The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!

This trip was created for siblings to get together. In the listing, I believe it said there was a driveway and it showed a nice entryway. However, there was no driveway. You had to park across the other side of the road in front of the cottage. And all that was there was rocks and dirt. The walkway from, the strip of rocks for the car was all dirt and mud because it had been raining. There should be either a paved area or enough rocks and gravel that you don’t get dirt mud all over you. There was nowhere to go to avoid it. They had a few slate rocks on one section , but that was after you had to walk through a long strip of mud. An area could easily be made into a driveway and be paved. We have a handicap sister, who had extreme issues getting back-and-forth from the car to the house. One of the sofas and and a chair in the living room were completely shot. You don’t need anything fancy in a rental but something that is not completely collapsed and has no support left is really uncomfortable. The dining tables and chairs were fine. The kitchen was very nice. The upstairs loft master bedroom with the sitting area was beautiful as was the bathroom up there. It’s a shame the rest of the house could not compete. The back deck area and top balcony had a lot of green fungus and should have been be wiped between guests. Carpenter ants were all around inside. So nice water view but lacking.

We had a great extended weekend here! The weather and scenery were perfect for some needed R&R with friends. The house was cozy and clean, and we really enjoyed the quiet, lovely location. It was close to everything and also an escape from the hustle and bustle.

Very family friendly with a cute little beach. Perfect get away place with lots of character.

We enjoyed a Christmas away from home at this lovely property. We were so happy with our stay! The home was even better than we expected. It was warm and well cared for. The view was amazing. Our dog loved swimming in the bay. We will definitely stay again.

Our stay on the Bay was fantastic! My wife, daughter, and I needed time away as I finished my graduate degree this November. We were looking for a cozy cottage to hole up in for a week and just be at peace. We certainly found that!

The location is great. I would bring pots and pans. We went and bought some.

Our arrival was seamless and entry was easy, The house is terrific and the location is amazing! We are truly enjoying our time here!

Great location! Beautiful home!

Super clean and well furnished home with amazing waterfront views. Private beach, and kayak/paddle board access right on site. Owners and property manager were responsive and polite. Great stay!

The house was clean and spacious, the kitchen well stocked with cookware and appliances. The best part was the private sandy beach just steps from the back door. The adults, kids and dog all loved playing in the calm bay water. The neighborhood was quiet and pleasant with a nice bakery in walking distance.

We had an amazing time this week! Would book this place again and hopefully will have the chance to do so. Very comfortable and absolutely fantastic location!

Everything was perfect. You couldn’t Sk for a better home and location. The deer who visited us daily was an added touch!

Oh Happy Bay was certainly that. A charming cottage, well equipped, right on the bay with lovely views of sail boats passing by. Ample parking, comfy beds, beautiful sunrises and sunsets. Perfect!

We really enjoyed the property with all its appeal, the beach, sunrise, comfort, quiet. It is in close driving proximity to downtown Annapolis where we spent the day enjoying a boat tour and shopping. Everything was up to par in the listing if not better.

"Oh Happy Bay" could not have been a more perfect spot for our weekend trip to Annapolis. There was plenty of room for all 4 of the adults visiting. The pictures can't do justice to how special this location is. The water is right out the backdoor and the yard is appointed in a way to allow multiple spots to sit and relax. The home was absolutely beautiful. There is tons of natural light and the furnishings in every room make it comfortable. Literally at every turn there was a special extra touch. Thank you to Sean for a top tier stay. Accommodations and extra touches were so appreciated and the check-in and check-out was seamless and easy. Thank you also to Cathy for timely communications and answering any questions we had. We could not have been happier with our stay - it was the perfect way to celebrate my Dad's birthday. The entire family plans to stay here again! Highly recommend!

Had a lovely stay at Oh Happy Bay! Very comfortable home in a beautiful location. Well stocked kitchen for everything you could ever need. Super clean and comfortable for the entire family. Gorgeous sunrise views over the bay. Husband enjoyed a nice paddle out on the bay. Quick drive to DTA. Tons of fluffy towels always a bonus!!