Holiday rentals in Oak Bluffs

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!

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

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

quaint little cottage!!!! easy access to restaurants.. shopping... groceries.... responsive host with excellent communication!!! Great books and information about the area.. and surrounding areas!!!!

A wonderful spot filled with Machpee and Cape cod decor. The location was excellent given we travelled up and down the Cape and needed a spot that was centrally located. The house is well appointed and has everything you need ! It looks exactly like the photos. And the neighbourhood is very nice too.

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

We absolutely loved Nicole’s place. It’s in a quiet neighborhood and very easy to get to. We used it as a starting point on some trips to Plymouth and Newport. The house is set up very well, had all the amenities we needed, and was very comfortable. Our kids loved going to the beach every day, which is only a two minute drive away, and easily walkable. Nicole also shared several recommendations with us and she did not disappoint! I’d highly recommend her cottage.

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.