Home Vacation Rentals By Owner In Ocean Pines, MD

Showing 120 Of 188 Vacation Rentals
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$266.48

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Private Vacation Home

Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club

Ocean Pines, Maryland, United States

Summary:brbrCoral ShellsbrbrbrbrThe Space:brbrSituated mere minutes from the coast in the beautifully landscaped and amenity-rich Ocean Pines community, this Eastern Shore escape features a screened porch with an outdoor living area, gas grill, and alfresco dining. Unwind into vacation mode on the sectional in the living area. Settle in for an evening of favorite shows on the 49” TV. A bonus living area features a sofa, armchairs, and a smart TV with DVD. Prepare fresh meals in the kitchen, equipped with a coffee station and a full suite of helpful appliances. While dinner simmers, perch at the kitchen bar with seating for four. When it’s time to eat, gather around the dining table, which seats six. Enjoy breakfast at the four-person kitchen table. Spend leisurely days splashing in the five community pools -- all within easy walking distance. Or venture to the Ocean Pines Beach Club to play in the sand and surf. Enjoy easy access to a selection of nearby dining, shopping, and entertainment options as well as a casino. Things to Know A double sofa bed offers extra sleeping space The four seasonal outdoor pools and one year-round indoor pool can be accessed for a nominal daily fee *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.
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Exceptional(3)

$244.84

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Cottage

Patio, Pool Access! Coastal Ocean Pines Cottage

Ocean Pines, Maryland, United States

Your charming coastal escape awaits at this 3-bedroom, 1-bathroom vacation rental in Ocean Pines, Maryland! Spend your days lounging on the sandy beach and visiting exciting family attractions, like the Trimper Rides of Ocean City or the Jolly Roger Amusement Park. After browsing through Ocean City Boardwalk's shops, return to the property for a delicious barbecue on the grill. This cottage also features a delightful patio and access to a refreshing community pool.brbr-- THE PROPERTY --brbr5249 | Gas Grill (Propane Provided) | Community Kayak & Bicycle Rentals | 11 Mi to Ocean City Beach & BoardwalkbrbrBedroom 1: King Bed | Bedroom 2: Twin Bed | Bedroom 3: Twin Bunk Bed | Living Room: Queen Sleeper Sofa, Twin Sleeper SofabrbrCOMMUNITY AMENITIES: Outdoor pool, basketball court, playground, hiking trailbrOUTDOOR LIVING: Patio, picnic table w/ umbrella, lounge seating, front porchbrINDOOR LIVING: 2 flat-screen TVs, 4-person dining table, ceiling fansbrKITCHEN: Stove/oven, refrigerator, microwave, dishware/flatware, cooking basics, Keurig coffee maker (coffee provided), blenderbrGENERAL: Free WiFi, central air conditioning/heat, complimentary toiletries, towels/linens, iron/board, hair dryer, trash bags/paper towelsbrFAQ: Quiet hours (11:00 PM-6:00 AM)brACCESSIBILITY: Single-story home, exterior steps to enter, 1 interior step requiredbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrFAMILY FUN: Ripley's Believe It or Not! (11 miles), Jolly Roger Amusement Park (11 miles), Fun City Arcade (11 miles), Marty's Playland (11 miles), Trimper Rides of Ocean City (11 miles)brATTRACTIONS: Windmill Creek Vineyard & Winery (4 miles), Ocean City, Maryland Visitor Center (11 miles), Ocean City Boardwalk (11 miles), Ocean City Life-Saving Museum (11 miles), Discoversea Shipwreck Museum (14 miles), Fenwick Island State Park (14 miles)brBEACHES: Ocean City Beach (11 miles), Maryland Beach (13 miles), Bethany Beach (20 miles)brTEE OFF: River Run Golf Club (2 miles), Ocean Pines Golf Club (3 miles), Links at Lighthouse Sound (8 miles)brAIRPORT: Salisbury Regional Airport (24 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home requires exterior steps to enter. An interior step is required to access the kitchen, bathroom, and all bedroomsbr- NOTE: Please observe quiet hours from 11:00 PM to 6:00 AM
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Exceptional(10)

