Chesapeake Bay Vacation Rental Estates(22)
The Point of It All-Near Annapolis, Washington D.C., Baltimore
- 6 Bedrooms,
- 6 Bathrooms, Sleeps 14
$5,425 -
$6,475
per week
7 night Minimum Stay
- 6 BR,
- 6 BA,
- Sleeps 14
Year Round Waterfront Estate / Family Reunions - Sleeps 26
- 7 Bedrooms,
- 6 Bathrooms,
- 1 Half Bath, Sleeps 26
- 7 BR,
- 6 BA,
- 1 HF BA,
- Sleeps 26
Premium Waterfront Estate Property - $7,500/Week -
- 5 Bedrooms,
- 7 Bathrooms, Sleeps 10
- 5 BR,
- 7 BA,
- Sleeps 10
Luxury home with pool and deep water dock.
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
- 4 BR,
- 4 BA,
- Sleeps 8
New listing with rural country charm, pool, and a deep water dock
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$350 -
$550
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
Luxurious and Extremely Private Waterfront Estate
- 9 Bedrooms,
- 7 Bathrooms,
- 2 Half Baths, Sleeps 20
$11,500
per week
2 night Minimum Stay
- 9 BR,
- 7 BA,
- 2 HF BA,
- Sleeps 20
Magnificent Vacation Rental home - 'Compass Rose' with pool and dock
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$5,502
per week
7 night Minimum Stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
St. Michaels Premier Waterfront estate close to town, golfcourse, Harbor,Museum
- 6 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 12
- 6 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 12
Beautiful and Very Private Historic Waterfront Estate House
- 6 Bedrooms,
- 5 Bathrooms,
- 1 Half Bath, Sleeps 12
- 6 BR,
- 5 BA,
- 1 HF BA,
- Sleeps 12
Waterfront vacation on a private, historic estate
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
Eastern Shore Waterfront Estate, Private Beach, Deep Water
- 8 Bedrooms,
- 6 Bathrooms,
- 1 Half Bath, Sleeps 15
- 8 BR,
- 6 BA,
- 1 HF BA,
- Sleeps 15
Willows on the Miles - Private, waterfront farmhouse estate- Miles River
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 12
- 5 BR,
- 3 BA,
- Sleeps 12
Longview -- Waterfront Estate w/ Pool & 3+ Acres
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 5 BR,
- 3 BA,
- Sleeps 10
Relaxing New Waterfront Retreat W/ Private Pier, Pool & Kayaks
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 11
$500 -
$700
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 11
Island Estate - On Historic Potomac River - 600' Private Beach
- 6 Bedrooms,
- 4 Bathrooms,
- 2 Half Baths, Sleeps 17
$4,550
per week
7 night Minimum Stay
- 6 BR,
- 4 BA,
- 2 HF BA,
- Sleeps 17
Waterfront Country Estate Featured in Chesapeake Life Magazine
- 10 Bedrooms,
- 1 Half Bath, Sleeps 26
$5,005 -
$7,000
per week
7 night Minimum Stay
- 10 BR,
- 1 HF BA,
- Sleeps 26
Brittland Manor
- 11 Bedrooms,
- 8 Bathrooms,
- 1 Half Bath, Sleeps 26
- 11 BR,
- 8 BA,
- 1 HF BA,
- Sleeps 26
Amazing Waterfront Estate Mins from Annapolis & St Michaels
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 16
- 5 BR,
- 5 BA,
- Sleeps 16
Exclusive Chesapeake Bay 250-Acre Estate - Beach,Pool,Dock
- 11 Bedrooms,
- 7 Bathrooms,
- 1 Half Bath, Sleeps 34
- 11 BR,
- 7 BA,
- 1 HF BA,
- Sleeps 34
Beautiful, Quiet, Waterfront Home Close to St. Michaels/Easton
- 5 Bedrooms, Sleeps 13
- 5 BR,
- Sleeps 13
2 Acres Waterfront Estate 20 Minutes from Annapolis/U~S~N~A~
- 4 Bedrooms, Sleeps 10
- 4 BR,
- Sleeps 10
Escape to Kent Fields Farm a Country Estate for All Seasons.
- 4 Bedrooms, Sleeps 12
- 4 BR,
- Sleeps 12
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