Vacation Rentals By Owner In Ocean Pines, MD

A Waterfront Retreat with All the PerksbrbrWelcome to your perfect getaway on the banks of the St. Martin River! This spacious waterfront home is a true hidden gem—offering the ultimate blend of relaxation, fun, and comfort.brbrStart your mornings with coffee on the expansive deck as the sun rises over the water, or cast a line from your private dock for a little fishing or crabbing. The backyard has been transformed into your very own beach oasis, complete with a picnic table, cozy fire pit, Adirondack chairs, and beach loungers—perfect for soaking up the coastal vibe. After a day of adventure, rinse off in the warm outdoor shower before settling in for the evening.brbrInside, the home features three comfortable bedrooms, including a first-floor primary suite with its own en suite bathroom. The two additional bedrooms are located on the second floor, offering a bit of separation and privacy for families or groups. All showers are equipped with grab bars for added comfort and accessibility.brbrThe large open living room features vaulted ceilings and a smart TV, while the sunroom—wrapped in windows—offers stunning waterfront views and a cozy spot for board games or afternoon lounging. Whether you're curling up with a book, enjoying a friendly game night, or taking a well-deserved nap, there’s space for everyone to unwind.brbrThe fully stocked eat-in kitchen makes meal prep a breeze—and when it’s time to dine, slide open the doors and enjoy your meal al fresco on the deck. At sunset, gather around the fire pit for s’mores under the stars and end the night in one of the plush, cozy beds for a restful sleep.brbrNeed anything during your stay brWe have a local property manager, Imry Dudau, who will reach out before your arrival and provide her direct cell number. She’s available throughout your stay for any questions, concerns, or after-hours emergencies, ensuring you’re well taken care of.brbrLooking to explore brUse the included Beach Club parking pass to enjoy the Ocean Pines Beach Club just across the bridge in Ocean City. This private beachside spot includes bathrooms, showers, an outdoor pool, and a bar & grill. Closer to home, you can stroll through the local farmers market on Saturday mornings, hit the tennis or pickleball courts, let the kids loose on the many playgrounds, or play a round at one of the five area golf courses. Don’t forget to visit Assateague State Park to hike the trails, relax on the beach, and spot the famous wild ponies!brbrHeading into Ocean City brSpend the day at Jolly Roger’s Waterpark, play mini-golf, walk the iconic boardwalk, or grab a burger at Brass Balls Saloon. After dinner, check out one of the large arcades and top it off with a classic twist cone from Dumser’s Dairyland.brbrIncluded AmenitiesbrbrGround coffee, Keurig pods & creamersbrbrStarter pack with shampoo, conditioner, body wash, dish soap, sponge, dishwasher pods, laundry detergent, toilet paper & paper towelsbrbrUse of beach chairs, crab pots, kids’ toys, boogie boards, and more (based on availability)brbrPlease Note:brAll community pools require a per-person, per-day fee.

Waterfront Wonder: A Retreat with Stunning Views

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$434.0

Relax with the whole family at this peaceful woodsy retreat blocks from the water. With plenty of bright living space in the main room, sunroom, giant deck and backyard there’s room to spread out.brbrWe’ve stocked all the things you need for a family vacation — games, puzzles, books, grilling supplies, outdoor games, ping pong table and a record player.brbrIn five minutes you’re at a small beach or the pool (for a small fee). In ten minutes you’re in Ocean City.

Cozy, Bright Beach Retreat In The Woods (Great for Pets & Kids!)

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$692.57

This beautiful home is nestled on a canal located just off the Saint Martin River in Ocean Pines Maryland. The quiet town of Ocean Pines is a short drive away from Ocean City, MD’s fabulous beaches, boardwalk, shops, restaurants, incredible golf, mini golf, Ocean Downs casino, Tanger Outlets, Assateague Island, Frontier Town, go carts and much more. We selected Ocean Pines because it is amenity rich. Ocean Pines boasts a golf course (located only a few blocks from the house), tennis, swimming, nature trails, boating, fishing, community center(s), schools, a library, shopping and more.brbrNo Pets, Please!brbrMost weeks during the summer are Saturday-Saturday rentals. However, there are also additional openings throughout the summer for shorter stays. We will try to accommodate other options. Please book your stay early as we are unable to hold a potential reservation.brbrThere is a 10,000 pound boat lift on the canal at the house. Please reach out for additional information if interested. brbrThe home features a wheelchair accessible ground level. brWe offer Roku TV in every bedroom and in the living rooms and in one Florida room.br We also offer free WIFI. brThere is a tankless water heater system. brThe house is heated and cooled by central dual level heat and AC.brThere are Five (5) bedrooms and 3 full bathrooms and one half bathroom between the two levels.brThere are two parking spots available in the garage. In addition, the driveway will accommodate four additional vehicles. No street parking permittedbrbrTHE TOP LEVEL INCLUDES -Three (3) bedrooms, two (2) full bathrooms, a Florida room and two (2) living rooms with two queen sleeper sofas. The kitchen has an electric 4 burner range with oven, a convection microwave oven. The Master Bedroom is located on the street side with a peek-a-boo bay view, a king size tempurpedic bed, and a private marble bathroom with a glass walk in shower, closet, ceiling fan and 40 TV. The 2nd Bedroom is a Queen located on the street side with a peek-a-boo bay view, closet, ceiling fan and TV to stream via internet. The 3rd Bedroom offers two (2) twin beds, a closet, ceiling fan and TV to stream via internet. There is also a full bathroom on the upper level with tub / shower located just off of the main hallway. The dining area seats eight (8) comfortably. You will find a large capacity washer and dryer located there as well under the granite counter top, covered by cabinet doors. There is additional seating available at the bar / kitchen area and at the cutout between kitchen and dining room. The top level offers 2 living rooms, one with a 50' flat screen TV that can be viewed from both living areas. Access to the upper balcony that overlooks the canal can be found there. There is an upstairs Florida room as well with a digital piano to make a little music.brbrTHE LOWER LEVEL OFFERS -2 bedrooms & 2 Queen pull out sleeper sofas. The lower level master bedroom offers a king size bed with direct canal views, TV, closet and ceiling fan. The second bedroom offers a queen size bed, tv closet and fan. Between the King and queen bedrooms you will find a wheel chair accessible bathroom including a shower with a low lip and foldable padded bench seat. The downstairs Florida room offers a queen pull out sofa bed & its own TV for streaming. The downstairs living room offers another queen pull out sofa bed. The lower level entrance is ground floor and is accessed by a ramp. Our lower level king bedroom, Florida and living rooms are located directly on the canal with direct water views. Each bedroom and Florida room has ceiling fans and a TV. You may crab or fish from our dock. Additionally our dock has a ladder. brbrThe upper deck is furnished with two bistro tables with 4 chairs and two additional wicker chairs. On the lower patio there is a picnic table that will seat up to 8 people.brbrWe provide one parking pass for the Ocean Pines Beach Club located between 49th and 50th street in Ocean City. The community offers 5 pools. We DO NOT offer swimming passes. They must be purchased at the pools or at Ocean Pines administration bldg.brbrWe want you to feel at home, relax and have a great time. However, we do NOT supply sheets, towels, beach towels, toiletries, paper items, and food.brbrYou are responsible for taking all trash & recycling to the curb on assigned trash days and for cleaning up your dishes. Trash is to be taken out the evenings of Sunday and Wednesday for pick ups on Monday and Thursday. Please clean out refrigerators upon departure. Please take with you what you brought. You are also responsible for leaving the house tidy upon your departure. Please do not lock our storm doors. We will have to charge you for locksmith services. brbrPlease be mindful there are many full time residents in the community. brbrWe thank you so much for your interest and hope you enjoy your stay!

CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$481.6

Escape to our peaceful Ocean Pines retreat! This updated, single-level rancher comfortably sleeps 6 and is perfect for families. Enjoy a quiet street just minutes from Ocean City. Features a modern kitchen, cozy fireplace, and exclusive access to the Ocean Pines Beach Club with a private pool, restaurant, and ocean access. Your serene beach getaway awaits!

Ocean Pines Retreat with Beach Club

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$492.41

You work hard all year long. Now is the time to slow down, and spend some hard earned, quality time with the ones who matter most in your life. Well, look no further, we have the place you’ve been dreaming about! 116 Pine Forest Drive is an absolutely stunning, newly constructed 5 Bedroom, 4 Bath home tucked back in Ocean Pines South community, with dining, amenities and bay views! Perfect for a large family or 2 families traveling together. Ocean Pines boasts a plethora of dining and activities for all ages right within the community! There are indoor and outdoor pools, playgrounds, a library, restaurants, golf and walking trails. Guests of this home are provided with ONE parking permit for the Ocean Pines Beach Club on 49th Street in Ocean City. Parking is on a first come, first serve basis and the pass is property of the condo. The Beach Club is a short 10 miles from this home, approximately a 17 minute drive depending on traffic. *This home is available for any 3-night minimums in season*brbrAs you pull up to this single family home, you will fall in love with the beautifully manicured lawn and the open patio with rocking chairs that are perfect for relaxing, and that’s just the start! Enter the home, and be swept away by this truly awe inspiring, open floor plan. The Living Area, Kitchen, and Dining area were thoughtfully planned, ensuring no one in your family will ever be left out of a moment of family fun! The gorgeous floors are reminiscent of Ocean Driftwood, and the clean crisp tones of the home will make sure you feel the beachy, vacation vibe from the moment you walk in! The Living Area has plenty of cozy seating, perfect for relaxing in the AC after a long day of fun at the Beach, or enjoying all the fun that the Ocean Pines community has to offer! Relax and watch a movie, enjoy the free WiFi or the beautiful built-in fireplace, all while having plenty of space to spread out so no one ever feels cramped. The Kitchen is a chef’s delight with gleaming Granite Countertops, Stainless Appliances, and all of the luxuries of home. Meals in will feel nothing like a chore in this amazing space! The oversized Kitchen Island has seating, so there’s no problem at all gathering together for meal-time or just keeping the chef company. Just off the Ktchen you will find the convenient laundry room with Washer and Dryer, as well as an additional full size refrigerator AND a wine fridge!!brbrAs you make your way past the Laundry room, you will find Bedrooms 4 and 5 and the shared Bath, convenient to the bedrooms and the Living space. This Full Bath has been thoughtfully designed with a Custom Tile Shower/Tub Combo. Bedroom 4 is a peaceful retreat with a luxurious King Bed, and an abundance of natural light. This is one room you’ll never want to leave! Across the hall is Bedroom 5, a perfect space for the little ones with a plush King Bed, a Twin Bunk, and a Flat Screen TV. Tucked away from the main Living area, it’s a great space to let the little ones watch their favorite show and drift off to dream world while the adults have a little quiet time.brbrThe Primary Bedroom is located directly off the main Living Area, and is sure to be a delight! With a Fabulous King Bed, a cozy Couch to sit and relax, and a large Flat Screen TV, this is sure to be a space you won’t want to leave! The attached Primary Bath is a Spa-like retreat of its own with a luxurious free-standing Soaking Tub, a Custom Open Walk-in Shower, and a Private Water Closet. Bedrooms 2 and 3 are back at the main entrance, just off the Living Area. Bedroom 2 has a cozy Queen Bed, Flat Screen TV, and attached Full Bath with a Walk in Shower. Bedroom 3, just across the hall, has a luxurious King Bed and an attached Full Bath with Walk-in Shower. brbrOcean Pines has a number of seasonal Outdoor Pools and an Indoor Pool, accessible for a daily fee payable upon entry. While in Ocean Pines you can enjoy a number of parks and Walking Trails available within the community. There are 2 marinas, a premier racquet sports facility and a Robert Trent Jones Sr. designed Championship Golf Course.brbr116 Pine Forest Drive is truly a Family Retreat that can’t be beat. The luxurious decor, Community Amenities, and close proximity to the Beach are just a couple of reasons this stunning home is sure to become a treasured part of your family memories year after year! For the family that wants it ALL on your next beach getaway, 116 Pine Forest Drive is waiting for YOU!brbrOne well-trained dog permitted with $150 Pet Fee - must notify us at time of booking. Must be current on vaccinations and on Flea/Tick Preventative.brbrSeaside Vacations does not allow group rentals or rent to guests under age 25 - Families ONLY - No HS Senior Groups, Bachelor-Type Parties, etc. Therefore, online bookings for group rentals will not be honored. brThere is absolutely NO Smoking or vaping permitted on property. Violations may lead to additional charges and possible eviction without refund.brbrEvery effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Amenities are not guaranteed, please check with our office for current status. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations can not be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation homeowners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.

