Cottage vacation rentals in Ocean City

A single-story home sits nestled among lush greenery, featuring a welcoming front porch with a wooden railing. A set of steps leads up to the entrance, flanked by large windows adorned with green shutters, complementing the home's neutral exterior.

4.9 out of 5 average rating, 168 reviews

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! 🏖️💞☀️

4.9 out of 5 average rating, 50 reviews

The cottage exterior features a welcoming design with a red front door, surrounded by a gravel pathway and lush greenery. Large windows brighten the facade, while a porch with railings offers a relaxing space to enjoy nature.

Cottage in Selbyville

"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.

4.9 out of 5 average rating, 259 reviews

The exterior of a charming cottage is surrounded by green grass and trees. The wooden shingle siding complements the white trim around the windows and doors. A pathway leads to the entrance, and an American flag is displayed on the front porch, hinting at a welcoming atmosphere.

Cottage in Ocean View

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.

4.99 out of 5 average rating, 181 reviews

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

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!

4.96 out of 5 average rating, 80 reviews

Cottage in Selbyville

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!

The exterior of a charming blue cottage is surrounded by lush greenery and vibrant pink flowers. A spacious front porch is visible, complete with white railings. The entrance features an arched window above the door, creating an inviting entrance that blends with the natural surroundings.

4.94 out of 5 average rating, 49 reviews

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.

4.92 out of 5 average rating, 133 reviews

A charming beach cottage features a welcoming front entrance with a brick pathway. Lush greenery and blooming flowers line the yard, complementing the light-colored exterior. Several windows allow natural light to brighten the interior, with distinctive architectural elements reflecting its historic character.

Cottage in Bethany Beach

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.

Superhost

A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.

Cottage in Bethany Beach

4.83 out of 5 average rating, 269 reviews

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.

4.75 out of 5 average rating, 93 reviews

An inground pool is centrally located within a fenced backyard, surrounded by a grassy area. A seating arrangement is visible near the pool, along with a grill positioned nearby. Sunlight reflects off the water, creating a bright and inviting space.

Cottage in Ocean City

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

The exterior of the two-story cottage is surrounded by lush green bushes, with a welcoming wooden staircase leading to a spacious front deck. Large windows provide ample natural light, while the beige siding complements the brown roof.

4.87 out of 5 average rating, 60 reviews

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.

The exterior of the cottage is displayed, featuring a welcoming front porch with seating. Lush greenery surrounds the home, and a gravel pathway leads to the entrance. Large windows allow natural light, and a decorative plant is positioned near the entrance.

4.98 out of 5 average rating, 54 reviews

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.

A cozy living area is highlighted by a comfortable striped sofa facing a light coffee table. A soft yellow armchair sits nearby, accompanied by a lamp. Sunlight filters through the large windows adorned with fabric valances, creating a bright and inviting space.