Vacation 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!

We had a wonderful stay at Scott and Kristen’s place. It is even more adorable and lovely in person and well stocked with anything you might need which is always appreciated! Our kids (2 & 5) loved the bunk beds and playing in the yard and at the small beach down the street. It was so convenient to be able to walk to the water especially with two young children. My husband and I both went running in the area and around Woods Hole and always felt safe, it was so beautiful. Lots of birds. We also really enjoyed nearby Cape South Beach and Cape Cod Coffee in Mashpee. Plenty of great recommendations from Scott and Kristen. Hope to be back again soon!

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.

We had a wonderful spring break at the “Falmouth Local”! Anika’s house was spotless, comfortable, spacious for our young family of 4 plus a grandparent. Instructions and local suggestions were all crystal clear; I think we only had one question throughout our week-long stay. The town - with LOTS to do - was so close. The bike path is just across the street and was perfect for morning runs, kids on scooters, etc. Highly recommend a springtime visit!

Brian was a great host. The place was immaculate and well located. Would definitely stay here again no questions asked. 10/10

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

We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!