116 Pine Forest Drive by Seaside Vacations & Sales

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$333.86

Looking for a lovely space to unwind and relax after a busy day Whether it is work or play, awake refreshed and ready for a day of adventures in this beautiful, clean beach house located near Ocean City, Maryland. Explore the nearby beaches, boardwalks, amusement parks, restaurants, golf courses, farmers’ markets, and much more! Pick-up local ingredients to later craft a meal in this fully stocked kitchen, or order in and enjoy quality time in this cozy screened off porch! Relax in a quiet neighborhood with discounted guest access to 6 community pools, playgrounds, golf, tennis, pickleball, kayak launches, beach access, a yacht club, plus local restaurants, bakeries, and shops nearby. We require guest reviews to be 4 stars and higher.brbrThis home is designed to be a comfortable, low-stress home base for your beach getaway. Whether you’re spending your days at the beach, by the pool, or exploring Ocean Pines and Ocean City, it’s an easy place to come back to and settle in.brbrGuests love:brbr-the bright, clean, and calming feelbrbr-the fully stocked kitchen for easy meals at homebrbr-the spacious living areas for relaxing after a day outbrbr-the screened-in porch, perfect for coffee, reading, meals, or winding down in the eveningbrbr-the quiet neighborhood settingbrbr-easy parking and convenient access to both Ocean Pines and Ocean CitybrbrThis is a great fit for families, couples, or small groups looking for a peaceful stay close to beaches, dining, and family-friendly activities.

Beach Days & Porch Nights at Ocean Pines

Ocean Pines, Maryland, United States

Bed

Bath

9

Sleeps

$370.67

Summary:brbrWelcome to Barefoot Pines Beach Retreat in Ocean Pines. Stylish 3BR, 2BA sleeps 6 with king, queen and twin trundle, open living. Outdoor living shines with a screened-in porch furnished for morning coffee and a spacious backyard with lawn chairs around a fire pit for cozy nights under the stars. Guests enjoy a beach club parking pass with access to Ocean Pines amenities that has 5 pools and amenities. Just 10 minutes to Ocean City beaches & attractions.brbrbrbrThe Space:brbr✨ Coastal Retreat in Ocean Pines – Screened Porch, Deck & Community Pool brbrbrbrWelcome to this bright and welcoming home located on Surfers Way in Ocean Pines, Maryland. Set on a quiet cul-de-sac, this coastal retreat offers an open layout, comfortable bedrooms, and inviting outdoor spaces—perfect for families or groups looking to relax while staying close to Ocean City beaches and attractions.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Bedroom: King bed — spacious and relaxing brbrBedroom 2: Queen bed — cozy and comfortable ️brbrBedroom 3: Two twin beds with trundle — ideal for kids or extra guests brbrbrbrTotal Beds: 4 brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrDesigned for easy coastal living, this home features an open floor plan with plenty of natural light—great for unwinding after a beach day or spending time together.brbrbrbrLiving Room: Bright and welcoming with cathedral ceilings and an open layout that flows seamlessly into the dining area and kitchen.brbrKitchen: Fully equipped with modern appliances, ample counter space, and a large breakfast bar—perfect for morning coffee or evening snacks ️brbrbrbr⸻brbrbrbr Pet PolicybrbrbrbrThis is a pet-free property. We appreciate your cooperation in helping us keep the home comfortable and allergen-friendly for all guests. Thank you for your understanding.brbrbrbr⸻brbrbrbr Outdoor SpacebrbrbrbrOversized screened porch — ideal for relaxing and enjoying the coastal breeze ️brbrAdjacent outdoor deck for dining or lounging outdoors brbrLarge private cul-de-sac lot offering extra privacy brbrbrbr⸻brbrbrbr Community Amenitiesbrbrbrbr Pool Access: Guests can purchase per-person day passes to use the community amenities at the Beach Club (49th Street). There are four outdoor pools and one indoor pool available in Ocean Pines.brbr Daily fees: Adults $17 | Youth (5–17) $15brbr Most pools are open daily 10 AM–6 PM (some locations may have later hours; outdoor pools are seasonal).brbrbrbrBeach Club Parking/Beach Pass: Available at the property.brbrbrbrLocated in the North Gate of Ocean Pines, offering access to neighborhood amenitiesbrbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr Short Walk:brbr Huntington Park — approx. 10-minute walk, playground and open green spacebrbrbrbr Short Drive:brbr☕ The Pines Cafe — approx. 5-minute drive, local café and casual bitesbrbr Southgate Grill — approx. 7-minute drive, neighborhood favoritebrbr⛵ Ocean Pines Yacht Club — approx. 7-minute drive, waterfront dining and marina viewsbrbr ️ Pennington Commons — approx. 7-minute drive, shopping and essentialsbrbr Swim & Racquet Club Pool — approx. 4-minute drive, community pool accessbrbr Food Lion — approx. 7-minute drive, groceries and essentialsbrbr ️ Ocean City Boardwalk — approx. 10-minute drive, beaches, arcades, shops, and classic seaside funbrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrQuiet cul-de-sac location brbrOpen layout with cathedral ceilings ✨brbrScreened porch and outdoor deck brbrCommunity pool access brbrShort drive to Ocean City beaches brbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrFully equipped kitchen brbrWasher & dryer brbrStarter supply kit included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love the peaceful Ocean Pines setting paired with the convenience of being just minutes from Ocean City. With a bright open layout, relaxing outdoor spaces, and access to community amenities, this home offers the perfect balance of comfort, privacy, and coastal adventure.brbrbrbr⸻brbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrOther Things to Note:brbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrSTARTER KIT:brbrWe provide essential linens and a starter supply kit to help you settle in. Please note these items are not replenished during your stay.brbrbrbrKitchen Kit: 1 roll paper towels, 2 small trash bags, 2 large trash bags, dish soap, 2 dishwasher pods, 2 laundry pods, 1 sponge, 2 dish towels.brbrbrbrFull Bathroom Kit: 2 rolls of toilet paper per bathroom, and travel size shampoo, conditioner, body wash, body lotion, bar soap.brbrbrbrLinens & Towels: Beds are made with sheets, pillowcases, shams, and a comforter. We provide sheets for sofa beds that are left in the room with the couch, but not for trundles/rollaway beds. Each guest receives 1 towel set (large bath, hand, washcloth). The unit is equipped with a washer and dryer for guest use should you wish to refresh towels or linens during your stay.brbrbrbrThis is a pet-free property. We appreciate your cooperation in helping us keep the home comfortable for all guests.brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Requests are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.brbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.brbrbrbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrTrust & Safety: By booking a stay with us you give permission to the property manager to use a third-party to verify my identity and check criminal databases to conﬁrm my reservation. Complete terms regarding the guest veriﬁcation can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brbrbrbrWe warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.brbrbrbrShould you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.

