Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 | House in Annapolis

10.0 (7 Reviews) |   3 Bedrooms  2 Bathrooms  8 Guests
Oyster Harbor House | Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026

3 Bedroom House in Oyster Harbor, Annapolis

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!

Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 is located in Oyster Harbor. Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 provides accommodation, featuring Bedding/Linens, Wellness Facilities, Internet, among other amenities. This House features Bedding/Linens, Wellness Facilities, Internet, to make your stay a comfortable one.

Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 has 3 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Oyster Harbor has interesting places to visit. If you want to learn more about the House in Oyster Harbor, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shower
  • Toilet paper
  • Towels provided
  • 2 bathrooms
  • Shampoo
  • Soap
  • Hair dryer
Bedroom
  • 3 bedrooms
  • Bed sheets provided
  • Dining table
  • Living room
  • Fireplace
  • Dining room
Kitchen
  • Refrigerator
  • Paper towels
  • Ice maker
  • Dishwasher
  • Stovetop
  • Oven
  • Electric kettle
  • Microwave
  • Cookware/dishes/utensils
Laundry
  • Laundry facilities
  • Washing machine and dryer
  • Near laundromat
Ocean view
  • Near the beach
  • Beach sun loungers
Parking
  • Onsite parking
Pet Friendly
  • Service animals only (pets not allowed)
Accessibility
  • Smoke-free property
  • No elevators
Activities
  • Fitness facilities nearby
  • Kayak on site
  • Cycling nearby
  • Sailing nearby
  • Windsurfing nearby
  • Birdwatching nearby
  • Hiking/biking trails nearby
  • Power boating nearby
  • Basketball nearby
  • Jet skiing nearby
  • Hiking nearby
Entertainment
  • Games
  • Smart TV
General
  • At least 80% lighting from LEDs
  • Energy-saving switches
  • Recycling
  • English
  • On the waterfront
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near outlet shopping
  • Near a health or beauty spa
  • Desk
  • Desk chair
  • Printer
Guest Services
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Firepit
  • Barbecue grill
  • Outdoor furniture
  • Garden
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed (service animals are welcome, and are exempt from fees)
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Andrea V.
Sep 2, 2025 09:52:08 PM
Review Score:   10
Summary: The home was lovely and very well appointed, having everything we needed for a 3 week stay. We enjoyed daily sunrises from the dock or atrium-style living space; and were surprisingly able to enjoy a few cool enough evenings in August to use the fire pit. The space also allowed us to host a few friends for a brief stay and and a seated dinner for 10. It is super close to downtown Annapolis, just a quick 10-15 minute drive. The hosts were very responsive to any questions or needs we had. We highly recommend this property for anyone looking for a quiet retreat along The Bay.
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