Vacation rentals with a fireplace in Ocean Pines

4.91 out of 5 average rating, 44 reviews

An outdoor dining area is set along the bay, featuring numerous tables and chairs under palm trees. Guests are gathered, enjoying the sunset reflected over the water. String lights are hung above, creating a festive atmosphere as colorful clouds frame the scene.

Condo in Ocean City

OCMD family vacation rental 2BR, 2BA, Pool.

Top floor end unit with large (private) wrap around balcony giving views of the ocean and bay! (54th street Bayside, 1 block from the beach). This 2 bedroom/2 bath is nicely furnished and can accommodate 8 guests. The kitchen is fully equipped with full sized fridge, microwave, dishwasher, washer/dryer, whirlpool tub, central A/C, cable and wifi. Location is perfect for walking to restaurants, miniature golf, shops and nightlife. Rental includes: pool/Hot tub, fitness center,two parking spots.

An open living space showcases a modern design with high ceilings and exposed beams. A comfortable sectional sofa sits adjacent to a glass coffee table. A dining area is featured in the background, with a wooden table and bright chairs, while a TV is positioned to the side.

5 out of 5 average rating, 46 reviews

hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

4.94 out of 5 average rating, 176 reviews

A contemporary exterior is showcased with a wooden sign displaying the number 102. Below the sign, a lush green plant adds a touch of life to the entrance, enhancing the welcoming atmosphere.

Condo in Ocean City

Modern Oceanside 42nd st 2bed 2bath sleeper sofa

Gorgeous 2 bed, 2 bath 1st floor condo is on 42nd st. Ocean side! Newly renovated, modern and clean condo sleeps 8 (air mattress for 2)has everything you need to feel like you’re at home away from home! Beautifully decorated and complete with stainless steel appliances, fully equipped kitchen, WiFi, a color changing gas fireplace, 80” tv, and is furnished with linens and towels. Just steps to the beach, convention canter and walking distance to the bars such as Seacrets, Coconuts and Taphouse.

Superhost

The exterior of a cozy A-frame cottage is surrounded by tall trees, showcasing a blend of wood and glass elements. A large deck with vibrant Adirondack chairs is featured in front of the cottage, inviting outdoor relaxation amidst a natural setting.

4.87 out of 5 average rating, 31 reviews

Captivating A-Frame in beautiful, Ocean Pines

Full week rentals only during summer season -Memorial day through Labor day. Sweet cottage, offering a beautiful, quiet respite, just(6 mi.) to all Ocean City. Md attractions. Access to neighborhood beaches, pools, the OP Yacht club/restaurant, Tangier outlets, Assateague State park, many restaurants, golfing and walking trails. No rentals under 25 yo. Please note: FULL WEEK RENTALS ONLY during Summer season- MEMORIAL day through Labor day- Sat or Sun check-in/out-@$1,750.Sec deposit: $500.

A wooden deck is lined with tables and chairs, providing ample seating. The beach is visible beyond the deck, with palm trees dotting the sandy area. A clear blue sky stretches overhead, creating a relaxed coastal atmosphere.

4.98 out of 5 average rating, 117 reviews

Camelot

HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

Superhost

A serene lake view showcases the wooden gazebo surrounded by calm water. Lush green trees frame the scene, while cozy homes with gray roofs are positioned across the lake, offering a peaceful and inviting atmosphere.

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright, charming living/dining rooms with seating for six. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with great view of lake and fireplace in living room! Professionally cleaned between guests.

An open living space features a large sectional sofa accompanied by light-colored side tables. A 75-inch TV is mounted on a neutral-toned console. Warm wooden flooring contrasts with the light walls, while two ceiling fans provide ventilation above. Natural light floods the area through an archway.

5 out of 5 average rating, 15 reviews

Sunshine at Ocean Pines

Welcome to Sunshine at Ocean Pines, where endless amenities await. Enjoy swimming pools, parks, boating, golfing, and walking/biking paths just steps from your door. This charming home boasts 3 bedrooms, 2 full baths, and a fully equipped kitchen with seating for 6. Relax in the cozy living room with a large sofa, loveseat, and 75” TV by the fireplace (seasonal). The Florida room offers a surfboard-style table with 4 chairs, plus a sofa, loveseat, and TV. Complete your stay with a campfire.

4.99 out of 5 average rating, 150 reviews

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!

4.9 out of 5 average rating, 84 reviews

Townhouse in Ocean City

Sandy Toes 1

This three bedroom waterfront townhome is sure to impress you. It has been lovingly maintained. This charming home has 3 levels, a wood burning fireplace for chilly evenings, a terrific deck off of living room to enjoy the waterfront view and a boat slip. The second level offers balconies off of each of the two bedrooms. The third level offers its own private space with a double bed. Central A/C. Flat screen TVs in all bedrooms and living room. This unit comes with two parking spaces.

Townhouse in Bethany Beach

A bright bedroom features a spacious bed with a quilt and a light-colored throw draped over it. A Smart TV is mounted on the wall opposite a window with sheer curtains, allowing natural light to filter through. A dresser and hooks for hanging items are visible.

4.9 out of 5 average rating, 102 reviews

Beach Pebble Square, 1 BLOCK TO BEACH!

Spacious, cozy, townhome one short block from beach! Open floor plan with cathedral ceiling in living room and full renovations throughout make this home fresh and ready for guests! The bedrooms are simple and well appointed. The king bedroom suite has a private deck, private bathroom, and double closets with a Smart TV. The second bedroom has a queen bed, bunk beds w/a trundle and a shared bathroom. The loft is cozy and cool, with two trundle daybeds, a full bed, and extra seating!

4.94 out of 5 average rating, 17 reviews

An outdoor seating area is presented with a durable wooden pergola overhead, featuring a comfortable arrangement of light-colored cushions on woven furniture. A coffee table is centered within the seating, and glimpses of nearby buildings and greenery are visible in the background.

Townhouse in Ocean City

Luxurious & Location 94th st

This stunning bay view townhouse is the perfect blend of luxury,comfort and relaxation.Step outside to the porch,a perfect spot for outdoor dining,mornings coffee,relaxation or simply enjoying a quiet evening under the stars.This prime location offers within 200-300 ft both a tennis court,basketball court and grocery store.Embrace the coastal lifestyle and experience. This townhouse features two spacious living rooms ideal for cozy family gatherings.