Cottage holiday rentals in Ocean City

Cozy Beach Getaway in the Lovely Ocean Pines North

Welcome to our Cozy Beach Getaway!! ☀️🌊👙⛱️🐚🏖️🌞🌅⛅️ This beautiful and peaceful home is located in Ocean Pines North. 3 bedrooms, 2 bathrooms. Peaceful front porch and back deck. 🏡🏝️ Whether you’re looking for a summer family vacation, girls weekend getaway, or just a break from reality, this is the perfect place! Washer/dryer 🧺, two smart TV’s 📺, driveway fits 4 cars comfortably 🚗. Enjoy the hustling city of Ocean City during the day and stay in the tranquility and peaceful Ocean Pines at night! 🏖️💞☀️

Location · Value · Decor

"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.

Location · Family · Bathroom

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.

Value · Location · Comfort

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!

Location · Family · Wi-Fi

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.

Location · Family · Bathroom

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

Location · Family · Sleep quality

West OC Loveshack

We wanted to create a space dedicated to travelers who are looking for a sophisticated space in the heart of West Ocean City. Wine, dine, boat, fish, shop and unwind at the Loveshack. Open and airy with modern finishes that reflect our taste and travels. A mix of personal art work with clean neutral lines make it truly one of a kind. Totally renovated in 2020, with all new appliances and fixtures. 60” tv in living room and 50” in bedroom. New gas grill in semi private back courtyard.

Location · Family · Check-in

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.

Location · Value · Decor

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

Value · Location · View

Bungalow 611 | Quick to Assateague & OC

Nestled in a secluded cul-de-sac, this dog-friendly home offers a peaceful escape just 4.5 miles from downtown Ocean City. Enjoy nearby attractions like Eagle’s Landing Golf Course (1.5 miles), Sun Outdoors Frontier Town water park and western theme park, (2 miles) and Assateague National Park (4 miles). West Ocean City, less than 3 miles away, boasts great dining, supermarkets, and shops. Whether you seek relaxation or adventure, this cozy retreat is the perfect getaway!

Value · Location · Access

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Location · Family · Biking

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

Value · Location · Bathroom