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Compare 405 Vacation Homes in Chesapeake Beach with updated reviews, rates, and availability.

"Couldn’t be happier with our stay. The house was exactly as pictured. Neighborhood was quiet with a small town feel. Most of the major appliances appeared relatively new, the beds were comfortable and the house was staffed with an abundance of linens and towels. Front and back yards are completely fenced in which is perfect for those with small dogs. North Beach is only a short drive from College Park, Baltimore and Annapolis. Check in was a breeze. Would definitely consider staying there...

"Beautiful, spacious, the highlight was the view of the bay. Definitely will be back"

"We enjoyed our stay as much as the 1st time. Great spot for an Annapolis getaway! House is comfortable and location is ideal. Gracious and responsive host."

"The Blue Crab Beach House was perfect for my wife and I and our dog. Very comfortable with a great backyard space for our dog. We loved the location - it’s just a short walk to restaurants and the bay. Very enjoyable stay and we hope to return."

"Great location, well-maintained and comfortable place. Kitchen is well-stocked, rooms are comfortable, and the yard is a real plus!"

"Loved the house, we were glad to be able to book it on short notice for a large group! Beds were insanely comfortable, and the house had everything we needed. It was clean, comfortable, and a fantastic location. Only downside is that the common areas (living room/kitchen/dining area) are a bit small if you have a larger group (8). Overall a great stay and would stay again!!"

"Great location. Loved being near town and the Blue Crab. "

"The property is beautiful. The house is spacious and has comfortable beds and excellent bathrooms. There were some things that could make a stay so much better. The bedrooms need at least one chair. Although there were books in a drawer with directions for the high end appliances, each one should have a quick explanation on usage next to it. The information said the table seated 8 and yet there were only six chairs! A putting green was described and even showed a picture of one in the original...

"This lovely home sets in a beautful location. The hosts are available and accommodating. They are definitely available if needed. The house itself is very comfy. All amenities you need are there. "

"An absolutely beautiful, architecturally fascinating, spotlessly clean, well stocked home with views that go on for literally miles. We spent a late winter weekend there with a fire roaring in the fireplace and mussels on the stove. Hosts were exceptionally responsive and very attentive. Highly recommended. One of the best experiences we've ever had in home rentals! "

"This home is a wonderful place to stay. We enjoyed so much about it: the fully-equipped kitchen with spices and every appliance you might need, bathrooms with rain showers/good water pressure, decks for outdoor lounging, plenty of space and nice furnishings in the living room, and a quiet neighborhood that isn't too far away from the downtown area. We would love to come back again!"

"It’s hard to give a full review when everything was great! But the house is beautiful, cozy and very well-cared for. It was the perfect option for a quiet weekend family getaway. "

"The house is lovely. Well stocked. Perfectly located near shops and boardwalk. Quiet neighborhood. Quiet, picturesque town. Perfect spot for a relaxed week to re-charge. We will be back."

Smart TV, fireplace, video games, DVD player

"Very well equipped home at a beautiful location overlooking the water. The pool was a real treat for the kids in our group. The property manager was in regular communication and quickly dealt with one item that needed attention."

"The Shelby on the Bay house was wonderful! Of all the homes I've rented on VRBO, this may have been the cleanest home I've walked into! The view of the water from the front porch and front rooms and upstairs primary bedroom was terrific! It is a large house, and would host a large group of people beautifully! I only stayed in one bedroom, but I can say that bed in the upstairs primary bedroom is very comforable! The MOST positive comment I can make is about the host, Danielle. I had an...

"What a wonderful experience! A relaxing time with an amazing view! Thank you Jennifer"

"Great "

"A lovely quaint Oxford home in a great location. Quiet, with views of the Harbor and the Tred Avon River from the street. A first floor bedroom and 2 upstairs, make it possible to include older parents in a family stay. To relax together with coffee in the morning and share wine porch side in the afternoon is an experience that no hotel can duplicate."

"Our group could not say enough good things about this house! Every room had a bathroom and it was very comfortable for a big group. Hot tub and dock were so nice. Many of our friends said they’d rent the house again for a different trip!"