Entire home

Luxury 5-Star Chesapeake Bay Waterfront Home

Photo gallery for Luxury 5-Star Chesapeake Bay Waterfront Home

A hot tub with a view of a grassy area, trees, and a sunset over a body of water. - Luxury 5-Star Chesapeake Bay Waterfront Home (Shady Side)
A modern two-story house with large windows, a stone wall, and a well-maintained garden. - Luxury 5-Star Chesapeake Bay Waterfront Home (Shady Side)
A dining area with a view of a sunset over a body of water, a table with chairs, and a hanging light fixture. - Luxury 5-Star Chesapeake Bay Waterfront Home (Shady Side)
A building with a brick pathway leading to a covered area, surrounded by trees and a body of water in the background. - Luxury 5-Star Chesapeake Bay Waterfront Home (Shady Side)
A spacious living area with a large window overlooking a body of water, a dining area, and a staircase. - Luxury 5-Star Chesapeake Bay Waterfront Home (Shady Side)
You can look forward to a firepit, a garden and a playground at Luxury 5-Star Chesapeake Bay Waterfront Home. For some rest and relaxation, visit the hot tub. Free in-room WiFi, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices), and laundry facilities are available to all guests.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Luxury 5-Star Chesapeake Bay Waterfront Home

  • 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.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Chef service
  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • On the waterfront

Things to do

  • Kayak
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing 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

  • Double-glazed windows
  • Electric car charging station
  • Garden
  • No plastic coffee stirrers
  • No plastic drinking straws
  • Recycling
  • Reusable coffee/tea filters
  • Reusable cups
  • Reusable tableware
  • Some LED lighting used
  • Water dispenser

Similar properties

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

Check-out instructions

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.

Pets

Pets not allowed

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
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
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

About the area

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/biking trails. Visit our Shady Side travel guide
View more Holiday homes in Shady Side
Map
Shady Side, MD

What's nearby

  • Shadyside Park
    4 min drive - 4.6 km
  • Captain Avery Museum
    6 min drive - 5.2 km
  • Franklin Point State Park
    6 min drive - 5.9 km
  • Parker Creek
    14 min drive - 16.2 km
  • Galesville Heritage Museum
    16 min drive - 18.9 km

Getting around

  • Bowie State Station
    47 min drive
  • Fort Meade, MD (FME-Tipton)
    60 min drive

Restaurants

  • 7-Eleven
    13 min drive
  • South County Cafe
    14 min drive
  • Pirates Cove Restaurant
    17 min drive
  • Boat House
    14 min drive
  • Jesse Jay’s
    10 min drive

Frequently asked questions

Is Luxury 5-Star Chesapeake Bay Waterfront Home pet-friendly?

No, pets are not allowed at this property.

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).

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Luxury 5-Star Chesapeake Bay Waterfront Home 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 informationOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10

Cleanliness

10

Location

Reviews

Verified review

10/10 Excellent

Caitlin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 10 nights in Jun 2026
Verified review

10/10 Excellent

Michelle D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jul 2026