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27 Gatehouse Trail

Property ID: 01-41871-V
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27 Gatehouse Trail,
Ocean Pines, Maryland 21811

  • Bedrooms
    3
  • Sleeps
    8
  • Bathrooms
    2

27 Gatehouse Trail

Welcome to your perfect getaway in the charming Ocean Pines community of Maryland! This delightful house offers a serene escape with a private deck, ideal for enjoying the fresh ocean breeze and soaking up the sun. With ample space for the whole family, including your furry friends, this dog-friendly home is designed for comfort and relaxation.

Inside, you’ll find a cozy living room equipped with a sofa bed and a TV for your entertainment. The well-appointed kitchen features modern appliances, including a fridge, stove, oven, and dishwasher, making meal preparation a breeze. Enjoy family meals in the dining area or take them outside to the outdoor dining area on the deck.

With a variety of sleeping arrangements, including a queen bed, double bed, twin bed, and bunk bed, everyone will have their own space to unwind. The home also includes essential amenities such as central AC, WiFi, and a washer/dryer for your convenience.

Located near the ocean, you’ll have easy access to fishing, theme parks, and nearby golf courses. Whether you’re looking for adventure or relaxation, this Ocean Pines house is the perfect family-friendly retreat. Book your stay today and create unforgettable memories!

Things to Know
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 Vacasas’ 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
No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.
This rental is located on floor 1.
Parking notes: There is free parking available for 4 vehicles.

Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the “Additional rules” on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

5666 / 101567
By booking this reservation, you agree to the additional policies, terms, and conditions below.

UNIT SPECIFIC TERMS

– Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
– No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.
– The property shall not be used by more than the number of adults and children listed in your reservation.
– All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.
– If early check-in is available for your reservation, you will be notified by 9 a.m. on the morning of your arrival by email. Late check-out is offered whenever possible for a small fee.
– No smoking of any kind is permitted anywhere on the premises.
– No commercial photography or filming is permitted on the property. Tents or other structures may not be erected.
– Renter is liable for any damage to the property and agrees to accept charges to the card on file should damage occur during occupancy.
– Permit ID: 5666 / 101567

– Due to local laws, regulations, or Homeowner Association rules, guests may be required to agree to additional terms of service. A signed paper contract is required to be completed and returned to Vacasa.
– Property Specific terms:
DAMAGE WAIVER

The total cost of your reservation for this Property includes a damage waiver fee (USD) with the following costs, plus tax if applicable:
0 bedrooms: $60 for stays 1-3 nights, $15 per night for stays 4+ nights.
1 bedrooms: $60 for stays 1-3 nights, $15 per night for stays 4+ nights.
2 bedrooms: $80 for stays 1-3 nights, $20 per night for stays 4+ nights.
3 bedrooms: $100 for stays 1-3 nights, $25 per night for stays 4+ nights.
4 bedrooms: $100 for stays 1-3 nights, $25 per night for stays 4+ nights.
5 bedrooms: $120 for stays 1-3 nights, $30 per night for stays 4+ nights.
6 bedrooms: $120 for stays 1-3 nights, $30 per night for stays 4+ nights.
7 bedrooms: $140 for stays 1-3 nights, $35 per night for stays 4+ nights.
8 bedrooms: $140 for stays 1-3 nights, $35 per night for stays 4+ nights.

The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to Vacasa prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.

How to Report Damage
Please report accidental damage as soon as it occurs so we can assess and minimize the extent of the damages.

Damage Waiver Additional Terms and Conditions
The Damage Waiver only covers damage that occurs during the authorized rental period and that Renter or an authorized guest reports PRIOR TO CHECK OUT.
The Damage Waiver does not cover intentional damage or damage caused by smoking, pets or other animals brought onto the Property, or criminal activity.
The Damage Waiver does not cover damage to any structure other than the Property covered by your confirmed, non-fraudulent reservation.
Renter is responsible for any accidental damage that exceeds $3,000. Damages for covered claims in excess of $3,000 or for uncovered claims will be charged to the Renters credit card.
The Damage Waiver program is provided and administered by Vacasa and is not an insurance policy. The Damage Waiver does not provide liability coverage and does not cover vehicles or guest personal items.

5666 / 101567

This property is located at 27 Gatehouse Trail, , Ocean Pines, Maryland 21811. It has 3 Bedroom(s), Sleeps 8 and has 2 Bathrooms. Amenities include but are not limited to Pet Friendly, Pool, and Private parking. The property has been listed on Vacation at My Place since Wednesday August 27, 2025. Choose your dates and reserve now!

*All price comparisons are presented for illustrative purposes only. Please make sure to do your own investigation before making any decision based on price, as conditions and pricing may have changed and your circumstances may differ from our assumptions.

*We base our price comparisons on data obtained from other providers’ websites on specific dates. VAMP has no liability for any errors or omissions in the price comparisons.

*VAMP reserves the right to change, delete, or otherwise modify the price information without any prior notice. You will need to make your own determination as to its suitability for your own purposes prior to relying on the pricing information. In no event will VAMP be responsible for damages of any nature whatsoever resulting from your use of or reliance upon the information from the price comparison.