Search Holiday Homes in Western Shore of Maryland

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Western Shore of Maryland Holiday Homes

A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning
Enjoy cooking in the well-equipped kitchen with a central island, sink, and refrigerator.

A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning

3.0 star property
A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning
Peaceful Pet Friendly Chesapeake Escape 4 Bedroom Home
Enjoy cooking in this well-lit kitchen with a stainless steel refrigerator, oven, and sleek cabinetry.

Peaceful Pet Friendly Chesapeake Escape 4 Bedroom Home

3.0 star property
Peaceful Pet Friendly Chesapeake Escape 4 Bedroom Home
Cozy Coastal Retreat In The Heart Of Annapolis 3 Bedroom Townhouse
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, toaster, and dishwasher.

Cozy Coastal Retreat In The Heart Of Annapolis 3 Bedroom Townhouse

3.0 star property
Cozy Coastal Retreat In The Heart Of Annapolis 3 Bedroom Townhouse
Epic Views Of The Severn River Await You! 3 Bedroom Home by Redawning
Relax in this serene bedroom with a large bed, two nightstands, and a ceiling fan.

Epic Views Of The Severn River Await You! 3 Bedroom Home by Redawning

3.0 star property
Epic Views Of The Severn River Await You! 3 Bedroom Home by Redawning
12 M to Naval Acadmey Waterfront Calming Paradise
Relax on the deck overlooking the calm lake, with a view of boats docked below.

12 M to Naval Acadmey Waterfront Calming Paradise

2.0 star property
12 M to Naval Acadmey Waterfront Calming Paradise
Waterfront 4BR 1st Floor Master Family Ready Bwi
Enjoy cooking in this well-equipped kitchen with a central island, dishwasher, and stainless steel sink.

Waterfront 4BR 1st Floor Master Family Ready Bwi

2.0 star property
Waterfront 4BR 1st Floor Master Family Ready Bwi
Entire Home - Work From Home Ready
Children’s play area – outdoor

Entire Home - Work From Home Ready

2.0 star property
Entire Home - Work From Home Ready
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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