Barefoot Pines Beach Retreat | Fire Pit + Grill

Ocean Pines, Maryland, United States

Bed

Bath

6

Sleeps

$358.09

Summary:brbrWelcome to The Sandy Hook Retreat, a relaxing 3BD/2BA coastal retreat in Ocean Pines, surrounded by parks, marinas, and scenic neighborhood streets. Located about a 15-minute drive to Ocean City’s beaches and boardwalk, you’ll enjoy easy access to dining, shopping, amusements, and seaside fun. The home features spacious interiors, a four-season sunroom, front and back porches, and a grill for outdoor meals. Well-equipped and comfortable, it’s ideal for a laid-back year-round coastal getaway.brbrbrbrThe Space:brbr✨ Spacious Coastal Retreat in Ocean Pines – Sunroom, Grill & Beach Club Pass brbrbrbrWelcome to this comfortable and well-equipped home located on Sandyhook Road in Ocean Pines, Maryland. Perfect for families or groups, this property offers generous living space, multiple sleeping options, and convenient access to community amenities. Enjoy peaceful neighborhood living just a short drive from Ocean City’s beaches, boardwalk, dining, and attractions.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Bedroom: King bed,TV, dresser, nightstands, lamps, wall décor, curtains, and ample storage.— spacious and relaxing brbrBedroom 2: Queen bed with TV, dresser, nightstands, and cozy furnishings — cozy and comfortable ️brbrBedroom 3: Two Queen beds, TV, and full bedroom setup — ideal for families or groups brbrLiving Room: Full sofa bed — additional sleeping space ️brbrbrbrTotal Beds: 5 brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrThis bright and inviting home is designed for comfort and easy living, with plenty of room for everyone to relax.brbrbrbrLiving Room: Comfortable main living area with sofa, loveseat, TV, coffee table, wall décor, and ample lighting.brbrSunroom: Bright four-season sunroom with additional seating — perfect for relaxing year-round ☀️brbrKitchen: Fully stocked kitchen with Keurig and drip coffee makers, air fryer, juicer, blender, mixer, microwave, toaster, and complete cookware and bakeware ️brbrbrbr⸻brbrbrbr Outdoor SpacebrbrbrbrFront porch with benches — great for morning coffee ☕brbrBack porch with table and seating for outdoor dining ️brbrGas grill available for guest use brbrHose spigot to rinse off sand before heading inside brbrDriveway parking for up to four vehicles brbrbrbr⸻brbrbrbr ️ Beach Access & ExtrasbrbrThis home includes a Beach Club Parking Pass for guest use — making beach days even easier ️brbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr Short Walk:brbr Bainbridge Park — approx. 8-minute walk, playground, open green space, and walking pathsbrbrbrbr Short Drive:brbr☕ The Pines Cafe — approx. 5-minute drive, local café and casual bitesbrbr Southgate Grill — approx. 7-minute drive, neighborhood favorite for burgers and comfort foodbrbr ️ Ocean Pines Golf Club & nearby golf courses — approx. 7–8 minute drive, championship golf and scenic fairwaysbrbr ️ Ocean City Boardwalk — approx. 15-minute drive, beaches, arcades, shops, and classic seaside funbrbr Ocean City dining, shopping, amusements, and coastal attractions — short drive awaybrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrSpacious layout with multiple sleeping options brbrBright sunroom for year-round relaxation ☀️brbrFully stocked kitchen for family meals brbrOutdoor grill and porches for enjoying the fresh air brbrBeach Club Parking Pass included ️brbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrFull kitchen brbrWasher & dryer brbrStarter supply kit included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love the peaceful Ocean Pines setting paired with the convenience of being close to Ocean City. With plenty of space, thoughtful amenities, outdoor areas to enjoy, and easy beach access, this home offers the perfect balance of relaxation and coastal adventure.brbrbrbr⸻brbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrOther Things to Note:brbrThe property includes a barbecue grill for guest use; please ensure it is thoroughly cleaned after each use, as a cleaning fee of up to $100 may be applied if the grill is left dirty upon departure.brbrbrbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrSTARTER KIT:brbrbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note these items are not replenished during your stay.brbrbrbrKitchen Kit: 1 roll paper towels, 2 small trash bags, 2 large trash bags, dish soap, 2 dishwasher pods, 2 laundry pods, 1 sponge, 2 dish towels.brbrbrbrFull Bathroom Kit: 2 rolls of toilet paper per bathroom, and travel size shampoo, conditioner, body wash, body lotion, bar soap.brbrbrbrLinens & Towels: Beds are made with sheets, pillowcases, shams, and a comforter. We provide sheets for sofa beds that are left in the room with the couch, but not for trundles/rollaway beds. Each guest receives 1 towel set (large bath, hand, washcloth). The unit is equipped with a washer and dryer for guest use should you wish to refresh towels or linens during your stay.brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Requests are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.brbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.brbrbrbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrTrust & Safety: By booking a stay with us you give permission to the property manager to use a third-party to verify my identity and check criminal databases to conﬁrm my reservation. Complete terms regarding the guest veriﬁcation can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brbrbrbrWe warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.brbrbrbrShould you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.brbrbrbrPool Access: Please note the community pools are managed by the building and not by us as hosts. Pool availability may be seasonal and is not guaranteed to be open during your stay, as closures can occur for maintenance, repairs, or at the end of the season.

