
House holiday rentals in South Boston
Find and book unique houses on Airbnb
Quick stats about house rentals in South Boston

Total holiday rentals
Explore 40 holiday rentals in South Boston

Nightly prices starting at
South Boston holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of South Boston holiday rentals include wifi 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
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!

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!

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!

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!

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!

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.

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.

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.

The Brickhouz at Arlington !
Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.

Pretzel Factory Loft w/Peloton
Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Popular amenities for house rentals in South Boston
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Private heated Pool *Easy Boston Access! STR-25-22

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Theatre | Arcade | Pool w. Free 3 Car Parking

Spacious vacation unit in premium suburban town

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Weekly house rentals

All the comforts of home, quiet city neighborhood

~*30min to Downtown*~ THE COSMOPOLITAN

Stunning urban hideaway nearby Harvard Square

Prime location near Boston

Renovated Cozy City Getaway

Tribeca chic | 2 BR w/private patio

Cozy & Modern 2 Bedroom House - Free Parking !

New Spacious Home in Boston
Private house rentals

Cozy, comfortable and convenient

Spacious 3-Bedroom Home Near Convention Center

Stylish 2BR Near Harvard & MIT | Balcony + Roof

S Boston | 5BD/2BA · Sky Deck | Downtown · Airport

Sea Forever - Oceanfront Home in Nahant

Three level townhouse near South Boston's Best!

Airy 2BR: A Blend of East & West

Cambridge Cottage Retreat Near Harvard
When is the best time to visit South Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $479 SGD | $258 SGD | $258 SGD | $581 SGD | $593 SGD | $646 SGD | $611 SGD | $581 SGD | $584 SGD | $581 SGD | $258 SGD | $463 SGD |
| 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
- Rentals with beach access South Boston
- Apartment rentals South Boston
- Pet-friendly rentals South Boston
- Flat rentals South Boston
- Rentals with a patio South Boston
- Rentals with a fireplace South Boston
- Rentals with a washing machine and dryer South Boston
- Rentals with pools South Boston
- Rentals with outdoor seating South Boston
- Fitness-friendly rentals South Boston
- Family-friendly rentals South Boston
- House rentals Boston
- House rentals Suffolk County
- House rentals Massachusetts
- House rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Revere Beach
- Gillette Stadium
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts





