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!

The Cove Cottage, West Fenwick

Enjoy a stylish experience at our centrally-located boutique home! Music Lover? Walk to Freeman Stage for the summer concert series! Avid golfer? Steps away from the Bayside Resort Golf Club. Here to unwind? Happy hour by the bay any day! Want a little exercise? Stand up paddle board and bike rentals minutes away! Need convenience? Dash to local amenities! Beach goer? A quick jaunt to the best of the DE beaches! Foodie? Take a short excursion to fine dining on the shoreline!

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.

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.

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.

Charming Canal Front Cottage

Canal front cottage perfect for relaxing and fun filled vacations in close proximity to Ocean City, Ocean Downs Casino, and Assateague Island. Ocean Pines offers many amenities including pools, golf course, skate park, racquetball, and dog park. This charming updated two story canal front cottage is located on Ocean Parkway minutes from Route 90. Please note that renters will be asked to sign a Vacation Rental Agreement.

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.