Shady Side, MD, USA apartments for rent

Enjoy breathtaking Chesapeake Bay views from this charming rental home in the quaint community of Felicity Cove. The ground level features a bedroom, a full bath, a living room, and a second kitchenperfect for in-laws or guests. The main living area ...

This beautifully remodeled beach house offers coastal living at its best! With new flooring throughout and plenty of stylish updates, the main level features an open floor plan with tall ceilings and a kitchen with a bar area perfect for casual dinin...

Welcome to our waterfront oasis on Parish’s Creek just off of the Chesapeake Bay! Our spacious house is the perfect retreat for fishing enthusiasts, nature lovers, and those seeking a serene getaway. With a private pier, kayaks, and easy access to ne...

Welcome to this stunning corner lot home located in the charming town of Shady Side, MD! This spacious 4-bedroom, 3-bathroom home boasts a serene water view that will take your breath away. The main level features gorgeous hardwood floors and a stone...

Welcome to our charming waterfront cottage nestled on the serene shores of the West River! Perfectly positioned with a 300-foot pier stretching out into the glistening waters, this retreat promises an unforgettable escape with a myriad of amenities t...

A quiet, seaside escape awaits at this Shady Side vacation rental, hosting 3 bedrooms, 2 baths, at-home comforts and access to the neighborhood’s amenities - including a boat launch, pier, and more! Enjoy peaceful mornings strolling along the shore, ...

Tenant still in process of moving. Contemporary with hardwood floors, gas fireplace and vaulted ceilings. Fenced rear yard for privacy. Storage Shed. Community access to private swimming and picnic area. Members only boat ramp....

Gorgeous view, expansive covered back porch with fans & cascading stairs down to paver patio, fire pit and a dock where you catch an abundance of crabs! Large master suite with huge bath offering over-sized frameless glass shower, deep soaking tub & ...

Only one house between you and the Bay -- this whimsical furnished OR unfurnished staycation home is a perfect gem providing delightful updates and the luxury of life on the Chesapeake Bay. Located in the highly sought-after community of Idlewilde --...

5-years-young Stunning home with OPEN concept, soaring ceilings, hardwoods, gas fireplace, separate laundry room, backyard patio & gorgeous finishes! Enjoy all that the Chesapeake Bay area has to offer -- amazing restaurants & tiki bars, parks...

Our comfortable and relaxing studio is a quiet retreat with a fantastic view while still only a 30 minute drive to Annapolis, and an hour drive to Washington DC or Baltimore. Situated in a charming waterfront and sailing community, this separate and ...

A beautifully furnished quiet oasis to kick back and relax or if you are fast paced, you can visit many of the attractions and bars in the area⭐️Marina located right across the street for anyone who would like to bring kayaks, boats and/or jet sk...

A perfect getaway spot, on a peninsula on the West River just across from Galesville. Houses on the point are mostly waterfront and neighbors are friendly and quiet. Say hi or just enjoy the sunset from the porch or the dock. Kitchen is fine for cook...

This wonderful home is located just a few blocks from the Chesapeake Bay and offers an inviting front porch perfect for relaxing. The spacious living room features recessed lighting throughout the main level. The kitchen, with its center island, open...

New listing on VRBO!! Please see other sites for 50+ reviews on this property.New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any co...

Our charming carriage house, nestled in privacy on 42 acres, offers a relaxing Adirondack-type getaway for up to 5 guests. Just17 miles from Annapolis and 3 miles from the historic waterfront community of Galesville, the carriage house is close to al...

Pier Relaxation with the whole family at this peaceful place to stay on the Chesapeake Bay! Fishing or crabbing from the community pier. Less than an hour to DC or 30 minutes to Annapolis. Pet friendly!...

Tenant still in process of moving. Contemporary with hardwood floors, gas fireplace and vaulted ceilings. Fenced rear yard for privacy. Storage Shed. Community access to private swimming and picnic area. Members only boat ramp....

Welcome to Sanare Estates! The ultra-private waterfront estate is like your own luxury resort, located on 20+ Acres with over 800 feet of waterfront with a private pier and boat house. The exceptional one-of-a-kind custom home has over 7,500 square f...

Hole In the Wall Farm I is a large open concept home situated on 42 picturesque acres just 15 minutes from Annapolis. If serenity & nature are what you're looking for, then you've found it! This private retreat with inground pool boasts a large famil...

Calloway Drive RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Steps from the bay, curate all of your favorite vacation memories at the Calloway Dr...

Only one house between you and the Bay -- this whimsical furnished OR unfurnished staycation home is a perfect gem providing delightful updates & the luxury of life on the Chesapeake Bay. Located in the highly sought-after community of Idlewilde -- t...