Oh Happy Bay
Cottage in Annapolis, MD
Why you'll love this stay
Outdoor Living
Private beachfront access lets guests swim, paddle, and sunbathe daily.
Group & Family Friendly
Spacious family-friendly layout keeps extended groups connected and comfortable.
Entertainment & Amenities
Gourmet kitchen and water-view dining elevate every vacation meal.
What guests are saying
4.8
Rated 4.8 out of 5 from 18 reviews4.8
Rated 4.8 out of 5 from 18 reviewsGuests consistently praise this property for its breathtaking views and comfortable atmosphere, making them feel right at home. Many highlight the enjoyable beach experience, especially for families with children and pets. Reviewers commend the well-equipped house and its excellent location for water activities. Overall, this property stands out for its inviting ambiance and positive guest experiences, making it a favored choice for return visits.
Property details
Sleeping arrangements
Bedroom 1
1 King Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Queen Bed
Living Room
1 Sofa Bed
What’s included
Self check-in
Parking
Washer
Dryer
Air conditioning
Heating
Kitchen
Wi-Fi
Guest reviews
Theresa
May 2026
GREAT location 5*! Beautiful views, quiet area, on the water, short drive to great shops, restaurants, live music, tours. Easy to find, easy entry, plenty of parking. Nice kitchen with all needed to prepare meals. Lacking basic expected items/amenities. Dining table is plenty big for all; board games. The family rm had plenty of seating although very dated, dingy, in need of replacement. The house has tons windows with a view!! Several screens were torn, many blinds didn't operate as they should-rods missing unable to open/close. Made it hard to get the view. The primary bedroom was very large! Great views; none of the linens were "luxurious"; the mattress has structural collapse/very uncomfortable/needs to be replace! Both bathrooms are in great need of gutting; the closet had 2 hangers(they did deliver move).
Beth
December 2025
The home was beautiful and welcoming. The bay view was gorgeous. I would definitely stay there again.
Kevin And Lisa
September 2025
The home is located in a very convenient and beautiful setting, overlooking the Annapolis harbor/bay. It has its own private beach, but lacks the appropriate and safe seating. The home is in serious need of maintenance and improvements. It is cozy, but is not safe in some areas of the outside porch, upstairs porch and ALL the windows and doors along with the screens for all, are in serious need of improvements and replacements (holes in most screens). The furniture is in need of some cleaning, as well. There is only one (1) TV in the home. The internet didn’t work for the first few days, and it took a communication technician to come into home at 8am to replace the outdated modem/router. This situation was known to the property manager before our arrival, but we never got that message. The showers (2) didn’t have any shower curtains and the showers and bathroom were not maintained properly. The property managers were responsive and apologetic. Regardless, we enjoyed our time.
George
August 2025
Classic beach house. A bit worn but clean and comfortable. Good beds, full kitchen, and great beach right on the bay.
Know before you go
House rules
Check-in: 4:00pm
Checkout: 11:00am
Pets allowed
Min. age to rent: 25Minimum age to rent: 25
No smoking
No parties