Located in Oyster Harbor, this vacation home is within a few miles (5 km) of sights such as Maryland Quiet Waters Park and Bay Bridge Market Place Shopping Center. The vacation home includes a kitchen, a fireplace, and a patio.
Maryland Quiet Waters Park - 4 min drive - 2.0 miles
Annapolis City Dock - 9 min drive - 4.7 miles
Annapolis Maritime Museum - 9 min drive - 4.3 miles
U.S. Naval Academy - 10 min drive - 4.5 miles
Navy-Marine Corps Memorial Stadium - 11 min drive - 6.2 miles
Getting around
Odenton Station - 26 min drive
Fort Meade, MD (FME-Tipton) - 31 min drive
Restaurants
McDonald's - 5 min drive
Little Italy Annapolis - 7 min drive
Boatyard Bar & Grill - 9 min drive
Carrol's Creek Cafe - 9 min drive
Annapolis Yacht Club - 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 Oasis with Private Dock, Firepit, Kayaks and 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
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!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio. There's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.
Property manager
iTrip Vacations Annapolis - Sean Degnan
Languages
English
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Tranquil Waterfront Retreat w Stunning Views of the Chesapeake Bay and Bridge with Fenced-In Yard
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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
This property welcomes pets
Service animals exempt from fees
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, close to Annapolis City Dock, Bay Ridge Beach, and Maryland Quiet Waters Park. You'll also find Annapolis Landing Marina and Annapolis Maritime Museum within a short drive.
Is parking available on site at this vacation home?
Bicycle parking is also available for guests.
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 Dog-Friendly Oasis with Private Dock, Firepit & Kayaks a good place to stay for couples?
Amenities that appeal to couples at this waterfront vacation home include a fireplace, a kitchen, and a smart TV.
Are there hot tubs at Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks?
No, this vacation home doesn't have a spa tub.
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 this vacation home have connecting rooms?
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).
Can I book a room with a balcony at Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks?
Yes, every accommodation at Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks comes with a deck with some featuring water views.
Waterfront Oasis with Private Dock, Firepit, Kayaks and Community Beach Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 4 out of 4 reviews
10 - Excellent
4
Rating 8 - Good. 0 out of 4 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Jenn G., Cuyahoga Falls, OH
Jun 7, 2025
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.
Jenn G.
Stayed 3 nights in Mar 2025
10/10 Excellent
Calin L.
Apr 22, 2025
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!!