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Waterfront Home with Private Dock, Community Beach

2.0 star property
Vacation home perfectly located for exploring Oyster Harbor

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Photo gallery for Waterfront Home with Private Dock, Community Beach

Interior
Fridge, microwave, oven, stovetop
Dining
Interior
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Fireplace
  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor Space

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland Quiet Waters Park
    ‪3 min drive‬
  • Place, Annapolis City Dock
    ‪10 min drive‬
  • Place, U.S. Naval Academy
    ‪11 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪38 min drive‬

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Exterior

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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. Maryland Quiet Waters Park and Bay Bridge Market Place Shopping Center are also within 3 miles (5 km).
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What's nearby

  • Maryland Quiet Waters Park - 3 min drive - 2.0 miles
  • Annapolis Maritime Museum - 10 min drive - 4.1 miles
  • Annapolis City Dock - 10 min drive - 4.5 miles
  • U.S. Naval Academy - 11 min drive - 4.3 miles
  • Navy-Marine Corps Memorial Stadium - 13 min drive - 5.1 miles

Getting around

  • Odenton Station - 26 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
  • ‪Main & Market - ‬4 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.

Waterfront Home with Private Dock, Community Beach

Waterfront Oasis with Private Dock, Firepit & Kayaks
Welcome to the Pearl of Oyster Harbor – a tranquil waterfront retreat on the Annapolis Neck Peninsula. This charming cottage offers the best of all worlds: stunning natural beauty, water activities, and modern comforts.

Outdoor Features:
Private dock for boating, kayaking (3 total kayaks: two adult and one youth), or paddleboarding (inflatable SUP included)
Expansive lawn perfect for cornhole, yard games, or simply soaking up the view
Firepit for cozy evenings with s'mores and stories
Hammock for relaxing with a good book or simply enjoying nature
Parking for 3-4 cars on the driveway

Indoor Highlights:
Bright, airy sunroom with harbor views for board games and family time
Sleek, modern kitchen with large picture windows framing the waterfront
Living room featuring a smart TV and gas fireplace for cozy evenings
Small desk and WiFi printer for remote work convenience

Neighborhood amenities:
Swimming beach
Exercise: Beach volley ball court, 1-mile exercise circuit course, 12' climbing wall, 16' rope climb,
Fishing pier and boat ramp
Playgrounds, nature preserve, picnic areas, beach gazebos

Starter Amenity Pack:
We've got you covered with essentials to make your stay stress-free, including:
Coffee, sweeteners, dish soap, and paper towels
Soap, shampoo, conditioner, and hand sanitizer
Freshly-laundered sheets and towels for every guest

Sleeping Arrangements (3 BR / 2 BA, Sleeps 8):
Front Queen Bedroom: Queen bed, shared full bath in the hall
Waterfront Bedroom: Full bed, shared full bath in the hall
Bunk Bedroom: Twin bunk beds (two twins), shared hall bath
Loft: Full bed above the living room

House Rules:
Family rentals only; one guest must be at least 25 years of age
No smoking, parties, or events
Quiet hours from 9:00 pm to 8:00 am
Check-in: 4:00 pm | Check-out: 11:00 am

Property Distance to:
-Downtown Annapolis – 4 miles (10 mins)
-U.S. Naval Academy – 4.5 miles (12 mins)
-Washington, DC – 35 miles
-Baltimore - 20 miles

Create lasting memories at The Pearl (of Oyster Harbor), where waterfront tranquility meets thoughtful amenities and outdoor fun. Book your stay today for an unforgettable Chesapeake Bay escape!

Similar properties

Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
  • Kitchen
  • Washer
  • Dryer
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5.0 out of 5, Exceptional, 222 reviews
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Kayak
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

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

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Energy-saving switches in guestrooms
  • Garden
  • Recycling

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

Pets

  • No pets allowed, but service animals are welcome

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 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. 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

14332

Frequently asked questions

How close is Waterfront Home with Private Dock, Community Beach 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 Waterfront Home with Private Dock, Community Beach have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Waterfront Home with Private Dock, Community Beach 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 Waterfront Home with Private Dock, Community Beach offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Waterfront Home with Private Dock, Community Beach?

No, there is no casino at this vacation home.

What time is check-in at Waterfront Home with Private Dock, Community Beach?

Check-in begins at 4:00 PM.

Is there free parking at Waterfront Home with Private Dock, Community Beach?

Free parking is not available at this vacation home.

Does Waterfront Home with Private Dock, Community Beach have a pool?

This vacation home does not have a pool.

Does Waterfront Home with Private Dock, Community Beach have a spa?

There are no spa services available at this vacation home.

How close is Waterfront Home with Private Dock, Community Beach to downtown Annapolis?

This vacation home is 3.7 mi away from Annapolis.

Waterfront Home with Private Dock, Community Beach Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Michele R.

Liked: Cleanliness
Wonderful stay. Delightful property. Great hosts. Scenic, comfortable and near Annapolis!
Stayed 2 nights in Oct 2025

10/10 Excellent

Marketing - E.

Liked: Cleanliness
Clean, cute design and layout, beautiful backyard, safe neighborhood and, tons of parking space in driveway, responsive host
Stayed 4 nights in Oct 2025

10/10 Excellent

Sarah H., Southborough, MA

Liked: Cleanliness
Great location, very well stocked house. Quiet and relaxing!
Stayed 5 nights in Aug 2025

10/10 Excellent

Jenn G., Cuyahoga Falls, OH

Liked: Cleanliness

Nice location in quiet neighborhood

We enjoyed our stay. The house is laid out a bit quirky, but there was room for everyone and it had everything we needed. The kids really enjoyed the fire pit and I wish it would’ve been warmer so we could have used the kayaks.We were able to access downtown Annapolis very easily for a walking tour and a visit to the Naval Academy. The drawers in the kitchen are a bit odd, however we found everything eventually.Overall, great stay and no complaints.
Stayed 3 nights in Mar 2025

10/10 Excellent

Calin L.

Liked: Cleanliness

Great location on the water with a dock!

We had a great Springtime vacation with kids and a grandparent - our kids enjoyed kayaking and paddle boarding from the doc and gramps was very comfortable watching from the yard. It’s a very convenient location for a family. House was small but had everything we needed and well maintained. We recommend it!!
Stayed 3 nights in Apr 2025