South Boston vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in South Boston
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Boston vacation rentals
Other great vacation rentals in South Boston
Guest suite in Peabody
4.98 out of 5 average rating, 177 reviewsCozy West Peabody Guest Suite
Apartment in Waltham
4.98 out of 5 average rating, 215 reviewsCozy Private Studio Unit w/ Laundry and Parking!
Apartment in Boston
4.97 out of 5 average rating, 221 reviewsWelcoming 2 Bedroom Apt - Close proximity to MBTA
Apartment in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Home in Revere
4.78 out of 5 average rating, 144 reviewsRenovated Cozy City Getaway
Apartment in Cambridge
4.94 out of 5 average rating, 323 reviewsprivate studio near Harvard/MIT
Apartment in Boston
4.86 out of 5 average rating, 474 reviewsBOSTON LUXURY FOR LESS!! NEAR BCEC
Guest suite in Medford
4.92 out of 5 average rating, 132 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Other great vacation rentals in South Boston
Condo in Boston
5.0 out of 5 average rating, 109 reviewsGreat South End / Back Bay location! 1 bed condo
Apartment in Boston
4.99 out of 5 average rating, 214 reviewsAstonishing 1 Bed South End Boston's Best Location
Condo in Boston
4.93 out of 5 average rating, 254 reviewsBoston Rooftop Retreat
Condo in Boston
4.88 out of 5 average rating, 487 reviewsHistoric JP Brownstone with Parking. Pets Welcome!
Condo in Boston
4.93 out of 5 average rating, 357 reviewsVictorian Charm, Modern Style w/Private Entrance
Apartment in Somerville
4.96 out of 5 average rating, 274 reviewsPrivate, stylish, in central location
Guest suite in Dover
4.97 out of 5 average rating, 191 reviewsPeaceful Country Home, Dover, Ma: Private Entrance
Apartment in Cambridge
4.93 out of 5 average rating, 248 reviewsBright Convenient Apt Harvard / MIT
Quick stats about vacation rentals in South Boston
Total rentals
320 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
14K reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
- Rentals with a washer and dryer South Boston
- Rentals with a patio South Boston
- Rentals with beach access South Boston
- Apartment rentals South Boston
- Condo rentals South Boston
- Pet-friendly rentals South Boston
- Fitness-friendly rentals South Boston
- Rentals with outdoor seating South Boston
- Rentals with a fireplace South Boston
- House rentals South Boston
- Kid-friendly rentals South Boston
- Family-friendly rentals South Boston
- Monthly Rentals South Boston
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes