The house and the grounds are amazing! We particularly liked sitting on the back veranda on rockers looking at the bay —especially at sunset. The kids loved the pool, fishing from the dock, the zip line and just playing outside on the grounds. There was plenty of room to accommodate our family of 9.

Love this place. Host is excellent and very responsive. Tons of activities to do here anytime of the year. Would highly recommend.

We had a lovely time! Wished we could have stayed longer. This place had everything you could need and want for a fun vacation with kids! Thanks again!

We loved this property as a perfect hub to celebrate a 90th birthday. Conveniently located between Easton and St Michael's, this house had plenty of space to get together or to branch off. Highly recommend!

Great place for family getaway. Loved the bikes, tennis and pool. Just sitting on the porch watching the sunset or by the fire pit, was so nice and relaxing. Wonderful stay

We spent a magical week at Deep Neck Point with all 3 generations of our family. There was something for everyone! We all enjoyed the beautiful pool (with its convenient pool house, many toys and a ping pong table in the shade). The big kids had a blast on the zipline. The little ones were thrilled to pick their own cherry tomatoes from the garden (approved by the owner!). The full tennis and volleyball courts, the fire pit, and indoor game room added to our enjoyment. The house and property are beautiful; as is the spectacular sunset every evening over Chesapeake Bay. We spent two lovely evenings in the charming town of St. Michaels. We want to thank Will, the owner, for being extremely responsive to our questions and requests.

The house and property are wonderful! It was very hot so we didn’t have an opportunity to use everything. We said we could have held a mini family Olympics with all the outside provided! We hope to return when it’s a little cooler! My family loved it!

This was the first time we chose a family gathering on the Eastern Shore rather than the Outer Banks, and we couldn’t be happier with the house, the location, and our hosts. We had great little day trips to picturesque waterfront towns, and on some days just stayed on the property enjoying all that it had to offer from the pool to zip line, Pickleball, etc. Watching the sun set from the rocking chairs on the back porch was a daily must, allowing the three generations to reconnect and discuss the day’s activities. The public rooms fit all 12 of us comfortably, and also allowed the youngest to break off and spend some screen time while others chatted. Thanks to our hosts for sharing this wonderful compound! They were responsive to our questions beforehand and provided great tips for family friendly restaurants.

This property has it all! We were a family with ages from 7 to 70 and everyone of us truly enjoyed ourselves. The house and surroundings are amazing! Will has thought of everything and we thank him for sharing this special place with us!

Our family has been renting properties on the eastern shore annually for over 30 years. Our extended family is quite large, consisting of grandparents, parents, children, grandchildren, aunts and uncles. Most of the family do not stay the entire week, so we have people arriving and departing throughout the week. The largest number staying at one time has been up to 24 people. Most rental properties are not large enough, so we always had people sleeping on air mattresses and couches. This was the first time in thirty years that everyone actually had a bed to sleep in, a seat at the table to eat, and a place to park their car. The house and property had something for everyone between the pool, waterfront dock, zipline, tennis court, basketball court, volley ball net, as well as a quiet, traffic free neighborhood to walk, run, and bike in. There are plenty of bathrooms, the kitchen is very well equipped for creating large family meals, and there is enough seating for everyone to enjoy meals together. The outside space is also very well equipped with seating for everyone to enjoy the fire pit, water view, and family games in the yard. This was the first time we decided to rent somewhere other than the Maryland/Delaware shore b/c the houses at the shore are never large enough, so we pay a whole lot of money for everyone to basically be inconvenienced. That was never really a problem when we were younger, but as we have gotten older, sleeping on air mattresses and couches are just not fun. This house had so much to offer that we did not even miss the beach, and we most certainly did not miss the crazy beach traffic and overcrowded grocery stores, restaurants, and shopping areas that have become the norm at the eastern shore. I highly recommend this property!!

It was a wonderful experience and such a beautiful property.

The house was amazing!! The views, privacy, cleanliness, communication with Will, the whole experience was beyond expectations. The house is generously stocked with everything and we felt like we were in our own home. Easton is close enough for an outing. The fire pit and kayaks were awesome. Can’t wait to go back .

Can’t say enough nice things about this house and the owners. We loved playing volleyball, basketball, pickle ball and hunted some as well. You feel more like a guest then a renter. Everything you need is there and more. Thank you for sharing this awesome place with us. Hope we can make it back sometime.

From youngest to oldest everybody relaxed at this wonderful property.

Our family had a wonderful time at Deep Neck Point. The home is beautiful, very spacious, and very comfortable. The grounds, including the pool, tennis court, dock, volleyball court, zip line, etc, were even better. We also enjoyed fresh vegetables from the garden. The home and grounds have everything you could possibly want. The proprietor (Will) was very accessible and helpful. We had a wonderful time and highly recommend Deep Neck Point.

My extended family has been renting summer vacation houses for many, many years and this was by far the best house we have ever rented. The house interior is absolutely amazing... even better in person than in the photos. Everything is provided by the owners... you literally need to just bring your clothes. There is nothing that the owners have not thought of to provide to guests. But the outside is even more spectacular... very well manicure lawn and beautiful flowers. We picked vegies from the garden for pizza toppings. We swam, kayaked, biked, played tennis, pickleball, badminton, and basketball. We all loved the wrap around porch with the swallows nesting in the eaves. The sunsets out at the firepit are perfect too. Overall incredible week... hope to return next year!

This home and the amenities on the property are wonderful. Host was very responsive and helpful during entire visit. Highly recommended!

Wonderful property, perfect location, very comfortable house, loved the porch, the pool, the yard, the hammocks, kids play area, the breeze, the views, and the incredible sunsets

What an incredible property! Had great views, really enjoyed the firepit and pool. Spent the entire trip outside in the sunshine, but the house interior was good as well.

Can't say enough good things about this property. Tons of stuff to do, layout is great for large groups. Owner is very responsive. Would highly recommend.

Can't say enough good things about this property. Phenomenal place for a group, even in the winter time. Owner is very responsive. Would highly recommend, and have already booked my next trip here.

Effortless, beautiful and comfortable describes my family's vacation experience at this property. It was a joy to kick-off the new year at this waterfront estate. From the ease of communicating with the owner, to the beautiful decor and scenery inside and outside of the house, to the very comfortable sofas and beds, my family and I thoroughly enjoyed our time together. We could not have asked for anything more. I wholeheartedly recommend staying here for anyone, especially families, who crave a beautiful, cozy and private/secluded vacation in a large home. We hope to be back in the summer.

This unique property exceeded our expectations in all categories, and they were already high. We are quite happy we chose to stay at Royal Oak. We would do it again without hesitation.

This was a perfect week for our family, 4 couples. Tennis, kayaking, volleyball, crabbing, and charter fishing were all enjoyed. Wonderful dining area for a large group. The kitchen has everything you need for anything you want to cook or bake. The owner was wonderfully responsive to any questions.

Every activity activity you could ask for. Summer camp for families!!

Very very nice, recommend highly. Will return.

The listing speaks for itself...a fully stocked home on the water with plenty for adults and children to stay entertained. Pool, tennis, crabbing, fishing, board games, etc. William our host was incredibly kind and accessible to answer any questions we had and make sure we had an enjoyable stay. Definitely hope to return soon!

We spent a week with two other couples. The property is beautiful. The house had everything a guest could ever need. We took advantage of all the property offered. We brought our own boat and used the lift. We crabbed and had great success. The house was very comfortable and has a great family vibe. Communication with the owner Will and caretaker Bert was great.

This is a one of a kind house with every kind of amenity you could imagine: pool, tennis court, basketball court, etc...Great for large families. And the waterfront location is unbeatable. We've stayed in many homes on the Eastern Shore and this was by far the best property. I could not recommend it enough.

Amazing property, first class architecture, quirky and local theme decor. Unlimited space to hang out, wide porches on three sides, made to be lived in ... for a big group, easily sleeps 20. Extremely private. Beautiful pool and pool house, first class tennis court, shade trees and hammocks. Lots of space. A dock, you can catch a bunch of blue crabs if you work at it. And, let's face it, we got extremely lucky with the weather. Couldn't have been better. Found a fantastic masseuse who will come to the house. Top shelf, she will explain to you about your lamina groove and para spinal muscles (your tenderloin) and hurt you good if you let her. 410-708-0343. Marjorie or similar is her name, sorry I forget.

This house hosted our 20 person family reunion and everything was perfect. The property is amazing and the house has lots of character and was better than the pictures!

The owner’s well-appointed personal vacation home was stately, well-maintained and comfortable, with every fun activity and convenience you might dream about. My parents, sisters and our kids had plenty of room, both inside and outside, to be altogether, to break into smaller groups, and to assure privacy. The additional kitchens meant we could cook, garden, and enjoy poolside snacks all at the same time. Perfect 10+++++