Franklin Point State Park Rentals
From $254 per night (USD)VRBO
*Chesapeake Bayside Bungalow*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing three bedroom two bath home only 20 miles from Annapolis! You will be a quick walk away from the Chesapeake Bay ...
From $254 per night (USD)VRBO
From $290 per night (USD)Expedia
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A quiet, seaside escape awaits at this Shady Side vacation rental, hosting 3 bedrooms, 2 baths, at-home comforts and acc ...
From $290 per night (USD)Expedia
From $830 per night (USD)VRBO
Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Visit the magic of Annapolis during the Holiday Season Welcome to Sanare Estates! The ultra-private waterfront estate is ...
From $830 per night (USD)VRBO
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Chesapeake Bayside Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Beautiful 3-bedroom, 2-bath home just 20 miles from Annapolis, nestled in the charming neighborhood, a short wa ...
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From $161 per night (USD)VRBO
Chesapeake Bayside Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Charming 1-bedroom, 1-bathroom loft studio just a block from the bay, perfect for resting between adventures. L ...
From $161 per night (USD)VRBO
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Riverside Retreat - Views Galore. Near DC\/Baltimore and Annapolis, MD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Let the Riverside Retreat be your next home away from home! This light and airy home is newly renovated with waterfront ...
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From $241 per night (USD)VRBO
Calloway Drive Retreat | House in Shady Side
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Calloway Drive Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $241 per night (USD)VRBO
From $465 per night (USD)Expedia
Water views from every window of unique round house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Tucked between the Chesapeake Bay and 500 acres of state park, th ...
From $465 per night (USD)Expedia
From $132 per night (USD)VRBO
Chesapeake Bayside Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Recently updated 1 bedroom, 1 bathroom loft studio unit with fully equipped kitchen, Smart TV in bedroom and free high s ...
From $132 per night (USD)VRBO
From $400 per night (USD)Expedia
Waterfront Home on the Chesapeake Bay!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Expansive views of the Cheasapeake Bay, located on the West River this home is private, peaceful and immaculate. Home in ...
From $400 per night (USD)Expedia