Home Vacation Rentals By Owner In Ocean Pines, MD

Showing 100 Of 188 Vacation Rentals
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$301.34

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Private Vacation Home

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

Ocean Pines, Maryland, United States

Summary:brbr22 Harpoon RdbrbrbrbrThe Space: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. The 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. For outdoor enthusiasts, stand-up paddleboarding, boating, fishing, and swimming are just a few of the activities available nearby. Conveniently 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! h6Things to Know/h6 liCheck-in time: 4:00 p.m./liliCheck-out time: 10:00 a.m./liliAll 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./liliNo smoking is permitted anywhere on the premises./lili*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.
Bed 3

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Bath 2

Bath

Sleep 6

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$326.58

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Private Vacation Home

Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi

Ocean Pines, Maryland, United States

Summary:brbr838 Ocean ParkwaybrbrbrbrThe Space:brbrWelcome to your perfect getaway in the charming Ocean Pines community of Maryland! This delightful house is designed for family fun and relaxation, featuring a fully stocked kitchen complete with a Keurig coffee maker, making it easy to brew your favorite morning beverage before heading out for a day of adventure. The spacious living area includes a comfortable sofa bed, ensuring ample space for everyone to unwind after a day at the beach. Step outside to discover your own outdoor oasis, complete with a picnic area, fire pit, and swing set, perfect for creating lasting memories with loved ones. Whether you're roasting marshmallows under the stars or enjoying a sunny afternoon, this backyard is sure to be a highlight of your stay. This dog-friendly home is equipped with modern amenities, including central AC, WiFi, and a washer/dryer for your convenience. With a variety of sleeping arrangements, including a king bed, queen bed, and double bed, everyone will find their perfect spot to rest. Located just a short distance from the ocean, you'll have easy access to a plethora of activities such as boating, fishing, and beachcombing. Explore local attractions like water parks, wineries, and theme parks, or simply enjoy the scenic drives and wildlife viewing opportunities that the area has to offer. Book your stay today and experience the best of Ocean Pines, where comfort meets adventure! bThings to Know/b Check-in time: 4:00 PM. Check-out time: 10:00 AM. Guests will need to use their own accounts for streaming on the smart TVs. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Ocean 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. Learn more about the Ocean Pines area by visiting their web page 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 or visit: their web page
Bed 3

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Bath 2

Bath

Sleep 10

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$456.56

/ Nightly
Private Vacation Home

Salty Way

Ocean Pines, Maryland, United States

Summary:brbrPristine Ocean Pines home w/private deck, all season room, AC, kitchen & WiFibrbrbrbrThe Space: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 fire pit in the evenings, creating unforgettable memories with family and friends under the stars.brbrbrbrThis 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.brbrbrbrLocated 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. brbrbrbrBook your stay today and experience the charm of Ocean Pines, where relaxation and fun await!brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 PM.brbrCheck-out time: 10:00 AM.brbrGuests will need to use their own accounts for streaming on the smart TVs.brbrAll guests shall abide by VueStay's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brbrNo smoking is permitted anywhere on the premises.brbrbrbrOcean 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.brbrbrbrLearn more about the Ocean Pines area by reaching out to us directly after confirmation.brbrbrbrOcean 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.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$327.98

/ Nightly
Condo

Waterfront townhome on the golf course with private deck, & paid-access pools

Ocean Pines, Maryland, United States

Summary:brbrBorderlinks 20brbrbrbrThe Space:brbrWelcome to your perfect getaway in Ocean Pines, MD! This stunning waterfront condo offers breathtaking water views and is just steps away from the serene shores. With access to pools available for a small fee, you can enjoy a refreshing swim or relax on the spacious deck or patio, complete with comfortable outdoor furniture for your enjoyment. Inside, the condo is designed for comfort and convenience, featuring a fully equipped kitchen with modern appliances, including a fridge, stove, oven, and dishwasher. The living area boasts a cozy sofa bed, perfect for accommodating extra guests, while the dining area provides a lovely space for family meals. With central AC, WiFi, and a TV with Netflix streaming, you’ll have everything you need for a relaxing stay. The sleeping arrangements are versatile, with a king bed, queen bed, and twin bed available, ensuring a restful night for everyone. The condo is family-friendly, equipped with board games and nearby playgrounds, making it an ideal choice for families looking to create lasting memories. Located near golf courses, water parks, and theme parks, there’s no shortage of activities to keep you entertained. Whether you’re fishing, enjoying winery tours, or exploring local casinos, this Ocean Pines condo is the perfect base for your adventures. Book your stay today and experience the beauty of waterfront living! bThings to Know/b Check-in time: 4:00 PM. Check-out time: 10:00 AM. Guests will need to use their own accounts for streaming on the smart TVs. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Ocean 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. Learn more about the Ocean Pines area by visiting their web page
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$378.15

