
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$12,551 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.

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!

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.

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!

Oceanfront stunning views, train to Salem & Boston
Relax at Casa de Mar, our 3 bedroom / 3 full bathroom oceanfront North Shore home with panoramic views of Swampscott Bay to Nahant. Walk to the train — downtown Salem in 7 min, Boston in 23 min. Enjoy a bright great room with 25’ ceilings, 70” TV, and modern kitchen. The master bedroom has a king bed, sitting area, TV, private balcony, and en suite bath. The first floor queen bedroom has a private balcony. The third queen bedroom has en suite bath. Perfect for family getaways and group trips.

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!

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.

Top 10% Stay | Sleeps 6 | Easy Boston Access
Beautifully renovated 2-bedroom retreat designed for a more elevated, comfortable stay just outside Boston. Recognized as a top 10% home, this space combines thoughtful design, a standout kitchen, and a calm, modern feel—perfect for groups, families, or longer stays. Getting into Boston is simple: the bus stops right outside and connects to Sullivan Square (Orange Line) in about 10 minutes. From your front door, downtown Boston is typically about 35–40 minutes door-to-door—no car required.

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!

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!

Bright Family Oasis Near Boston w/ Parking
Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

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.

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
House rentals with a pool

Spacious vacation unit in premium suburban town

Theatre | Arcade | Pool w. Free 3 Car Parking

the house of id; vintage shop, accessible space

Explore Boston in style! Dream home (STR-26-3)

Private/Quiet Single Family Home

Luxury lake retreat- pool, fire pit, trails

Hidden Gem near Boston w/ Private lake access

Beautiful Spacious 4BRM House!
Weekly house rentals

BEAUTIFUL SINGLE FAMILY VICTORIAN in Hyde Park!

Sunny Apt near MIT/Harvard Central Sq-FreeParking

Stunning urban hideaway nearby Harvard Square

New Spacious Home in Boston
Queen Anne Victorian in Excellent Location

~*30min to Downtown*~ THE COSMOPOLITAN

Pretzel Factory Loft w/Peloton

Sunny 3 bedroom on beach
Private house rentals

Across the Subway · TD Garden · Concerts · Games F

Cozy & Modern 2 Bedroom House - Free Parking !

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

Walk to Nantasket Beach-Retro Cottage with Parking

Upscale Boston 2 BR w/ Off Street Parking

All the comforts of home, quiet city neighborhood

Single House 2BR - Backyard+Walk to BCEC & Seaport

Three level townhouse near South Boston's Best!
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$77,605 GYD | G$41,836 GYD | G$41,836 GYD | G$108,145 GYD | G$121,114 GYD | G$102,915 GYD | G$98,941 GYD | G$94,130 GYD | G$94,548 GYD | G$94,130 GYD | G$41,836 GYD | G$74,886 GYD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





