Home Vacation Rentals By Owner In Ocean Pines, MD

Showing 160 Of 188 Vacation Rentals
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Exceptional(3)

$486.08

/ Nightly
Private Vacation Home

Ocean City Gateway: Modern 4BR/2.5BA home, dog friendly

Ocean Pines, Maryland, United States

Have fun with the whole family at our stylish Ocean City-convenient home! This wooded beach house boasts many modern upgrades including a beautiful kitchen with gas range, large flat panel televisions in almost every room, a washer and dryer, and even a Wii video game system in the living room! Queens in 3 bedrooms and a bunk bed with trundle in the 4th! Finally, enjoy all the amenities of Ocean Pines including access to 5 pools, a private OC beach club (w/pool!), and much more!brbrLic. No. 4586brbrThe Space:brbr***Brand new energy efficient windows were installed in September 2023!***brbrOur beach house is conveniently located in the much desired Ocean Pines community, which boasts many resort-style amenities such as 5 pools, playgrounds, a beautiful golf course, tennis courts, pickle ball courts, a yacht club, restaurants, and shops! A short 10 minute drive takes you to Ocean City where you can access the Ocean Pines Beach Club with ample parking, including its pool and restaurant! Or a quick 20 minute drive to see the wild horses at Assateague Island! Also nearby is the Ocean Downs Casino, convenient grocery stores, and shopping!brbrGuest Access:brbrAn Ocean Pines Beach Club parking permit is included for 1 vehicle ($47/day value!). This is a parking permit for the Ocean Pines Beach Club, which is a property located on the Ocean City coast separate from the home. Parking at the home itself is included in the rental, and there is sufficient space in the driveway for at least four vehicles!brbrAdditional daily ($47) or weekly (7-day, $155) parking permits for the Ocean Pines Beach Club can be purchased at the Ocean Pines Association building from 8:00AM-4:30PM ET Monday through Friday. ADDITIONAL PERMITS MUST BE PURCHASED IN ADVANCE.brbrPool access is normally $15/person, but is reduced to $10/adult and $8/child (under 18) per day used as our guests. This charge is paid directly to the pool when accessing. One fee payment gets you access to all open pools for the same day! (This is the same for any Ocean Pines property.)brbrCheck out the community amenities by searching Ocean Pines amenities or going to oceanpines.org/amenities.brbrOther Things to Note:brbrLong Term Guests: Guests staying 28 days or longer will be required to sign a negotiable lease which includes additional terms, including guest responsibility for the utilities of water, gas, and electricity, guest responsibility for consumables such as toilet paper, paper towels, cleaning supplies, toiletries, and kitchen supplies, and agreement to professional cleaning (at $150/clean) at least once every 28 days. Please feel free to ask any questions!brbrCheck-in: 4PM or laterbrCheck-out: 11AM or earlierbrbr(It may be possible to adjust these times on a case-by-case basis.)brbrPet fee: $75.00 per pet per stay. If a pet is not disclosed prior to arrival, the fee is $200 per undisclosed pet.brbrUp to 2 dogs only, no cats or other animals allowed. A pet crate is available upon request.brbrGarage Access: In general, the single-car garage is not accessible to guests. However, if you desire use of the garage for vehicle or other storage, it can be made available for an additional fee of $50 per stay.
Bed 4

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Bath 2

Bath

Sleep 10

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Exceptional(3)

$288.57

/ Nightly
Private Vacation Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home

Ocean Pines, Maryland, United States

Dog Friendly w/ Fee | Spacious Sunroom | 9 Mi to Ocean City Boardwalk | 13 Mi to Assateague IslandbrbrEnjoy the best of both worlds at this relaxing 3-bed, 2-bath vacation rental in the Ocean Pines community — close to everything but away from the hustle and bustle! Sip your morning coffee on the deck, then hit the waves, chase thrills at Jolly Roger Amusement Park, or try your luck at Ocean Downs Casino. Back at home, fire up the grill or cook a meal inside. Book this coastal home base today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 2 full bedsbr- Bedroom 3: 1 bunk bed (twin/full)brbrCOMMUNITY AMENITIESbr- 2 seasonal outdoor pools & 1 year-round indoor pool (unheated, addt’l $10/day fee, paid on-site)br- Ocean Pines Beach Club (addt’l $10/day fee, paid on-site)br- 4 playgroundsbrbrOUTDOOR LIVINGbr- Large furnished deckbr- Gas grill (propane provided)brbrINDOOR LIVINGbr- 2 Smart TVsbr- Furnished sunroombr- 4-person dining tablebr- Ceiling fansbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Drip coffee maker, toasterbrbrGENERAL br- Free WiFibr- Central A/C & heat (excluding sunroom)br- Washer & dryerbr- Linens, towelsbrbrFAQbr- Pet fee (paid pre-trip)br- Quiet hours (10:00 PM)br- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- Single-story home, 3 steps to enterbrbrPARKINGbr- Driveway (3 vehicles)brbr-- THE LOCATION --brbr- Quiet residential area near shops, grocery stores & restaurantsbr- 3 miles to Ocean Downs Casinobr- 7 miles to Baja Amusements & Outlets Ocean Citybr- 9 miles to Jolly Roger Amusement Parkbr- 13 miles to Assateague Island National Seashorebr- 123 miles to Baltimore/Washington Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking or vaping br- Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 2 max)br- No events, parties, or large gatheringsbr- Please observe quiet hours after 10:00 PMbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 3 steps to enterbr- Your safety matters. This property features 1 exterior security camera at the front door facing the front porch. The camera does not look into any interior spaces. The camera records video and sound when activated by motionbr- The 3 community pools are available for an additional fee of $10 a day, paid on-sitebr- The Ocean Pines Beach Club is available for an additional fee of $10 a day, paid on-sitebr- While this property is not luxury or recently updated, it is a comfortable and well-kept home that is best suited as a home base for enjoying the beach, restaurants, and the surrounding areabr- Due to the coastal Ocean Pines location, the home may have a slightly damp or beachy feel at times
Bed 3

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Bath 2

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Sleep 5

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Exceptional(114)

$330.4

/ Nightly
Private Vacation Home

Waterfront- Pet OK- Pools-Sleeps 8-Self Check-In Beach Club Parking Included.