The Sandy Hook Retreat| Grill & Sunroom

Ocean Pines, Maryland, United States

Bed

Bath

10

Sleeps

$415.94

Summary:brbrWelcome to Blue Tides at Coastal Pines, a family-friendly retreat in the heart of Ocean Pines, Maryland. This 3BR/2BA home is tucked away on a quiet cul-de-sac along scenic Manklin Creek, offering privacy and tranquility just minutes from playgrounds, walking trails, beaches, shops, restaurants, and Ocean Downs Casino. Enjoy a screened-in porch, outdoor grill and picnic area, outdoor shower, game nights, and 3 TVs with streaming. Includes an Ocean Pines beach parking pass for easy beach days.brbrbrbrThe Space:brbr✨ Pet-Friendly Woodland Retreat in Ocean Pines – Screened Porch, Griddle & Beach Club Pass brbrbrbrWelcome to this peaceful and inviting home tucked away on Deerfield Court in Ocean Pines, Maryland. Set on a quiet cul-de-sac along Manklin Creek, this pet-friendly retreat is perfect for families and groups looking to relax in a serene setting while staying close to community amenities and Ocean City’s beaches.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Bedroom: King bed with Roku TV — spacious, comfortable, and relaxing brbrBedroom 2: Queen bed with Roku TV — cozy and welcoming ️brbrBedroom 3: Two twin beds — ideal for kids or extra guests brbrbrbrTotal Beds: 4 brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrDesigned for easy vacation living, this home offers comfortable gathering areas indoors and out—perfect for making memories together.brbrbrbrLiving Room: Cozy seating, streaming-enabled TVs, and board games for movie nights and family fun brbrKitchen: Fully equipped with cookware, dishes, and a brand-new Hamilton Beach FlexBrew Trio (drip, single-serve, and K-cup options), flowing seamlessly into the dining and outdoor areas ️brbrbrbr⸻brbrbrbr Dog-FriendlybrbrbrbrThis home is dog friendly. Dogs are welcome, but must be leashed when outside the home brbr*Up to 2 dogs max per stay.brbrbrbr⸻brbrbrbr Outdoor SpacebrbrbrbrScreened-in porch — perfect for relaxing mornings and evenings brbrBackyard picnic area with seating for six ️brbrPropane Blackstone griddle for outdoor meals brbrOutdoor shower for easy post-beach cleanup brbrBeautiful wooded lot in a quiet cul-de-sac along Manklin Creek brbrDriveway parking for 2 vehicles brbrbrbr⸻brbrbrbr ️ Guests have access to Ocean Pines community amenities, including the pools, during their stay. Admission fees may apply, and guests are eligible for discounted resident rates.brbrbrbr Please note: Community pools are managed by the Ocean Pines Association and not by the host. Pool availability may be seasonal, and daily or weekly fees may apply. Pool access is not guaranteed due to maintenance, repairs, or end-of-season schedules.brbrbrbr ️ Beach Access & ExtrasbrbrBeach wagon, beach chairs, and sandcastle toys provided ️brbrComplimentary Ocean Pines Beach Club parking pass (49th/50th Street) included with summer rentals — makes Ocean City beach days easy brbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr Short Walk:brbr Bridgewater Park — approx. 9-minute walk, playground, open green space, and walking pathsbrbrbrbr Short Drive:brbr Southgate Grill & other nearby restaurants — approx. 4–5-minute drivebrbr ️ Pennington Commons — approx. 5-minute drive, shopping and essentialsbrbr Ocean Pines playgrounds, walking trails, and community parks — short drive awaybrbr Ocean Downs Casino — approx. 8-minute drive, gaming, dining, and live entertainmentbrbr ️ Ocean Pines Beach Club — approx. 13-minute drive, beach access at 49th/50th Streetbrbr Community pools, golf, tennis, pickleball, and the indoor Sportscore pool (fees may apply)brbr ️ Berlin — approx. 13-minute drive, charming downtown with shops, galleries, restaurants, bakeries, and local marketsbrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrQuiet wooded setting with creekside privacy brbrPet-friendly accommodations brbrScreened porch and outdoor dining space ️brbrBlackstone griddle and outdoor shower brbrBeach gear and parking pass included ️brbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrStreaming-enabled TVs brbrFully equipped kitchen brbrWasher & dryer brbrStarter supply kit included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love the peaceful Ocean Pines setting combined with easy access to beaches, dining, and activities. With a quiet cul-de-sac location, pet-friendly comfort, outdoor living spaces, and a beach club parking pass included, this home offers the perfect balance of relaxation and coastal adventure.brbrbrbr⸻brbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrOther Things to Note:brbrThe property includes a barbecue grill for guest use; please ensure it is thoroughly cleaned after each use, as a cleaning fee of up to $100 may be applied if the grill is left dirty upon departure.brbrbrbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Requests are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.brbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.brbrbrbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrTrust & Safety: By booking a stay with us you give permission to the property manager to use a third-party to verify my identity and check criminal databases to conﬁrm my reservation. Complete terms regarding the guest veriﬁcation can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brbrbrbrWe warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.brbrbrbrShould you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.

