Ocean Pines Paradise - peaceful, calm, nature retreat
Ocean Pines, Maryland
Amenities
A/C
Parking
Washer & Dryer
Patio/Balcony
Kids amenities
Pets Allowed
Home details
Bedroom 1
1 queen bed
Bedroom 2
1 single bed, 1 double bed
Bedroom 3
3 single beds, 1 bunk bed
New Property Listing for 2026!!!
★★ Things to Know ★★
✹ Must be 25+ to rent and stay - no graduating HS groups.
✹ Parking: 4 cars in private driveway, plus street parking.
✹ No pool access at this property.
★★ Things to Love ★★
✹ LINENS & BATH TOWELS INCLUDED!
✹ Peaceful backyard deck surrounded by trees and greenery.
✹ Bayside calm with quick access to Ocean City Boardwalk.
✹ Family‑friendly layout with bunk room and space for up to 10 guests.
Wake up to the sound of rustling trees in Ocean Pines Paradise located at 27 Gatehouse Trail, Ocean Pines, MD, a three‑bedroom, two‑bath house in the bayside community of Ocean Pines. You’ll enjoy the best of both worlds: a quiet, wooded retreat with a backyard deck and easy access to Ocean City Maryland’s famous Boardwalk just 7.9 miles away, about a 13‑minute drive.
Spend your summer vacation exploring Ocean City MD landmarks at your own pace. You can head to Jolly Roger Amusement Park, just a 15‑minute drive (9.4 miles), where rides and water slides keep the whole family entertained. For a change of scenery, make your way to Assateague Island National Seashore, about a 20‑minute drive (13.8 miles), where wild ponies roam the beaches. After a day of rides, wildlife, or beach fun, you’ll return to the calm of Ocean Pines. The updated interiors and family‑friendly sleeping arrangements make it easy for groups of friends or families to relax together.
The bright and spacious living area sets the tone with a comfortable sofa and a relaxed atmosphere, perfect for gathering with family or friends. The dining room features a solid wooden table with matching chairs, offering plenty of space for family meals or board games. The kitchen is designed for simplicity and ease, giving you most of what you need to prepare meals together, including a drip coffee maker ready for your favorite brew. With sleeping space for up to 4 guests, one bedroom features a queen bed, another offers both a double and a single bed, and the third provides a bunk bed with a trundle, perfect for kids or extra guests. This Ocean City MD home blends comfort and coastal charm, perfect for families or friends, another reason guests come back to Property Manager year after year.
From the moment you arrive, Property Manager wants you to feel at home. That’s why we provide a complimentary starter kit with essentials for your stay. The kit includes body soap, shampoo, toilet paper, paper towels, dish soap, laundry detergent, dishwasher pods, and a sponge — everything you need to get settled in right away. All linens and bath towels are included with your stay, and every bed will be freshly made before you arrive.
★★ Sleeping Arrangements ★★
✹ Bedroom 1: Queen bed
✹ Bedroom 2: Double bed and single bed
✹ Bedroom 3: Bunk bed with trundle
✹ Occupancy: Sleeps up to 10 guests
★★ Frequently Asked Questions ★★
Do you provide linens and towels?
✹ Yes. All linens and bath towels are included, and every bed is made prior to arrival.
Is parking available?
✹ There are 4 parking spaces. Private driveway and additional street parking.
Does this property have a pool?
✹ No, there is no pool on the property.
When are lifeguards on duty at the beach?
✹ Ocean City lifeguards are on duty from Memorial Day weekend through mid-September.
Is there a coffee maker provided, and if so what kind?
✹ Yes. A drip coffee maker is provided. Just bring your favorite ground coffee and filters.
Is the property air-conditioned/heated?
✹ Yes. The condo has central air conditioning. Heating is available.
Is beach gear provided?
✹ No, beach gear is not included.
Is there cable TV? Are there Smart TVs?
✹ Yes, TV is provided. Smart TV availability is not confirmed.
Are pets allowed?
✹ No, pets are not permitted at this property.
Is smoking allowed anywhere?
✹ No, smoking and vaping are not permitted inside the condo or on the balcony.
What is the check-in and check-out time?
✹ Check-in begins at 4:00 PM and check-out is by 10:00 AM.
✹ Early check-in may be available between 1:00 PM and 3:00 PM for an additional priority cleaning fee. Please inquire after booking.
✹ Late Check-out may be available between 11:00 AM and 1:00 PM for an additional priority cleaning fee. Please inquire after booking.
What is the minimum age to rent?
✹ Guests must be at least 25 years old to book and must be present for the entire stay. Sorry, we do not rent to Senior Week or similar student groups. Parents cannot rent on behalf of children under 25.
How do I access the property?
✹ We utilize an E-Lock system for easy, contactless check-in. You will receive your unique access code prior to arrival.
What is included in the complimentary starter kit?
✹ Body soap, shampoo, toilet paper, paper towels, dish soap, laundry detergent, dishwasher pods, and a sponge.