Ocean Pines, Maryland, United States

Welcome to our charming 3-bedroom, 2-bathroom beach retreat, where relaxation and adventure come together! Perfect for families, couples, and friends, our home offers self check-in, sleeps 8 comfortably, a screened porch for morning coffee or evening cocktails, and a cozy, coastal atmosphere to unwind.brOcean Pines Beach Club parking Included.( located at 48th street Oceanside in Ocean City).brLocated in a beautiful community with a golf course and four pools, you can enjoy a morning swim, a round of golf, or a game of tennis or pickleball. Many parks and trails for a leisure walk. For water lovers, the kayak launch offers easy access to scenic paddling adventures. In the evenings, visit the nearby family-friendly yacht club for waterfront dining and live music. Don’t miss the Saturday farmers market, where you’ll find fresh produce, baked goods, and local treasures.brbrBest of all, our home is dog-friendly, so your four-legged companion can join in on the fun! Whether you're seeking peaceful beach days, outdoor activities, or delicious dining, this is the perfect place to make unforgettable memories.brbrBook your stay today and start your coastal escape!brbrOcean Pines Community: Ocean Pines is a premier residential community nestled on Maryland's Eastern Shore . With over 9 miles of waterfront property and enough trees to shade the majority of the 3,000 acres, Ocean Pines is truly a jewel located only 5 miles from Ocean City and the Atlantic Ocean. brThe community boasts four outdoor pools, one indoor pool, an 18-hole Robert Trent Jones, Sr. designed golf course, a yacht club, two marinas. a community hall, a tennis complex, pickleball courts,soccer fields, baseball fields, basketball courts, several lakes, and numerous parks, playgrounds, walking trails, and a new skateboard park. brAll Ocean Pines amenities ( pools and golf facilities) require a fee to use. Parking at Beach Club is included.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(20)

$896.1

/ Nightly
Private Vacation Home

Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!

Ocean Pines, Maryland, United States

Welcome to your Ocean City MD waterfront vacation rental with a private boat dock and beautiful Ocean City skyline views. This spacious 5-bedroom, 2.5-bath canal-front home is perfect for family vacations, group beach trips, and boating getaways. Enjoy direct canal access for boating, fishing, jet skiing, and waterfront relaxing. Located minutes from the Ocean City beach, boardwalk, restaurants, shopping, and attractions, this home offers the perfect OCMD beach and boating experience.brbrWelcome to Boaters Dream by Karson’s Keys! Enjoy the perfect waterfront vacation rental designed for relaxation, comfort, and easy access to boating and coastal fun. At Karson’s Keys, your experience matters. Our team provides 24/7 guest support to help with anything during your stay—from property assistance to local recommendations—so you can focus on enjoying your Ocean City getaway. Your host is always available for questions 8:30 a.m. - 5 pm. After hours please email for non emergencies. There is an after hours emergency contact during your stay. Please make sure this is for emergency purpose. If you are going to be checking in after our office closes, please make sure you have all of your check in information with you in order to access condo & for parking instructions. There is a cancellation fee of 99.00 for all cancellations made after 24 hours from reserving. Our cancellation policy is if cancelled 31 days prior, full refund. Anything from 30 days is 50% refunded. brBike, chair & umbrella rentals are available during your visit—please inquire with the host for details.brbrWelcome to the Ocean Pines community, a top destination on the Eastern Shore! Dive into a wealth of amenities, including boat ramps, a yacht club, several pools, playgrounds, and lovely nature trails to explore. br**Important Note:** brDue to community regulations, we cannot purchase pool passes for you. To obtain them, simply bring a copy of your lease and a state-issued ID. For more information on amenities and policies, please visit the Ocean Pines Community website. brWe can’t wait for you to enjoy everything Ocean Pines has to offer! Plus, we have bikes, beach chairs, and umbrella rentals available. Just inquire with your host!brbrAgent will send details no later than 48 hours prior to arrival (4:30 pm) if all documentation is complete. If you do not see it, please check spam folder. brbrWelcome to your dream vacation rental—a luxurious 5-bedroom, 2.5-bathroom waterfront property complete with a private boat dock! brAs you enter, you’ll be greeted by a grand foyer that leads to a spacious and elegantly furnished living room, offering panoramic waterfront views that create a serene and inviting atmosphere. The open-concept layout seamlessly connects the living room to a fully equipped kitchen, perfect for preparing delicious meals while enjoying time with loved ones.brThe kitchen is a culinary dream, featuring high-end appliances, ample counter space, and a large island ideal for gatherings. Whether you’re a seasoned chef or just love experimenting with new recipes, this kitchen will meet all your culinary needs.brThe master suite is a true retreat, boasting a plush king-sized bed, and a luxurious en-suite bathroom complete with a soaking tub. The remaining four bedrooms are equally stylish and comfortable, ensuring a restful night’s sleep for everyone.brStep outside to find a beautifully landscaped backyard leading to your private boat dock. Spend your days boating, fishing, or simply soaking up the sun while taking in the breathtaking views.brLocated in a prime spot, this waterfront retreat provides easy access to nearby attractions, restaurants, and entertainment options. Whether you wish to explore the local area or simply unwind in luxury, this vacation rental has it all.brDon't miss your chance to create lasting memories in this exceptional property. Contact us today to book your stay and experience the ultimate in waterfront luxury and relaxation!brbrFeel free to enjoy a run, walk or bike ride in the community. If going to Ocean City, MD beaches, you are approx. 7-9 miles drive. Ocean Pines also has a ferry that goes back and forth to Ocean City for a nice ride via the Assawoman Bay! Bike, beach chairs & umbrella rentals available. Inquire with host.brbrEnjoy a prime Ocean City MD waterfront vacation rental just minutes from top attractions including Assateague Island beaches, boat rentals, OCMD restaurants, shopping, theme parks, wineries, and movie theaters. Perfect for family vacations, boating trips, and beach getaways, this canal-front location puts the best of Ocean City right at your doorstep.brbrParking: Limited to 3–4 vehicles in the driveway (depending on size) and one vehicle on the street directly in front of the home. Please do not block neighboring driveways.brbrReservation Requirements: Guests must complete a rental agreement and check-in form, including guest names, ages, and a valid government-issued ID prior to arrival.
Bed 5

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Bath 2

Bath

Sleep 13

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Exceptional(10)