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Private Vacation Home

Quiet retreat with screened porch, large deck, and central AC

Ocean Pines, Maryland, United States

Summary:brbrTranquil WoodsbrbrbrbrThe Space:brbrRelaxation comes easy at this tranquil home. Nestled on a great sunny lot, this single-level retreat is located on a quiet, tree-lined street. Unwind on the furnished screened porch overlooking the peaceful wooded backyard, or enjoy cookouts on the deck, complete with a grill. brbrbrbrInside, find plenty of social space. Prepare delicious home-cooked meals in the well-equipped kitchen, outfitted with a full suite of appliances. A welcoming living area features a gas fireplace, a TV, and provided board games -- perfect for cozy nights in. Off to the side, an office nook adds convenience. brbrbrbrYou and your guests will also have access to several community amenities, including indoor and outdoor pools, hiking trails, tennis courts, an on-site golf course, and restaurants. brbrbrbrbSHARED AMENITIES/bbrbrHiking trailsbrbrTennis courtsbrbrRestaurantsbrbrOn-site golf coursebrbrbrbrbTHINGS TO KNOW/bbrbrThe Ocean Pines Association offers renters the option to purchase a parking permit for the Ocean Pines Beach Club located on 49th Street and Coastal Highway in Ocean City and to obtain pool passes for the four Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase directly through the Ocean Pines Association only.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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$345.44

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Private Vacation Home

Spacious - Ocean Pines home w/screened porch, full kitchen, washer/dryer & WiFi

Ocean Pines, Maryland, United States

Summary:brbr37 Moonraker RoadbrbrbrbrThe Space:brbrWelcome to your perfect getaway in Ocean Pines, MD! This charming house features a private screened porch, ideal for enjoying the serene surroundings while sipping your morning coffee or unwinding in the evening. With a short drive to Ocean Downs Casino and the vibrant beaches of Ocean City, you'll have the best of both relaxation and entertainment at your fingertips. The home is equipped with a plethora of amenities to ensure a comfortable stay. Enjoy the convenience of central AC, a fully stocked kitchen with modern appliances, and a cozy living room complete with a TV for your entertainment. The spacious outdoor deck and patio, furnished with comfortable seating, provide an inviting space for al fresco dining or simply soaking up the sun. For those who love outdoor activities, you'll find plenty of golf options nearby, as well as opportunities for boating, fishing, and beachcombing. Families will appreciate the kid-friendly features and nearby playgrounds, while adults can indulge in local winery tours or explore the vibrant shopping and dining scene. Whether you're looking for a peaceful retreat or an action-packed vacation, this Ocean Pines home is the perfect base for your adventures. Book your stay today and create unforgettable memories! bThings to Know/b 5TH bedroom in the loft area will be off limits and locked. Check-in time: 4:00 PM. Check-out time: 10:00 AM. Guests will need to use their own accounts for streaming on the smart TVs. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Ocean 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. 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 or visit their webpage
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(24)

