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Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly

Vacation home perfectly located for exploring Oyster Harbor

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A modern kitchen with a stainless steel refrigerator, white cabinetry, a central island with bar stools, and pendant lighting.
A modern kitchen with a central island, bar stools, and a dining area with a sofa and coffee table.
A wooden dock leading to a house with a large front porch and a grassy yard.
A spacious living room with a sofa set, a coffee table, and a fireplace.
A marina with docked boats, a wooden dock, and houses in the background.

Entire home

4 bedrooms3 bathrooms2786 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland Quiet Waters Park
    ‪4 min drive‬
  • Place, Bay Bridge Market Place Shopping Center
    ‪4 min drive‬
  • Place, Bay Ridge Beach
    ‪7 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪46 min drive‬

Room options

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About the neighborhood

Annapolis

Oyster Harbor stay.At this Oyster Harbor vacation home, you'll be within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 miles (5 km).
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What's nearby

  • Maryland Quiet Waters Park - 4 min drive - 2.2 miles
  • Bay Bridge Market Place Shopping Center - 4 min drive - 2.2 miles
  • Historical Society of Talbot County - 6 min drive - 2.6 miles
  • Bay Ridge Beach - 7 min drive - 3.9 miles
  • Carrs Beach - 9 min drive - 3.9 miles

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 31 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪The Beacon Restaurant - ‬8 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Grump's Cafe - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly

Experience the Difference: Professionally Managed by iTrip Annapolis

Welcome to All Decked Out, your dream escape in the waterfront Oyster Harbor Community of Annapolis, a tranquil retreat on the Annapolis Neck Peninsula. This beautifully renovated 4-bedroom, 3-bath home blends modern elegance with timeless coastal charm. With sweeping water views, a private pier, multiple decks, and seamless Chesapeake Bay access, this home is perfect for boating enthusiasts, families, and anyone craving tranquility by the water.



Spacious Coastal Living

The open concept layout is designed for gathering and relaxation.

Expansive windows framing serene waterfront views

Waterfront dining room with seating for 6



Chef’s Kitchen

A true entertainer’s kitchen featuring:

Large island with breakfast bar seating for 4

New stainless steel appliances

Ample prep space

Fully stocked with cookware and dinnerware for 12 guests

Coffee bar in the kitchen (plus a second coffee bar in the Dining Room and a third in the King Suite)



Sleeps 12

Main Level

Double Queen Suite (sleeps 4) with en-suite bath with dual access to Living room



Second Level

Waterfront King Suite with luxury bath, sitting room, coffee bar & deck access

Waterfront Double Queen Bedroom (sleeps 4) with deck access

Full Bedroom

Full Hall bath with shower



Outdoor Living

Private dock

Covered deck + upper waterfront deck

Waterfront patio with built-in grill & outdoor kitchen

Water views from multiple rooms

Bring your boat, kayak, or simply enjoy sunset views from the dock.



Community Perks

Guests enjoy access to Oyster Harbor’s beach, fishing pier, boat ramp, playgrounds, nature trails, and exercise course.

Dog-Friendly - $150 non-refundable fee per pet (paid prior to check-in).



Ideal Location

10 minutes to Downtown Annapolis

12 minutes to USNA

Easy access to DC & Baltimore (33 miles)

Parking for 2-4 SUVs/cars in the circular driveway (garage parking not included)



Perfect for family gatherings, Navy visits, or peaceful waterfront retreats.



Location Highlights:

Nestled in the quiet Oyster Harbor community, this property is minutes from downtown Annapolis, shopping, dining, and entertainment.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 4 bedrooms

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycle parking
  • Bicycle storage
  • Recycling
  • Some LED lighting used
  • Unit size: 2,786 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

15813

Frequently asked questions

How close is Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly to the airport?

This vacation home is 23.2 mi (31-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly to the beach?

This vacation home is 2.8 mi (7-min drive) from Sparrows Beach and 2.9 mi (8-min drive) from Carrs Beach. Don't forget your sunscreen!

Does Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly?

No, there is no casino at this vacation home.

What time is check-in at Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly?

Check-in begins at 4:00 PM.

Is there free parking at Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly?

Free parking is not available at this vacation home.

Does Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly have a pool?

This vacation home does not have a pool.

Does Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly have a spa?

There are no spa services available at this vacation home.

How close is Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly to downtown Annapolis?

This vacation home is 3.7 mi away from Annapolis.

Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly Reviews

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