South Boston holiday homes
We found 1,041 holiday rentals — enter your dates for availability
Discover a selection of 127 apartments, 15 flats and other holiday rentals in South Boston that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and Wi-Fi. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - South Boston
Showing deals for:3 Oct - 10 Oct
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top

9.6 out of 10 rating
Exceptional
(7 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
16% off
Price is NZ$9,848
NZ$1,407 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in South Boston
Map Attractions

Boston Convention and Exhibition Center
Find the best place to stay - South Boston
Showing deals for: 27 Sept - 30 Sept
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.0 out of 10
very good
(561 reviews)
The current price is NZ$2,139
for 3 nights, 1 room
NZ$713 per night
includes taxes & fees
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value