Boston (near convention center) with full kitchen, keyless entry, central AC and amenities. You will have the entire first and 2nd floor space to yourself, minutes to Seaport, subway stop half mile from house (Broadway on the redline) and downtown. (City of Boston registration #: STR383708)

Guest favourite

Rental unit in Dorchester

4.93 out of 5 average rating, 332 reviews

Apartment 1BR mins from JFK/UMASS on Red Line

Airbnb Superhost offering meticulous and specious 1 bedroom 1 bath, sleep sofa and airbed( please request it when booking). Free street parking or in the driveway , free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Superhost

Rental unit in Beacon Hill

4.85 out of 5 average rating, 353 reviews

Beacon Hills Studio next to State house

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.

Guest favourite

Apartment in South Boston

4.86 out of 5 average rating, 111 reviews

GREAT LOCATION! Modern 2 BD and 2 BA w/Parking!

My property is an ideal location, in the South Boston neighborhood, and easily accessible by public transportation. It is only a 10 minute car ride to/from Logan Airport. Only a 10 minute walk to the Convention Center if you are coming to Boston for a conference or convention!! Short walk to Downtown/Financial District, Seaport District, neighborhood restaurants and area amenities.

Guest favourite

Loft in Downtown Boston

4.99 out of 5 average rating, 179 reviews

King Bed Loft in the Heart of Downtown Boston

Welcome to our spacious, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Enjoy the newly tiled bathroom and a super comfortable king bed with 100% cotton linens.