Select Dates for Price
Private Vacation Home

Poolside Fun, Beach Walks! Ocean Pines Coastal Gem

Ocean Pines, Maryland, United States

0.1 Mi to Yacht Club Marina | 10 Mi to Ocean City | Dogs Welcome w/ FeebrbrYour next family retreat begins at this Ocean Pines vacation rental! With a game loft and screened porch, this 4-bedroom, 3.5-bath townhouse has something fun for everyone. When the shore is calling, make the short drive to Ocean City Beach. Looking to stay nearby Enjoy the community's 5 pools, yacht club, waterfront beach, walking trails, tennis courts, and more. Don’t forget to explore local hotspots like Assateague!brbr-- THE PROPERTY --brbrSTR-4845brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbr- Bedroom 4: 1 twin bunk bedbrbrCOMMUNITY AMENITIESbr- Yacht club w/ 5 pools: 4 seasonal outdoor & 1 year-round indoor (optional daily fee, paid on-site)br- Marina & boat launch, beach accessbr- Kayak launch, walking trails, parksbr- Pickleball & tennis courtsbr- Weekly free live music (seasonal)br- Farmers marketbrbrINDOOR LIVINGbr- Smart TV, fireplacebr- Game room w/ board gamesbr- Books, dining table, ceiling fansbrbrOUTDOOR LIVINGbr- Gas grill, unfenced backyardbr- Screened porch w/ dining areabr- Covered front porch w/ seatingbr- 2 bikes, pickleball & tennis rackets, kayakbrbrKITCHENbr- Dishwasher, stove/oven, refrigerator br- Cooking basics, dishware & flatwarebr- Drip coffee maker, microwave, Crockpot, toasterbr- Ice maker, garbage disposal, spicesbrbrGENERALbr- Dog bowls & cratesbr- Central heating & air conditioningbr- Free WiFi, keyless entrybr- Linens & towels, washer & dryerbr- Iron, trash bags & paper towelsbrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- 2-story property, 5 exterior steps required to enterbr- 1 bedroom & 1.5 bathrooms on 1st floorbrbrPARKINGbr- Driveway (3 vehicles)br- No garage parkingbr- Street parkingbrbr-- THE LOCATION --brbr- Coastal location near walking trails & Mumford's Landing Poolbr- 0.5 miles to Pines Point Marina & 1 mile to Ocean Pines Golf Clubbr- 11 miles to Ocean City Beachbr- 14 miles to Assateague Island National Seashore & 15 miles to Fenwick Island State Parkbr- 9 miles to historic downtown Berlin: The Globe, The Buzz Meadery, The Greyhound Bookstore, The Mermaid Museum, Baked Dessert Cafe, Blacksmith, Atlantic Hotel, World of Toys, Island Creamerybr- 26 miles to Salisbury Regional 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 smokingbr- Dog friendly w/ $75 fee (+ fees & taxes, 2 max) br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story property requires 5 exterior steps to enter. While it offers 1 bedroom and 1.5 bathrooms on the 1st floor, additional stairs are required to access the bedrooms and loft on the 2nd floorbr- One beach pass is available for use during your staybr- The community pools are available from Memorial Day-Labor Day for a daily fee paid on-site, and are located across the street at the Ocean Pines Yacht Clubbr-A starter supply of toiletries, cleaning products, and coffee is provided at check-in. Please be aware that additional supplies or restocks are not provided; guests should plan to bring or purchase their own supplies for the duration of their stay.
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Sleep 8

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$492.64

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Private Vacation Home

Spacious A-Frame Family Beach Getaway - Sleeps 8

Ocean Pines, Maryland, United States

Book your perfect beach getaway at this charming 4-bedroom, 2-bath A-frame home tucked away in the peaceful community of Ocean Pines. Just minutes from Ocean City’s beach, boardwalk, restaurants, shopping, and attractions, this home offers the perfect balance of quiet relaxation and coastal fun. Pet friendlybrbrDesigned with families and groups in mind, this inviting home features a fully equipped kitchen, a cozy living room perfect for movie nights, and a bright sunroom ideal for group meals, games, or morning coffee. Outside, enjoy the sunny front porch and peaceful wooded setting — the perfect spot to unwind after a day at the beach.brbrThis home comfortably sleeps guests with:brbr2 Queen bedsbrbr2 Twin bedsbrbr1 Full bedbrbr Whether you're planning a family vacation, weekend getaway, beach trip with friends, or a stay with your furry companion, this home offers comfort, space, and convenience for everyone.brbrWhat You’ll Lovebrbr4 Bedrooms | 2 BathroomsbrbrPet FriendlybrbrQuiet, wooded location in Ocean PinesbrbrFully stocked kitchenbrbrCozy living room for relaxing eveningsbrbrBright sunroom for dining or gatheringbrbrSunny front porchbrbrJust a short drive to Ocean City beach & boardwalkbrbrClose to dining, shopping, golf, and local attractionsbrbr Important NotebrbrLinens and towels are not included in the base rental price.brbrIf needed, linen and towel service can be provided for an additional fee for your convenience.brbrPerfect ForbrbrFamily vacationsbrbrGroup beach tripsbrbrWeekend getawaysbrbrGuests looking for a peaceful stay near Ocean Citybrbr Come enjoy the best of the Eastern Shore — beach days, boardwalk nights, and peaceful mornings in Ocean Pines.
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Exceptional(8)

