South Side vacation rentals
We found 17 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in South Side to find one that's perfect for your trip. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, like WiFi and a washer and dryer. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
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Find the best place to stay - South Side

Crescent Suites Hotel
Sleeps 4
9.6 out of 10
exceptional
(1,059 reviews)
Top rated rentals - South Side

Mark was a great host
9.2 out of 10
wonderful
(54 reviews)
All went as planned. He moved us to a very similar unit in the building and it was great. My only complaint and it really wasn’t a big thing. There was only three coffee mugs for 4 people. Otherwise it was very well equipped. It was only a 20 min Uber drive to Boston and there was plenty of great restaurants within walking distance. We felt very safe.
Jo-Anne D.
Stayed Sep 2022
- 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, yards and more
- More for lessMore space, more privacy, more amenities — more value