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Compare 275 Vacation Homes in Sunderland with updated reviews, rates, and availability.

"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. "

"Very clean, everything as described. Awesome host, communication an A+. Would definitely stay again, if we are in the area."

Annapolis Adventure Awaits - Book Now For March 2023 Festivities!

"My family and I love staying here! It's clean, beautiful, spacious, and comfortable. It's home away from home. I love all the special touches--lots of cozy blankets, the beautiful decor, the comfortable beds. And, of course, it's close to anything you want to do in Annapolis or the surrounding areas. During this stay, we were able to enjoy the patio, which was especially wonderful to be able to do in November. My favorite spot is the sitting area next to the kitchen; it's a perfect place to...

"Very nice getaway for a family reunion group of 8 while we visited our son at the USNA. Location is 35 min from US Naval academy; perfect to feel like he's really getting off the Yard. Having such a huge yard really offered lots to do (corn hole, frisbee, etc.). The incredible water views drew us all back home every night, along with the gorgeous sunsets. Had really nice weather so we took advantage of the 3 kayaks and paddled around the marina. Bikes were convenient too, as well as small...

"We only stayed one night but the house was perfect for our needs. The main family room/kitchen area was perfect for all of us to comfortably sit together, and the bedroom layout was great for two families (two “wings”). The hosts were super responsive and accommodating. Would just suggest two hairdryers (one in each bathroom - if there was a second, we did not see it) and shower soap. The bed in the primary bedroom was very comfortable and everything went smoothly. "

SAR 2,052 total

includes taxes & fees

1 Dec - 2 Dec

Tranquil retreat on the South River - private dock

"Gorgeous, serene and well-appointed property! It was very comfortable for our group of four women. Highly recommend for a family or friends."

3 covered balconies, a ground floor patio, and ceramic and propane grills.

"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 "

"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."

"This house exceeded our expectations in every way. The kitchen is large and well-appointed, the beds are comfortable, and the peace and quiet is priceless. We enjoyed morning coffee in the sunroom, table tennis in the crab house, sunsets from the dock, and stargazing at the firepit. If you desire peace and quiet this house is a perfect choice!"

SAR 1,918 total

includes taxes & fees

5 Dec - 6 Dec

"Very clean - well equipped - perfect for our relaxing weekend."

SAR 2,179 total

includes taxes & fees

3 Dec - 4 Dec

"Perfect large space on a quiet and pretty area. Really great space. "

Edgewater Vacation Rental | 5BR | 2BA | Access Only By Stairs | 2,350 Sq Ft

"It was just my husband and me. We were visiting family, and this house was a very convenient 3-minutes from their house. Quiet location; nice water view. House was very clean and comfortable."

"This house is absolutely fabulous! Very spacious, stocked with necessary supplies and many amenities. Beautiful property and views of the water, sunrises and sunsets. We especially liked all the wonderful decks, kitchen on the bottom level, many bathrooms, and comfortable furnishings. John and Christina were excellent host. They responded immediately to any concerns or questions. They were easy to communicate with during the check-in and check-out process. I would definitely love to...

"The house was just as it was listed!! Our annual family vacation was so much fun here! Plenty of room, very clean, and fully stocked! Peddle boats, kayaks, and pool used daily!! Fire every night!!! Thank you for the wonderful hospitality!!!"

Front of home with view of path to pier and dock

"We went to this wonderful home for our 32nd wedding anniversary and it was so lovely. The home was so comfy and well stocked, the beds were very comfortable and the sunsets were spectacular. We enjoyed every minute! Barbara was just so delightful and helpful. She made everything perfect! Would love to stay again some time."

Welcome to the Beachcomber on Kent Island, uniquely situated between a marina and a beach.

"We enjoyed our time here. The location is perfect, right on the water with beautiful sunset views. I thought the home could have some more seating space in the main living room area, but it worked well for our family of 5 (4 adults, 1 child). There was a bit of a musty smell throughout the duration of the stay, but it didn't hinder our enjoyment of the property. We'd definitely stay there again."

"The house was being used by someone else at the time of my reservation. I never got the code to the house but i was charged the money. And i never got an answer from the property manager. If you are looking to rent this property save your money because i was scammed."

"The property should not be rented. The house structurally is not safe, there are many safety hazards. There is no front door. A storm door is not a door. We felt unsafe at night. The stove was not useable. There is no range to it. You cannot use it without a range above it. There were several outlets without outlet covers and were pulled out, the fridge does not work - it does not get cold enough, the freezer was full of someone else’s food. bugs, mice, everywhere in the basement and upstairs....

"The groomsmen and their families attending my daughter's nearby wedding stayed at this spectacular property. I heard nothing but high praise for its beauty, amenities, and comfort. So glad this all worked out for the dates we needed it for!"

"Very clean and spacious home. Only problem we had were the neighbors arguing very loudly waking the whole house up."

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Other property types in Sunderland

Charming Cottage on a quite creek of the Chesapeake Bay with private pool.

"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"