Home Vacation Rentals By Owner In Ocean Pines, MD

Showing 188 Of 188 Vacation Rentals
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Exceptional(11)

$312.9

/ Nightly
Private Vacation Home

Contemporary, spacious home with firepit, washer/dryer, & central AC

Ocean Pines, Maryland, United States

5 WhitecapbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrContemporary and spacious, this lovely home boasts enough room for the whole family to enjoy! Located in Ocean Pines, adventure is waiting. Baja Amusements, Paradise Watersports, Embers Island Mini Golf, the Ocean City Boardwalk, and the Freeman Arts Pavilion are all less than 13 miles away from your stay. Take a quick walk to Ocean Pine's Farmers & Artisans Markets, to immerse yourself in the community's local art, and conversation. brbrOpen the front door to this beautiful home and find a welcoming living room, perfect for lounging with your family in. Beyond the living room is the full kitchen with a breakfast bar, stainless steel appliances, and ample meal prep space. Great conversation is guaranteed to spark as the chef in your family whips up their signature dish while chatting with everyone seated around the large dining room table. brbrRest assured that everyone will feel right at home with ample space to spread out and call their own, as this home boasts an impressive five bedrooms. Find yourself at ease with many great amenities such as a private washer/dryer, and central air-conditioning at your fingertips. brbrAnd at night, gather the family around the warm, private firepit, sharing stories from a wonderful day full of adventure of love! brbrTHINGS TO KNOWbrStreaming services available with guests’ own account(s).brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: There is a ring doorbell located at the front door facing the street. One camera over the side door from the dining room facing the walkway on the side of the home. There is also one camera on the back of the home facing the open space in the back.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

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$442.56

/ Nightly
Private Vacation Home

Pristine Ocean Pines home w/private deck, all season room, AC, kitchen & WiFi

Ocean Pines, Maryland, United States

Salty WaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect getaway in Ocean Pines, MD! This charming house is nestled within a vibrant community, offering a delightful all-season room that opens up to a private deck, ideal for soaking in the serene surroundings. Gather around the firepit in the evenings, creating unforgettable memories with family and friends under the stars.brbrThis dog-friendly home is designed for comfort and convenience, featuring central AC, a fully equipped kitchen with modern appliances, and a cozy living area complete with cable TV and Netflix streaming. With ample sleeping arrangements, including a king bed, queen bed, twin beds, and a bunk bed, there's plenty of space for everyone to unwind after a day of adventure.brbrLocated just a short distance from the water, this property is perfect for those looking to explore the beautiful beaches and nearby attractions. Whether you're interested in fishing, visiting theme parks, or enjoying the local dining scene, you'll find it all within reach. brbrBook your stay today and experience the charm of Ocean Pines, where relaxation and fun await!brbrThings to KnowbrCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brGuests will need to use their own accounts for streaming on the smart TVs.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brNo smoking is permitted anywhere on the premises.brOcean City has adopted a noise control ordinance that makes it unlawful to cause or permit noise levels which exceed those established by the Department of the Environment of the State of Maryland (COMAR 26.02.03.02) or are in violation of Chapter 30, Article V of the Town Code. It shall be a violation of this agreement and grounds for eviction under Maryland law if these noise levels are exceeded as a result of activity on this property. Ocean City has other noise ordinances, which are criminal offenses if violated.brbrLearn more about the Ocean Pines area by visiting: https://www.oceanpines.org/web/pages/amenitiesbrbrOcean 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, please visit the Ocean Pines website or contact the Ocean Pines Association directly or visit: https://www.oceanpines.org/web/pages/amenitiesbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(5)