$258.8

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Private Vacation Home

9 Mi to Beach! Family Getaway in Ocean Pines

Ocean Pines, Maryland, United States

Experience the charm of Ocean Pines in this beautifully appointed 2-bedroom, 1-bathroom vacation rental! The home is complete with an inviting living area, a fully equipped kitchen, and a cozy fireplace. Spend your day lounging at the beach, making a splash in the community pool, or teeing up at the Ocean Pines Golf Club. Perfect for couples and small families and offering optional resort-style perks, this charming property is the quintessential coastal retreat you've been searching for!brbr-- THE PROPERTY --brbr5207 | Community Amenities w/ Fee | Fully Equipped Kitchen | Family FriendlybrbrBedroom 1: Queen Bed | Bedroom 2: Twin Bunk BedbrbrOCEAN PINES COMMUNITY AMENITIES (w/ fee, paid on-site): 4 indoor & outdoor pools, tennis & pickleball courts, platform tennis, 18-hole golf course, clubhouse, playgroundsbrHOME HIGHLIGHTS: Smart TV, fireplace (wood not provided), washer/dryer, deckbrKITCHEN: Fridge, stove, dishwasher, drip coffee maker (coffee not provided), microwave, cooking basics, dishware/flatware, trash bags/paper towelsbrGENERAL: Free WiFi, keyless entry, central heating & A/C, linens/towels, ceiling fans, iron/boardbrACCESSIBILITY: Single-story home, stairs required to enterbrPARKING: Gravel driveway (up to 4 vehicles), RV/trailer parking allowedbrbr-- THE LOCATION --brbrBEACH DAY: Surf Ave Beach (9 miles), Ocean City Beach (9 miles), Maryland Beach (12 miles), State Line Beach (12 miles), Assateague Island Park (13 miles), Bethany Beach (19 miles), Rehoboth Beach (30 miles)brFAMILY FUN: Worcester County Public Library (2 miles), Ocean Pines Sports Core Pool (2 miles), Ocean Pines Racquet Center (2 miles), Baja Amusements (7 miles), Trimper’s Rides (8 miles), Ocean City Boardwalk (8 miles), Ripley’s Believe It or Not (8 miles), Jolly Roger Amusement Park (9 miles)brTEE TIME: Ocean Pines Golf Club (3 miles), Ocean Resorts Golf Club (3 miles), River Run Golf Club & Community (4 miles), Glen Riddle Golf Club (5 miles), Links At Lighthouse Sound (7 miles)brAREA ATTRACTIONS: Ocean Pines Yacht Club (3 miles), Ocean Downs Casino (3 miles), Grand Prix Amusements (7 miles), Paradise Watersports (7 miles), Ocean City Fishing Pier (9 miles)brAIRPORT: Salisbury Regional Airport (24 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home requires exterior stairs to enter br- NOTE: The community amenities are located at the Ocean Pines Sports Core Pool and Ocean Pines Racquet Center. There is an additional on-site fee to access the amenitiesbr- NOTE: The driveway can accommodate 4 vehicles, or 2 vehicles plus an RV/trailer
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Sleep 4

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Exceptional(1)

