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Match: Rental types TV
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$276
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$229
Great rentals within 20 miles that match your search
“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.
Match: Rental types TV
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$488
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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$453
Vintage Bungalow-cozy, walk to shops, water, free pkg.
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types TV
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$476
“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.
Match: Rental types TV
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$459
KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12
Kent Island house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
Match: Rental types TV
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$1,950
DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12
Chester house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Match: Rental types TV
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$1,950
Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can
Stevensville house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
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$803
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$1,147
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$401
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$573
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$683
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$207
Nice ambient 5BDR with fast WiFi near Airport & Casino
Riviera Beach house
- 5 bedrooms
- 3 bathrooms
- sleeps 12
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$573
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$671
Beautiful Kent Island 4BR, Perfect Location, Close to Chesapeake Bay Beach Club!
Chester house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
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$459
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$274
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$802
Private Beach Access, Onsite Kayaks and Shared Boat Ramp
Chestertown house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Match: Rental types TV
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$258
Annapolis Charm™ Waterfront Chesapeake Bay Getaway - Private Pier - Near USNA
Cape Saint Claire house
- 2 bedrooms
- 1 bathroom
- sleeps 6
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$402
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$253
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$688
River Breezes with a private pier, parking and billiards room
Severna Park house
- 4 bedrooms
- 3 bathrooms
- sleeps 13
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$466
Steps to Gate 1 and Free Parking at Naval-Academy Themed Home
Annapolis house
- 4 bedrooms
- 2 bathrooms
- sleeps 11
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$610
Sprawling Family home on a Cul De Sac sleeps 10-14!
Severna Park house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
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$382
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
Steps from USNA Gates 1 & 3 with large private patio
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types TV
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$408
Free Parking at Randall House in Downtown Annapolis
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 11
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$729
Free Parking with private fenced-in backyard with pool table at Weekender
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types TV
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$292
Private pier by Kurtz Beach pet-friendly Dock of the Bay
Riviera Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
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$424
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
Annapolis house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Rental types TV
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$359
Free Parking at Admiral's Retreat, 1 mile to Stadium, Backyard, all on one level
Annapolis house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
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$338
Pool and Bay Views on wrap around deck in Kent Island
Stevensville house
- 3 bedrooms
- 3 bathrooms
- sleeps 12
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$321
New Luxury Lighthouse Inn with parking, private backyard, walkable to downtown
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
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$500
Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces
Annapolis house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
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$355
Stay just steps from the Waterfront in the modern Historic Fleet's Inn
Annapolis house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$405
Private pier at Waterfront Kent Island home with Hot Tub (Open!)
Stevensville house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Rental types TV
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$416