$329.91

/ Nightly
Private Vacation Home

Gorgeous home with an enclosed yard, grill, fireplace, chef's kitchen, AC, & W/D

Ocean Pines, Maryland, United States

The NestbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis centrally located Ocean Pines home offers beautiful living quarters and a private enclosed yard. Under the sun, spend time with your favorite people while barbecuing and dining alfresco at the picnic table. When you'd prefer to dine out, Ocean Pines offers a plethora of delicious dining options. While you're out and about, be sure to check out Paradise Watersports, Embers Island Mini Golf, Baja Amusements, and the Freeman Arts Pavilion. brbrWhen all you want to do is relax, settle down in front of the living room's gas fireplace and stream your favorite show on the smart TV. A second cozy seating area is available in the family room, ideal for the kid's morning cartoon viewings. Sure to delight any chef, the full kitchen effortlessly gleams with its farmhouse sink, stainless steel appliances, and quartz countertops. brbrWhen you need some privacy, the primary bedroom boasts its own en suite bathroom complete with a soaking tub and a large vanity. Rest assured that no one's comfort will go unattended as each bedroom features high-quality linens, ceiling fans, and plenty of storage space. A private washer/dryer and a collection of board games round out the stellar interior amenities. brbrEnd another day on vacation gathered around the firepit's dancing flames. brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.brbr*Ocean 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.brbrParking notes: There is free parking available for 4 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps

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$215.36

/ Nightly
Private Vacation Home

Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen

Ocean Pines, Maryland, United States

22 Harpoon RdbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLocated in the charming Ocean Pines, MD, this spacious house is the perfect retreat for your next vacation. Boasting a wide array of amenities, including a washer/dryer, central AC, and a cozy gas fireplace, this home ensures a comfortable and convenient stay. Stay connected with the provided internet, and enjoy the outdoor deck with patio furniture for delightful al fresco dining.brbrThe fully stocked kitchen is a chef's dream, featuring modern appliances such as a fridge, stove, oven, dishwasher, microwave, coffee maker, and more, making meal preparation a breeze. Additionally, the bonus all-season room connected to the primary bedroom offers a tranquil space to unwind and relax.brbrFor outdoor enthusiasts, stand-up paddleboarding, boating, fishing, and swimming are just a few of the activities available nearby.brbrConveniently located near the ocean, water parks, winery tours, restaurants, and theme parks, there is no shortage of entertainment options for guests of all ages. Whether you're seeking a relaxing getaway or an adventure-filled vacation, this house in Ocean Pines has something for everyone. Book your stay today and create unforgettable memories with your loved ones!brbrThings to KnowbrCheck-in time: 4:00 p.m.Check-out time: 10:00 a.m.All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.No smoking is permitted anywhere on the premises.*Ocean 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, please visit the Ocean Pines website or contact the Ocean Pines Association directly.brbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$398.67

/ Nightly
Private Vacation Home

Spacious Ocean Pines home w/deck, grill, fire pit, games, WiFi, wash/dryer & AC

Ocean Pines, Maryland, United States

White HorsebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect getaway in the charming Ocean Pines community of Maryland! This delightful house offers a serene retreat with a spacious deck featuring outdoor seating and a cozy fire pit, perfect for gathering with family and friends under the stars. Enjoy the convenience of a well-equipped kitchen with modern appliances, including a fridge, stove, and dishwasher, making meal preparation a breeze.brbrThe property boasts a variety of amenities to keep everyone entertained, including a game room stocked with board games and a comfortable living area with a TV for movie nights. With central AC and a washer/dryer, you’ll have all the comforts of home at your fingertips. The community amenities include a refreshing pool and tennis courts, ensuring fun-filled days for all ages.brbrLocated just a short distance from the ocean, you can easily indulge in activities like sailing, stand-up paddleboarding, and fishing. Explore nearby attractions such as water parks, theme parks, and local restaurants, or simply relax in the tranquility of your vacation home. Whether you're seeking adventure or relaxation, this Ocean Pines house is the ideal family-friendly retreat. Book your stay today and create unforgettable memories!brbrOCEAN PINES AMENITIESbrFive pools (indoor and outdoor)ParksBeach club with beachfront parkingMarina and yacht clubGolf course on-siteVolleyball courtTennis courtBasketball courtbrbrbrTHINGS TO KNOWbrStreaming is available using your own accounts.brNote: Dock is for kayak/paddle board use only. Water is very shallow.brbr*Ocean 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.brbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(47)

$532.0

/ Nightly
Private Vacation Home

Gorgeous wired waterfront home with magnificent sunset views. Kayaks included.

