Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks

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Entire home

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Where to?

Dates

April 2025

2

May 2025

Overview
Amenities
Policies
Location
Host

Entire home

3 bedrooms2 bathrooms

Popular amenities

Parking available
Washer
Pet-friendly
Outdoor space
Barbecue grill
Air conditioning

Explore the area

Annapolis, MD

Maryland Quiet Waters Park
‪6 min drive‬
Annapolis City Dock
‪9 min drive‬
U.S. Naval Academy
‪11 min drive‬
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
‪39 min drive‬

Room options

About this property

Entire place

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

Available for Commissioning Week 2025!

Waterfront Dog-Friendly 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
Dog-friendly (please clean up after your pet) with $150 fee paid prior to check-in
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!

During your stay at this holiday home, you'll be close to U.S. Naval Academy. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Air-conditioned home with kitchen, washing machine and 2 bathrooms
Free WiFi
Just a 5-minute drive from Bay Bridge Market Place Shopping Center and 11 minutes from U.S. Naval Academy

Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

Property amenities

Beach

Beach nearby
Beach loungers

Internet

Available in the house: Free WiFi

Parking and transport

Parking on site

Kitchen

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

Laundromat nearby
Washing machine

Work spaces

Desk
Desk chair

Comfort

Air conditioning
Heating

Pets

Pet friendly

Suitability/Accessibility

No lift
Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
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

Pets are welcome

Children and extra beds

Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that 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

You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

14332