$325.81

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Private Vacation Home

Teal Haven

Ocean Pines, Maryland, United States

Summary:brbrDog-friendly Coastal Home with access to Community AmenitiesbrbrbrbrThe Space:brbrBeach vibes and sunshine are in abundance at Teal Haven. Offering a spacious openbrbrfloor plan for you and your loved ones to enjoy comfort and relaxation during your stay.brbrPrepare meals in the well-stocked kitchen with a gas stove, oven, microwave, crockpotbrbrand air fryer. Then, dine easily at the breakfast bar, dining table or even alfresco. brbrbrbrFor those that love the outdoors, take advantage of the new gas grill and patio dining area.brbrRinse your day away in the deep soaking tub or standing shower. Both newly renovatedbrbrbathrooms include clean guest towels, soap, shampoo, conditioner and hair dryer.brbrUnwind each evening in the cozy sunroom with a book, game or conversation. brbrbrbrFinally, find rest in any of our beach themed bedrooms that provide soft linens, private tv’s andbrbrbedside lamps with USB A and C ports and AC outlet. Additionally, this home offers abrbrwasher and dryer, large dog crate, dog food bowls, games, books, 4 beach chairs, abrbrfew beach toys, and a large driveway that can host a trailer for your boat or skis.brbrThis beachy abode is located in the adoring coastal community of Ocean Pines, MD.brbrbrbrHere you will find activities for all ages; hiking, kayaking, swimming, skating, fishing,brbrgolfing, a sport on the court, and playing at the playground. The Pines provides manybrbrculinary options and nearby shopping. Visit the Rec Center and grab an Ocean PinesbrbrCommunity Guide to explore various recreational activities that may be occurring duringbrbryour stay. brbrbrbrThe beaches are just a short drive away and make for the perfect daybrbradventure. Other local attractions include: go-karts, mini golf, Ocean Pines Yacht Club,brbrOcean Pines Golf Club, Ocean Downs Casino, Outlets Ocean City, Downtown Berlinbrbrand Ocean Pines Beach Club in Ocean City, MD.brbrbrbrbTHINGS TO KNOW/bbrbr● Streaming services available with guests’ own account(s).brbr● Amenities have a fee associated with them; purchasing the amenity passes will grant you access to the pools and Beach Club. This fee is not included in your rental price.brbr● 2 dogs are welcome in this home. No other animals are allowed without specificbrbrVueStay approval.brbr● Smoking is not permitted inside of home.brbrbrbrLearn more about the Ocean Pines area by reaching out to us directly after confirmation.brbrbrbrOcean 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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$324.35

/ Nightly
Private Vacation Home

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

Ocean Pines, Maryland, United States

Summary:brbr28 White Horse DrbrbrbrbrThe Space: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.brbrbrbrThe 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.brbrbrbrLocated 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!brbrbrbrh6OCEAN PINES AMENITIES/h6ulbrbrliFive pools (indoor and outdoor)/liliParks/liliBeach club with beachfront parking/liliMarina and yacht club/liliGolf course on-site/liliVolleyball court/liliTennis court/liliBasketball court/li/ulbrbrbrbrbrbrh6THINGS TO KNOW/h6ulbrbrliStreaming is available using your own accounts./li/ulbrbrliNote: Dock is for kayak/paddle board use only. Water is very shallow./li/ulbrbrbrbr*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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$357.03

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Private Vacation Home

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

Ocean Pines, Maryland, United States

Summary:brbr5 WhitecapbrbrbrbrThe Space: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. Open 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. Rest 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. And at night, gather the family around the warm, private firepit, sharing stories from a wonderful day full of adventure of love! bTHINGS TO KNOW/b Streaming services available with guests’ own account(s).
Bed 5

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Bath 3

Bath

Sleep 10

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Exceptional(1)

$352.95

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Private Vacation Home

Canalside Home in Ocean Pines with Large Deck, Canoes, Kayaks & Shared Pools

Ocean Pines, Maryland, United States

Summary:brbrDove Lane 8brbrbrbrThe Space:brbrThis two-level, canal-front home enjoys a truly beautiful setting in North Ocean Pines. Not only will you have a private dock just outside your door, you'll be treated to canoes and kayaks to take out on the water every morning. The interior is full of natural light, with the first level home to the living room, the dining room, the fully appointed kitchen, and the primary bedroom. Outside on this floor are a large deck and a screened-in porch for al fresco dining with a view of the woods. The second floor features two bedrooms, a hallway bathroom, a den with two twin beds, and a loft sitting area. Free WiFi, central air conditioning, and a private washer/dryer are provided as well. bThings to Know/b Full kitchen This home features a den/sunroom that can be used as another bedroom/private sleeping area for your convenience The canoes and kayaks are to be used at guests' own risk; they are not guaranteed No smoking and no pets allowed *Ocean Pines properties offer options to purchase pool passes to the four Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes 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.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(5)

$466.74

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Private Vacation Home

Brandywine Home in the Pines | House on 17th Hole in Ocean Pines

Ocean Pines, Maryland, United States

Summary:brbrBrandywine Home in the PinesbrbrbrbrThe Space:brbrEnjoy greenside views overlooking the 17th hole of Ocean Pines Golf Course right from your private backyard paradise. Spend your days beside one of the five on-site pools or teeing it up on the Robert Trent Jones Sr. designed championship golf course when you make this home your choice for a family getaway. Relax in this recently renovated spacious house, sip coffee or afternoon beverages on the oversized, screened porch and outside deck. A firepit and a gas grill for backyard barbecues and evening s'mores sessions. Multiple living rooms provide plenty of space for the whole family to spread out inside. Guests will appreciate the master suite bathroom equipped with a five-foot-wide tile shower, and separate soaking tub. Enjoy fantastic community amenities including a farmers market, two marinas, a premier racquet sports complex, a skate park, and multiple playground areas. The yacht club features a pool, dining, and free live music on the weekends. Pack up the car for the Ocean City Beach Club five miles away, with parking (Parking fee required - contact Beach Club directly. Side-street parking available on first-come-first-served basis). Sunny days on the beachfront with a pool and snack bar make your visit to Ocean City complete. Things to Know
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(23)

