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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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$799
Pool and Bay Views on wrap around deck in Kent Island
Stevensville house
- 3 bedrooms
- 3 bathrooms
- sleeps 12
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$321
Great rentals within 20 miles that match your search
Vintage Bungalow-cozy, walk to shops, water, free pkg.
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$474
Waterfront Property, Kayaks, Private Dock, Near Town
St. Michaels house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$856
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
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
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$1,141
Responds fast! avg. 38 minutes
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$2,282
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
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$793
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$456
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$570
Match: Balcony or terrace
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$1,540
Match: Balcony or terrace
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$798
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$6,845
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
Perfect Annapolis with Lots of Parking & Hot Tub
Annapolis townhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$793
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$367
Parking at Stunning On Cloud 9 with private patio pet-friendly
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
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$500
Popular Historic Firehouse fully renovated with Parking and Pet Friendly
Annapolis house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$465
Still Available for 2024 Commissioning Week! Historic gem steps to USNA
Annapolis house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$465
Private Waterview Estate with 4 bedroom Suites & Hot Tub
Shady Side house
- 6 bedrooms
- 7 bathrooms
- sleeps 14
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$429
All newly renovated and ready for new guests at Eastport Retreat - private back
Annapolis house
- 6 bedrooms
- 6 bathrooms
- sleeps 14
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$785
Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the
Annapolis cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$407
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$394
Free Parking at Randall House in Downtown Annapolis
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 11
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$729
Waterfront pier, putting green just minutes from downtown Annapolis
Riva house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
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$725
Dog-friendly Shore Leave in waterfront Edgewater neighborhood with private patio
Edgewater house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$403
Waterfront Jolly Roger with Private Pier mins to Annapolis
Crownsville house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
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$454
New Luxury Lighthouse Inn with parking, private backyard, walkable to downtown
Annapolis house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
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$500
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$429
Take your Leave of Absence around gardens with driveway parking
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$426
Walk to Main Street from Waterfront Condo with pool and parking
Annapolis condo
- 2 bedrooms
- 2 bathrooms
- sleeps 7
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$407
Hanover House across from USNA Gate 3 with private back patio
Annapolis house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
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$465
Eastport Gem - Popular house walk to Downtown & USNA
Annapolis house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$400
Luxury Waterfront home with private pier and guest house
Annapolis house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
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$907
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$1,451
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