Cottage holiday rentals in Ocean City

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

Welcome to West Fenwick! Our beach cottage is the perfect getaway, complete with a hot tub. Located on the 15th hole of the Bayside Golf Club, guests can enjoy bird watching, biking, golfing, and exploring nature trails in the area. The cottage boasts a full kitchen, high ceilings, 50A EV charger and a serene atmosphere. Within walking distance to Freeman Stage, Harris Teeter, and Starbucks. There is a community beach and plenty to do in the neighborhood including tot lot and walkable amenities.

Basil Cottage at Good Earth, near Bethany Beach

Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD

Welcome to the blue beach bubble. Located just 5 miles from Ocean City and 25 minutes from Assateague, our cottage is the perfect place to let your cares meltaway. Not just for summertime fun - our home is ideal for a cozy winter getaway! Situated on a quiet cul-de-sac providing a safe space for the kids to play. 3 bedrooms/2 baths, this home comfortably sleeps 6 1 King (with 42” TV) 1 Full 2 twin beds (bunk) We also have 1 roll out cot (adult) and 1 pack and play for younger guests.

West OC Cozy Cottage - Minutes to the beach!

Welcome to your perfect coastal retreat in the heart of West Ocean City! This charming 2-bedroom cottage offers the ideal mix of comfort, convenience, and privacy—perfect for families, friends, or couples looking to relax and recharge near the beach. Tucked away on a quiet street just minutes from the Boardwalk, Assateague Island, and local marinas, our cottage features: 🌿 2 Cozy Bedrooms 📶 Fast Wi-Fi & Smart TV ❄️ AC 🍳 Fully Equipped Kitchen 🚗 Free Parking 🎣 Close to Everything

Historic Bethany Beach Cottage Short Walk to Beach

Quaint, historic beach cottage only 1½ blocks from the beach and only one block from downtown Bethany Beach! 4 min WALK to EVERYTHING - beach, boardwalk, restaurants, shopping, playground, mini golf and free outdoor concerts! 5 BRs (sleeps 16), 2 full & 2 half baths. Enclosed front, side & back porches & gazebo. Outdoor dining. Outdoor shower, gas grill, bikes, beach chairs, backyard. Fully-equipped kitchen w/dishwasher. WiFi, A/C, DirecTV, laundry. Off-street parking for 4 cars.

Our Little Cottage

Adorable 1940’s Bungalow remolded with all the modern conveniences of today. The backyard is equipped for fun with an inground pool and fire pit. The perfect location short walk to restaurants and shopping. Homer Gudelsky park located on the assawoman bay is in walking distance . Bring your boat the public boat ramp is just around the corner as well as the park and ride to take you to our world famous Boardwalk. We are also with in 15 minutes of Assagategue

Country Cottage -7 Miles from Fenwick Island Beach

Welcome to PopPop’s Place. This is a cozy, 1,000 sq. ft. 1 bedroom 1 bath cottage that has been on our family’s 20 acre property for more than 60 years. It is located 7 miles west of Fenwick Island, DE and North Ocean City, MD. While we are close to the beaches and attractions, we are also close to multiple golf courses, inland bays for kayaking, crabbing, fishing, entertainment at Freeman Stage-Bayside and many other fun vacation activities.

3-bedroom cottage in Ocean Pines

Beautiful, comfortable 3-bedroom cottage perfect for families and adults looking for a quiet, relaxing stay. 10 minutes to Ocean City beaches and a short drive to the Assateague Island National park. Ocean Pines amenities include 5 pools (available w/per-use fee), crabbing piers, basketball courts , biking, hiking, golfing, skateboard park, boating, fishing, along with restaurants, shopping and a weekly farmers market.