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Holiday Rentals in Annapolis

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26 rentals in Annapolis.
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Stunning Home in the Heart of Downtown Annapolis
3 bedrooms
5 bathrooms
Sleeps 11
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2. Private 20 acre waterfront estate - studio apt
1 bedroom
1 bathroom
Sleeps 2
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Beautiful Murray Hill Home (Annapolis)
4 bedrooms
3 bathrooms
Sleeps 9
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6 other travellers have booked this property
Annapolis Crows Nest Cottage: Chesapeake Bay View
5 bedrooms
3 bathrooms
Sleeps 21
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2 other travellers have booked this property
Charming and Spacious Annapolis Victorian
6 bedrooms
5 bathrooms
Sleeps 12
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31 other travellers have booked this property
Charming Townhouse - Steps to City Dock and USNA
3 bedrooms
2 bathrooms
Sleeps 8
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2 other travellers have booked this property
Walk to Shops/Eateries Charming Cottage. Dogs Wel.
3 bedrooms
1 bathroom
Sleeps 6
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2 other travellers have booked this property
*BOOK NOW* Beautiful Cottage in historic Annapolis
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Charming Artists Home in Eastport/Annapolis
3 bedrooms
4 bathrooms
Sleeps 6
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Excellent Location in Downtown Annapolis- walk to everything !
3 bedrooms
2 bathrooms
Sleeps 7
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4 other travellers have booked this property
Location,location,location,walk to city dock,free
2 bedrooms
1 bathroom
Sleeps 5
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Charming Eastport Home
3 bedrooms
4 bathrooms
Sleeps 8
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1 other traveller has booked this property
Annapolis Area Waterfront Home
5 bedrooms
4 bathrooms
Sleeps 11
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Perfect Annapolis with Lots of Parking & Hot Tub
4 bedrooms
3 bathrooms
Sleeps 10
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C/ean & Cozy
1 bedroom
1 bathroom
Sleeps 2
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3 other travellers have booked this property
Charming Annapolis Home w/ Yard - 5 Mins to Dwtn!
4 bedrooms
3 bathrooms
Sleeps 10
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Annapolis House w/ Patio in Bay Ridge Maryland!
3 bedrooms
4 bathrooms
Sleeps 6
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Annapolis Home w/ Bay Views - Near Naval Academy!
5 bedrooms
3 bathrooms
Sleeps 11
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Your Eastport Annapolis Haven!
3 bedrooms
2 bathrooms
Sleeps 8
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810 Annapolis House
3 bedrooms
2 bathrooms
Sleeps 8
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Downtown Annapolis Home, Walk to Navy Stadium
3 bedrooms
2 bathrooms
Sleeps 6
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The Heart of Historic Cool in Annapolis
5 bedrooms
3 bathrooms
Sleeps 10
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Charming Annapolis Waterview home
4 bedrooms
4 bathrooms
Sleeps 10
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Cozy Home in Historic Annapolis with Parking
2 bedrooms
2 bathrooms
Sleeps 6
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22 Fleet St. - Best Spot for Commissioning Week, Newly-Renovated & Historic!
3 bedrooms
3 bathrooms
Sleeps 6
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NEW! Charming Condo w/ Pool Access by Severn River
2 bedrooms
2 bathrooms
Sleeps 4
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