★★ Nearby Attractions & Activities ★★
✹ Beach Access – 13‑minute drive (7.9 miles)
✹ Ocean City Boardwalk – 14‑minute drive (8.0 miles)
✹ Assateague Island – 20‑minute drive (13.8 miles)
✹ Jolly Roger Amusement Park – 15‑minute drive (9.4 miles)
✹ Northside Park – 16‑minute drive (10.8 miles)
✹ North Bus Stop – Ocean Pines Sports Core Pool – 4‑minute drive (1.5 miles)
✹ South Bus Stop – Ocean Pines Sports Core Pool – 4‑minute drive (1.5 miles)
★★ Closest Restaurants & Stores ★★
✹ Pines Public House & Eatery – 4‑minute drive (1.2 miles)
✹ Southgate Grill – 3‑minute drive (1.0 mile)
✹ Casita Linda Mexican Café – 3‑minute drive (1.1 miles)
✹ Paul and Vinny’s Pizza – 4‑minute drive (1.5 miles)
✹ Food Lion Grocery Store – 4‑minute drive (1.1 miles)
★★ Important Notices ★★
We’re delighted to welcome you to one of our vacation homes and want your stay to be as enjoyable as possible. Please keep in mind that beach life sometimes brings shifting weather, town celebrations, or nearby construction. You may also encounter local wildlife such as seagulls, raccoons, foxes, or the occasional bug. Our homes are treated regularly, but a touch of the outdoors is part of Ocean City’s natural charm.
If something feels off — whether it’s an appliance not working correctly or an unexpected maintenance issue — please let us know right away. A quick photo helps, and our team typically responds promptly to resolve anything with as little disruption as possible. While these types of issues don’t qualify for refunds, we’ll always do our best to make your stay smooth.
After booking you will be asked to complete a check-in form. This form includes providing your name, birthday, photo ID, and signing rental lease agreement.
All rentals include our full linen and towel package. Every bed will be made before you arrive, and each guest receives one bath towel along with fresh sheets and pillowcases. Please respect the home as if it were your own. An additional $500 excessive cleaning fee may apply if the property is left in unacceptable condition, such as requiring cleanup of vomit or urine.
Ocean City has adopted a noise control ordinance that makes it unlawful to cause or permit noise levels that exceed those established by the Department of the Environment of the State of Maryland (COMAR 26.02.03.02) or that violate 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.
❗Each property has its own set of house rules. Completing your booking confirms your agreement to follow them. Failure to comply may result in fines or removal without refund.❗
License number: 101567
All stays include
At Homes & Villas by Marriott Bonvoy we believe certain amenities should be standard.
24/7 support
Kitchen essentials
Starter kit of bathroom amenities
High-speed wifi
Professional cleaning
Premium linens and towels
Television
Digital free stays
Our Tiny Home rentals may not include all essential amenities inside the home.
About the area
Ocean Pines, Maryland, is a serene community nestled on the Eastern Shore that offers a tranquil escape from the hustle and bustle of city life. This picturesque destination is ideal for travelers seeking a blend of relaxation, outdoor activities, and proximity to the vibrant Ocean City.
One of the main attractions of Ocean Pines is its natural beauty. The area is surrounded by lush woodlands and features several lakes, making it a perfect spot for nature enthusiasts. Visitors can enjoy a variety of outdoor activities such as kayaking, fishing, and bird watching. The community also boasts several parks and walking trails that allow for peaceful strolls or invigorating jogs in a scenic environment.
Golfers will be delighted with the Ocean Pines Golf Club, which offers an 18-hole championship course designed by the legendary Robert Trent Jones, Sr. The course provides a challenging round for golfers of all skill levels amidst a beautiful backdrop of the Eastern Shore landscape.
For those who love the water, Ocean Pines has access to several marinas and a yacht club, offering opportunities for boating and sailing. The community's five swimming pools, including one indoor pool, cater to swimmers and sunbathers looking to relax or stay active.
Families will appreciate the community's quiet and safe atmosphere, as well as the various playgrounds and sports courts available for children's entertainment. During the summer months, Ocean Pines hosts family-friendly events and activities, including farmers markets, craft fairs, and outdoor concerts, adding to the charm of this coastal retreat.
Just a short drive away is Ocean City, Maryland's premier vacation destination, known for its lively boardwalk, sandy beaches, and amusement parks. Visitors to Ocean Pines can easily take a day trip to Ocean City to experience its bustling atmosphere, indulge in delicious seafood, or enjoy the thrill of the rides and attractions.
Dining in Ocean Pines offers a range of options from casual eateries to fine dining establishments, many of which feature fresh, local seafood. The community's relaxed vibe extends to its restaurants, where guests can enjoy a meal in a comfortable and welcoming setting.
In essence, Ocean Pines is a hidden gem that provides a peaceful getaway with the convenience of being close to the excitement of Ocean City. It's a place where travelers can unwind, enjoy the great outdoors, and create lasting memories with family and friends. Whether you're looking for a golfing weekend, a family vacation, or a quiet retreat, Ocean Pines is a destination that offers something for everyone.
House rules
Check-in 4:00 PM • Check-out 10:00 AM