$409.29

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Private Vacation Home

The Treetop | Rooftop Deck & Screened Porch

Ocean Pines, Maryland, United States

Summary:brbrWelcome to The Treetop, a coastal retreat where modern comfort meets serene nature views. This 3-bedroom, 2.5-bath home offers a bright, open layout with stylish finishes, a screened porch, and a private rooftop deck that feels like your own treehouse escape. Located in Ocean Pines, enjoy access to marinas, pools, golf, trails, and the beach club—perfect for relaxing getaways or family adventures by the sea.brbrbrbrThe Space:brbr✨ The Treetop – Rooftop Deck, Screened Porch & Ocean Pines Amenities ☀️brbrbrbrWelcome to The Treetop, a beautifully designed coastal retreat tucked away in Ocean Pines, Maryland. This inviting home offers multiple indoor and outdoor living spaces, a rooftop deck nestled among the trees, and access to sought-after community amenities—perfect for families or groups looking to relax, recharge, and enjoy the best of the Eastern Shore.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Suite: Queen bed — peaceful and comfortable brbrBedroom 2: Twin-over-full bunk bed — great for kids or friends ️brbrBedroom 3: Twin-over-full bunk bed — flexible sleeping setup brbrbrbrTotal Beds: 3 brbrbrbrBaths: 2 full bathrooms + 1 half bath brbrbrbr⸻brbrbrbr The SpacebrbrbrbrThis bright, open-concept home is designed for comfort and connection.brbrbrbrLiving Room: Cozy U-shaped sofa ideal for movie nights and relaxing together brbrDining Area: Seating for six with direct access to the screened porch ️brbrKitchen: Fully equipped with modern appliances, ample counter space, and extras like an air fryer and toaster oven—perfect for family meals and entertaining brbrHalf Bath: Conveniently located on the main living levelbrbrbrbr⸻brbrbrbr Outdoor Livingbrbrbrbr• Screened porch with dining table and ceiling fan — perfect for breezy meals ️brbr• Private balcony off the primary suite — ideal for morning coffee ☕brbr• Rooftop deck balcony — a peaceful treetop escape with sunshine and views ️brbr• Beach items included: Chairs and boogie boards for guest use ️brbrbrbr⸻brbrbrbr Pool Access & Community AmenitiesbrbrbrbrAs a guest of Ocean Pines, you’ll have access to a wide range of community amenities, some of which are pay-to-play:brbrbrbr• Multiple community pools (daily fees may apply)brbr• Tennis and basketball courts brbr• Skate parks and playgrounds brbr• Walking trails and lush community parks brbr•Ocean Pines Yacht Club ⛵brbr• Golf, marinas, and kayak launches brbrbrbr ️ One Ocean Pines Beach Club parking pass is included, providing access to the Ocean Pines Beach Club in midtown Ocean City.brbrPlease note: Daily fees apply for pool access, and all amenities are managed by the Ocean Pines Association.brbrbrbr⸻brbrbrbr ParkingbrbrbrbrParking for up to 4 vehicles brbrGuests have access to a private parking area located underneath the home, offering convenient and shaded parking.brbrbrbr⸻brbrbrbr Local AttractionsbrbrbrbrSituated in Ocean Pines, The Treetop offers more than just a beautiful place to stay—it serves as a gateway to countless local attractions and outdoor activities.brbrbrbr By Car:brbrbrbr ️ Ocean City Beach — approx. 15-minute drive, vibrant beaches, surfing, and sunbathingbrbr Ocean City Boardwalk — arcades, shops, dining, and classic seaside funbrbr Ocean Downs Casino — gaming, dining, and live entertainmentbrbr Assateague Island National Seashore — wild horses, beaches, and scenic trailsbrbrbrbrWhether you’re lounging on the beach, exploring local shops and eateries, or enjoying water sports and outdoor adventures, the area surrounding The Treetop is rich with opportunities for both relaxation and excitement.brbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrRooftop deck with treetop views brbrMultiple outdoor living spaces ️brbrOpen-concept layout ideal for groups ️brbrIncluded beach parking pass ️brbrAccess to Ocean Pines amenities brbrbrbr⸻brbrbrbr Extras & AmenitiesbrbrbrbrHigh-speed Wi-Fi brbrSmart TVs brbrWasher & dryer brbrStarter supply kit included brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrGuests love the peaceful Ocean Pines setting paired with easy access to beaches, community amenities, and Ocean City attractions. With a rooftop deck, screened porch, included beach pass, and spacious layout, The Treetop offers the perfect balance of tranquility and coastal adventure.brbrbrbr⸻brbrbrbr STARTER KITbrbrWe provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.brbrbrbr ️ Kitchen Kit:brbr- 1 roll of paper towelsbrbr- 2 small trash bagsbrbr- 2 large trash bagsbrbr- Dish soapbrbr- 2 dishwasher podsbrbr- 2 laundry podsbrbr- 1 spongebrbr- 2 dish towelsbrbrbrbr Full Bathroom Kit:brbr- 2 rolls of toilet paper per bathroombrbr- Travel-size shampoo, conditioner, body wash, body lotion, and bar soapbrbrbrbr ️ Linens & Towels:brbr- Beds are made with sheets, pillowcases, shams, and a comforterbrbr- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)brbr- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)brbr- A washer and dryer are available for guest use should you wish to refresh towels or linens during your staybrbrbrbrOther Things to Note:brbrThe property includes a barbecue grill for guest use; please ensure it is thoroughly cleaned after each use, as a cleaning fee of up to $100 may be applied if the grill is left dirty upon departure.brbrbrbrA valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.brbrA rental agreement must be signed prior to your stay.brbrA valid credit card is required to be kept on file for incidentals, damages, or policy violations.brbrOccupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.brbrQuiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.brbrThis property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.brbrThis home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.brbrNo smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.brbrNo pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.brbrGuests are responsible for complying with all local laws, HOA rules, and community guidelines.brbrCheck-in and check-out times must be adhered to unless otherwise approved.brbrAny violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.brbrbrbrIf you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office. brbrbrbrIf you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. 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.
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Exceptional(10)

