Holiday rentals with a pool in Anne Arundel County

We had a great time! Beautiful home in a peaceful beautiful beach town. You can see and hear the ocean from the front of the house. The pool and grill outside were a HUGE plus! We didn’t realize the adjacent house was unavailable and lost 2 queen beds. However, Hieu was more than willing to help resolve the issue. Would definitely stay here again! Thanks!

10/10, 5-star experience. Christine and Will were wonderful hosts and their home was amazing. Don’t scroll past this listing!

We were very relaxed at our stay. It was quiet and the ocean was just down the street. We would go and sit on the bench and just listen to the waves.

Olga was a very nice and responsive host. The townhome was very clean and everyone had their own room and bathroom which is hard to find on Airbnb. The townhouse was easy to find and access. Overall, we had a good experience at the townhome.

Great location, and spacious house. Host was friendly, responsive and accommodating. Pool opened right before our stay, the outdoor area was the highlight of the house. Plenty of seating and areas to relax.

5 Stars – A Wonderful Stay! I had such a great experience staying at Raquel’s place! From the moment I arrived, she made me feel right at home. The space was exactly as described—clean, cozy, and thoughtfully decorated with everything I needed for a comfortable stay. Raquel was incredibly responsive and helpful, offering great local recommendations and making sure I had everything I needed. Her attention to detail and warm hospitality truly made a difference. I would absolutely stay here again and highly recommend her place to anyone visiting the area!

We came to the area for a wedding and had 8 adults and 2 children. There was plenty of room and everything was very clean and welcoming. There was a large table for all of us to fit at and eat together and we especially enjoyed our time in the hot tub. Janean was very quick to respond and gave us great recommendations for dinner. The area was beautiful and we would definitely love to come back some time in the future and stay at the Wildbluesea Retreat!

This place is an absolute gem. We’ve stayed in everything from sleek modern homes to charming older properties, and this one truly stands out. Although built in the early ’90s, it has a unique colonial charm that feels timeless. The bedrooms and bathrooms were spotless and comfortable, with plenty of drawer and closet space for everyone. While it’s listed as a four-bedroom, there’s an additional upstairs room perfect for an air mattress, making it easy to accommodate up to 10 guests. What really drew us here was the peaceful setting—and it didn’t disappoint. The pool sits in front of the house, while the back opens to serene water views. Both areas offer spacious, covered and open seating to relax, rain or shine. In fact, we spent our first rainy evening on the covered back porch, just soaking in the view. We also brought our dogs, who absolutely loved having so much room to explore. The fully fenced yard gave us peace of mind, which made the stay even more relaxing. The hosts were

What a beautiful setting! As the others have said, it's in the perfect location with a beautiful view of St. Mary's church and the Maryland statehouse dome. Freshly renovated, you'll find a fully-tiled shower in place of the usual tub/shower combo. This is a perfect place for someone who does not like stairs. Easy access in and about the condo complex. The kitchen is fully equipped for anything you'd like to do, if cooking in. There are no curtains in the windows of the living space. There is a shade in the bedroom. The bed is comfortable, as are the sofa and loveseat. My husband and I stayed here for 6 months while our house was being renovated, and we felt quite at home.

This was an awesome stay! If you have infants their place is a must as it is easily baby proofed and has so many accessible items!

We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.

We rents this for my parents (both 80) for the USNA Commissioning week. The place was very clean, exactly as described and Scott was very responsive to any questions. Highly recommended commend!

We had a great stay - location and such were perfect for us.

Sean’s unit is an amazing option for those who love a great place to relax with an amazing view. Sean is a great host and very communicative.

We stayed a week in Annapolis in November 2021. We wanted to use this location as our base to explore the Annapolis area, the Eastern Shore and see our son in D.C. Location was excellent. Historical District, City Dock and Eastport restaurants all very walkable. Condo was on a marina and fine for our needs. Kitchen was well stocked with with pots, pans and utensils (we stayed in for dinner a couple of times). A suggestion would be to have some glassware that is not plastic and some sort of additional lighting for the dining area. Small suggestions to an otherwise very pleasant stay.

Loved the location of this place peaceful and walkable to many restaurants. Was a little bummed with the pool hours but all and all would stay again.