Holiday rentals with beach access in Annapolis

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.

We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

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.

We had a great stay at Kathleen's listing. The apartment is in a great location, only 15 minute drive max to all of the nearby attractions. We enjoyed having some tranquility being away from downtown after a long day and the free parking! Kathleen stocked the place with all necessities and more - including snacks and recommendations. The neighborhood is beautiful to walk around, with views of the water everywhere! Definitely would recommend staying here!

We really enjoyed our stay at Maria’s place! Everything was comfortable, clean, and convenient. The house has character and charm while also being modern with a luxurious feel to it. We walked to and highly recommend the Bakist for coffee and breakfast!

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

Beautiful home and exactly as advertised. Joseph was responsive and proactive and very friendly. The house was clean, quiet, and perfect for what we needed- a comfortable night's sleep and space for a family with pets. Everything went smoothly and met our expectations. Would rent again.

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.

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.

Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.

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!

We had a wonderful time during our visit. The peaceful environment on the water was just what our group needed. Thank you!

Perfect spot for our family of 4 to stay for my sons USNA graduation. We spent the whole week there. We enjoyed walking in the morning along the bay. We were able to watch the blue angels practice from the beach just down the street. All neighbors were so friendly. Quick trip to the academy for all the events. Home was nicely decorated and had every thing you could need and more. Thank you!

Our ideal Airbnb includes comfortable beds, peaceful surroundings, fresh and clean linens, a well-equipped kitchen, and we found all of these in this property! The view from the master bedroom is one we will miss waking up to each morning. Great to be able to walk to the small, private beach, as well. Hope to return!

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

We had a great stay at Jen's place! It was very spacious and comfortable, and walkable to downtown Cambridge which had plenty of restaurants and bars to explore. The beds were comfortable and the amenities were as described. Jen was a very responsive host and helped out with all our questions. She also offered lots of local recommendations in Cambridge and the surrounding area. I'd definitely recommend Jen's place if you find yourself in Cambridge, MD :)

Thanks for your hospitality. If we have work again in the area we will be back. Evelyn handled issues very well.

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!

My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

I had an amazing stay at Jen’s apartment! The space was exactly as described—clean, stylish, and super comfortable. The bed was cozy, the kitchen had everything we needed, and the little touches (like the kid’s Conner and lots of board games ) really made a difference. The location was perfect—close to everything but still peaceful at night. Communication with the host was smooth and fast, and they were incredibly helpful with local tips. I’d absolutely stay here again and highly recommend it to anyone visiting beautiful Cambridge!

What a perfect weekend get away. The place was perfect. Extremely comfortable beds, lots of pillows and two deck areas outside. We cooked outside 2 nights - and loved seeing the bay from the deck. We used the nearby tennis and basketball courts, and spent the days visiting wineries and neighboring towns, and driving through the countryside. Groceries and restaurants require some planning and some driving. Loved our stay!

Condo was in a perfect location in North Beach area. Loved walking boardwalk and walked 5+ miles daily. Felt very safe in the area, everyone was so friendly. Mexican restaurant and Baia were fantastic. Very peaceful. Condo definitely worth the money. Host was very responsive and let us check in early and was quick to reply to any text questions. Loved the view!