$427.41

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Private Vacation Home

The Wild Horse Cottage *New Listing*

Ocean Pines, Maryland, United States

The entire house is yours to enjoy!!!brThe Wild Horse Cottage is located in Ocean Pines MD. The name pays homage to the wild horses that roam freely on the beaches at Asateague Island (19mi / 30 min drive).Ocean Pines is quaint woodsy community that is just outside of the main strip of OCMD. Ocean Pines is a quiet serene place that gives thefeel of amountain house but is close enough to the beach to smell the salt in the air (9 mi /10 min drive). If you love the beach but also appreciate a bit of space and quiet this is the place for you!brThe Wild Horse is an A-frame style home that has the feel of warm and inviting cottage. Upon arriving you'll notice the large front deck that offers outdoor seating and dining & grill as well as outback fire pit. There is4 bedrooms ( 1 master king bed, 2 queens, 1 full bed in the loft),2 bathrooms. Full kitchen, living room, and indoor wood burning fire place.brAs part of the Ocean Pines community you'll have access to the pools, parks, and other amenities as well as free beach parking pass at the Ocean Pines pool club in OCMD. Other notable activities and destinations include: localgolf courses, Asateague National Park, Ocean Downs Casino, the town ofBerlin, OCMD dining/ board walk/ go cart track. brPools there are 5community pools with varying day pass fees per person.brMost Days Pools are on a schedule of 10am - 6pmbr The Wild Horse Cottage is the perfect mix of mountain feel and beach vibe. Come stay for a while and get some much needed Vitamin Sea!!
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Exceptional(14)

$464.8

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Private Vacation Home

Family friendly chalet, 5 mins. to pools, 12 mins. to beach - 4 beds, 2 baths

Ocean Pines, Maryland, United States

Freshly updated chalet style home in the desirable Ocean Pines community. This lovely, tree-lined property can accommodate up to 10 people, with an additional bed (full-size crib) for an infant/toddler. This home is located less than five minutes to the Ocean Pines pools, golf course, playgrounds, basketball courts, skate park, Food Lion, restaurants, and the Ocean Downs Casino, and is just twelve minutes to the beach in OCM! The property offers 4 large bedrooms, 2 baths, full kitchen, 2 comfortable living areas, A/C, Wi-Fi, washer/dryer, smart TVs, deck, yard with propane grill, ample off-street parking, board games, and more. Bed sizes include: two queens, one full, two bunk beds (four twin beds), and a full-size crib in the master bedroom. Guests supply their own sheets and pillow cases, bath/dish/beach towels, soap, and paper products. An optional linens package is available for this property upon request and for an additional fee, and linens would be delivered to the home before guests arrive. For more information about the optional linens service, please message the Host. Pay per use Ocean Pines community amenities available to the public include: indoor and outdoor (summer) pools, tennis, and golf. This rental also includes one parking pass for the Ocean Pines Beach Club located between 49th and 50th Streets on Coastal Highway in Ocean City across from Seacrets. Additional free parking is available at the Ocean City Convention Center located at 41st and Coastal Highway. The Beach Club parking pass must be returned to the home before check-out. Ocean Pines also hosts a farmers and craft market every Saturday from 8 AM to 1 PM. At this property, no pets allowed, no smoking/vaping, and no events/unregistered guests. No group rentals to guests under the age of 25. Please be advised: We do NOT advertise this property on Craigslist. If you see content from this listing on Craigslist, it is fraudulent.
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Exceptional(6)