$573.41

/ Nightly
Private Vacation Home

Ocean Pines Chalet

Ocean Pines, Maryland, United States

Summary:brbrNestled in the tranquil Ocean Pines, MD, Ocean Pines Chalet is a picturesque 4-bedroom, 3.5-bath haven exuding coastal charm. This delightful retreat is surrounded by a plethora of local amenities including community pools, parks, tennis and basketball courts, skate parks, golf, and a yacht club. A 15-minute drive from the bustling Ocean City beaches, it offers the perfect blend of serene living and beachside excitement, making it an ideal getaway for those seeking both relaxation and adventurebrbrbrbrThe Space:brbr✨ Ocean Pines Chalet Retreat – A-Frame Luxury, In-Law Suite & Outdoor Deck ✨brbrbrbrWelcome to the Ocean Pines Chalet, a stunning A-frame home that blends soaring architecture, coastal charm, and generous space for families or groups. With dramatic 40-foot vaulted ceilings, multiple living areas, and a private in-law suite, this retreat offers comfort, privacy, and relaxation in a serene Ocean Pines setting.brbrbrbr⸻brbrbrbr Where You’ll Sleepbrbrbrbr• Primary Bedroom (main level): King bed, spa-like private bath, desk/vanity space brbr• Bedroom 2 (2nd floor): King bed, Smart TV, spacious and comfortable ️brbr• Bedroom 3 (2nds floor): Queen bed, Smart TV, cozy and inviting brbr• In-Law Suite (Bedroom 4 - main level): Queen bed, private bath, kitchenette, living area & TV — ideal for guests wanting extra privacy ✨brbr- Living room includes a Sofa Bed. brbrbrbr• Total Beds: 5 ️brbr• Baths: 3 Full Bathrooms and Half Bathroombrbrbrbr⸻brbrbrbr The SpacebrbrbrbrMain Living Area:brbrStep into an expansive open-concept living space highlighted by breathtaking 40-foot vaulted ceilings and classic A-frame design. The living room and kitchen flow seamlessly, creating a warm gathering space for meals, conversation, and relaxation. Plush seating surrounds a charming fireplace, while large windows fill the home with natural light and showcase tasteful coastal décor.brbrbrbrKitchen:brbrFully equipped and open to the living area, making it perfect for preparing meals, entertaining, and enjoying time together.brbrbrbrIn-Law Suite:brbrA private, self-contained retreat featuring a bedroom, full bathroom, kitchenette, and living area with a custom accent wall and TV — perfect for extended stays or multi-generational groups.brbrbrbr⸻brbrbrbrBring Your Furry Friend! brbrWe welcome up to 2 dogs per stay.brbrbrbr Outdoor Livingbrbrbrbr• Spacious deck with comfortable seatingbrbr• Blackstone grill for outdoor cooking brbr• Ideal for morning coffee, al fresco dining, or relaxed evenings surrounded by naturebrbrbrbr⸻brbrbrbr Ocean Pines Club & Pool Access (Fees Apply)brbrbrbrGuests may enjoy access to Ocean Pines community amenities with the purchase of a per-person day pass.brbrbrbr ️ One Beach Club Parking Pass is provided for the Ocean Pines Beach Club in Midtown Ocean City on 50th st. This allows you to park by the community pool and have easy access to Ocean City Beaches. brbrbrbr Available Pools:brbr• 4 outdoor poolsbrbr• 1 indoor poolbrbrbrbr Daily Pool Fees:brbr• Adults: $18 per personbrbr• Youth (ages 5–17): $16 per personbrbrbrbr Hours:brbrMost pools are open daily from 10:00 AM – 6:00 PM, with select locations offering extended hours.brbr Outdoor pools typically operate from Memorial Day through Labor Day, weather permitting.brbrbrbr Fees, hours, and availability are managed by Ocean Pines and are subject to change.brbrbrbr⸻brbrbrbr Location, Location, LocationbrbrbrbrPerfectly situated in the heart of Ocean Pines, this home offers a peaceful residential escape while keeping you close to dining, shopping, recreation, and coastal attractions. Guests love the balance of quiet neighborhood living with easy access to beaches, marinas, and charming nearby towns.brbrbrbr Nearby Destinations:brbr• ⛵ Ocean Pines Yacht Club — approx. 5-minute drive, waterfront dining and bay viewsbrbr• Southgate Grill — approx. 9-minute drive, casual local favoritebrbr• Casita Linda — approx. 9-minute drive, popular Mexican cuisinebrbr• ️ Pennington Commons — approx. 9-minute drive, shopping and essentialsbrbr• ️ Berlin, MD — approx. 14-minute drive, charming historic town with boutiques and diningbrbr• ️ Ocean City Beach — approx. 15-minute drive, beaches, boardwalk, dining, and entertainmentbrbrbrbrThis location truly gives you the best of both worlds — tranquil community living with convenient access to classic coastal fun.brbrbrbr⸻brbrbrbr Why Guests Love Itbrbrbrbr• Iconic A-frame architecture with vaulted ceilingsbrbr• Private in-law suite for flexible group staysbrbr• Cozy fireplace and bright open layoutbrbr• Spacious deck with grill for outdoor enjoymentbrbr• Access to Ocean Pines amenities and poolsbrbrbrbr⸻brbrbrbr The Perfect Coastal EscapebrbrbrbrWhether you’re planning a relaxing retreat, a family getaway, or a multi-generational stay, the Ocean Pines Chalet delivers space, comfort, and timeless coastal charm — all in a serene setting close to everything the area has to offer.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 staybrbrbrbrThe Neighborhood:brbrSituated in the heart of Ocean Pines, the Ocean Pines Chalet offers more than just a stunning home; it provides a gateway to a plethora of local attractions and amenities. The community boasts multiple pools, verdant parks, tennis and basketball courts, skate parks, and a yacht club, offering something for everyone. For those drawn to the allure of the ocean, a mere 15-minute drive transports guests to the vibrant beaches of Ocean City, where the promise of sand, surf, and seaside fun awaits. One Beach Pass is provided for the Ocean Club in midtown OC! Whether it's a day spent lounging on the beach, exploring local shops and eateries, or engaging in water sports, the area surrounding the chalet is rich with opportunities for adventure and relaxation
Bed 4