$393.31

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Private Vacation Home

Pool, Trail Access! Dog-Friendly Ocean Pines Haven

Ocean Pines, Maryland, United States

Experience all that Ocean Pines offers from this sunny vacation rental. Surrounded by lush greenery and stunning views, this 3-bedroom, 2-bathroom home is the perfect setting for an action-packed weekend getaway, a remote-working holiday, or a serene extended stay. Spend quiet afternoons teeing off at the Ocean Resorts Golf Club, or enjoy a fun-filled evening exploring the Ocean City Boardwalk before returning home to catch up on emails or relax on the screened porch. The Atlantic Coast awaits!brbr-- THE PROPERTY --brbrSTR-3922 | On-Site Trail Access | Monthly Stay Discounts! | Washer & Dryer | Dedicated WorkspacebrbrHike, golf, and sightsee to your heart’s content at this welcoming Maryland house — ideal for an exciting family gathering or a tranquil trip with your best friends.brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Bunk Beds brbrCOMMUNITY AMENITIES (w/ addt'l fee): Multiple seasonal outdoor pools, indoor pool, golf course, tennis court, pickleball court, three boat launches, hiking trails, basketball court, beach club, rec center, gas grillbrKITCHEN: Fully equipped, drip coffee maker, dishware & flatware, spices, blender, cooking basics, toaster, tea kettle, mixer, blender, ice cream maker, yogurt makerbrINDOOR LIVING: Smart TV, flat-screen TV, dining table, ceiling fans, laptop-friendly workspace, board games, booksbrGENERAL: Free WiFi (200 Mbps), laundry detergent, central A/C & heat, hair dryer, hangers, iron & board, trash bags & paper towelsbrFAQ: Stairs required for entry, linens & towels not provided, new cleaning service for 2024, pet fee (paid pre-trip, dogs only)brPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrOUTDOOR OPTIONS: Sherwood Forest Trail (on-site), Sunset Park (8.4 miles), Ocean City Beach (8.5 miles), Northside Park (10.9 miles), Fenwick Island State Park (12.3 miles), Assateague Island National Seashore & State Park (14.3 miles), Delmarva Peninsula - birdwatching (31.5 miles)brACTIVITIES: Ocean Downs Casino (3.0 miles), Grand Prix Amusements (6.2 miles), Baja Amusements (6.4 miles), The Mermaid Museum (6.5 miles), Paradise Watersports (7.1 miles), Trimper’s Rides (8.3 miles), Ocean City Boardwalk (8.3 miles), Ocean City Life-Saving Museum (8.5 miles), Ripley’s Believe It or Not (8.6 miles), Ocean City Fishing Pier (8.7 miles), Ocean City Arts Center (9.2 miles), Jolly Roger Amusement Park (9.8 miles), Best Aquatic SUP/Kayak Rental (10.9 miles), Holly Ridge Farm Equestrian Center (14.9 miles)brON THE GREEN: Ocean Resorts Golf Club (2.8 miles), River Run Golf Club & Community (4.1 miles), Ocean Pines Golf Club (4.4 miles), Glen Riddle Golf Club (4.7 miles), Links at Lighthouse Sound (6.6 miles), Eagle’s Landing Golf Course (7.3 miles)brAIRPORT: Salisbury Regional Airport (23.2 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 smoking br- Dog 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: The property requires stairs for entry and may be difficult for guests with limited mobilitybr- NOTE: There are multiple community amenities available for guests with a per-use fee. Please be aware some of the amenities are seasonal, open to the public, and registration is required. For more information, visit the Ocean Pines websitebr- NOTE: The property can sleep up to 8 guests, but due to the bedroom configuration, it’s best suited for a maximum of 6 adultsbr- NOTE: Linens and towels are not provided at the property. It is recommended that you supply your ownbr- NOTE: This property is using a new cleaning service for 2024
Bed 3

Bed

Bath 2

Bath

Sleep 6

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$416.63

/ Nightly
Private Vacation Home

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!

