3 Bedrooms, 1 1/2 Bath, Waterfront in Oyster Bay, Pets Considered
Jim & Ann O'Connor
About Jim & Ann O'Connor
We are retired PA educators who grew up in York, PA. We are both graduates of York Catholic High School. Jim did his undergrad at Indiana State University and Ann did hers at York College. Together we have 53 years of teaching experience. Ann was first introduced to Chincoteague by her father over thirty-five years ago in this very house: Jay's Retreat. As many say, it was love at first sight. During our summer vacations there, we would dream about owning a place of our own. After putting three sons through college, in 2008 we made the leap and purchased our first rental property on Main Street. The Main Street cottage has always received rave reviews from our renters. We enjoyed every moment we could spend there. It was our happy place. In the summer of 2016, we became full time Islanders. Living on the Island has given us the opportunity to manage our Main Street property. And in 2017 to acquire and manage Jay’s Retreat.
Jim & Ann O'Connor purchased this House in 2017
Why Jim & Ann O'Connor chose Chincoteague Island
Waterfront Pet Friendly Beautiful Water views Private community Private Dock Community Boat Launch Bayside deck with fire pit Kayaks provided Bikes Provided Towel and Linen Service offered (fee applicable) Owner managed and maintained
What makes this House unique
You can count on receiving a clean, well-maintained rental. Furnishings have been selected to created a cozy beach cottage feel. And most importantly, the water views are amazing. Many extras included. No need to bring paper products, laundry supplies, coffee, or tea. Fully stocked kitchen includes just about anything you need including spices. Towel and linen service available (fee applicable)
Canceled bookings will not receive a refund
This is our second time staying. Relaxing area with good crabbing and fishing out the back door. House is fully equipped and with a nice screened in porch and 2 decks. Highly reccomend this rental.
A little bit of paradise
Jay's Retreat was a fabulous place to stay. The home is nicely decorated, clean, and peaceful. Being located right on the canal with a great view of the water only added to the beauty of the place. It is a perfect beach house!
Wonderful house for family vacation with our pup
Jim and Ann do a great job keeping up this adorable waterfront house - we love the history and the obvious care taken.
3 good sized bedrooms, comfortable beds, cold central air, clean and fresh throughout. Easy to keep clean too. Linen service was well worth it - plush towels and high quality sheets. Games and books in the closet. Everything you need in the kitchen. WiFi worked well. All combined made for cozy and convenient stay.
We will definitely be back!
Cheerful waterfront cottage, excellent ammenities
We had a great time returning to Chincoteague with our family & dogs. We enjoyed crabbing, fishing & kayaking and bike riding. Dining on the screen porch was wonderful with the view & making s'mores on the firepit was fun. Kitchen is well equipped, bedrooms and living space comfortable & nicely decorated. The only slightly negative thing was the size of the master 1/2 bath-very tiny space. There was an outside shower as well. We would certainly suggest this house to others - it was in a quiet neighborhood, great water access & close drive to the beach & also town.
Great place, great stay!
From the time we arrived we loved it there. They had cookies and dog treats waiting which was such a nice welcome after a long drive. The house was everything they had described. We were able to dock our boat right at the house and caught crabs off the dock; they had bikes and kayaks although we never got to use them. It is a beautiful area and a great place to walk the dogs. We loved it and would go back in a heartbeat!
Great Relaxed Family Getaway
My family had a great stay at this property. Cottage was clean and in a great location. My son in law loved crabbing off the dock and we all enjoyed riding bikes. The area is beautiful. I could have stayed here all summer! I am looking forward to being able to return to stay again. Thank you Ann for sharing your home with us!