Ocean Pines, Maryland, United States

This well-appointed home can sleep up to 12 people, including 6 in the fun bunk room. It has 4+ bedrooms and 4 full bathrooms and an outdoor shower. It is equipped with cable TV and Wi-Fi. You can also stream shows and movies through Netflix.brFirst floor brFirst floor master bedroom with queen size bed and spacious master bathroom. brGame area with TV.brRoomy full bathroom.brBedroom with queen size bed, which opens into a tranquil balcony; walk out to the water.brAnte-room with full-size futon and TV, which opens into a spacious screened deck. Watch sunsets from the swing!brFun room with 3 bunk beds, and foosball table, ideal for kids and their friends.brOutdoor shower and changing room.brDock with ladder to the water.brbrSecond FloorbrSecond master bedroom with king size bed and spacious full bathroom.brOpen concept gathering area with well-equipped kitchen, dining room, and living room with TV.brYou can watch the sunsets from a more secluded open deck off the living room, a spacious covered deck with dining furniture off the dining room, or while grilling on the adjacent open deck. Propane gas grill is provided.brFourth full bathroom off the kitchen.brbrFrom the second floor, you can enjoy one of the best water views in Ocean Pines - Mankin Creek and Jake's gut. For nature lovers, bald eagles, great blue heron, buffle heads, and river otters are frequently sighted. Bring your binoculars! brThis home is a boater or kayaker's dream come true. Bring your boat or launch the kayaks or pedal boat provided right from the boat ramp and explore the river. brOcean City, Fenwick Island, and Assateague Island are just a short drive away. Enjoy all the amenities Ocean Pines has to offer - private beach club (parking and facility use included), 5 swimming pools(entrance fee required), yacht club, tennis courts (fee), golf course (fee), and walking trails. brbrThis home is the perfect place to build summer memories. One week will not be enough to enjoy everything this home has to offer!brbrAbsolutely NO PETS and NO SMOKING.
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps

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Exceptional(23)

$347.83

/ Nightly
Private Vacation Home

Dog-friendly coastal escape with yard and central AC - community amenities

Ocean Pines, Maryland, United States

Teal HavenbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThe ocean breeze and radiant sunshine are in abundance here. Escape to Ocean Pines and find your ultimate zen!brbrThis beachy abode grants you access to endless incredible amenities with a small fee, these including five swimming pools (indoors and outdoors), parks, a beach club with beachfront parking, a marina, a yacht club, the Ocean Pines Golf Course, sports courts (basketball, volleyball, and tennis), and more. Nearby, the opportunities for entertainment are also endless! Family-friendly afternoons can be created at Baja Amusements, your swing can be practiced at Old Pro Golf, peaceful hikes can be relished at Northside Park, and a live performance can be watched at the Freeman Arts Pavilion.brbrTruly the heart of the home, the living room offers a welcoming space to gather with your loved ones and tune into your favorite TV shows or movies. When you aren't testing out the area's local fare - don your chef's hat and head for the well-equipped kitchen. When it's time to eat, dine easily at the breakfast bar, at the formal dining table, or even alfresco. Also off this space, appreciate having access to a private washer/dryer.brbrThe bedrooms are all well-decorated with bright color palettes, sea-themed decor pieces, private TVs, and soft linens. Additionally, enjoy the spacious sunroom and central air-conditioning,brkeeping you cool and comfortable no matter the temperature outside.brbrYour evenings can be ended outside, surrounded by trees, and sitting on comfortable outdoor seating as you unwind with your loved ones. brbrOCEAN PINES AMENITIESbr-Five poolsbr-Tennis courtbr-Basketball courtbr-Volleyball courtbr-Parksbr-Beach club with beachfront parking br-Marina and yacht clubbr-Golf course on-site brbrTHINGS TO KNOWbrStreaming services available with guests’ own account(s).brThe dock is for kayak/paddle board use only. Water is very shallow.brSmoking is not permitted on this property.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 5 vehicles.brbrDock details: No boats please. Guests may bring their kayaks or stand up paddle boards brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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