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

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A modern kitchen with a stainless steel refrigerator, white cabinetry, a central island with bar stools, and pendant lighting.
A wooden dock leading to a house with a large front porch and a grassy yard.
A modern kitchen with a central island, bar stools, and a dining area with a sofa and coffee table.
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.

Reviews

10 out of 10
Exceptional

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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  • Pool
  • Hot tub
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8.6 out of 10, Excellent, 1,008 reviews
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The price is $120
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Total with taxes and fees
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About the neighborhood

Annapolis

Located in Oyster Harbor, this vacation home is next to Chesapeake Bay and Northern Chesapeake Bay. The vacation home includes a kitchen, a balcony, and a refrigerator.
View more Vacation Homes in AnnapolisOpens in a new window

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
  • ‪Boatyard Bar & Grill - ‬9 min drive
  • ‪The Beacon Restaurant - ‬8 min drive
  • ‪Royal Farms - ‬8 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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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9.4 out of 10, Exceptional, 394 reviews
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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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Property is also known as

15813

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Oyster Harbor, just steps from Chesapeake Bay and Northern Chesapeake Bay. You'll also find Annapolis City Dock and Maryland Quiet Waters Park within a short drive.

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

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly good for couples?

With a stay at this waterfront vacation home, couples will appreciate amenities like a kitchen in each house plus a water view and a kitchen in some.

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

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Does Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Fort Meade, MD (FME-Tipton), which is 23.2 mi away (31 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is located 28.1 mi away (39-minute drive).

Are there rooms with balconies at Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly?

Yes, every house at Luxury Waterfront Home w Private Pier in Annapolis & Dog-Friendly comes with a balcony and some offer water views.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

From a partner site

10/10 Excellent

CARLA D.

Perfect Waterfront Relaxation

The house was pristine! Very clean. Everyone enjoyed the open floor plan and ability to effortlessly gather in comfort and fully relax. The direct water views were also a big hit. We had ample options to view the water from the shade, while eating or on the pier. We’re all looking forward to another booking.

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