Waterfront holiday rentals in Deale

Clean, private space in a quiet and peaceful neighborhood. Extremely kind and responsive hosts. Really appreciated their hospitality and kindness, it was a relief and a huge help to me since I was unfamiliar with the area.

Our stay was awesome. Amy and Owen were friendly, super responsive, and very helpful. They also helped us out with kids things and other items we needed, even brought us down sleds when it snowed for the kids to use. It was also very comfortable there and it had all the amenities we needed for a month long stay. We would definitely stay here again!

We would return in a heartbeat to enjoy the peaceful setting and spend even more time in the kayaks on the river.

This was our second stay and again was such a pleasure!!! Lisa's place is so beautifully decorated, very clean, and super cozy. She provides drinks and snacks and has all the amenities of home. Plus a gorgeous waterview. A great location if you are visiting the U.S. Naval Academy or touring Annapolis. Highly recommend!

This was our second stay! A most serene and beautiful spot. We love the little apartment, it has everything we need. Vickie and Scott are wonderful hosts! They even had a tiny Christmas tree in the apartment for us! We will be back for a longer stay in the summer.

Great, cozy spot! Incredibly clean and check in/out was a breeze. Would recommend to anyone visiting the area!

Wonderful accommodations! We arrived to a warm welcome and really enjoyed the space. It was very clean and very comfortable. Thank you Wayne and Kathleen!

We needed a quiet and private space to relax. Jordan’s space was all of this. We stayed here for a month and hardly ever heard Jordan and her family. Jordan was quick to respond if we had any questions. The bed was very comfortable and the views of the water were nice.

We had such a wonderful stay for our Mother-Daughter weekend! The home was spacious, worked beautifully for the six of us! Sitting on the beautiful front porch watching the sun come up over the river was amazing! Great place for a family stay!! ❤️❤️❤️

Beautiful home!! Pictures don’t do it justice! Lake view every morning was serene and gorgeous. Very updated. Large bathroom and VERY clean home overall. Carlene was a great responsive host and was very accommodating. Our new fav rental option in Baltimore!!

Very nice stay! Tastefully decorated, beautiful location, well stocked kitchen supplies. It was a nice escape! Highly recommend coffee on the porch for sunrise! We had some members of our party who were acclimated to warmer weather, so an extra comforter or heavy blanket at night would be helpful. That being said, there were lots of throws available in the living room!

My friends and I recently stayed at Dave's place in Grasonville, Maryland, and it was exactly what we needed for a short getaway. The house was cozy, well-equipped, and had everything we needed for our stay. The backyard, overlooking the river, was absolutely stunning and offered the perfect spot to watch the sunsets. It was peaceful and relaxing. The fact that it’s pet-friendly made it even better—our furry friends had just as much fun as we did! The hot tub was a fantastic touch, allowing our group to unwind and chat after a day of exploring. Dave was incredibly responsive to any questions we had and always went out of his way to ensure we had a great experience. Overall, we had a wonderful time, and I’d definitely recommend this place to anyone looking for a relaxing and beautiful retreat. We’ll certainly be back!

It would have been enough to sit on the Adirondack chairs watching the sun go down across the water, gently rippling in the red-hued light. It would have been enough to have a roof over our heads and a camp stove boiling a billy of tea. But along with the beautiful view, we got an exquisite residence, gracefully appointed with delicate but bold furnishings, redolent of elegant craftsmanship and subtle design inspirations. Surrounded by beauty, both natural and engineered, our three nights away were restorative and rejuvenating beyond our expectations. To boot, Evan is a kind, communicative, and attentive host. My wife and I are planning a return visit.

We were so lucky to spend several nights over Thanksgiving here and it was a perfect place to unwind and relax. This is small very comfortable home on a gorgeous property overlooking the river. It was really cold during our stay, so we used the hot tub a lot and enjoyed a warm fire in the outdoor pit. The large picture window in the bedroom was perfect to take in all the beauty outside from the comfortable bed. The home is extremely well-stocked not only with basics and also with lots of extras (too many to list here). The host is very responsive and flexible offering early check in and late check out (without us even asking) and leaving us much appreciated welcome treats. We look forward to coming back in warmer weather so we can be outside a lot more.

While I have loads to say about Robert's place, Robert is actually the gem in this arrangement. A fabulous communicator and a responsive, flexible, and generous host, Robert made the stay amazing! The home is fantastic. Right on the water with beautiful views from the deck and multiple rooms. An amazing "basement" space with comfortable seating and a bar. A well-stocked and large kitchen. We had a wonderful time and will be returning in the future.

Such a nice home tucked on a secluded street facing a beautiful body of water. House was super clean and the beds were extremely comfortable. Highly recommend!

Claire’s place was great! Located close to a metro which makes getting around DC easy. The place is comfortable and spacious. Claire was kind and responsive, helping to solve any issue that arose.

I was in town for a conference at the convention center.. felt like it was a great option compared to hotels. Parking at the garage down the street was easy and convenient. The unit itself was well kept and cozy. It is off a relatively busy street so there was car/sound system noise but it was manageable. Will definitely stay here again when I'm visiting Baltimore!

Had an amazing beachfront experience! I was taken aback by the breathtaking views from the balcony. Our host was attentive and made sure everything was in order for our arrival.

Had an amazing stay at Sara’s condo in Georgetown over Valentine’s weekend, and I can’t recommend it enough! From the moment I arrived, everything was perfect, the condo was immaculate, beautifully decorated, and thoughtfully stocked with everything I needed for a comfortable and relaxing stay. The location was unbeatable, right in the heart of Georgetown, making it easy to explore charming streets, fantastic restaurants, and boutique shops. It was the perfect mix of luxury and convenience, offering a cozy retreat after a day of exploring. Sara was exceptional - attentive, responsive, and committed to making sure my experience was seamless. Every detail, from the welcoming touches to the comfortable bed and peaceful ambiance, made this stay truly special. If you’re looking for a **5-star getaway in Georgetown, this is the place! I’ll definitely be booking again. Highly recommend!

This is the cutest little condo in downtown Annapolis. Super close to restaurants and bars. The view from the patio is really pretty! We would definitely stay here again, Jared was a great host!

A beautiful location with plenty of room for two couples. Nice balcony and panoramic view of the historical Annapolis waterfront and state capital. Fantastic restaurants and attractions within easy walking distance. Super parking too!!!

Aneta did such a wonderful job in the front end communicating everything that it was a seamless experience. I spent my first 2 months in Baltimore at this location and it made of an easy transition. Very appreciative of her as a host!

A phenomenal place in a beautiful location. You won’t get a better view than offered here, and there was plenty of space for a whole family to stay. The hosts were extremely responsive and pleasant to talk with, and accommodating to my last minute request to stay. Would 100% recommend and we will be back for sure!