House vacation rentals in South Boston

Find and book unique houses on Airbnb

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

Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 128 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

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!

Top guest favorite
A collage of a modern kitchen with stainless steel appliances, an outdoor patio with a propane fire pit and seating, a cozy living room featuring a sofa and television, and a basement area with a poker table and arcade game, all designed for comfort and entertainment.
Home in Somerville
4.99 out of 5 average rating, 113 reviews

1 New HUGE Home Boston Harvard MIT Covered Parking

TOP 5%🏆in ALL of BOSTON! Over 110+ 5-Star⭐️ Reviews! Here’s why: Just steps (only 0.17 miles) to the Union Station Green Line, access to Harvard + Boston, yet tucked in a neighborhood. A cozy modern + VERY spacious split home in Somerville MA. 1 FREE covered parking space included. Access to all 3 floors + the basement poker room + games! All the space/amenities you could ask for! NEED MORE SPACE/DATES? Message about 3 other homes/close location ALL TOP 🏆 5% & our Downtown Boston homes!

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, 188 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 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
4.87 out of 5 average rating, 255 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 favorite
Home in Swampscott
4.92 out of 5 average rating, 128 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.

Guest favorite
A bright living area features a plush blue sofa adorned with a light throw blanket, complemented by a glass coffee table. Natural light filters through sheer curtains, illuminating the space. A stylish armchair and a dining area with a wooden table are visible in the background.
Home in Dorchester
4.96 out of 5 average rating, 137 reviews

LargeDuplex10Beds w/prkg near Downton

Blending modern conveniences with historic charm, this newly renovated duplex features 5 bedrooms/2 bathrooms. Open space kitchen-living room, 55"Roku TV. Free Wifi. Free Laundry 8mns to Beach Free Street Parking 4.6 miles to Downtown, Convention. Perfect for large groups Close to major Universities. 8 Minutes walk to train Free coffee/tea, toaster, blender. Free linens, towels. 10 mns to Dorchester brewing, South Bay center & beach. We love and look forward to hosting you.

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, 202 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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