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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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$1,117
Location Location! St Michaels-- In Town Cottage!
St. Michaels house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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$352
Waterfront Property, Kayaks, Private Dock, Near Town
St. Michaels house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$859
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$6,870
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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$716
Responds fast! avg. 38 minutes
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$2,288
CHESAPEAKE MANSION - NEW POOL/12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood house
- 8 bedrooms
- 10 bathrooms
- sleeps 12
Responds fast! avg. 38 minutes
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$2,860
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$795
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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$2,288
Luxury Waterfront - 40 Acre Estate - Swimming, Boating, Activities
Royal Oak manor house
- 25 bedrooms
- 25 bathrooms
- sleeps 50
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$7,426
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$1,885
Great rentals within 20 miles that match your search
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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$1,945
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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$1,945
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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$801
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$1,144
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$400
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$401
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$571
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
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$223
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$681
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Annapolis apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
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$223
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$680
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$429
Free parking Historic Union House Downtown with private patio
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$403
Historic Carriage House in the Heart of Downtown Annapolis
Annapolis house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$343
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
Take your Leave of Absence around gardens with driveway parking
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$426
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$429
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
1 Block to USNA with Chapel Views big back patio and off-site parking!
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
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$465
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
Annapolis house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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$359
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$367
Free Parking with private fenced-in backyard with pool table at Weekender
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$378
"Around the corner" from everything, private backyard and parking!
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$384
Free Parking at Randall House in Downtown Annapolis
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 11
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$729
Pool and Bay Views on wrap around deck in Kent Island
Stevensville house
- 3 bedrooms
- 3 bathrooms
- sleeps 12
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$321
Walk to Main Street from Waterfront Condo with pool and parking
Annapolis condo
- 2 bedrooms
- 2 bathrooms
- sleeps 7
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$407
Eastport Gem - Popular house walk to Downtown & USNA
Annapolis house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$400