Vacation rentals with beach access in Annapolis

The hosts were flexible with my schedule and I really appreciated that.

I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.

Ebony is one of the best hosts I’ve ever had through Airbnb. Very responsive and helpful! You want crab at 10pm? She’ll find it for you! The view from the home was gorgeous. Very nice and quiet which allowed us some relaxation. Pleasantly surprised by the fireflies in the backyard and the huge magnolias on the tree (neither can be found in Montana where we came from). Great place. Would stay again if I ever return to the area!

This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.

Sherril’s Bayside Oasis is an absolutely beautiful studio apt!!! It was spotless, comfy, and uniquely decorated. The location is convenient to the beach and within walking distance to plenty of shops and great restaurants and bars. Everything was smooth from check-in to departure. We had a wonderful stay and will most definitely check the availability of this rental when we visit North Beach again.

Fantastic getaway, perfect for a couples trip! Kathleen’s attention to detail was unlike any other Airbnb host I’ve experienced - from a stocked fridge, binder of recommendations, bathroom essentials, and more - she truly thought of everything! We would absolutely stay again. The home was spotless and the small beach in the neighborhood is lovely to spend a sunny day outside!

We had such a fantastic time at Maria's place! The instructions were clear, the house was beautiful and as described and the location was great! Maria was also a very responsive and helpful host! We will definitely recommend this place to others and come back in the future.

Deborah was an amazing host, super responsive and incredibly kind. The room was spacious, and we absolutely loved it. Everything was perfect!

We were in town for a wedding and this home was as described and was perfect for our family of 8 that stayed here. The neighborhood was quiet and peaceful. I wish we had time to enjoy the views from the lake. John was a great host and communicated with us throughout our stay. I would recommend this home to anyone who is looking to stay in the Riviera Beach or Pasadena area. It was close to everything we needed during our stay including the airport.

Joel was very accommodating and responsive. The grill gas was low and Joel immediately dropped off a replacement when contacted. I highly recommend this host.

Absolutely loved our time here. The owner has thought of everything. The entire house is well appointed. Kitchen has all you need to cook for a family. Multiple high quality TVs throughout. Beds are comfortable and plentiful sleeping arrangements for a larger group. Nice little town with a lot of charm. Convenient short drive to the Naval Academy. Neighborhood is quiet and private. Backyard is impressive, screened in patio is unique and comfortable. We’ve stayed at multiple Airbnb’s in Annapolis and this one tops our list. Host is fantastic, she worked with us on an early check in which was super helpful.

Ruby on the bay lives up to its name. Such beautiful surroundings - loved being on the deck hearing the wind in the pines. I was grateful to unplug! Excellent size for my sister, me and our fur bosses. Could have comfortably fit 2 - 3 more adults. Nikki was instantly responsive & informative. I would love to return.

I stayed at this Airbnb over the past weekend and had such a wonderful time! The house was clean, welcoming, and had everything we needed to feel right at home. My favorite part was definitely the dock and the little beach area behind the house. I spent hours lounging on the beach chairs, soaking up the sun, and listening to the waves — so relaxing. It was a bit early in the season to really go crabbing, but I had a blast learning how to set the traps. We even caught one little crab and let him go — a fun little adventure! The house manual and guides were super helpful, with clear instructions that made everything easy to figure out. Overall, it was a peaceful, fun, and memorable stay. I’d absolutely come back again. Highly recommend!

Beautiful home on the Chester River with amazing views. The home was fully updated, very comfortable and had all the accommodations you want for this location. We will look to reserve it again.

I stayed here the week of my wedding and it was absolutely perfect! From waking up each morning to have coffee on the dock with my pups and husband, to the beautiful views from each room in the house, we truly had a lovely time and chose the right Airbnb for such a special week in our lives.

Our family thoroughly enjoyed a beautiful and relaxing Easter weekend at this property! It was well appointed, clean, and just the right size. The screened in porch is a dream-we sat outside listening to the birds, drinking our coffee and enjoying conversation in the mornings and loved the Edison lights at night. We saw 5 deer in the yard, enjoyed a walk to the beach, and loved the quiet neighborhood. Not far from the activity and restaurants of DTA, but far enough from USNA that our MIDN could unwind. Check in info was given ahead of time and accessing the property was a breeze. We were very comfortable here and all agree that we’d love to rent again in the future!

Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!

This property is located in a safe area and only a two minute drive to the nearest grocery store. The neighbors were quiet and non-disruptive. The property was odor free and very clean aside from a few bugs in the basement but that is to be expected. The interior was true to its listed description. I enjoyed my stay.

Oxford is my favorite place to visit on the Eastern shore and I love staying in this little place near the town park. it's so peaceful and close to everything. I love connecting with the locals I've met on my travels. I look forward to returning!

So close to the beach. Tranquil. Clean. So responsive. I want to stay here everytime I come. We had a lovely time.