Coastal Pines Retreat | Beach Pass & Grill

Ocean Pines, Maryland, United States

Bed

Bath

6

Sleeps

$564.93

Summary:brbrEscape to our bright, tranquil canal-front house in Ocean Pines, perfect for large families and groups. This waterfront retreat features a modern kitchen, multiple living areas, a game room, and a private boat slip. Enjoy access to community pools, a private beach club, and a golf course. Comfortably accommodates large groups seeking relaxation and fun.brbrbrbrThe Space:brbrEscape to this stunning and tranquil canal-front house in beautiful Ocean Pines! Flooded with natural light, our home offers a bright and airy coastal retreat perfect for families and groups seeking both relaxation and recreation.brbrbrbrThe main level features a modern, fully updated kitchen with a large island, perfect for preparing meals together. Relax in one of two distinct living areas, including an upper living room with an 80-inch TV and gaming cord for endless entertainment. Downstairs, you'll find a fun bar room and a garage complete with a ping pong table.brbrbrbrThe home includes 3 spacious bedrooms and 3 full bathrooms, with TVs provided in each bedroom for your comfort. To accommodate your group, the following additional sleeping arrangements are also available:brbr1 Queen sleeper sofa in the upper living roombrbr2 Queen sleeper sofas downstairsbrbr1 two-person Futon downstairsbrbr1 Queen blow-up mattressbrbr2 Twin blow-up mattressesbrbrbrbrGuest Access:brbrYour waterfront getaway includes full access to the entire home and its fantastic outdoor spaces. Enjoy beautiful views from the large, multi-level deck right on the canal, or unwind in the cozy screened-in porch. Bring your boat and take advantage of the private boat slip available for your exclusive use.brbrbrbrAs our guest, you will also have access to the wonderful amenities offered by the Ocean Pines community (fees apply) including:brbrMultiple swimming poolsbrbrPrivate beach access with an oceanfront pool clubbrbrA community golf coursebrbrbrbrThe Neighborhood:brbrAs a guest of this exclusive property, you'll be able to have access to all Ocean Pines Amenities, including access to 5 community pools and tennis courts for a fee. Whether you're looking for a leisurely day by the pool or a friendly match of tennis, there's something for everyone to enjoy. Find all amenity information online - this home does provide access to the Ocean Pines Beach Club; the pass is $100 to replace if lostbrbrbrbrOther Things to Note:brbrAccess to the Ocean Pines community amenities such as pools and the beach club may require guest passes. Please inquire for more details on obtaining and using these passes on the Ocean Pines Community sitebrbrbrbrInteraction with Guests:brbrWe respect our guests' privacy and offer a seamless self-check-in process. While we will not be on-site during your stay, we are always available via phone or the Airbnb app to answer any questions or provide assistance to ensure you have a wonderful and comfortable stay.

Waterfront Getaway with Boat Slip

Ocean Pines, Maryland, United States

Bed

Bath

8

Sleeps

Select Dates for Price

Make yourself at home in this 2-bedroom Ocean Pines house. The lovely space features a queen bed and a full bed, plus a living room with a comfy sofa bed for extra guests. A terrific bathroom offers a refreshing shower and a hair dryer for convenience. Guests enjoy a cozy atmosphere with heating and air conditioning to keep things just right. Whether relaxing indoors or planning your day, this superb house provides a welcoming space to relax. Located in White Horse Park—an ideal spot for a peaceful, affordable beach getaway! Nestled along the St. Martins River, our home offers a relaxing escape just a short drive from Ocean City’s beaches and boardwalk. Back in the gated community, enjoy biking, BBQs, the pool, playground, marina, crabbing pier, and gazebo for amazing sunsets. We’d love to host you!

Cozy 2-bedroom house in welcoming Ocean Pines whitehorse park community

Ocean Pines, Maryland, United States

Bed

1

Bath

4

Sleeps

$909.67

Summary:brbrExperience luxury coastal living in this stunning 5 bedroom waterfront home, just a short drive from the beach. Featuring spacious, light-filled interiors, upscale finishes, and serene waterfront views, this retreat is ideal for families or groups seeking comfort, serenity, and style. Enjoy peaceful mornings by the water, unforgettable sunsets, and easy access to everything Ocean Pines and the nearby beaches have to offer.brbrbrbrThe Space:brbr Waterfront Retreat in South Ocean Pines – Dock, Game Room & Beach AccessbrbrbrbrPlease note: This home does not rent to groups under 25 years of age.brbrYour cleaning fee includes full house linens and bath towels—just pack your beach towels and you’re good to go.brbrbrbr The HomebrbrbrbrTucked away on a quiet cul-de-sac in desirable South Ocean Pines, this spacious waterfront home offers privacy, comfort, and fun both inside and out.brbrParking for up to 4 vehicles in the drivewaybrbr2-car garage converted to a game room featuring ping pong, shuffleboard, darts, and an extra refrigerator—perfect for storing meals, drinks, and tournament bragging rightsbrbrPrivate dock for guest use—ideal for kayaking, paddleboarding, or bringing a small boat (approx. 2.5 ft water depth)brbrLarge outdoor shower—a must after beach days and boating adventuresbrbrbrbr First Floor LivingbrbrbrbrDesigned for convenience and gathering, the first floor is perfect for families and groups.brbrLarge, fully stocked kitchen with stainless steel appliancesbrbrFull-size laundry room with washer and dryerbrbrTwo dining areas, breakfast bar with stools, and a dedicated coffee bar (both drip & Keurig options available)brbrbrbrBedroom 1: King bed with private ensuite bath and walk-in showerbrbrBedroom 2: Queen bedbrbrBedroom 3: Queen bedbrbrFull hallway bathroom with tub/shower combobrbrbrbr Second Floor RetreatbrbrbrbrA cozy upstairs layout with flexible sleeping and work/play spaces.brbrBedroom 4: Queen bed Huge room over 400 sq. feet.brbrwith three single bunk beds—perfect for kids or teensbrbrBedroom 5: King bedbrbrFull bathroom in hallwaybrbrbrbrVideo gaming area for downtime and rainy daysbrbrDesk with window—great for remote work or quiet readingbrbrbrbr ️ Beach, Pools & Community AmenitiesbrbrbrbrYour stay includes an Ocean Pines Beach Parking Pass for the private beach club located oceanfront at 49th Street in Ocean City (first-come, first-served parking).brbrOcean Pines also offers:brbr5 community poolsbrbrFull marinabrbrbrbrDaily Aquatics Fees (pay at the door):brbrPool fees include the following: brbrAges 4 and under are free. 5 and older pay child fee.brbrChildren 12 and older may come without an adult. According to the county 12 is the babysitting age so they come with a younger sibling. brbrAll outdoor pool rates are daily rates. brbrResidents of OP- Adults 18 & up ($13), Youth ages 5-17 ($11) brbrNon-Residents- Adults 18 & up ($18), Youth ages 5-17 ($16) brbrbrbr Prime Locationbrbr7 miles to Ocean City, MDbrbr8 miles to Ocean Pines Beach Clubbrbr12 miles to Assateague Island National & State ParksbrbrWhether you’re planning a beach vacation, a boating getaway, or a relaxing stay with family, this South Ocean Pines home delivers space, amenities, and location—all wrapped in a peaceful waterfront setting.

