Located at the waterfront, this 3-bedroom vacation home accommodates 5 guests. It features 1 hot tub and offers water views. Families can enjoy nearby waterskiing, motorboating, and kayaking, along with access to a marina. The property is also close to shopping and a museum.
Highlights
Your own private chef
One of the few properties offering private chef services.
Discover nearby landmarks
Walk to Chesapeake Bay
3 bedrooms2 bathroomsSleeps 5
Popular amenities
Spa pool on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Shady Side, MD
Northern Chesapeake Bay
Place, Northern Chesapeake Bay
8 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
41 min drive
Annapolis City Dock
Place, Annapolis City Dock
43 min drive
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Winter at The Cottage at Silver Water is calm, clear, and quietly beautiful. Snow-dusted views and crystal-blue skies frame the Chesapeake as migrating waterfowl glide across the water. As the day ends, golden hour washes the bay in soft light, often finishing with a vivid winter sunset—quiet and unforgettable.
Inside, Nordic-inspired design, a cozy fireplace, and sumptuous bedding create a warm retreat for deeply restorative rest. Discover why so many guests return by reading our reviews. Tucked at the end of a quiet residential street, The Cottage at Silver Water is a modern waterfront escape where Scandinavian design meets quiet luxury. With 10-foot ceilings, a thoughtfully curated interior, and a half-acre setting on the Chesapeake, the home offers sweeping bay views from every room.
Inside, every detail is elevated by some of the country’s most coveted brands—Brooklinen, Bodum, Vitruvi, ROAM, Lafco, RH, Eames, Article, Joybird, Williams Sonoma Home, Evermill, Fellow, Sonos, West Elm, and more—surrounding you with beauty and comfort at every turn.
Outdoors, the experience continues: an expansive lawn, inviting fire pit, sleek sling loungers, private bluestone patio, hot tub, kayak launch, and lush gardens await.
The home is spread across two floors. The ground level features the Green Bedroom with a walk-in closet, a full bath, laundry, and the main living area. A covered patio extends from the living room, furnished with teak sofas and a cocktail table.
Upstairs, the Blue Bedroom offers a private covered balcony, an en-suite bath, and a generous walk-in closet. The third bedroom/office includes a marble-topped desk and a twin daybed—perfect for children or quiet work.
Wherever you are, the view is unforgettable—broad water vistas that shift with the light, bringing the Chesapeake right to your doorstep.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 5057874vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Shady Side
Located in Shady Side, this holiday home is on the waterfront. Captain Avery Museum and The Kunta Kinte Alex Haley Memorial are local landmarks, and the area's natural beauty can be seen at Chesapeake Bay and Franklin Point State Park. Travelling with kids? Consider Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with ecotours and hiking.
Is Luxury 5-Star Chesapeake Bay Waterfront Home pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Luxury 5-Star Chesapeake Bay Waterfront Home?
As of 5 Oct 2026, prices found for a 1-night stay for 2 adults at Luxury 5-Star Chesapeake Bay Waterfront Home on 12 Oct 2026 start from AU$1,818, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Luxury 5-Star Chesapeake Bay Waterfront Home?
On-site parking is available at the property.
What time is check-in at Luxury 5-Star Chesapeake Bay Waterfront Home?
Check-in begins at 4:00 PM.
What time is check-out at Luxury 5-Star Chesapeake Bay Waterfront Home?
Checkout is at 11:00 AM.
Where is Luxury 5-Star Chesapeake Bay Waterfront Home located?
This family-friendly Shady Side holiday home is located on the waterfront, within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Shadyside Park and Captain Avery Museum are also within 3 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
If I could give this property more than five stars, I would.The Cottage at Silver Water is one of the most beautiful vacation homes my family has ever stayed in. The home is impeccably clean, beautifully designed, and every room feels warm and inviting. The thoughtful touches made us feel so welcome, including a candle made specifically for The Cottage at Silver Water and a bottle of wine waiting for us when we arrived.The outdoor space is just as incredible as the home itself. Watching the breathtaking sunsets from the fire pit or relaxing in the hot tub overlooking the bay made every evening unforgettable. The sunsets are not to be missed! We also loved kayaking to the little nearby island with its own small beach. A fun adventure just a short paddle away.The host was wonderful.....friendly, responsive, and always quick to answer our questions. The location is peaceful and quiet, yet close to a local store for necessities, diners, ice cream and a very short drive to some bigger stores.The only downside? You won't want to leave.We truly can't say enough wonderful things about this property and are already looking forward to returning to The Cottage at Silver Water.
We stayed here for 10 days with our family (my husband, kids, and in-laws) while attending lacrosse tournaments in Maryland, and it was truly one of the best vacation rentals we've experienced.The home is absolutely beautiful—thoughtfully designed, tastefully decorated, and filled with high-end finishes and appliances. Every detail felt intentional, creating a space that was both luxurious and comfortable. The views of the bay were incredible, and one of the highlights of our stay was swimming and seeing so much marine life up close. It was a unique and memorable experience for all of us.The property grounds are immaculate, peaceful, and wonderfully maintained. It was the perfect place to relax between games and enjoy quality family time.Our host, Evan, was exceptional. He checked in regularly, answered questions quickly, and shared helpful local recommendations. His attentiveness made us feel genuinely welcomed throughout our stay.We also appreciated the thoughtful extras, including coffee, laundry detergent, and dryer sheets—small touches that made a big difference.The town is charming and conveniently located near so many attractions. While we came for lacrosse, this home became one of the highlights of our trip. We would absolutely stay here again and highly recommend it to anyone looking for a special place to stay. The property is every bit as beautiful as the photos—if not better!
Amazing property. Clean, comfortable, nicely decorated, all the amenities you could want - from beach towels, to spices, to coffee. And a spectacular water view. The property description was spot on. Evan was a gracious host, responding promptly and kindly to inquiries. The whole experience from beginning to end was one of the best we’ve ever had and we highly recommend.
Stayed 3 nights in Aug 2026
About the host
Your host
Premier Host
They consistently provide great experiences for their guests