Shady Side, MD, USA apartments for rent

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, ...

Charming 1920s waterfront home with beautiful views of the West River in Galesville. Enjoy your morning coffee on the waterfront porch. 3 bedrooms, 1 full bath, hardwood floors throughout. Updated kitchen w/ new appliances, quartz counters and separa...

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...

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...

Welcome to Idlewilde -- one of the Best-Kept Secrets of SOCO Maryland ! Tucked away on the serene tip of the peninsula in Shady Side, MD, just 24 minutes from Annapolis, lies the charming and picturesque community of Idlewilde. This delightful, fully...

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 & ...

Expansive views of the Cheasapeake Bay, located on the West River this home is private, peaceful and immaculate. Home includes private dock with boat lift, 1 car garage and a large open floor plan. Large family room over-looks the water with a be...

Charming 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take advantage of all the Chesapeake Bay has to offer during your stay. We have kayaks and supplies for crabbing. The home is located...

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...

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...

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 ...

Tucked between the Chesapeake Bay and 500 acres of state park, this round house sits on a peninsula with panoramic views to indulge the senses. Listen to and photograph eagles, ospreys, and songbirds just to name a few. Walk up to the sweeping vi...

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...

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...

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 ...

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...

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...

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....

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...

Extraordinary, Water View setting!! Welcome to this 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 ...