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Bath 3

Bath

Sleep 10

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$375.37

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Private Vacation Home

Seashell Shores Beach House

Ocean Pines, Maryland, United States

Summary:brbrWelcome to Seashell Shores Beach House, a pet-friendly 3BR/2BA retreat in Ocean Pines with a Beach Club parking pass included! Relax on the large screened porch or front deck, unwind in the hammock, and gather around the fire pit with Adirondack chairs. Walk to Bainbridge Park and enjoy beach umbrellas, towels, and kids’ sand toys. Inside features Roku TVs in every room, a game shelf, baby gear, grill, crab pot, and a convertible coffee-to-dining table. It's the perfect beach escape!brbrbrbrThe Space:brbr Where You’ll Sleepbrbrbrbr• Bedroom 1: Queen bed — cozy retreat for restful nights brbr• Bedroom 2: Queen bed — bright & relaxing space brbr• Bedroom 3: Twin over Full bunk bed — perfect for kids or extra guests brbr• Total Beds: 4 brbr• Baths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrStep inside to a bright, open-concept home designed for easy coastal living. The spacious living area flows to the front deck and screened porch — perfect for morning coffee or evening dinners. The coffee table converts to a dining table for flexible family meals.brbrbrbrLiving Room: Roku TV, comfy seating & easy gathering space brbrKitchen: Fully equipped with air fryer, crab pot, grill tools, popcorn bucket & ice cream cups brbrbrbr⸻brbrbrbr Outdoor Fun & Relaxationbrbrbrbr• Large Screened Porch with dining table for 6 brbr• Front Deck with umbrella table & Adirondack chairs ☀️brbr• Fire Pit with 4 Adirondack chairs brbr• Hammock for afternoon naps brbr• Gas propane grill for cookouts brbrbrbrBeach umbrellas, towels & kids’ sand toys included for guest use! ️brbrbrbr⸻brbrbrbr Location, Location, LocationbrbrbrbrWalkable (under 1 mile):brbr• Bainbridge Park — playgrounds & green space (5-minute walk)brbrbrbrShort Drive:brbr• ️ Ocean Pines Beach Club — parking pass included (10–15 minutes)brbr• Ocean City Beach & Boardwalk (15–20 minutes)brbrbrbrQuiet street setting with driveway parking for 4 cars brbrbrbr⸻brbrbrbr Guest Favoritesbrbrbrbr• Pet-friendly home brbr• Game shelf stocked for family fun brbr• Roku TVs in every bedroom + living room brbr• Baby gear included (umbrella stroller, baby bath & chair seat) brbrbrbr⸻brbrbrbrBring Your Furry Friend! brbrWe welcome up to 2 dogs per stay. To ensure a comfortable experience for all guests, a pet fee of $75 per pet applies.brbrbrbr Please Note: Cats are not permitted, and only dogs are allowed — no other pets.brbrbrbr⸻brbrbrbr Extras & Amenitiesbrbrbrbr• Beach gear provided ️brbr• Kids books & toys brbr• High-speed Wi-Fi brbr• Open layout perfect for groupsbrbr• Screened porch + multiple outdoor seating areasbrbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrSeashell Shores Beach House blends beach days with backyard nights — from park strolls and sandy adventures to fire pit chats and hammock naps. It’s an easy, family-friendly coastal escape with space to relax, gather, and make memories.brbrbrbrOther 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.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 staybrbrbrbrIf 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. brbrbrbrbrbrIf 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.brbrbrbrbrbrOur calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.brbrDue to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.brbrbrbrbrbrTrust & 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.brbrbrbrbrbrWe 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.
Bed 3

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Bath 2

Bath

Sleep 7

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$354.23

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Private Vacation Home

Villa Sole Retreat - Screened Porch & Fire Pit!

Ocean Pines, Maryland, United States

Summary:brbrWelcome to Villa Sole Retreat! —a peaceful 3BD/2BA home tucked away in Ocean Pines’ Bay Colony community. Relax on the screened-in back porch, gather around the fire pit, or sip coffee on the sunny front deck. This home features spacious outdoor areas and access to amenities in Ocean Pines like pools, golf course, kayak launches, and more! Visit some of our local favorites like Assateague Island, Jolly Roger, and Trimper Rides! Just a short drive to Ocean City’s beaches, shops, and coastal fun!brbrbrbrThe Space:brbr✨ Villa Sole Retreat – Screened Porch, Fire Pit & Ocean Pines Amenities ☀️brbrbrbrWelcome to Villa Sole Retreat, a peaceful coastal getaway tucked away in the Bay Colony community of Ocean Pines, Maryland. This inviting 3-bedroom, 2-bath home is ideal for families or groups looking to relax in a quiet setting while still enjoying access to top-notch community amenities, nearby beaches, and Ocean City attractions.brbrbrbr⸻brbrbrbr Important NotebrbrThe fireplace is not functional and is NOT available for guest use. It is for decorative purposes only. Thank you for understanding.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrBedroom 1 (Downstairs): Queen bed — comfortable and relaxing brbrBedroom 2 (Upstairs bedroom): 2 Queen beds — cozy and inviting ️brbrBedroom 3 (Upstairs bedroom) : Full bunk bed — ideal for kids brbrLiving Room: Full sofa bed — extra sleeping space ️brbrbrbrTotal Beds: 5 brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrThis home offers a warm, functional layout with comfortable living spaces and inviting outdoor areas—perfect for unwinding after a day of exploring.brbrbrbrLiving Area: Comfortable seating with a relaxed, welcoming feel.brbrKitchen: Fully equipped for easy meals, snacks, and vacation cooking ️brbrbrbr⸻brbrbrbr Outdoor LivingbrbrbrbrScreened-in back porch — ideal for morning coffee or evening relaxation ️brbrSunny front deck — a peaceful spot to unwind ☀️brbrFire pit area — perfect for gathering, roasting s’mores, and cozy nights brbrbrbr⸻brbrbrbr Ocean Pines AmenitiesbrbrbrbrAs a guest, you have access to a wide range of Ocean Pines amenities, many of which are pay-to-play:brbrBeachfront Beach Club & parking in Ocean City (includes a restaurant) ️brbrFive community pools brbrPublic Yacht Club ⛵brbrTwo marinas brbrMultiple kayak launches & scenic walking trails ‍♂️brbrRacquet sports complex brbrOcean Pines Golf Club — Robert Trent Jones Sr.–designed course (non-members welcome)brbr ️ One complimentary beach parking pass is included and located in the Welcome Booklet on the kitchen table.brbrAdditional daily or weekly passes may be purchased at the Ocean Pines Administration Office.brbrbrbr⸻brbrbrbr On-Site Details & RulesbrbrbrbrDriveway parking for up to 4 vehicles — please do not park on the street brbrQuiet hours: 11:00 PM – 7:00 AM brbr3 bikes available in the shed for guest use (used at your own risk; helmets not provided) brbrPlease do not climb or sit on wire railingsbrbrLeave front patio cushions upright after use to allow proper drainagebrbrbrbr⸻brbrbrbr Fire Pit Guidelines (Ocean Pines HOA)brbrbrbrOnly dry seasoned hardwood or charcoal may be burned (do not burn pine)brbrFirewood is available at local stores such as Walmart or Home DepotbrbrFill fire pit no more than 70% fullbrbrFlames must remain under 2 feet high and 3 feet widebrbrAccelerants (lighter fluid, gasoline) are prohibitedbrbrA fire extinguisher is located in the shed; a hose is next to the back steps — keep one nearbybrbrAn adult must be present at all timesbrbrDo not burn plastic, rubber, treated wood, trash, leaves, or grassbrbrDo not use the fire pit when winds exceed 15 mphbrbrbrbr⸻brbrbrbr Nearby Attractionsbrbrbrbr Short Drive:brbrbrbrOcean Pines Beach Club — beachfront access at 49th/50th Street ️brbrJolly Roger Amusement Park — rides, mini-golf, and water park fun brbrTrimper Rides & Amusements — classic boardwalk rides brbrAssateague Island National Seashore — wild horses, beaches, and nature trails brbrOcean City Boardwalk — arcades, shops, dining, and seaside fun brbrbrbr Local Tip:brbrVisit the Ocean Pines Farmers Market every Saturday from 8:00 AM – 1:00 PM (seasonal, through October).brbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrQuiet Bay Colony location brbrScreened porch & fire pit brbrAccess to Ocean Pines amenities brbrComplimentary beach parking pass ️brbrShort drive to beaches, nature, and family attractions 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 neighborhood setting paired with access to incredible Ocean Pines amenities and nearby coastal attractions. With relaxing outdoor spaces, a cozy fire pit, complimentary beach parking, and easy access to Ocean City and Assateague Island, Villa Sole Retreat offers the perfect balance of comfort, convenience, 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 staybrbrbrbrGuest Access:brbrThe Fireplace is not functional.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(109)

