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Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview
Wittman log cabin
- 5 bedrooms
- 5 bathrooms
- sleeps 10
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$1,113
Old World Charm, Immaculate Potomac River Woodland Cottage, Polite Pets OK
Piney Point house
- 3 bedrooms
- 1 bathroom
- sleeps 7
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$200
Waterfront Property, Kayaks, Private Dock, Near Town
St. Michaels house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$856
Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)
Chester house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
“Unbelievable value” We were a family group of 3 couples plus an infant traveling to a wedding at the Usna chapel. The home was just wonderful, had a great view, was very clean, and was well equipped for the cooking being planned. Stores, restaurants, and liquor store were close by. Easy on and off the freeway into annapolis. Scott was very personable and worked with us to make our visit just right from the moment we first contacted him about renting.
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$451
“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.
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$457
Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths
Cambridge house
- 6 bedrooms
- 5 bathrooms
- sleeps 18
“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.
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$1,026
Hoopers Island Bayside Studio, 360 Degrees WATER VIEWS near IRONMAN Cambridge
Fishing Creek apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
“What a fantastic stay!” As soon as we stepped out of our car, we felt like we hit the jackpot. The views in front and in back of the house are breathtaking, with water stretching to the horizons. Inside the house, we found all that we could need and more. The décor was adorable, though both aesthetically and functionally vintage. We found a very thoughtful welcome bag and bottle of wine on the dining table as soon as we walked in. A variety of items found throughout the house make for a very comfortable and carefree stay (including a blender, coffee maker, coffee, a wide variety of DVD/VHS movies, and more). The kitchen was fully stocked with all of the essentials, as well as a great assortment of spices. It truly feels like your home away from home. Fishing Creek is a modest town, but houses some of the friendliest people. There is only one general store and one restaurant – both terrific. We arrived at the general store five minutes after closing and they still opened the doors for us. The restaurant, Old Salty’s, has fast, friendly, and accommodating service and the food is very good. Not to mention, the largest and cleanest oysters we have ever tried. We spent much of our time relaxing and enjoying the amenities that the Haven provides. The screened porch makes for a wonderful place to have an outdoor dinner. The fire pit in the back kept us warm as we took in some of the most beautiful sunsets we have ever seen. We even caught a few crabs just off the dock up front, using the crab traps that Debi provided. Unfortunately, we found no luck with catching any fish. Debi was out of town during our stay, yet she still provided wonderful service. Her responses to text messages and e-mails were always very prompt. She left the Haven very tidy for us, and included a detailed instruction manual that covered scenario we may have come across. It’s obvious she puts a lot of thought into giving her guests a pleasant stay, and it surely pays off. We really enjoyed our time at the Haven, and have already talked about a possible return trip in the future. Thanks Debi!
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$206
Vintage Bungalow-cozy, walk to shops, water, free pkg.
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$474
St. Michael's Premier in Town Summer Cottage now with private pool!
St. Michaels house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$713
Perfect Annapolis with Lots of Parking & Hot Tub
Annapolis townhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$793
“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decorating, furnishings are tasteful and match the age and the imagery of the house. It is well equipped with comfortable bedrooms, adequate bathrooms and linens, utensils and staple supplies. We certainly will attempt to stay at this house again if we ever return to annapolis.
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$485
KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12
Kent Island house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
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$1,940
Responds fast! avg. 32 minutes
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$256
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$400
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$668
Ahoy! The Buccaneer awaits you just outside Annapolis - fenced-in yard and rec r
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$355
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$1,451
2 Bedroom Modern spacious Condo for rent close to Metro and Shopping, Wash DC.
New Carrollton condo
- 2 bedrooms
- 2 bathrooms
- sleeps 7
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$229
The Pool Opens May 9 - Stay poolside for 2024 Commissioning Week Pier & parking
Arnold house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$355
Private pier at Waterfront Kent Island home with Hot Tub (Open!)
Stevensville house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
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$456
Cozy Cool Spring waterfront apartment with pier mins to Annapolis
Arnold apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
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$177
Still Available for 2024 Commissioning Week - just 12 minutes to USNA with Priva
Severna Park house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$321
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$627
Beautiful Waterfront Home, Private Pool and Water Amenities- Sleeps 16
Cambridge house
- 5 bedrooms
- 3 bathrooms
- sleeps 18
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$856
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$679
Available 2024 Commissioning Week 13 mins to USNA Big Family Space
Severna Park house
- 4 bedrooms
- 2 bathrooms
- sleeps 14
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$127
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
St. Michaels house
- 6 bedrooms
- 6 bathrooms
- sleeps 12
Responds fast! avg. 38 minutes
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$2,282
Private Waterview Estate with 4 bedroom Suites & Hot Tub
Shady Side house
- 6 bedrooms
- 7 bathrooms
- sleeps 14
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$429
Steps from USNA Gates 1 & 3 with large private patio
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$408
DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12
Chester house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$1,940