$1586.78

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Private Vacation Home

Game Room! Waterfront Group Haven in Ocean Pines

Ocean Pines, Maryland, United States

Game Room | Fire Pit | Pets Welcome w/ Fee | Fishing Access On-Site | Community Amenities w/ Addt'l FeebrbrExperience the best of waterfront living at this Ocean Pines vacation rental! With its stunning views and ample outdoor living space, this 6-bedroom, 4-bath home is an ideal base for a stress-free group getaway. Spend your days fishing or visiting Ocean City's famous beach and boardwalk. Afterward, dine al fresco on the deck and play pool with your crew!brbr-- THE PROPERTY --brbrSTR-4001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin beds br- Bedroom 5: 1 queen bedbr- Bedroom 6: 1 bunk bed (twin/full)brbrCOMMUNITY AMENITIES (addt'l fee)br- Tennis courtsbr- Pickleball courtsbr- Outdoor poolsbrbrINDOOR LIVINGbr- Smart TVs w/ cablebr- Pool table, foosball table, wet barbr- Board games, books br- Electric fireplacesbr- En-suite bathrooms, walk-in closetbrbrOUTDOOR LIVINGbr- Gas grillbr- Deck, private yardbr- Outdoor dining areas, seatingbr- Private hot tubbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Dual drip/single-serve coffee makerbr- Blender, toaster, microwavebr- Cooking basics, spicesbr- Trash bags/paper towelsbrbrGENERALbr- Central heating & A/C br- Washer/dryer, laundry detergent, iron/board br- Linens/towels, complimentary toiletries, hair dryer br- Free WiFibrbrFAQbr- 4 exterior security cameras (facing out) br- Pet fee (paid pre-trip)br- Quiet hours (10:00 PM-8:00 AM)br- Boat slip/lift not availablebrbrACCESSIBILITYbr- 2-story home, 1 exterior step & interior stairs required to enterbrbrPARKINGbr- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- Convenient location near Ocean Pines Yacht Club & Golf Clubbr- 4 miles to restaurants & 6 miles to Ocean Downs Casinobr- 11 miles to Ocean City: beach access, boardwalk, Trimper Rides, Jolly Roger at the Pier, shopping, diningbr- 16 miles to Assateague State Parkbr- 26 miles to Salisbury Regional 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 smokingbr- Pet friendly w/ $100 fee (+ fees & taxes) br- No events, parties, or large gatheringsbr- Please observe quiet hours from 10:00 PM to 8:00 AMbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 1 exterior step to enter. Interior stairs are required to access the main and lower levelsbr- Your safety matters. This property features 4 exterior security cameras: 1 camera is located above the side entrance facing the exterior stairs, 1 camera is located on the front of the home facing the driveway, and 2 cameras are located on the back of the home facing the deck and backyard. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motionbr- Community amenities require an additional fee, which may be paid to the HOA on-site upon arrivalbr- The boat slip & lift are not available for guest use
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Exceptional(16)

$389.2

/ Nightly
Condo

Canal Front Golf Retreat w/Dock

Ocean Pines, Maryland, United States

Summary:brbrWaterfront 3BR/2BA townhome with stunning canal & golf course views in Ocean Pines. This pet-friendly retreat is perfect for golfers, boaters & beach lovers. Enjoy a spacious layout, two patios, and access to 5 pools, tennis courts, and the exclusive Ocean Pines Beach Club. Comfortably accommodates families and groups in a serene, resort-style community.brbrbrbrThe Space:brbrWelcome to your waterfront retreat, a spacious, multi-level 3-bedroom, 2-bathroom townhome filled with ample natural light. The main living area boasts high, wood-beamed ceilings, creating an open and airy atmosphere. Enjoy your morning coffee or an evening cocktail from the patios on both levels, overlooking the serene canal.brbrbrbrThe home's layout is designed for comfort and convenience:brbrUpstairs Level: You'll find the main living room, dining area, a full kitchen, a bedroom with a queen bed, and a full bathroom. Step out onto the open-air patio to soak in the incredible water views.brbrDownstairs Level: This level hosts two additional bedrooms, a second full bathroom, a cozy den, and a laundry area for your convenience.brbrbrbrGuest Access:brbrGuests will have private access to the entire townhome, including all rooms, two patios, and the laundry area. Your arrival will be simple and seamless with a smart lock on the front door; you will receive a unique, private code for your stay. Guests are also welcome to use the private dock for boats. To ensure you receive your access code, please complete the rental agreement that will be emailed to you after booking.brbrbrbrThe Neighborhood:brbrLove golf This is the place for you! This amazing property sits right on the prestigious Ocean Pines Golf Club, offering unparalleled views and easy access to a golfer's dream PLUS IT'S WATERFRONT sitting right on the canal. It is also a short drive to Ocean City's beautiful beaches.brbrParking is a breeze with one dedicated space for your unit, and additional guest parking scattered throughout the community for added convenience. Visiting the beach in Ocean City Simply request the Ocean Pines Beach Club parking pass, granting you exclusive access to park one vehicle at the OP Beach Club in Ocean City.brbrAs a guest of this exclusive property, you'll enjoy resident rates for all Ocean Pines Amenities, including access to 5 community pools and tennis courts. Whether you're looking for a leisurely day by the pool or a friendly match of tennis, there's something for everyone to enjoy. Find all amenity information online at the Ocean Pines sitebrbrbrbrOther Things to Note:brbrTo ensure a smooth and seamless check-in process, please be aware of the following:brbrA rental agreement will be emailed to you after your booking is confirmed.brbrSigning this rental agreement is required to receive your final check-in instructions and unique door code.brbrOnce signed, your check-in instructions will be sent automatically during the week before your stay. We recommend checking your inbox and spam folder for this important email.brbrbrbrInteraction with Guests:brbrWe offer a seamless self-check-in process to give you maximum privacy and flexibility. While we will not be present during your stay, we are always available and happy to assist with any questions or needs you may have. Please feel free to reach out through the booking platform at any time.
Bed 3

