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Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly

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All Decked Out in Annapolis is located in the exclusive Oyster Harbor Community, a tranquil waterfront community on the Annapolis Neck Peninsula.
The entire home has been remodeled top to bottom with the vacation guest in mind.
The home has 4 bedrooms and 3 full baths with sleeping capacity for 12.
Named after it's multiple outdoor spaces, this upstairs deck is accessible from both the King Suite and the Double Queen Bedroom.
The kitchen space has been designed for the chef of the family to feel right at home.
4 bedrooms3 bathroomsSleeps 122786 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning
$840
avg per night

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 12)

Full Bed Guestroom

1 Double Bed

King Suite

1 King Bed

Main Floor Queen Suite

2 Queen Beds

Waterview Queen Bedroom

2 Queen Beds

3 bathrooms

King EnSuite

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Main Floor Full Bath

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Upper Level Hall Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms
Price is $840 avg per night

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  • Washer
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About the neighborhood

Annapolis

Located on the waterfront, this vacation home is in Oyster Harbor, a neighborhood in Annapolis. The area's natural beauty can be seen at Jonas Green State Park and Smithsonian Environmental Research Center, while Annapolis Maritime Museum and The Colonial Players are cultural highlights. Wild Bird Center and French Soldiers Monument are also worth visiting.
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What's nearby

  • Maryland Quiet Waters Park - 3 min drive - 3.2 km
  • Bay Bridge Market Place Shopping Center - 4 min drive - 3.1 km
  • Historical Society of Talbot County - 5 min drive - 3.8 km
  • Bay Ridge Beach - 5 min drive - 3.5 km
  • Carrs Beach - 6 min drive - 4.5 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Bay Ridge Wine & Spirits - ‬5 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Sammy's Italian Pizza Kitchen - ‬7 min drive
  • ‪Royal Farms - ‬8 min drive

About this property

Newly-Remodeled Stunning Waterfront Luxury 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



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.
Our prices include all fees. No hidden fees.

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

Pets allowed
default

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

Frequently asked questions

Is Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly?

As of Apr 4, 2026, prices found for a 1-night stay for 2 adults at Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly on May 9, 2026 start from $840, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly?

Check-out is at 11:00 AM.

Where is Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly located?

Located in Oyster Harbor, this vacation home is steps from Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 mi (5 km).

Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly Reviews