House in Anne Arundel County, MD
8 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
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!
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!
Amenities
Free WiFi/internet
Free Parking
Air conditioning
Non-smoking
Pets allowed
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Parking Available
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Patio
Oven
Stove
Laundry services
Fireplace
Waterfront
Shower
Outdoor Cooking
Family friendly
Ironing facilities
Dining table
Hairdryer
Map of Anne Arundel County, MD
Ratings and reviews
8 / 10Excellent·Jul 2026
Place is as-advertised. We had a great visit - crabbing is certainly an option.
10 / 10Outstanding·Jul 2026
Our family had the best time at your house! It was nice and clean and had everything we could need. The kids had a blast crabbing and fishing off your dock and we all loved using the kayaks and paddle board. We were able to see the sunrise over the water a few mornings.. so pretty! We hope to come back in the future
10 / 10Outstanding·Jul 2026
Lovely home and property. The house was clean and very pretty. We had a blast with the kayaks and paddle board. It was a very nice quiet neighborhood too. We hope to come back.
10 / 10Outstanding·Jul 2026
Beautiful home, well stocked and the most comfortable beds!There were jellyfish off the dock so we couldn’t swim. We did enjoy the kayaks and paddle board. This was our first time to the area and was not familiar with the lakes and Chesapeake bay.We loved downtown Annapolis. We loved the sun room! And the fire pit.The beach area was invaded by geese and goose poo… :(We enjoyed the games and had an extremely relaxing time.
$$$$
Top rated by guests
10Outstanding
(16 Ratings)
"Our family had the best time at your house! It was nice and clean and had everything we could need. The kids had a blast crabbing and fishing off your dock and we all loved using the kayaks and paddle..."
Nikki B.Don't miss out! Price and availability may change