$400.15

/ Nightly
Private Vacation Home

Newly Renovated Home With Impressive Views Of The 7Th Green!

Ocean Pines, Maryland, United States

Ocean Pines Golf course home with impressive views of 7th green. Our large, comfortable 3 bedroom, 2.5 bath home has plenty of room for large groups or two families. The first floor of this home offers large open living area with gas fireplace and dining area, as well as a open glass sunroom with incredible views and access to the outside deck area. The sunroom offers queen sleep sofa. You will also find the master suite downstairs including queen bed and and master bathroom with walk-in shower and double vanity. The upstairs has 2 large bedrooms and a bathroom. The golf course view room has a queen size bed and a large walk-in closet. You will find a pack and play in the closet for your use. The second bedroom, known as the kids room has a twin size bunk bed and a trundle bed that can be used a 1 queen or 2 twins. This bedroom also has toys, games, WII, and even a doll house for our young visitors. All bedrooms, as well as the living area, offer flat screen TVs and WiFi. brbrThis property also offers 3 bicycles and 2 single kayaks for your use. The large oversized garage also has beach chairs, beach toys, and a large steam pot for your crab feast! The 1st floor of the home was remolded in 2019, including new flooring, new kitchen, and master bath. The house includes beach club parking pass for the Ocean Pines Beach Club on 49th street in OC. Pool pass can be purchased separately.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(21)

$332.06

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Private Vacation Home

️Beautiful Home near OC & Assateague Park ️

Ocean Pines, Maryland, United States

Welcome to 21 Capetown, a charming 3 bedroom + loft / 2 bath unit in serene Ocean Pines! Just a short drive into Ocean City, this home is located close enough to the action but far enough away to be able to relax and unwind away from the excitement!brThis is a beach-themed 3 bedroom home with a loft has all of the beach vibes along with all of the comforts of home! This home is equipped with full decks on the front and back of the house, a 10'x12' screened in area to enjoy your morning coffee or evening beverage. 21 Capetown has more than enough room to sleep 6, with a King bedroom, Queen bedroom, full bedroom, and a cozy loft that has 2 twin beds and a daybed. This home has a keypad entry to allow 24 hour check-ins, parking for 4 vehicles, full sized washer and dryer, fully stocked kitchen, dining area, 3 smart televisions, outdoor games, a grill, and 2 full bathrooms. Along with the rental, we provide a parking pass to the Ocean Pines Beach Club located in Ocean City on 49th street, you can enjoy live entertainment, the beach, showers, lockers, food + drinks, and bathrooms! Short 10 min. drive via Rt 90. Pets welcome with a fee. Bring your kayak and paddle board to launch at one of several water access points just a few blocks away. Bring your bikes to ride on the quiet streets or on maintained bike trails. Nice back yard to play horse shoes or corn hole after you time at the beach. Ocean Pines has 5 swimming pools which can be used for a daily access fee. Also available are pickle ball courts, tennis, water access to launch kayaks or power boats. There is easy access to grocery stores, water front dining at the Yacht Club along with numerous other restaurants. Come enjoy the best of both worlds. brbrLinens included.brYou must be 25 to rent this homebrPets allowed with fee
Bed 3

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Bath 2

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Sleep 8

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Exceptional(7)

$383.35

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Private Vacation Home

36 Rabbit Run Lane by Seaside Vacations & Sales

Ocean Pines, Maryland, United States

In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous and recently updated home on a quiet street that still offers all of the wonderful amenities and serenity that Ocean Pines has to offer. brbrOcean 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 available on a first come, first serve basis and the pass is property of the condo. The Beach Club is only 10 miles from this home, approximately a 17 minute drive depending on traffic. Ocean Downs Casino and Racetrack is also just 3 short miles away!brbrNo detail has been overlooked in this beautiful, recently updated 3 Bedroom, 2 Bath home that comfortably sleeps a family of 6. As you enter, you are sure to fall in love with the open living floor plan and the vaulted ceilings! There is plenty of cozy furniture for the whole family to comfortably be together without ever feeling crowded. Lounge in the chaise or recliner, or spread out on the plush wrap-around couch! Whichever you prefer, there’s no shortage of space to relax in the AC, watch a movie, and unwind after a long day of fun in the sun! Just off the living area is the well-equipped Kitchen that is sure to be a dream come true for the chef in your family! Thoughtfully equipped with all the comforts of home, this kitchen helps make family meals in a breeze! There is a large island with seating for 5, great for a quick bite before running off to a day of fun in the sun, or you can bring the whole family together at the kitchen table. As an added bonus, just off the kitchen, there is a beautiful Sun Room with an oversized picnic table and a small Foosball/pool table! This room also has a seating area and a mounted flat-screen TV! Just imagine gathering the family for a traditional Maryland Crab Feast with natural light beaming in, all while enjoying your favorite sports team play!brbrAs you make your way down the hall towards the bedrooms, you will pass the convenient Washer and Dryer, just in case you need to run a quick load while calling Rabbit Run home. At the end of the hall is the Primary Bedroom, with a plush King bed, flat screen Smart TV, attached Private Bath, and a workstation with monitor, just in case you need to get a little work done. The attached Primary Bath has a Shower/Tub combo that’s perfect for freshening up after a day of fun! Just around the corner, Bedroom 2 is a calming retreat with cool seafoam greens and blues. Melt into the Queen bed and relax watching the Flat Screen TV while you drift off to sleep. Bedroom 3 will comfortably sleep 2 with 2 cozy Twin Beds and also has a Flat Screen TV. In the hall, convenient to the bedrooms and the living area is the shared Full Bath with a Shower/Tub Combo.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.brbrRabbit Run Lane 36 allows ONE well-trained family dog with $150 Non-refundable Pet Fee. Dogs must be current on all vaccinations, and currently treated with Flea/Tick Preventative. NO CATS or other animals permitted.brbrThe tans may fade, but the Memories last forever.....brbr*This home is available for any 3-night minimums in season*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.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(5)

$428.13

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Private Vacation Home

Nice Three Bedroom Home in Popular Ocean Pines

Ocean Pines, Maryland, United States

The Space:brbrWell-maintained PET FRIENDLY vacation home in the popular Ocean Pines resort community. This home offers three bedrooms, two full-bathrooms and a large, open living area. The living area features the living room with vaulted ceilings and a sleep-sofa, fully-equipped kitchen, and a dining area. The first bedroom features a king-sized bed, television and an ensuite full-bathroom. The second bedroom features a queen-sized bed and a television. The third bedroom features two twin beds and a television. The second full-bathroom is centrally located and easily accessible from throughout the home. There is a sun-room off of the living area with a desk that provides a nice work space and additional living space. The front and rear porches, as well as the rear yard area provide good outdoor living space. There is a paved driveway that can accommodate up to four vehicles. Please note, only two pets per stay allowed with additional fee. Ocean Pines offers many amenities a la carte including pools, golf, tennis, marinas, parks, beach club and more. Additional information can be found at the Ocean Pines community site. Ocean Pines offers the best of both worlds, a classic beach resort community that is a lot less hectic than Ocean City, but is only a short drive from Ocean City’s beaches, restaurants, amusements and shopping. Ocean Pines itself offers several restaurants, bars, coffee shops, parks, a yacht club, grocery store, shopping and more. Come make some memories at the beach with Coastal Life Vacations. Linen and towel package included with reservation. Management fee includes Damage Waiver for $1000 in accidental damage coverage.brbrbrbrGeneral PoliciesbrbrMinimum guest age is twenty-five years old.brbrbrbrThe guest that signed the Lodging Agreement shall be the guest that checks-in. This guest must be at least twenty-five years old and occupying the property throughout the duration of the rental period. All occupants of the property during the rental period shall be supervised by this guest. Violation of this policy will result in denial of access, cancellation of the reservation and/or immediate removal from the property without refund.brbrbrbrMaximum occupancy is noted on the listing and related materials. Violation of this policy will result in denial of access, cancellation of the reservation and/or immediate removal from the property without refund.brbrbrbrGuest shall not host, or permit to be hosted, any parties at the property at anytime. Violation of this policy will result in denial of access, cancellation of the reservation and/or immediate removal from the property without refund.brbrbrbrNo smoking or vaping is allowed on the premises. If smoking or vaping does occur on the premises, Guest will be evicted and is financially responsible for all damage caused by the smoking including, but not limited to, stains, burns and the cost of odor remediation and removal and replacement of damaged property.brbrbrbrYour booking includes $1000 in accidental damage coverage, however any property damage needs to be reported immediately to Coastal Life Vacations to avoid additional charges and/or legal claims.brbrbrbrRental booking includes a complete linen and towel package. Guest will be responsible for supplying their own paper products, toiletries, trash bags, beach towels and beach equipment.brbrbrbrCancellation PolicybrbrAll cancellations shall be in writing. Processing, management and credit card fees are non-refundable. Reservations canceled more than sixty (60) days prior to the check-in date will receive a 100% refund less aforementioned fees. Reservations canceled more than thirty (30) days prior to the check-in date will receive a 50% refund less aforementioned fees. No refunds will be provided for reservations canceled thirty (30) days or less prior to the check-in date. No refunds will be provided if Guest does not take occupancy of the Property. A transfer to another Property at Guest’s request will be treated as a cancellation. Reinstatement of a canceled Reservation is subject to an additional processing fee. The Reservation will be in effect upon receipt of initial required deposit payment and the applicable cancellation policy will apply at that time.brbrbrbrThe Neighborhood:brbrOcean PinesbrbrbrbrInteraction with Guests:brbrProperty is equipped with an electronic lock. Guests can go directly to the property to check-in at their convenience anytime after 3:00pm on their arrival date.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$584.03

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Private Vacation Home

Dolphins Chance - Beautiful Waterfront!