5 BR Waterfront Retreat with Dock and Game Room

Ocean Pines, Maryland, United States

5

Bed

Bath

13

Sleeps

$542.88

Welcome to your perfect waterfront BORDERLINKS 18 in Ocean Pines, MD! This is a waterfront home with two levels. First level has a family room with a wet bar and mini fridge/wine refrigerator. Available July 1st.

Available soon. BORDERLINKS 18 Annual rental

Ocean Pines, Maryland, United States

1

Bath

9

Sleeps

Exceptional(10)

$281.23

Beautifully decorated private mother-in-law suite (1,000 square feet) locked off from the rest of the house, across the bay from Ocean City, MD. Private entrance overlooking the marsh with abundant wildlife. Daily visitors include deer, heron and duck. Occasional visitors include fox, raccoon and eagle. We are 10 minutes from Berlin which has been awarded “coolest small town in America”. With award winning restaurants and boutiques there is something for everyone. Hollywood has even filmed 2 movies here: Runaway Bride starring Richard Gere and Julia Roberts and Tuck Everlasting starring: William Hurt, Sissy Spacek and Ben Kingsley. Assategue National Park is 15 minutes away come see the wild ponies and some of the best wind surfing in the country. We offer free use of stand up paddle boards just simply walk the deer path from our backyard to a beautiful gut of water that leads to the bay We also have a kayak available for use.

Coastal Oasis in Ocean Pines

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$305.7

Experience the ultimate vacation at the Sandcastle in Ocean Pines! Come stay at this 3-bedroom, 2-bath vacation home that is complete with all the amenities. Unwind on the screened porch or brand.new patio after a day at the beach or tee off at the Ocean Pines golf course. Sit by the pool at the yacht club and sip a refreshing grapefruit crush or play a round of tennis. Launch your kayak a block from the house and explore the waterfront or take in some retail therapy at the outlets. Enjoy the OC nightlife with incredible restaurants and boardwalk fun for the family only 15 minutes from the house. No matter whether you like a fast-paced vacation or time in the slow lane, this house offers the perfect getaway!brbrThere are many amenities that you will have access to in the Ocean Pines community including: Outdoor pools (require a per person daily fee to use), indoor pool, beach club (49th street in Ocean City), golf course, tennis courts, yacht club with outside bar and restaurant overlooking the marina. brOther amenities nearby include Ocean Downs Casino, outlet shopping, Assateague Island with wild ponies, the historic town of Berlin.brbrThe house has 2 smart TV's that allow access to streaming services like Netflix, Disney Plus and HULU (Bring your user ID and password to log-in to your accounts). Internet available with fast download speed.brbrThings to note:brMust be 25 years old or older to book this vacation home. The person who books the property must be the one staying there. Please leave the property in the same condition in which you found it. Security deposit will be necessary.

Updated! With new appliances and a new patio!

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$323.2

Come enjoy all that the Maryland Eastern Shore has to offer at CrabbyPines in Ocean Pines. You may never leave this amenity-packed neighborhood with numerous parks, 5 pools (one of which is an indoor open year round), a yacht club, Bay access, Ocean City Beach access, golf course, raquet sports, and restaurants for all times of the day and night. Streets are great for biking, walking, and rollerblading. Do make time for the ocean which is only 8.5 miles away via MD 90 for north access and 50 for south access. Ocean City has everything for family fun! Bright, beachy, newly renovated 3 BR, 2 full bath, 1 story house on a large, quiet corner lot with 4 car + paved driveway. The living room and dining room have vaulted ceilings. Fabulous, all new kitchen. King Master BR with ensuite full bathroom. A second BR has a queen bed and the third BR has 2 twin beds, one of which has a trundle. There are 2 sleep sofas, one in the living room and one in the den. Linens and towels are provided. The second full bathroom is off the central hallway. Extra den space leading out to the patio provides additional living space. Smart TVs in all bedrooms, living room and den. Outdoor accessories include bicycles, boogie boards, hammocks. Beach chairs and beach towels are available. Enjoy crabs on the picnic table outside or relax around the gas firepit or sit on the deck under the umbrella. Play cornhole, ride bikes, relax in hammocks. Games, puzzles, and books are available.

Charming 3-bedroom house in Ocean Pines with WiFi

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$521.43

We help make the most of your vacation by providing Free Admission seasonally to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!brbra href=https://xplorie.com/LP/itrip-113-3044.html rel=nofollow target=_blankimg src=https://st1.itrip.net/upload/230/itripbutton_coastal.1481230233.jpg alt=itripbutton3.1477602581.jpg //abr /brbrLarge 4-bedroom coastal retreat backing to Bainbridge Park located in the amenity filled community of Ocean Pines. Two living rooms. The kitchen appliances for the most part have been upgraded to stainless steel in 2018. brbr brbrTwo owner's suites, one upstairs and one downstairs providing plenty of room for guests. The upstairs owner's suite has a double-sided gas fireplace that can be enjoyed from the bedroom or the large whirlpool tub. brbr brbrTwo guest bedrooms and a separate bathroom are also located on the second floor with one secret bedroom hidden behind a bookshelf that acts as a bedroom door. brbr brbrThere is a second-floor balcony to take in the views of the spacious and private fenced in backyard backing to woods. The giant paved driveway accommodates six parked cars. brbr brbrOcean Pines Golf & Country Club is just around the corner, home to the Delmarva Peninsula's only championship golf course designed by the legendary Robert Trent Jones, Sr. Enjoy a round of golf on this challenging 18-hole championship course nestled amid natural wetlands and scenic woodlands. brbrInformation About Ocean Pines: brbrhttps://www.oceanpines.org/ brbr brbrIn addition to the Ocean City beaches, restaurants, and many attractions, also nearby is Assateague Island National Seashore (15 miles). Just minutes from restaurants and shopping, and the Casino at Ocean Downs. Whatever it is you choose to do, we are confident that this home will provide your family a vacation to remember. brbr brbrApprox. Distances and Emergency Numbers: brbrOcean Pines Police and Fire 911 brbrOcean City Beach (8.5 miles) brbrOcean City Boardwalk (8.5 miles) brbrBay (3 miles)brbrhttps://widgets.prioticket.com/dw3KLgG3/sidebar-widget-preview/itrip-ocean-city-activities-summary mode=preview

