The Pearl (of Oyster Harbor)

Annapolis, Maryland

8 guests3 bedrooms2 baths

Amenities

A/C

Parking

Washer & Dryer

Scenic Views

Patio/Balcony

Pets Allowed

Home details

0 guest0 bedroom0 bath

Bedroom 1

1 queen bed

Bedroom 2

1 bunk bed

Bedroom 3

1 full bed

Living room

1 full bed

Experience the Difference: Professionally Managed by Property Manager 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! License: 000346

All stays include

At Homes & Villas by Marriott Bonvoy we believe certain amenities should be standard.

24/7 support

Kitchen essentials

Starter kit of bathroom amenities

High-speed wifi

Professional cleaning

Premium linens and towels

Television

Digital free stays

Our Tiny Home rentals may not include all essential amenities inside the home.

About the area

Annapolis, Maryland, is a delightful destination that provides a myriad of experiences for its visitors. As Maryland's capital and one of the oldest cities in America, Annapolis is deeply rooted in history and tradition. The city's historic district houses beautifully maintained 18th-century structures, including the Maryland State House, which functioned as the nation's capital post the Revolutionary War. Often dubbed as "America's Sailing Capital," Annapolis' maritime legacy is palpable in its lively harbor and numerous sailing events. Tourists can partake in boat tours, learn sailing or simply observe yachts and sailboats from waterfront eateries. The United States Naval Academy is another significant attraction in Annapolis. Guided tours provide a glimpse into midshipman life and naval history. The campus itself is picturesque with Beaux-Arts architecture and views of the Severn River. For art and culture enthusiasts, Annapolis offers a dynamic arts district featuring galleries that display local artists' work. The city also organizes various cultural festivals throughout the year celebrating music, film, art, among other things. Nature aficionados will find Quiet Waters Park appealing with its hiking or biking trails, picnic spots, and breathtaking views over South River. For those who prefer beaches, Sandy Point State Park presents sandy shores with vistas of Chesapeake Bay Bridge. Culinary explorers will appreciate Annapolis' food scene which highlights fresh seafood from Chesapeake Bay including renowned Maryland crabs. There are also ample opportunities to taste local craft beers at one of many breweries in town. In summary, Annapolis merges history, maritime traditions, natural beauty and a vibrant arts scene to offer a distinctive travel experience that caters to all kinds of travelers.