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Bath 2

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Exceptional(51)

$644.0

/ Nightly
Private Vacation Home

Scenic Water front secluded house with pier and view of the bay overlooking OC

Ocean Pines, Maryland, United States

Welcome to the beach house at 241 Charleston Rd. in beautiful Ocean Pines, Maryland! Situated at the point of a natural peninsula and nestled in marshland, 241 Charleston is in complete seclusion overlooking the spectacular Ocean City skyline. Jet Ski to Seacrets, kayak, crab, fish, or simply sit and relax on our 150 foot pier equipped with a floating jet ski dock. Bike along miles of neighborhood paths. Access to Ocean Pines' five swimming pools (daily fee), golf course, tennis courts (har-tru and hard), playgrounds, and yacht club. Free parking beach pass to Ocean Pines Beach Club. Only a ten minute drive to Ocean City beaches and Assateague Island. Minutes from restaurants and shopping. Whatever it is you choose to do, we are confident that this home will provide your family with a vacation to cherish and remember for years to come!brWeekly rentals during summer Saturday through Saturday and 2 night minimum off season. Please check with owner for shorter stays during summer brbrHomeaway will collect 6% Maryland State taxes and owner will be required to collect 5% Worcester County sales tax from renter br Prices are negotiable off season. Please check with owner. ---------------------------------------------------------------------------br Students: We do not rent to groups younger than 26 years old. No high school/college studentsbr ---------------------------------------------------------------------------br Pets: For the safety and health concerns (e.g., allergies) of our guests, pets of any kind are absolutely restricted from entering the premises.br ---------------------------------------------------------------------------brPerson making reservation must be 26 years of age or older and on premises for the entirety of the reservation. brbrSecurity camera is located in driveway facing away from house for protection.
Bed 5

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Bath 2

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$310.11

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Private Vacation Home

Ocean Pines Hideaway

Ocean Pines, Maryland, United States

Summary:brbrThis 3-bed, 2-bath home in Ocean Pines sleeps 8 and is ideal for a beach getaway. The spacious interior includes a fully-equipped kitchen, a cozy living area, and a master suite with an en-suite bath. Outdoors, enjoy a large yard with a grill and seating for relaxing or dining. Just a short drive to Ocean City’s beaches, boardwalk, outlet shops, amusement parks, and restaurants, this home offers the perfect blend of comfort and convenience for your next vacation.brbrbrbrThe Space:brbr✨ Ocean Parkway Retreat – Spacious Yard, Grill & Peaceful Coastal Living brbrbrbrWelcome to Ocean Parkway Retreat, a well-appointed home designed for comfort and relaxation in the quiet Ocean Pines community. With a spacious layout, inviting indoor living areas, and a large outdoor yard, this home is ideal for families or groups looking to enjoy a peaceful stay near the coast.brbrbrbr⸻brbrbrbr Where You’ll SleepbrbrbrbrPrimary Bedroom: Queen bed with private en-suite — comfortable and relaxing brbrBedroom 2: Queen bed — cozy and perfect for a restful night brbrBedroom 3: Two twin beds — great for kids or additional guests brbrTotal Beds: 4 ️brbrbrbrBaths: 2 full bathrooms brbrbrbr⸻brbrbrbr The SpacebrbrbrbrThis home offers a functional and welcoming layout designed for gathering and unwinding.brbrbrbrLiving Room: Comfortable seating and a warm, inviting atmosphere — perfect for relaxing after beach days or enjoying movie nights together brbrbrbrKitchen & Dining: Fully equipped kitchen with modern appliances and ample counter space, plus a nearby dining area ideal for shared meals and conversations ️brbrbrbrBedrooms: Thoughtfully furnished sleeping spaces designed to provide comfort and privacy for all guests brbrbrbr⸻brbrbrbr Outdoor SpacebrbrbrbrLarge yard with outdoor seating — perfect for relaxing and enjoying fresh air brbrGrill available for outdoor cooking and casual meals brbrbrbr⸻brbrbrbr ️ Guests have access to Ocean Pines community amenities, including the pools, during their stay. Admission fees may apply, and guests are eligible for discounted resident rates.brbrbrbr Please note: Community pools are managed by the Ocean Pines Association and not by the host. Pool availability may be seasonal, and daily or weekly fees may apply. Pool access is not guaranteed due to maintenance, repairs, or end-of-season schedules.brbrbrbr⸻brbrbrbr Location, Location, LocationbrbrJust a short walk ‍♀️ or quick drive to:brbrbrbr Ocean Pines Community Parks & Walking Trails — nearby for outdoor time and morning walksbrbr ️ Ocean Pines Golf Club — short drive for golf loversbrbr ️ Pines Public House & Eatery — approx. 6-minute drivebrbrLocal favorite serving American comfort food, craft beers, and a relaxed neighborhood vibe.brbr Casita Linda — approx. 6-minute drivebrbrKnown for flavorful Mexican dishes, margaritas, and a lively atmosphere.brbr☕ The Pines Café — approx. 3-minute drivebrbrPerfect for morning coffee, breakfast, and casual café favorites.brbr ️ Downtown Berlin, MD — charming shops, cafés, and dining (short drive)brbr ️ Ocean City Beaches — easy drive for beach days and boardwalk funbrbrbrbr⸻brbrbrbr Guest FavoritesbrbrbrbrSpacious layout ideal for families or groups brbrPrivate en-suite bathroom in the primary bedroom ⭐brbrLarge yard with grill and outdoor seating brbrQuiet, relaxed community setting brbrbrbr⸻brbrbrbr Why Guests Love ItbrbrbrbrWhether you’re enjoying quiet mornings in the yard, grabbing coffee nearby, or heading out for beach days and local exploring, Ocean Parkway Retreat offers a comfortable, well-rounded home base with space to relax and reconnect.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 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.
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Bath 2

