Title: Waterfront Home with Private Dock, Community Beach - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=102922926&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Waterfront Home with Private Dock, Community Beach ## Photo gallery for Waterfront Home with Private Dock, Community Beach ![Exterior - Waterfront Home with Private Dock, Community Beach (Annapolis)](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/57ee1949.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, printers - Waterfront Home with Private Dock, Community Beach (Annapolis)](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/a24b8ec5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby, sun loungers - Waterfront Home with Private Dock, Community Beach (Annapolis)](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/51f2f5ab.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Waterfront Home with Private Dock, Community Beach (Annapolis)](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/540961bc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Waterfront Home with Private Dock, Community Beach (Annapolis)](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/f15a73c7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies You can look forward to a firepit, a garden, and laundry facilities at Waterfront Home with Private Dock, Community Beach. Active travelers can enjoy kayaking at this vacation home. Guests can connect to free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 3 bedrooms2 bathrooms ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## 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 Home with Private Dock, Community Beach 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! ## 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 ## Similar properties ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/9a50943e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! Chester - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 126 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=33554342&PinnedHotelID=33554342&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/95000000/94620000/94613800/94613705/w1024h767x0y1-22d534ad.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Minutes from Downtown St. Michaels and Tilghman | Private Dock | Outdoor Dining Sherwood - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=94613705&PinnedHotelID=94613705&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/120000000/119510000/119503800/119503736/f74b321e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown. Annapolis - Washer - Dryer - Air conditioning - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=119503736&PinnedHotelID=119503736&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122730000/122728000/122727950/4eaf3c0b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Escape with Pool Nature Lover Paradise Stevensville - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=122727950&PinnedHotelID=122727950&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=102922926&PinnedHotelID=102922926&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=102922926,33554342,94613705,119503736,122727950) ## 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 Pets not allowed (service animals are welcome, and are exempt from fees) ### Children and extra beds Children are welcome ### 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 ### We should mention This property does not have elevators ### Property is also known as 14332 ## About the area Located on the waterfront, this vacation home is in Oyster Harbor, a neighborhood in Annapolis. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's attractions include Wild Bird Center and French Soldiers Monument. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Annapolis travel guide](https://www.expedia.ca/Annapolis.dx6034082) [View more Vacation homes in Annapolis](https://www.expedia.ca/Annapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.92796%2C-76.47024&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=z_0ttsQ07Ynj__BZMz15Vo55SZU=) Annapolis, MD ### What's nearby - ![Maryland Quiet Waters Park featuring signage and a garden](https://images.trvl-media.com/place/6172639/092975c5-56e1-4eba-b84e-d0c85edffb07.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Maryland Quiet Waters Park 3 min drive \- 3.2 km - Bay Bridge Market Place Shopping Center 4 min drive \- 3.1 km - Historic Mount Moriah AME Church 5 min drive \- 3.8 km - Bay Ridge Beach 5 min drive \- 3.5 km - Carrs Beach 6 min drive \- 4.5 km ### 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 - Royal Farms 8 min drive ## Frequently asked questions ### Is Waterfront Home with Private Dock, Community Beach pet-friendly? ### How much is parking? ### What time is check-in at Waterfront Home with Private Dock, Community Beach? ### What time is check-out at Waterfront Home with Private Dock, Community Beach? ### Where is Waterfront Home with Private Dock, Community Beach located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Waterfront Home with Private Dock, Community Beach Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 7 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Michele R. Oct 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Wonderful stay. Delightful property. Great hosts. Scenic, comfortable and near Annapolis! ##### Michele R. Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Jenn G. Jun 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Sarah H. Sep 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great location, very well stocked house. Quiet and relaxing! ##### Sarah H. Stayed 5 nights in Aug 2025 ### 10/10 Excellent #### Marketing - E. Oct 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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 #### Calin L. Apr 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Andrea V. Sep 2, 2025 #### Excellent retreat in Annapolis 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. ##### Andrea V. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Sarah M. Jun 9, 2025 #### Amazing choice for young child! We have a four year old and this was an absolutely perfect place for a get away. We launched kayaks from the dock and the water is calm and easy to navigate. The lawn is great for running and playing. And the beach is so close and set up for little ones. The neighborhood is very family oriented and there were a bunch of kids swimming and plying on the playground. The house has everything you need and the room in back with each is perfect for eating and lounging. ##### Sarah M. ## Expedia's Latest Trends ### Hotels > [Hilton Club The District Washington D.C.](https://www.expedia.ca/Washington-Hotels-The-District-By-Hilton-Club.h14842389.Hotel-Information) > > [Classic beachfront condo with private balcony views, pools, tennis & New HVAC](https://www.expedia.ca/Ocean-City-Hotels-Classic-Beachfront-Condo-With-Private-Balcony-Views.h72421287.Hotel-Information) > > [The Royal Sonesta Washington DC Dupont Circle](https://www.expedia.ca/Washington-Hotels-The-Royal-Sonesta-Washington-DC-Dupont-Circle.h1326976.Hotel-Information) > > [Days Inn by Wyndham Silver Spring](https://www.expedia.ca/College-Park-Hotels-Days-Inn-By-Wyndham-Silver-Spring.h1628.Hotel-Information) > > [Red Crown Inn](https://www.expedia.ca/Baltimore-Hotels-Red-Crown-Inn.h60025259.Hotel-Information) > > [Mainstay Suites Ocean City West](https://www.expedia.ca/Ocean-City-Hotels-Mainstay-Suites-Ocean-City-West.h99665366.Hotel-Information) > > [Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!](https://www.expedia.ca/Annapolis-Hotels-Beautiful-2-Bedroom-Basement-Apartment-Walking-Distance-To-Beach.h83078078.Hotel-Information) > > [The Royal Sonesta Harbor Court Baltimore](https://www.expedia.ca/Baltimore-Hotels-Royal-Sonesta-Harbor-Court-Baltimore.h24651.Hotel-Information) > > [YOTEL Washington DC](https://www.expedia.ca/Washington-Hotels-YOTEL-Washington-DC-Formerly-Liaison.h10576.Hotel-Information) > > [Courtyard by Marriott Baltimore Downtown/McHenry Row](https://www.expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.Hotel-Information) > > [Your Annapolis Waterfront retreat - ready for a winter getaway!](https://www.expedia.ca/Annapolis-Hotels-Charming-Waterfront-Cottage-With-Views.h67633374.Hotel-Information) > > [Inn at Horn Point](https://www.expedia.ca/Annapolis-Hotels-Inn-At-Horn-Point.h39529191.Hotel-Information) > > [Le Meridien Washington, D.C., The Madison](https://www.expedia.ca/Washington-Hotels-The-Madison-Washington-DC.h18335.Hotel-Information) > > [Global Luxury Suites Bethesda Chevy Chase](https://www.expedia.ca/Bethesda-Hotels-Global-Luxury-Suites-Bethesda-Chevy-Chase.h10019662.Hotel-Information) > > [Three Bedroom Ocean Side Condo With Great 59th Street Location](https://www.expedia.ca/Ocean-City-Hotels-Three-Bedroom-Ocean-Side-Condo-With-Great-59th-Street-Location.h88643700.Hotel-Information) > > [Explorers Paradise Walk to Capitol!](https://www.expedia.ca/Washington-Hotels-Explorers-Paradise-Walk-To-Capitol.h36072900.Hotel-Information) > > [Sonesta Select Arlington Rosslyn](https://www.expedia.ca/Washington-Hotels-Sonesta-Select-Arlington.h23632.Hotel-Information) > > [Hilton Garden Inn Washington DC/Georgetown Area](https://www.expedia.ca/Washington-Hotels-Hilton-Garden-Inn-Washington-DCGeorgetown-Area.h7650962.Hotel-Information) > > [Hotel Washington](https://www.expedia.ca/Washington-Hotels-W-Washington-DC.h12067.Hotel-Information) > > [Unit 1 South - End Unit Ocean Block Townhome](https://www.expedia.ca/Ocean-City-Hotels-Unit-1-South-2024-New-Paint-Throughout-Kitchen-Cabinet-Refinish.h30982065.Hotel-Information) > > [Hampton Inn & Suites Arlington Crystal City DCA](https://www.expedia.ca/Washington-Hotels-Hampton-Inn-Suites-Reagan-National-Airport-Crystal-City.h885274.Hotel-Information) > > [The Hay-Adams](https://www.expedia.ca/Washington-Hotels-The-Hay-Adams.h889945.Hotel-Information) > > [Cozy Cabin with Hot Tub, Lake Access, Screened Porch, & Firepit](https://www.expedia.ca/Swanton-Hotels-Cozy-Cabin-With-Hot-Tub.h26933275.Hotel-Information) > > [Ashore Resort & Beach Club](https://www.expedia.ca/Ocean-City-Hotels-Clarion-Resort-Fontainebleau-Hotel-Oceanfront.h20346.Hotel-Information) > > [ARC HOTEL Washington DC, Georgetown](https://www.expedia.ca/Washington-Hotels-ARC-THEHOTEL.h4993.Hotel-Information) > > [Sunny, Downtown, Roomy Apt/Free Parking/Sleeps 5!](https://www.expedia.ca/Washington-Hotels-Sunny.h34075715.Hotel-Information) > > [2500 Penn, a Placemakr Experience](https://www.expedia.ca/Washington-Hotels-2500-Penn.h74898384.Hotel-Information) > > [URBAN 3 BR OASIS APARTMENT/EV CHARGER](https://www.expedia.ca/Washington-Hotels-Classy-2BR-Apt-H-St-Union-Market-La-Cosechaparking.h48600458.Hotel-Information) > > [Reside Navy Yard, a Wyndham Residence](https://www.expedia.ca/Washington-Hotels-Sonder-Europa.h73411474.Hotel-Information)