Spacious 4BR/4BA Family Retreat Sleeps 12 | Private Beach Club & 5 Pools access & Stunning Backyard

Ocean Pines, Maryland, United States

Bed

Bath

Sleeps

$356.16

Bring your family and enjoy a large home with a beautiful sun porch, and fenced-in backyard. Enjoy crabs on the back deck, or BBQ with the grill. We want your stay to be memorable, and for your family to relax and enjoy.

Peace, Quiet and Serenity 12 miles from the beach

Ocean Pines, Maryland, United States

Bed

Bath

8

Sleeps

$311.93

Summary:brbrWelcome to A Wave from it All, your perfect coastal retreat in Ocean Pines. This spacious 3-bedroom, 2-bath home offers comfort and convenience with a private driveway and a fenced in backyard ideal for relaxing or entertaining. Enjoy enclosed outdoor dining, plus a beautiful deck perfect for morning coffee or evening unwinding. Located just minutes from the beach, shops, and local attractions, this home is designed for an easy, laid-back getaway while still being close to everything you need.brbrbrbrThe Space:brbr Where You’ll SleepbrbrbrbrPrimary Bedroom: King bed,TV, dresser, nightstands, lamps, wall décor, curtains, and ample storage.— spacious and relaxing brbrBedroom 2: Two Twin beds with TV, dresser, nightstands, and cozy furnishings — cozy and comfortable ️brbrBedroom 3: One Full bed, TV, and full bedroom setup brbrLiving Room: Full sofa bed — additional sleeping space ️brbrbrbrTotal Beds: 5 brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrThis bright and inviting home is designed for comfort and easy living, with plenty of room for everyone to relax.brbrbrbrLiving Room: Comfortable main living area with sofa, loveseat, TV, coffee table, wall décor, and ample lighting.brbrKitchen: Fully stocked kitchen with Keurig and drip coffee makers, air fryer, juicer, blender, mixer, microwave, toaster, and complete cookware and bakeware ️brbrbrbr⸻brbrbrbr Outdoor SpacebrbrbrbrBack enclosed porch with table and seating for outdoor dining ️brbrGas grill available for guest use brbrDriveway parking for up to three vehicles brbrbrbr⸻brbr ️ Guests have access to Ocean Pines community amenities, including the pools, during their stay. Admission fees may apply, and guests are eligible for discounted resident rates.brbrbrbr Please note: Community pools are managed by the Ocean Pines Association and not by the host. Pool availability may be seasonal, and daily or weekly fees may apply. Pool access is not guaranteed due to maintenance, repairs, or end-of-season schedules.brbrbrbr ️ Beach Access & ExtrasbrbrThis home includes a Beach Club Parking Pass for guest use — making beach days even easier ️brbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr Short Walk:brbr Bainbridge Park — approx. 8-minute walk, playground, open green space, and walking pathsbrbrbrbr Short Drive:brbr☕ The Pines Cafe — approx. 5-minute drive, local café and casual bitesbrbr Southgate Grill — approx. 7-minute drive, neighborhood favorite for burgers and comfort foodbrbr ️ Ocean Pines Golf Club & nearby golf courses — approx. 7–8 minute drive, championship golf and scenic fairwaysbrbr ️ Ocean City Boardwalk — approx. 15-minute drive, beaches, arcades, shops, and classic seaside funbrbr Ocean City dining, shopping, amusements, and coastal attractions — short drive awaybrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrSpacious layout with multiple sleeping options brbrFully stocked kitchen for family meals brbrOutdoor grill and porches for enjoying the fresh air brbrBeach Club Parking Pass included ️brbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrFull kitchen brbrWasher & dryer brbrStarter supply kit included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love the peaceful Ocean Pines setting paired with the convenience of being close to Ocean City. With plenty of space, thoughtful amenities, outdoor areas to enjoy, and easy beach access, this home offers the perfect balance of relaxation and coastal adventure.brbrbrbr⸻brbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrOther Things to Note:brbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrSTARTER KIT:brbrWe provide essential linens and a starter supply kit to help you settle in. Please note these items are not replenished during your stay.brbrbrbrKitchen Kit: 1 roll paper towels, 2 small trash bags, 2 large trash bags, dish soap, 2 dishwasher pods, 2 laundry pods, 1 sponge, 2 dish towels.brbrbrbrFull Bathroom Kit: 2 rolls of toilet paper per bathroom, and travel size shampoo, conditioner, body wash, body lotion, bar soap.brbrbrbrLinens & Towels: Beds are made with sheets, pillowcases, shams, and a comforter. We provide sheets for sofa beds that are left in the room with the couch, but not for trundles/rollaway beds. Each guest receives 1 towel set (large bath, hand, washcloth). The unit is equipped with a washer and dryer for guest use should you wish to refresh towels or linens during your stay.brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Requests are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.brbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.brbrbrbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrTrust & Safety: By booking a stay with us you give permission to the property manager to use a third-party to verify my identity and check criminal databases to conﬁrm my reservation. Complete terms regarding the guest veriﬁcation can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.brbrbrbrWe warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.brbrbrbrShould you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.brbrbrbrPool Access: Please note the community pools are managed by the building and not by us as hosts. Pool availability may be seasonal and is not guaranteed to be open during your stay, as closures can occur for maintenance, repairs, or at the end of the season.

A Wave From it All | Screened Porch Outdoor Dining

Ocean Pines, Maryland, United States

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