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View more Shady Side properties
House
4.71

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Property ID: 564527Shady Side, MD, US
Sleeps 63 BR2 BA
Book with confidence

Most trips qualify for free 48 hour cancellation. Add dates for more information.

Description

Steps from the bay, curate all of your favorite vacation memories at the Calloway Drive Retreat! Spacious, tastefully decorated, and ready to host - this lovely home boasts comfortable furnishings and modern amenities. Hang out inside amongst the cool air of the partial air conditioning while cooking, streaming your favorite shows, and refreshing your vacation garb in the private washer/dryer.

Amenities

  • Essentials
  • Central Heating
  • Deck
  • Wireless Internet (WIFI)
  • Kitchen
  • Cable/Satellite TV
  • Washer

Map

Location Details

Less than 20 miles from your stay, discover the Franklin Point Park Beach, Captain Avery Museum, Beverly Triton Nature Park, Renditions Golf Course, Chesapeake Beach Water Park, and Historic Annapolis.

Reviews

4.71
14 reviews

  • 5/5
    Shawn
    Published January 21, 2026

  • 5/5

    Wonderful place to stay. The water is an added bonus!

    *This review was originally posted on Vrbo

    Jeffrey
    Published January 13, 2026

  • Charming cottage in a beachy community

    5/5

    Loved the location of this cottage and the amenities that the rental and the neighborhood afford. We loved riding bikes around the neighborhood, to the beach and pier, and generally enjoying the proximity to the Bay. The home is well appointed with laundry, a fully equipped kitchen, and fast internet. Highly recommend this place, especially for families.

    Rachel
    Published December 18, 2025

  • Great Host!

    5/5

    The host was willing to work with us and helped us out tremendously. Very Clean and a great location. Couldn't ask for a better place.

    Luke
    Published December 18, 2025

  • The great quiet

    5/5

    It is just the perfect space to spend quality time with your family. The beach is in walking distance! So awesome!!

    Doug
    Published December 18, 2025
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Add dates for prices
4.71
14 reviews

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Guests
Select Guests
  • This property has a maximum occupancy of 6 guests, not including infants.
  • Pets are not allowed at this property.
Adults
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Children
Ages 2-12
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