10/10 Excellent
Michele R.
Oct 26, 2025
Liked: Cleanliness
Michele R.
Stayed 2 nights in Oct 2025
Entire home
Holiday Promo: Get 10% Off Holiday Stays
2.0 star property
Waterfront vacation home with kitchen and patio
Choose dates to view prices
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Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms2 bathrooms
Popular amenities
- Fireplace
- Dryer
- Washer
- Parking available
- Kitchen
- Outdoor Space
Explore the area
Annapolis, MD
- Maryland Quiet Waters ParkPlace, Maryland Quiet Waters Park3 min drive
- Bay Bridge Market Place Shopping CenterPlace, Bay Bridge Market Place Shopping Center4 min drive
- Bay Ridge BeachPlace, Bay Ridge Beach5 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)38 min drive
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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.
What's nearby
- Maryland Quiet Waters Park - 3 min drive - 2.0 miles
- Bay Bridge Market Place Shopping Center - 4 min drive - 2.0 miles
- Historic Mount Moriah AME Church - 5 min drive - 2.4 miles
- Historical Society of Talbot County - 5 min drive - 2.4 miles
- Bay Ridge Beach - 5 min drive - 2.2 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
- Jack's Fortune - 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.
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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
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!
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!
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.
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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
Information provided by the property may be translated using automated translation tools
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 Maryland Quiet Waters Park and Annapolis Landing Marina within a short drive.
Is there parking available 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.
What do couples enjoy most about Early Black Friday: Get 10% Off Holiday Stays?
Amenities that appeal to couples at this waterfront vacation home include a fireplace, a kitchen, and a smart TV.
Are there hot tubs at Early Black Friday: Get 10% Off Holiday Stays?
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?
No, pets aren't allowed at this vacation home though service animals are welcome.
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).
Are there rooms with balconies at Early Black Friday: Get 10% Off Holiday Stays?
Yes, every accommodation at Early Black Friday: Get 10% Off Holiday Stays comes with a deck with some featuring water views.
Holiday Promo: Get 10% Off Holiday Stays 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. 7 out of 7 reviews
10 - Excellent
7
Rating 8 - Good. 0 out of 7 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 7 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 7 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 7 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Marketing - E.
Oct 7, 2025
Liked: Cleanliness
Clean, cute design and layout, beautiful backyard, safe neighborhood and, tons of parking space in driveway, responsive host
Marketing - E.
Stayed 4 nights in Oct 2025
10/10 Excellent
Sarah H., Southborough, MA
Sep 1, 2025
Liked: Cleanliness
Great location, very well stocked house. Quiet and relaxing!
Sarah H.
Stayed 5 nights in Aug 2025
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!!
Calin L.
Stayed 3 nights in Apr 2025