House holiday rentals in South Boston

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Top-rated house rentals in South Boston

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Guest favourite
The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.
Home in South Boston
4.98 out of 5 average rating, 199 reviews

Family Friendly City Oasis! Free Parking, King Bed

Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Top guest favourite
An outdoor deck features two ornate chairs and a small table, overlooking a serene sunset. The horizon displays soft hues of orange and blue, with the silhouette of rooftops adding depth to the scene. Lush greenery can be observed nearby.
Home in Somerville
4.98 out of 5 average rating, 148 reviews

The Nest | A peaceful retreat in the city

Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

Top guest favourite
A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.
Home in Medford
4.99 out of 5 average rating, 109 reviews

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

Guest favourite
A modern kitchen features sleek white cabinets and stainless steel appliances. A spacious island with a cooktop is surrounded by red metal stools. Natural light fills the area through a nearby window, complementing the contemporary design and providing a warm, inviting atmosphere.
Home in South Boston
4.92 out of 5 average rating, 413 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.

Top guest favourite
A cozy living area is presented with two red couches and a round coffee table at the center. A lamp and wall-mounted shelves enhance the space, which is illuminated by natural light from a nearby window. Artwork and flowers add subtle touches of color.
Home in Cambridge
4.99 out of 5 average rating, 174 reviews

Cozy, Spacious Home in the Heart of Cambridge

Welcome to your home away from home in the heart of Cambridge! This spacious 4bd/2ba home is perfect for family visits, getaways with friends, and long-term stays. Furry friends are also welcome! We are very conveniently located in Central Square: <5 min walk from H Mart, Target, CVS, restaurants, cafes <5 min walk from the Central T station and bus stop 1 stop/15 min walk from MIT/Kendall Square 1 stop/20 min walk from Harvard University 3 stops/15 min ride from Boston Common/Downtown Boston

Guest favourite
A cozy living room is highlighted by wood paneling and exposed beams. Plush seating includes a sofa and two armchairs. A coffee table is centered in the space, with a television displaying programming. Natural light fills the room through multiple windows adorned with soft curtains.
Home in Brighton
4.93 out of 5 average rating, 346 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Superhost
A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.
Home in East Boston
4.77 out of 5 average rating, 216 reviews

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Guest favourite
A cozy living room features a dark sofa adorned with decorative pillows, positioned beside a glass coffee table. Light fixtures cast a warm glow, while elegant artwork and a decorative chest add character. Natural light filters in through large windows, enhancing the tranquil ambiance.
Home in Jamaica Plain
4.93 out of 5 average rating, 177 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

This is a 1st floor private unit nestled in a serene urban enclave. Conveniently surrounded by public transit, shops, and dining options within a 0.6-mile radius. Originally a charming Victorian abode, meticulously renovated in 2016 to seamlessly blend historic elegance with contemporary comforts. Revel in a fully-equipped kitchen, private rear porch, and a tranquil bedroom boasting a plush queen-size bed. Tailored for your short or extended stay needs, with central air for optimal comfort.

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 Roxbury
4.95 out of 5 average rating, 166 reviews

Charming South End Farmhouse - Near Northeastern!

Charming 3-bedroom, 2.5-bathroom house located in Boston's vibrant South End! Our cozy and dog-friendly home has a private patio, dining area, a fully equipped kitchen, 1G Fiber wifi and sleeping accommodations for up to 7 guests. Perfect for families or larger groups! Featuring two TV's with streaming and essentials like fresh linens, towels, toiletries, extra pull out trundle couch. Just a short walk from Northeastern University, walkable to Fenway Park and a <5 minute walk to the T!

Guest favourite
A modern living area features a light-colored sectional sofa and two patterned chairs arranged around a small table. A wall-mounted television is positioned above a sleek fireplace, surrounded by built-in shelving displaying decorative items. Natural light filters through sheer curtains.
Home in East Boston
4.86 out of 5 average rating, 243 reviews

Tribeca chic | 2 BR w/private patio

Welcome to our cozy, beautiful, newly renovated home! The house includes free wifi, washer/dryer, recently renovated kitchen along with a dedicated patio. A 2-minute walk to Shaws grocery store & shopping plaza (Marshalls, etc.). A 10-minute walk to the MBTA (silver/blue line). 4-minute drive to Logan Airport. Top-rated restaurants, waterfront, city views, & easy access to downtown Boston. Please note that hosts occupy the bottom floor and are available 24/7 for whatever you may need!

Top guest favourite
A well-equipped kitchen features dark cabinetry and a spacious island. Stainless steel appliances, including a gas range and dishwasher, are present. Natural light fills the room through the window, highlighting the polished wood floor and the modern fixtures throughout the space.
Home in Fort Hill
4.97 out of 5 average rating, 104 reviews

Modern 5BR Boston Getaway Near Fenway+Free Parking

Welcome to your historic Boston retreat! Our stunning 5-bedroom Airbnb spans over 3,000 sq ft, offering the perfect blend of modern comfort and timeless charm. Whether you're in Boston for a family vacation, group getaway, or special event, this spacious home comfortably accommodates up to 12 guests. Located just minutes from Fenway Park, Boston Common, and Northeastern University, you'll enjoy easy access to Boston’s top attractions, shopping, dining, and cultural landmarks.

Top guest favourite
A spacious bedroom is illuminated by natural light from large windows, featuring a comfortable bed with soft linens. Two plush armchairs are positioned across from a cozy sofa. A modern glass coffee table holds a magazine, while decorative elements add charm to the setting.
Home in Cambridge
4.94 out of 5 average rating, 293 reviews

Stunning urban hideaway nearby Harvard Square

Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

Popular amenities for house rentals in South Boston

Quick stats about house rentals in South Boston

  • Total rentals

    30 properties

  • Nightly prices starting at

    € 51 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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