Ocean Pines, Maryland, United States

Escape to this 3BR/2BA Ocean Pines retreat featuring a private deck and screened porch—perfect for morning coffee or evening relaxation. Located near pools, golf, the Yacht Club, and just minutes to Ocean City beaches. Enjoy a spacious layout, full kitchen, and comfortable bedrooms ideal for families or groups. Bike, beach chair & umbrella rentals available. Book direct for savings and experience a stress-free stay with Karsons Keys!brbrAt Karson's Keys, we prioritize your comfort and satisfaction during your stay! Our dedicated team is available 24/7 to assist with any guest issues or concerns that may arise. Whether you need assistance with the property, have questions about local attractions, or require maintenance support, just reach out! We’re just a message or call away, ensuring that your vacation is smooth and enjoyable. Your peace of mind is our top priority! 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. brbrBike, chair & umbrella rentals are available during your visit—please inquire with the host for details.brbrCity, MD beaches and the famous boardwalk. Ocean Pines offers a wide variety of amenities designed for families, couples, and vacationers looking for both relaxation and outdoor adventure.brbrGuests can enjoy access to multiple community pools, scenic nature trails, playgrounds, parks, and waterfront areas, perfect for walking, biking, and exploring the natural beauty of the area. Boating enthusiasts will love the convenient boat ramps, marinas, and the Ocean Pines Yacht Club, where you can enjoy waterfront dining, live entertainment, and stunning sunset views over the bay.brbrImportant Community Note:brDue to Ocean Pines community regulations, hosts are not permitted to purchase pool passes in advance. To obtain pool access, guests must visit the Ocean Pines Beach Club or Aquatics office and present a copy of your rental agreement along with a valid state-issued ID. Pool passes can then be purchased directly through the community. For the most up-to-date information on Ocean Pines amenities, pool schedules, and community policies, please visit the official Ocean Pines Community website.brbrDuring your stay, you’ll also be just a short drive from Ocean City’s beautiful sandy beaches, championship golf courses, local restaurants, marinas, wineries, breweries, and family-friendly attractions throughout the Eastern Shore.brbrTo make your beach vacation even easier, we also offer bike, beach chair, and umbrella rentals for your convenience. Simply inquire with your host before or during your stay, and we’ll be happy to help you get everything you need for the perfect coastal getaway.brbrWe look forward to welcoming you and helping you experience everything that Ocean Pines and Ocean City have to offer!brbrThe agent will send all details no later than 48 hours before your arrival. Please note that details will only be sent if your check-in form and rental agreement are fully signed and completed. If these are not submitted, you may not automatically receive your information, which could affect your check-in time. brTo access the pools, please print a copy of your rental agreement. If you have any trouble printing it, just let us know in advance, and we’ll be happy to assist you!brbrWelcome to your Ocean Pines, MD vacation rental—this 3BR/2BA coastal retreat is perfectly located near Ocean City, MD beaches, golf courses, pools, and the Yacht Club. Relax on the private deck or unwind in the screened-in porch surrounded by peaceful wooded views—one of Ocean Pines’ most desirable features for privacy and quiet coastal living.brbrInside, enjoy a spacious open-concept living area, fully equipped kitchen, and comfortable bedrooms ideal for families, groups, or extended stays. This home is designed for both relaxation and convenience, making it a top choice for Ocean Pines vacation rentals near Ocean City.brbrLocated in the sought-after Ocean Pines community, you’ll have access to walking trails, golf, marina access, and multiple pools (passes required). Just minutes away, explore Ocean City—home to beautiful beaches, the iconic Boardwalk, water sports, restaurants, mini golf, and nightlife.brbrTake a day trip to Assateague Island to see the famous wild horses and unspoiled beaches, or enjoy local favorites like The Original Crabcake Factory and Tailchasers Restaurant & Dock Bar.brbrPerfect for beach vacations, golf trips, and family getaways, this Ocean Pines home offers the ideal blend of location, comfort, and coastal lifestyle—book now to secure your dates!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's, beach chairs and umbrella rentals available. Inquire with host.brbrAt Karsons Keys Vacation Rentals, our team is here to support you throughout your entire stay. We provide a smooth and convenient check-in process along with 24-hour emergency contact numbers to ensure assistance is always available if needed. Our goal is to make your Ocean City and Ocean Pines vacation as relaxing and stress-free as possible.brbrIf you plan to arrive after office hours, please make sure you have received and reviewed all of your property details, check-in instructions, and access information before arrival. Having this information readily available will help ensure a seamless check-in experience.brbrWhile our team is always available to help in case of emergencies, guests are responsible for keeping their property address, access codes, and reservation details accessible during their stay. Emergency responders may not have immediate access to these details, so being prepared helps avoid unnecessary delays.brbrAt Karsons Keys, we are committed to providing reliable service, clear communication, and a worry-free vacation experience from check-in to check-out.brbrHouse & Condo Rulesbrbrbr1. No Smoking: Smoking of any kind—including cigarettes, cigars, pipes, vapes, and medical marijuana—is strictly prohibited inside the unit.br2. Pet Policy: no cats allowed br3. Registered Guests Only: For safety and compliance with State of Maryland regulations, only guests listed on the reservation are permitted overnight. Please disclose the names and ages of all guests. Unapproved extra guests are grounds for immediate eviction without a refund.br4. Liability Waiver: All units are privately owned. The homeowners and management company are not responsible for any accidents, injuries, illnesses, or loss of personal belongings/valuables while on the premises. By accepting this reservation, guests expressly assume the risk of any harm arising from their use of the property.br5. Furniture Care: Please keep the property and furnishings in good order. Do not move furniture for any reason, as it can easily scratch or tear the flooring.br6. Fireplaces: Gas and natural wood-burning fireplaces are strictly off-limits at all times. Only electric fireplaces may be used, and only during the off-season.br7. Appliance Use: Please use all appliances only for their intended purposes. Damage or destruction of appliances is considered a civil issue, and the owner will seek to recover repair or replacement costs.br8. Parking Rules & Fees: There is a $60 parking fee for your first car. A second car is $25 per day or $65 per week. Each unit has specific parking instructions (please see the agent for details). Trailers are not permitted on Ocean City streets without a proper permit.br9. Pool & Parking Passes: Loss or damage of required passes is the sole responsibility of the renter. Please check the property’s “house book” within 4 hours of check-in to ensure all passes are accounted for. If anything is missing, email Kim immediately so you are not charged upon checkout. Unreturned pool passes incur a $30 fee per pass (prices subject to change).br10. Washer & Dryer / Sand Warning: You are welcome to use the washer and dryer; however, you must thoroughly shake out all sand from clothes and towels before washing. Sand causes severe plumbing clogs. If a plumber is required due to sand blockages, a service fee of $95–$300 will be passed on to the guest (depending on the time of call/holidays).br11. Balcony & Walkway Etiquette: The condo association strictly prohibits hanging towels or clothing over railings, as well as grilling of any kind on decks or walkways, unless specifically instructed otherwise.br12. Noise & Parties: We ask that you respect our neighbors. No loud parties, excessive noise, or unregistered overnight guests. If the police or property management are called for a valid noise complaint, guests will be removed from the property with no refund.br13. ID Requirement: All guests must upload a valid Government ID in order to reserve the property and receive access instructions, or present it when checking in at our office.
Bed 3

