Holiday Rentals in Anne Arundel County

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Featured Holiday Rentals in Anne Arundel County

"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"

"Wonderful serene location on a tributary to the Bay. Beautiful water views with its own dock and kayaks. 15 minutes to Annapolis. House is very comfortable, freshly and attractively decorated, and well stocked. Manager was extraordinarily helpful. Nine of us had a perfect relaxing long weekend. "

"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "

"TVs don’t work. Tile by fridge broken. Dangerous. House is awesome. Hot tub works great. If fixed we will be back for Skibs games. Cheers. Ty !! "

includes taxes & fees

1 Dec - 2 Dec

"My husband and I stayed here with our two kids for his reunion weekend and it did not disappoint. The apartment is conveniently located right outside of Gate 1 and so close to the all of the downtown offerings. The apartment was super clean and had everything we needed for our stay. We would definitely stay here again!"

"Enjoyed the location and proximity to the city. Water view and firepit enjoyable. Disappointed that the dock and kayaks not easily accessible. House needs some tlc (we provided a list of easy repairs/maintenance needed.) Love to know why the ceiling fans and lights go on and off randomly."

"This condo was absolutely perfect. It is super cute and clean. Three bedrooms as advertised. Very quiet area. We love the fact that it has a piano. We would definitely love to stay here again. "

"Very nicely renovated property in the heart of downtown Annapolis. Highly recommend for groups / families and very kid friendly. Great location to walk to all that Annapolis has to offer. "

includes taxes & fees

2 Dec - 3 Dec

"Perfect for a romantic weekend away!"

"We had a wonderful time with beautiful views at this property. There's no better way to celebrate a special birthday in the comfort and luxury of this waterfront property in MD! Will definitely consider again for future. "

"We very much enjoyed our stay. The house is exactly as described and we would stay here again if we are in Annapolis again. The house has everything you need with a fully equipped kitchen, smart tvs in every room, and the beds are very comfortable. There is so much parking and the house is walking distance to everything in downtown Annapolis and the Naval Academy. "

"We appreciate the hospitality and responsiveness of our gracious host. We would stay again and look forward to our next visit. Recommend staying to all looking for a tranquil getaway in the Annapolis area."

"We absolutely loved staying in this property. It’s comfortable, charming and so well appointed. It’s situated in a great location, within walking distance of all the special things Annapolis has to offer. The host was so easy to communicate with, and we really appreciate that she shares this beautiful home. We will’s definitely be back!"

"The Bennett House not only lived up to its pictures online, the cleanliness, abundance of extra special touches, communication with the host, and more surpassed our expectations. The beds were extra comfy, the kitchen, fully stocked, the bathrooms, adorned with the fluffiest white towels and extra toiletries . . . and I can't say enough about the front porch. Even though clouds cloaked the sky when we arrived and when we left, sunshine streamed through our Annapolis trip because of the Bennett...

"Always a great stay. Close to everything, from shops to restaurants and bars. Can’t wait to go back "

includes taxes & fees

2 Dec - 3 Dec

"We had an amazing time! Beth and Andy are wonderful hosts! We are looking forward to another stay!"

includes taxes & fees

30 Nov - 1 Dec

"We really enjoyed this property. It was clean and tidy. Checking in was simple. Parking was straightforward once we noticed the markers giving us clear instructions. The kitchen has everything you need. I stayed in the downstairs bedroom, and the bed and pillows were very comfortable. The downstairs shower is small, but the water pressure is good. Everyone who stayed upstairs enjoyed the amenities. Definitely will try to rent this again for the next time we visit Annapolis."

"Very cozy and clean. Beautiful surroundings with direct view of the water. "

"We had never visited Annapolis before, but my husband found this on VRBO, and it was everything it advertised. Super central location; steps from the state house; a very short walk to the waterfront; and not a terribly long walk to the Eastport neighborhood. The apartment is small but comfortable, and we enjoyed the nice touches like toiletries, water bottles, snacks and two splits of chilled prosecco in the fridge! Annapolis was a fun town to explore and if we go back, I’d stay here again."

"My husband and son really loved their stay at Pat & Ken's VRBO house! They enjoyed going on walks around the neighborhood, visiting the local restaurants, and sitting in the hot tub. It was perfect for our family. Pat & Ken are such gracious hosts, and we will definitely stay here again!"

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Holiday Homes in Anne Arundel County

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