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Sleep 8

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Exceptional(1)

$416.13

/ Nightly
Private Vacation Home

Ocean Pines, 3 bedroom, sleeps 6, dog friendly

Ocean Pines, Maryland, United States

Summary:brbrRelax and Unwind with the Whole Family!brbrbrbrWelcome to your 1,500 sq. ft. home away from home—perfect for a peaceful beach getaway! This clean and cozy retreat features 3 comfortable bedrooms (King, Queen, and 2 Twins).brbrbrbrEnjoy a full linen package for added convenience, plus a free parking pass to the Ocean Pines Beach Club on 49th Street.brbrbrbrStep into the sunroom for your morning coffee or unwind in the spacious backyard after a day at the beach. Whether you’re making memories with the kids or just looking for a quiet escape, this home is the perfect place to recharge.brbrbrbrThe Space:brbr Peaceful Ocean Pines Retreat – 3 Bedrooms, Pet-Friendly brbrbrbrEscape to this serene 3-bedroom home in beautiful Ocean Pines, Maryland, where comfort, relaxation, and the gentle rhythm of coastal life await. Perfect for families, couples, or small groups seeking a quiet getaway, this home offers everything you need for a stress-free vacation.brbrbrbr✨ Your Stay Includes:brbrbrbr ️ Beach parking pass for easy access to the nearby sand and waterbrbr ️ Full house linens and towels—just bring your beach towels!brbr One well-behaved, house-trained dog is welcome (pet fee $80). Pets are not allowed on furniture.brbrbrbr The Home:brbrbrbrFoyer: Bright and welcoming entry with your check-in/out information and beach passbrbrLiving Room: Cozy sectional sofa, 55” smart TV, and a peaceful space to unwind (note: fireplace is decorative)brbrBedrooms:brbrBedroom 1: Queen bed with closet spacebrbrBedroom 2: Two twin beds, shared Jack and Jill full bathroombrbrBedroom 3: California King bed with smart TV for private relaxationbrbrBathrooms: Full bathroom plus Jack and Jill setup for conveniencebrbrKitchen: Fully equipped with stove, dishwasher, Keurig, and everything you need for home-cooked meals brbrSunroom: Dining table, plus two comfortable seating areas perfect for reading , sipping morning coffee ☕, or watching the sunset brbrBackyard: Swing, paver patio, and gas grill—ideal for slow summer evenings brbrBeach Bin: Two chairs and a boogie board ready for your beach adventures ‍♂️brbrbrbr Community & Nearby Attractions:brbrbrbrOcean Pines offers 5 community pools (daily access fees apply for non-residents)brbrPool fees include the following: brbrAges 4 and under are free. 5 and older pay child fee.brbrChildren 12 and older may come without an adult. According to the county 12 is the babysitting age so they come with a younger sibling. brbrAll outdoor pool rates are daily rates. brbrResidents of OP- Adults 18 & up ($13), Youth ages 5-17 ($11) brbrNon-Residents- Adults 18 & up ($18), Youth ages 5-17 ($16) brbrOcean Pines Golf Course just 3.5 miles away ⛳brbrOcean Pines Marina 4 miles away—excellent dining ️ and watersports, with boat, jet-ski, and paddleboard access nearby brbrbrbrWhether you’re enjoying a lazy day in the sun ☀️, taking a peaceful walk along the water , or relaxing in the sunroom with a good book , this home provides a quiet, rejuvenating retreat from the everyday.brbrbrbrInteraction with Guests:brbrmessaging
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Bath 2

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Sleep 6

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