Ocean Pines, Maryland, United States

Summary:brbrEscape to your perfect retreat in Ocean Pines, MD! This beautiful waterfront home features 4 bedrooms and sleeps up to 10 guests. Enjoy your own private dock for boating or fishing, and relish the easy access to community pools, parks, and playgrounds. The home’s bright and airy design ensures a relaxing stay. Plus, you're just a short drive from the vibrant beaches and boardwalk of Ocean City, MD. Whether you seek tranquility or adventure, this vacation home offers the best of both worlds.brbrbrbrThe Space:brbr✨ Lookout Point Retreat – Spacious Layout, Loft Bedroom & Peaceful Setting brbrbrbrWelcome to Lookout Point Retreat, a thoughtfully designed home in the quiet Ocean Pines community. Ideal for families or groups, this home offers a comfortable and functional layout with cozy gathering spaces and flexible sleeping arrangements — perfect for a relaxed coastal getaway.brbrbrbr Please note that there are stairs on the exterior and throughout the home, as bedrooms are located on different levels. One of the bedrooms is set up as a loft-style sleeping area, adding character and versatility to the space.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrBedroom 1: Queen bed — comfortable and inviting brbrBedroom 2: Queen bed — cozy and restful brbrBedroom 3: Two full bunk beds — great for kids or groups brbrBedroom 4 (Loft-Style): Queen bed — perfect for a peaceful night ✨brbrbrbrTotal Beds: 5 ️brbr⸻brbrbrbr BathroomsbrbrbrbrBathroom 1: Full bathroom with walk-in showerbrbrBathroom 2: Full bathroom with walk-in showerbrbrbrbrBaths: 2 full bathrooms brbrbrbr Please note: There are no bathtubs in this home — showers only.brbrbrbr⸻brbrbrbr The SpacebrbrbrbrDesigned for comfort and connection, this home offers welcoming living areas and cozy sleeping spaces.brbrbrbrLiving Areas: Comfortable seating and gathering spaces ideal for relaxing and spending time together ☀️brbrbrbrKitchen & Dining: Functional layout with ample space for preparing meals and enjoying them as a group ️brbrbrbrBedrooms: Located on different levels throughout the home, offering privacy and flexibility for guests brbrbrbr⸻brbrbrbr⚠️ Important Notes Before Bookingbrbrbrbr Stairs required to access the home and bedrooms (interior and exterior)brbr ️ Loft-style bedroom — one sleeping area is set up as a loftbrbr Showers only — no bathtubs availablebrbr Basement level is not included in the rental and is not accessible to guestsbrbr⛔ Boat lift & hot tub are not available for guest usebrbr⸻brbrbrbr Location, Location, LocationbrbrJust a short walk ‍♀️ or quick drive to:brbrbrbr Ocean Pines Community Parks & Walking Trails — nearby for outdoor timebrbr ️ Ocean Pines Golf Club — short drive for golf loversbrbr ️ Ocean Pines Yacht Club — approx. 5-minute drivebrbr ️ Local restaurants & cafés in Ocean Pines — close bybrbr ️ Downtown Berlin, MD — charming shops & dining (short drive)brbr ️ Ocean City Beaches — easy drive for beach days and boardwalk funbrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrSpacious layout ideal for families or groups brbrLoft-style bedroom with bunk beds brbrQuiet community setting brbrMultiple levels offering privacy and flexibility ⭐brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrWhether you’re enjoying peaceful mornings in Ocean Pines, dining nearby, or heading out for beach days, Lookout Point Retreat offers a comfortable, well-laid-out home with clear expectations — making it an easy and enjoyable stay for families and groups alike.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. Request 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. brbrbrbrThis is a non-smoking unit. Oceans Edge Vacation Rentals charges a $1,000 fine for smoking in the unit. 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.
Bed 4

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Bath 2

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Sleep 10

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Exceptional(14)

$356.35

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Private Vacation Home

Incredible Bayfront Home with Amazing Sunsets! A warm home with lots of space

Ocean Pines, Maryland, United States

A very warm home for three couples or a family of 6 or less. Three bedrooms and three and a half bathrooms. Nice open floor plan from kitchen to eating area to TV family room. Plenty of kitchen supplies for cooking. Grill on deck. Three TVs: family room, master bedroom and upstairs loft. Lovely UNADVERTISED space includes a loft area to chill and watch movies or read a book. The added upstairs area must be self cleaned as the cleaner will not clean the upstairs. The beds are not for sleeping due to the Worcester County laws of not having the bedrooms divided by a wall.brBeautiful screened in porch along with an open deck that looks out on the water with beautiful sunsets. Outside deck is nice and large and is perfect for dining. brBicycles and Kayaks are available along with helmets and life vests. Please rinse off the kayaks if used. It's a little tricky get in and out of them from the lagoon.br Lots of restaurants within the neighborhood including the Yacht Club, Southgate Grill, Southside deli, The Public House etc. Ocean Downs Casino is nearby on the bayside if you want to venture out for a fun night. Of course, many wonderful restaurants in Ocean City and Berlin.brOcean Pines Association offers day or weekly passes for the Ocean Club. Pool passes will need to be purchased separately through the Ocean Pines Association. brbrVERY IMPORTANT: BRING YOUR OWN SHEETS, BATH, AND BEACH TOWELS. We have a three night minimum.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(5)

$403.96

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Private Vacation Home

Cozy house in Ocean pines, only 10 mins away from Ocean City.

