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Waterfront Home with Private Dock, Community Beach

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A two-story house with a front deck, a staircase, and a large sliding glass door.
A wooden pier with two Adirondack chairs facing a calm lake, surrounded by residential buildings under a clear sky.
A cozy living room with a fireplace, a television, a sofa, and a bookshelf.
A beach with a gazebo, a sign reading "COSTER HARBOR", and a row of multi-story buildings in the background.
A marina with wooden docks and a grassy area with houses in the background.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms1316 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
    ‪5 min drive‬
  • Place, Bay Ridge Beach
    ‪7 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪48 min drive‬

Room options

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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 fireplace, and a patio.
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 - 5 min drive - 2.2 miles
  • Bay Ridge Beach - 7 min drive - 3.9 miles
  • Carrs Beach - 9 min drive - 3.9 miles
  • U.S. Naval Academy - 14 min drive - 4.7 miles

Getting around

  • Odenton Station - 26 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
  • ‪Grump's Cafe - ‬5 min drive
  • ‪Forward Brewing - ‬9 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

Experience the Difference: Professionally Managed by iTrip Annapolis

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

Dogs allowed with $150 per pet non-refundable fee paid prior to checkin.

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!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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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

  • 3 bedrooms

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • No elevator
  • 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: 1,316 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 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.
  • 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.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

14332

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 parking available on site at Waterfront Home with Private Dock, Community Beach?

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

Is this vacation home associated with a casino?

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

Is there an indoor pool at this vacation home?

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

Is Waterfront Home with Private Dock, Community Beach a good place to stay for couples?

Amenities that appeal to couples at this waterfront vacation home include a fireplace and a kitchen along with a firepit.

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

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

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

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

Does Waterfront Home with Private Dock, Community Beach have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

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 that I can book at Waterfront Home with Private Dock, Community Beach?

Yes, every house at Waterfront Home with Private Dock, Community Beach comes with a patio and some offer water views.

Waterfront Home with Private Dock, Community Beach Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Michele R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay. Delightful property. Great hosts. Scenic, comfortable and near Annapolis!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Sarah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, very well stocked house. Quiet and relaxing!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Marketing - E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, cute design and layout, beautiful backyard, safe neighborhood and, tons of parking space in driveway, responsive host
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Adam P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, relaxing and clean property. Loved having the use of the kayaks, grill and firepit. Comfortable beds and bedding. 5 minute walk to the community private small beach. The only negative thing I could say about this property is the loud air conditioning unit in the front room. Thank you to our great hosts!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Calin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Andrea V.

Excellent retreat in Annapolis

The home was lovely and very well appointed, having everything we needed for a 3 week stay. We enjoyed daily sunrises from the dock or atrium-style living space; and were surprisingly able to enjoy a few cool enough evenings in August to use the fire pit. The space also allowed us to host a few friends for a brief stay and and a seated dinner for 10. It is super close to downtown Annapolis, just a quick 10-15 minute drive. The hosts were very responsive to any questions or needs we had. We highly recommend this property for anyone looking for a quiet retreat along The Bay.
Verified review

10/10 Excellent

Jenn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Sarah M.

Amazing choice for young child!

We have a four year old and this was an absolutely perfect place for a get away. We launched kayaks from the dock and the water is calm and easy to navigate. The lawn is great for running and playing. And the beach is so close and set up for little ones. The neighborhood is very family oriented and there were a bunch of kids swimming and plying on the playground. The house has everything you need and the room in back with each is perfect for eating and lounging.

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