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Sleep 5

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$347.2

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Private Vacation Home

Dog-friendly home with wood-burning fireplace, central AC, WiFi, & pool access

Ocean Pines, Maryland, United States

Summary:brbrSeafarer 7brbrbrbrThe Space:brbrThis three-bedroom, two-and-a-half-bathroom, two-story home is located on a quiet street in North Ocean Pines, close to the fantastic family playgrounds at White Horse Park and Huntington Park. The Ocean Pines Community Center is less than a mile away, where you'll find all sorts of community events, from the excellent farmers market to Monday night movies in the park. As you arrive, you'll find a home that's particularly suited for dog owners, with a fenced yard allowing your dogs to get plenty of exercise (and Huntington Park offering great open space as well). Enjoy grilling on the screened porch, relaxing in the sunroom, and preparing meals in a kitchen that's well-equipped for all types of cooking and baking. When you're not out exploring Ocean City just a short drive over the bay, you'll have additional amenities that include central air-conditioning, free WiFi, a private washer/dryer, and TVs in the living room and all three bedrooms. bRESORT AMENITIES/b Pool bTHINGS TO KNOW/b No smoking is allowed. The futon in the sunroom provides an extra sleeping space. 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.
Bed 3

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Bath 2

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Sleep 9

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$336.29

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Private Vacation Home

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

Ocean Pines, Maryland, United States

Summary:brbrThe NestbrbrbrbrThe Space: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. When 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. When 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. End another day on vacation gathered around the firepit's dancing flames. bThings to Know/b Check-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, contact the Ocean Pines Association directly.
Bed 4

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Bath 3

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Sleep 6

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