Ocean Pines, Maryland, United States

As you step inside, you'll be greeted by an open concept living space that seamlessly connects the living room, dining area, and kitchen. The interior embraces the cozy feel with soothing color palettes and natural textures. The living room serves as a cozy haven, furnished with a sofa and chairs, ideal for relaxation and unwinding after a day of exploring the area. It is a perfect spot to gather with loved ones and enjoy lively conversations or indulge in your favorite movies or shows on the flat-screen TV.brAdjacent to the living room is the fully equipped kitchen with ample countertop and cabinet space. Whether you are preparing a quick breakfast or whipping up a gourmet feast, this kitchen has everything you need to satisfy your culinary desires. Enjoy your meals at the stylish dining area, complete with a dining table that accommodates up to six, perfect for family dinners or intimate gatherings.brThe primary bedroom features a comfortable king-size bed and the second flat-screen TV. This bedroom also includes an en-suite bathroom with the shower for your convenience and privacy.brThe two additional bedrooms offer a queen and a double bed. Guests will feel right at home in these inviting spaces. The shared bathroom offers a shower/tub combination as well as washer and dryer.brbrThe homes amenities also include high-speed internet, a workstation, 2 flat-screen Roku TV’s, beach chairs, beach toys, washer/dryer, central A/C, ceiling fans in every room, additional table fan, cooler, keyless entry.brbrLinens and bath towels are provided at no additional cost. A starter amount of essentials such as toilet paper, paper towels, dish soap, sponge, hand soap, laundry detergent, dishwasher pods and coffee will be provided. These items will not be restocked during your stay. It will be the guest’s responsibility to purchase additional items if needed.brbrOutdoor areas: We have a large driveway, which can fit in up to 4 cars. There is a combo screened in/open air deck off the kitchen area. This is a lovely place to enjoy coffee in the morning or unwind in the evening. There is a charcoal grill, a table, and a set of chairs to enjoy your cookout. For colder nights, there is a fire pit for outside relaxation in the back yard.brbrCommunity: Ocean Pines is a 10-minute drive to Ocean City and boasts many resort-style amenities such as over a dozen parks and walking trails, playgrounds, a public Yacht Club, 5 pools, 2 marinas, restaurants, shops, Saturday morning Farmer’s Market, and a championship golf course.brbrThe daily rates for using a pool paid at the door: adults 18 & up: $15/ youth (5-17): $12. Pools are open Memorial-Labor Day, sometimes earlier or later weather permitting at the discretion of the building.brbrOcean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the four Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours, contact the Ocean Pines Association directly.brbrLocation:br7.4 miles or a 10-minute drive to Ocean City Rt. 90 is the fastest route to Ocean City If you want to go to the Ocean City Inlet you can take Rt. 50 and there is a draw bridge.br13 miles or 20-minute drive to Assateauge Island. Assateauge State Park is a must do, to see the beautiful wild horses that inhabit the island. There are multiple hiking trails as well that everyone can enjoy.br7 miles or 15-minute drive to downtown Berlin that has incredible and charming small town vide with a vibrant main street. There are lots of great shops, restaurants, coffee shops and more to explore and enjoy.br9 miles or 20-minute drive to Frontier Town, a fun Western Theme Water Park that will allow you to avoid some of the summer crowds in Ocean City.brbrOur property is a dream come true for golf enthusiasts. It is situated within mere minutes of not one, not two, but 8 stunning golf courses:br• Ocean Pines Golf Club – 100 Clubhouse Dr. Ocean Pines, MD 21811 (4 miles)br• Ocean City Golf Club – 11401 Country Club Dr. Berlin, MD 21811 (12 miles)br• Eagle’s Landing Golf Course – 12367 Eagles Nest Rd. Berlin, MD 21811 (7 miles)br• Rum Pointe Seaside Golf Links – 7000 Rum Point Rd. Berlin, MD 21811 (12 miles)br• Glen Riddle Golf Club – 11501 Maid at Arms Ln. Berlin, MD 21811 (5 miles)br• River Run Golf Club – 11610 Masters Ln. Berlin, MD 21811 (4 miles)br• Ocean Resorts Golf Club – 10655 Cathell Rd. Berlin, MD 21811 (3 miles)br• Links at Lighthouse Sound – 12723 St Martins Neck Rd. Bishopville, MD 21811 (7 miles)brbr*Traffic, Holidays, & Weekends may impact these drive times - Please allow for increased time travel at these times and especially in the summer months* I would add an additional 20-30 minutes at peak season and recommend that guests try to get to the Ocean before 10am during the summer to avoid delays. Plenty of 5 star reviews are available on another hosting website.
Bed 3

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Exceptional(18)

$718.66

/ Nightly
Private Vacation Home

Boat Dock! Waterfront Group Getaway in Ocean Pines

Ocean Pines, Maryland, United States

Indulge in coastal relaxation with a stay at this scenic seaside vacation rental in Ocean Pines, MD. Perfect for large families and groups, this 4-bedroom, 4-bath home features breathtaking bay views, a private boat dock, and plenty of space to gather. After a day of boating, golfing, and exploring, you can fire up the gas grill for dinner in the screened porch or on the deck. After, unwind by the fireplace with a movie on the Smart TV or lounge on the balcony as the sun sets over the water.brbr-- THE PROPERTY --brbrSTR-1910 | Wood-Burning Fireplace | Screened Porch | Community Amenities | Pet Friendly w/ FeebrbrBedroom 1: Queen Bed, Queen Sleeper Sofa | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed w/ Twin Trundle | Additional Sleeping: Queen Air Mattress (1st Floor Closet)brbrCOMMUNITY AMENITIES: Beach club, pool, hot tub, fitness center, tennis court, racquetball court, basketball court, golf coursebrOUTDOOR LIVING: Water view, private boat dock, gas grill, charcoal grill (charcoal not provided), outdoor dining area, deck w/ picnic table, complimentary kayak, balconybrINDOOR LIVING: Smart TVs, wet bar, laptop-friendly workspace, dining table, breakfast bar & nook, ceiling fans, updated flooring & countersbrKITCHEN: Updated stainless steel appliances, cooking basics, dishware/flatware, dishwasher, stove/oven, refrigerator, microwave, drip & Keurig coffee makers, toasterbrGENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, central A/C & heating, laundry detergent, iron/board, clothes hangers, hair dryer, trash bags/paper towelsbrFAQ: Pet fee (paid pre-trip)brACCESSIBILITY: 2-story home, 4 steps required to enter, 1 bedroom & 2 bathrooms on 1st floorbrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrTEE OFF: Ocean Pines Golf Club (1 mile), River Run Golf Club (3 miles), Glen Riddle Golf Club (7 miles)brOCEAN CITY ATTRACTIONS: Roland E. Powell Convention Center (11 miles), Boardwalk (11 miles), Ocean City Beach (12 miles)brFAMILY FUN: Baja Amusements (9 miles), Jolly Roger Amusement Park (11 miles), Trimper Rides of Ocean City (11 miles)brTHINGS TO SEE + DO: Ocean Downs Casino (6 miles), Isle of Wight Bay (8 miles)brAIRPORT: Salisbury Regional Airport (25 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story home requires 4 steps to enter, with 1 bedroom and 2 bathrooms on the 1st floor. Stairs are required to reach the upstairs bedrooms and bathrooms
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Bath 4

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