Holiday rentals in South Shore

Beautiful stay! We loved the little yard for our dog to run around in. Place was spotless and walking distance to coffee shops and restaurants. Bed was super comfy and the cottage feels brand new. All around a wonderful stay!

My family & I have been vacationing at Larry’s Historic Arcade for the past 7+ years. It is in the most perfect spot located right on Circuit Ave in the heart of Oak Bluffs. There are many stores and restaurants located on this road and it’s super convenient to have a market right across the street for any last minute essentials. We always rent the third floor apartment. It is very spacious and has a full size bed, a loft with 2 twin size beds and a pull out couch. It also has 2 decks. One over looking circuit ave and one on the other side with a grill. The house has WiFi, 2 mini splits (for ac or heat) a tv and a full kitchen. I highly recommend booking Larry’s Historic Arcade. It has everything you need and more. Thank you Larry for providing the perfect vacation spot for me and my family. We are already looking forward to next year!

This was our first stay at an air bnb. Now the bar is set high. After the second day we caught ourselves saying “let’s get home “ . The neighborhood is friendly and quiet. We were so happy that your place was our first.

Wonderful host & house exactly as described & perfect for “family time” with a daughter & her boyfriend!

We really enjoyed our stay. The cottage was perfect for two people. We could walk into town easily and was central to everything we wanted to do and see.

Anika's place was perfect! It was beautiful and clean and had all the space we needed. Anika was also extremely responsive and helpful.

The house is lovely! The yard is the real star here, and the location is fantastic. The only small things I would comment on are providing your own linens (not ideal) and no coffee or anything to last a day upon arrival. But overall, I would recommend it for a nice stay on the island!

Kenneth Is a great host communicates very well and has a genuine concern for his guests Ray

A great house with plenty of room for everyone. The house was great and had everything we needed along with some thoughtful things a family may not want to travel with like baby items. The 2 living room areas were great to keep both adults and kids content. The hot tub was a great added bonus. A short drive to downtown area but nice and quiet neighborhood.