House vacation rentals in South Boston

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Top-rated house rentals in South Boston

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

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Top guest favorite
A living room corner features a modern television on a wooden stand near a traditional fireplace, which includes a sleek black mantel. Art adorns the wall above the fireplace, while natural wood flooring creates a warm and inviting atmosphere.
Home in Somerville
4.97 out of 5 average rating, 325 reviews

Best House Cambridge/Somerville

spacious 1900's mansard Victorian. Bright cheerie & centrally located if you're looking for a pad in Cambridge/Somerville. A 10-12minute walk to Harvard Square & close to the Red Line. Great kitchen, living room & /cablewifi. Three bedrooms--one with a European Queen Bed, one double bed & one single. There is one full bathroom w/a large glass shower & a claw foot tub. There is a half bath on the first floor. There is a front porch to sit & sip wine on & a back deck where you can grill & eat out on. I've been living here 12 years--Its tastefully appointed, eclectic finds & a mid century modern touch--absolutely the best equipted kitchen. I've been a chef in Boston & Cambridge for quite some time!

Top guest favorite
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
4.99 out of 5 average rating, 226 reviews

Family Friendly City Oasis! 2 Free Parking Spots!

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

Superhost
An inviting entryway is adorned with a decorative mirror and a houseplant next to a console table. The living area is visible in the background, featuring a comfortable black sofa, a patterned area rug, and a mounted television on the wall.
Home in Dorchester
4.9 out of 5 average rating, 154 reviews

New Spacious Home in Boston

Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

Guest favorite
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.94 out of 5 average rating, 147 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Guest favorite
The living room features a comfortable couch adorned with a soft throw blanket. A large piece of artwork hangs on the wall, showcasing a vibrant floral design. Two stylish glass tables are positioned in front of the couch, accompanied by a decorative rug.
Home in Hyde Park
4.91 out of 5 average rating, 378 reviews

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Guest favorite
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 South End
4.95 out of 5 average rating, 189 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 favorite
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 Roxbury
4.98 out of 5 average rating, 141 reviews

Spacious Boston Retreat for Families & Groups

Welcome to your spacious and fully furnished 5-bedroom home in Boston—a harmonious blend of classic charm and modern comfort. Spanning over 3,000 square feet, this beautifully restored retreat is perfect for families, groups, and business travelers. Situated just minutes away from top universities, medical centers, and iconic attractions, the home offers convenient amenities such as free parking, fast Wi-Fi, and ample living space for relaxation, work, or exploring the city with ease.

Top guest favorite
Home in Swampscott
4.92 out of 5 average rating, 129 reviews

Oceanfront 3BR/3BA near Salem + Boston w/ Views

Relax at Casa de Mar, a 3 bedroom / 3 full bathroom oceanfront North Shore home with sweeping views of Swampscott Bay to Nahant. Minutes to Salem and close to Boston. Enjoy a bright great room with 25’ ceilings, 70” TV, and modern kitchen. The master bedroom features a king bed, sitting area, TV, private balcony, and en suite bath. The first floor queen bedroom includes a private balcony. The third queen bedroom has en suite bath. Perfect for family getaways and small group trips.

Top guest favorite
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, 321 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.

Top guest favorite
The living room features a crimson couch paired with patterned armchairs, arranged around a central coffee table. The space is enhanced by natural light from large windows with shutters. Decorative plants are positioned nearby, contributing to a cozy and welcoming environment.
Home in East Boston
4.98 out of 5 average rating, 205 reviews

Boston Best with Parking - GREAT reviews

**READ our reviews :) - 10min walk to Airport Blue line subway T-stop - 10min drive to Downtown Boston - Local dining options in walking distance - 1 parking spot available upon request - Spacious and comfortable house Welcome to your Best Boston experience. I am Rafael and I will ensure that you get any attention needed with a text, call, or email. We hope that you enjoy our recommendations for activities and meals - we based them on our lifelong East Boston experiences.

Top guest favorite
A living room area features a striped couch in shades of green and cream, positioned in front of a wooden coffee table with a television atop it. A framed painting of a ship hangs above a decorative fireplace, while built-in shelves add a touch of storage and display.
Home in Charlestown
4.81 out of 5 average rating, 203 reviews

Getaway in Historic Charlestown

**PLEASE NOTE REGARDING PARKING" Resident sticker parking 8 am to 8 pm Monday thru Friday. Weekends and holidays, no restrictions. The automobile has to be registered in Charlestown to get a parking sticker. The first floor of a three-story wooden framed home, built-in 1875. A totally private space. There is a good-sized living room, a bedroom with a queen size sleigh bed, and a full kitchen. The 'cozy' bathroom was added in 2012. Maximum of TWO people.

Guest favorite
A spacious family room is presented with a large television mounted on the wall. Two comfortable sofas are arranged around a coffee table. Natural light filters through multiple windows adorned with wooden blinds, enhancing the room's welcoming ambiance.
Home in Quincy
4.87 out of 5 average rating, 177 reviews

Spacious, Cozy Home in Greater Boston - 4 Beds

Modern, spacious, and family friendly home in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

Popular amenities for South Boston house rentals

When is the best time to visit South Boston?

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Avg. priceﺩ.ﺇ 1,362ﺩ.ﺇ 735ﺩ.ﺇ 735ﺩ.ﺇ 1,653ﺩ.ﺇ 1,686ﺩ.ﺇ 1,836ﺩ.ﺇ 1,737ﺩ.ﺇ 1,653ﺩ.ﺇ 1,660ﺩ.ﺇ 1,653ﺩ.ﺇ 735ﺩ.ﺇ 1,315
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Quick stats about house rentals in South Boston

  • Total vacation rentals

    Explore 40 vacation rentals in South Boston

  • Nightly prices starting at

    South Boston vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of South Boston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Boston rentals

  • 4.9 Average rating

    South Boston stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    South Boston's top spots, include Castle Island, Andrew Station, and Broadway Station

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