Annapolis House Rentals
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392 rentals in Annapolis.
Amazing views, short walks to great dining!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Location is perfect and a big bonus we have our own parking at the home!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Stunning Waterfront Cottage with Breathtaking Views!
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Cozy suite Located in Presidents Hill
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Holiday Rental House
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Charming Historic Annapolis Home With Two Off-street Parking Places!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Freshly renovated 3-story home 1 block from USNA!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Charming garden row home, easy 4 block walk to the heart of Annapolis.
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La Maison - Stunning waterfront views with pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Downtown Annapolis Townhome ! Beautiful!!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Location Location Location!!!50 Steps from Main Street and all of the action
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Welcome Aboard the Kathleen Marie!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Waterfront Annapolis Home: Fire Pit & Fishing Pier
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Holiday Rental House
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Nautical Feel to This Beautiful Eastport Home
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Holiday Rental House
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Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Private Waterfront Woods | Dock, Kayaks, Views
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps, Holiday Rental House
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Historic Annapolis Home 1.5 blocks from center of town.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Charming Historic Townhouse Steps From USNA
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps, Holiday Rental House
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Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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One of a kind renovation in the center of it all - THE BEST LOCATION DOWNTOWN !
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Cozy Cottage by the Beach - WaterviewMinutes from Downtown Annapolis
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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Coastal Cabins.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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History & Charm steps from Main Street and City Dock
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Holiday Rental House
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Adorable home steps from Navy Stadium!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Holiday Rental House
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Tastefully decorated fully-equipped Eastport Annapolis house with water views
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Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Holiday Rental House
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Recently Renovated Annapolis Home - Conveniently Located
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Holiday Rental House
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Secluded Cozy Cottage in Historic Downtown
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Holiday Rental House
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Renovated historic apartment
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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“Athens of America,” Annapolis Apartment One B
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Downtown Annapolis Park
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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Renovated historic apartment
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Holiday Rental House
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Hyde Park Hideaway
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Annapolis Garden Suite
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Jode's Retreat "Your home away from home
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Cottage for Rent
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, Holiday Rental House
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Charming Charles Retreat- The perfect space for fun and relaxation!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Historic 3 Bedroom Downtown Annapolis Townhome
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Walk everywhere . . .just minutes to historic Annapolis, Updated.
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Go Navy West Annapolis home
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Belle By the Bay- Great location and parking!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Historic District"Crab Cakes and Football"
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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