House vacation rentals in South Boston

Find and book unique houses on Airbnb

Quick stats about house rentals in South Boston

  • Total vacation rentals

    Explore 50 vacation rentals in South Boston

  • Nightly prices starting at

    South Boston vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 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

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 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 CM Stuckey, and Broadway Station - MBTA - Red Line

Top-rated house rentals in South Boston

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

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Superhost
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
4.96 out of 5 average rating, 335 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!

Guest favorite
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
4.91 out of 5 average rating, 170 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

Top guest favorite
Home in Cambridge
4.96 out of 5 average rating, 110 reviews

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

One (1) private bedroom with new queen bed, private bath and private kitchenette in renovated 1860's house on a quiet, tree lined street in Cambridge. Separate dedicated entrance for the exclusive use of our guests. Short walk to Red Line T-stop, Charles River, neighborhood parks and great local coffee shops and restaurants. Only one mile to Harvard, MIT or BU. Free visitor parking permit available upon request. Note: House rules include: no smoking, no fire arms, and no vaping on property.

Guest favorite
Home in Roxbury
4.98 out of 5 average rating, 163 reviews

Boston 5BR Home w/Free Parking & Yard-Sleep 12

Step into the spacious 3,000-square-foot 5BR 2.5BA getaway in the scenic Fort Hill neighborhood. It promises a relaxing retreat just a few mins from Fenway Park, the Longwood Medical Area, downtown Boston, universities, restaurants, shops, and much more. Families, leisure, and business guests will be left in awe of this lovely haven's unique design and rich amenity list. ✔ 5 Bedrooms ✔ Relaxing Living Area ✔ Chef's Kitchen ✔ Backyard ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Top guest favorite
Home in Cambridge
5.0 out of 5 average rating, 227 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. House-trained pets are 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 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, 238 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!

Guest favorite
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
4.78 out of 5 average rating, 240 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 favorite
The living area features a modern design with hardwood flooring. A dark leather sofa and a gray chaise lounge are arranged for relaxation. A dining table with wooden chairs sits near a vibrant area rug, while a 50-inch TV is positioned against the wall.
Home in Cambridge
4.75 out of 5 average rating, 324 reviews

Sunny Apt near MIT/Harvard Central Sq-FreeParking

BIG & BRIGHT renovated 1 bdrm apt w/10 FT ceilings. Walk to MIT or HARVARD. We’re in Cambridge Central Sq., 5 min walk to Red Line Central Sq. Station, 8-12 min walk to MIT & Harvard Square. Parking Pass available upon request. KEY PAD CODE ENTRY! SELF-check in/out. Private entrance. Free coffee (Keurig). MINIMALIST KITCHEN: Pots, pans, cutlery, silverware, cups, plates, bowls w/20 spice rack. 50" TV w/Cable 1 Queen bed, 1 leather sleeper sofa, 1 chaise sleeper & 1 Gray sleeper sofa

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 South End
4.94 out of 5 average rating, 199 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, 266 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!

Superhost
The modern two-story home features a blue exterior with white trim and three windows on the ground level, complemented by decorative planters. A bold red front door is centrally positioned, enhancing the welcoming entrance.
Home in Charlestown
4.94 out of 5 average rating, 104 reviews

Spacious & Pet-Friendly Modern Home in Charlestown

Bring the whole family — pets included — to this bright and modern 1,500+ sq ft (2 bedroom) home, perfectly located on Main Street in the heart of Charlestown. Start your mornings with a stroll to nearby coffee shops, then head to iconic sites like the Bunker Hill Monument or the USS Constitution at the Navy Yard. In the evening, take a short walk over the bridge to explore Boston’s famous North End, and cap off your day with fine dining or waterfront drinks back at the Navy Yard.

Superhost
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, 219 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.

Popular amenities for South Boston house rentals

When is the best time to visit South Boston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$77,601 GYDG$41,833 GYDG$41,833 GYDG$108,139 GYDG$121,108 GYDG$102,910 GYDG$98,936 GYDG$94,125 GYDG$94,544 GYDG$94,125 GYDG$41,833 GYDG$74,882 GYD
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