
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$12,526 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 Station, and Broadway Station
Top-rated house rentals in South Boston
Guests agree: these houses are highly rated for location, cleanliness, and more.

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
LocationFamilyCleanliness

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!
LocationFamilyKitchen

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
FamilyLocationIndoor spaces

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!
FamilyLocationCleanliness

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!
LocationValueLaundry

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!
ValueFamilyIndoor spaces

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.
FamilyValueIndoor spaces

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.
LocationFamilyCleanliness

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.
LocationFamilyAccuracy

3 bed, in unit laundry, central air, parking
Centrally located with easy access to MBTA Green line trolleys, Longwood Medical Hospitals, walk to shops and restaurants. Large living room, formal dining room, 3 good sized bedrooms, in unit laundry, private back porch & central heat/air make this the ideal place to call home. Easy commute to downtown, close to Boston Col and Boston University, Longwood Medical Area, Fenway Park, restaurants & bars. 3BR comfortably sleeps 5.
FamilyValuePets

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!
ValueFamilyAccuracy

Now availJamaica Plain & Arboretum 20min toBoston
Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!
ValueFamilyCleanliness
Popular amenities for South Boston house rentals
House rentals with a pool

Spacious vacation unit in premium suburban town
FamilyValueNearby

Theatre | Arcade | Pool w. Free 3 Car Parking
LocationFamilyAmenities

Beautiful Spacious 4BRM House!
ValueFamilyLaundry

Hidden Gem near Boston w/ Private lake access
LocationFamilyLayout

Spacious quiet Newton Villa *Easy Boston Access!
ValueFamilyPool

Luxury lake retreat- pool, fire pit, trails
ValueFamilyView

Private/Quiet Single Family Home
ValueFamilyOutdoor spaces

Explore Boston in style! Dream home (STR-26-3)
LocationFamilyTV
Weekly house rentals

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

Spacious and Luxurious House
ValueFamilySleep quality

Cozy & Modern 2 Bedroom House - Free Parking !
FamilyValueLaundry

Cozy, historic 3 bedroom home close to Boston!
FamilyLocationCleanliness

Spacious & Pet-Friendly Modern Home in Charlestown
FamilyValueParking

The Brickhouz at Arlington !
FamilyLocationCondition

Best House Cambridge/Somerville
FamilyValueGetting around

E1 New HUGE Home Boston Harvard MIT 1 Free Parking
ValueFamilyTV
Private house rentals

Prime location near Boston
LocationValueDecor

Urban Oasis! 2BD+ House w 2 Offices/Garage/Yard
LocationValueParks

Bright Family Oasis Near Boston w/ Parking
ValueFamilyCheckout

Three level townhouse near South Boston's Best!
FamilyValueIndoor spaces

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

Spacious 3-Bedroom Home Near Convention Center
FamilyCheck-inCheckout

Cozy, comfortable and convenient
FamilyLocationWifi

S Boston | 5BD/2BA · Sky Deck | Downtown · Airport
FamilyLocationCleanliness
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$77,455 GYD | G$41,755 GYD | G$41,755 GYD | G$107,936 GYD | G$120,880 GYD | G$102,717 GYD | G$98,750 GYD | G$93,948 GYD | G$94,366 GYD | G$93,948 GYD | G$41,755 GYD | G$74,741 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
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena





