Entire home

Chesapeake Bay Retreat

Photo gallery for Chesapeake Bay Retreat

Living area
Living area
Living area
Living area
Interior
6 bedrooms3 bathroomsSleeps 16

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Rooms & beds

6 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

4 Large Twin Bunk Beds

Bedroom 5

4 Large Twin Bunk Beds

Bedroom 6

1 Queen Bed

3 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Chesapeake Bay Retreat

Chesapeake Bay Retreat offers a tranquil escape on the Bay with stunning sunsets and ocean liner views. Guests will enjoy a heated pool, kayaking, grilling, bonfires, and traditional Chesapeake activities like fishing & crabbing. The 22 ½ acre estate offers wildlife featuring deer, turkeys, and eagles. Comfortable accommodations for 16+ include TV rooms and private bathrooms. Nearby restaurants, and a public boat launch enhance the experience. The retreat delivers endless relaxation & adventure
The space
**UNDER NEW MANAGEMENT**

22 1/2 acre Chesapeake Bay estate

475' shoreline

Heated Pool

Outdoor Bar

Paved driveway

New furniture indoor and out
Guest access
The entire property is for you use and enjoyment
Other things to note
-Spectacular Sunsets and Scenic Views

Nestled along the serene shores of the Chesapeake Bay, this Retreat offers an idyllic escape from the hustle and bustle of everyday life. The picturesque waterfront property promises an unforgettable experience with its stunning amenities and breathtaking views.

One of the retreat's most enticing features is its amazing westerly sunsets, providing a spectacular display of colors over the horizon each evening.

Guests will also enjoy breathtaking views of the grand ocean liners as they navigate the waters of the Chesapeake Bay, creating a perfect backdrop for relaxation and reflection.

You can enjoy all from scenic balcony or from the newly installed dock.


-Endless Activities and Amenities

Chesapeake Bay Retreat is a haven for fun and adventure, offering a plethora of activities and amenities to suit every preference, kids and adults alike:

** Heated Swimming Pool: Dive into the refreshing waters of the pool, ideal for both relaxation and exercise.
** Kayaks: Explore the bay at your leisure with the kayaks provided, offering a unique opportunity to connect with nature.

** Grilling and Bonfires: Savor delicious meals grilled to perfection and unwind by the warmth of a crackling bonfire under the stars.

** Fishing & Crabbing: Engage in the traditional Chesapeake Bay pastime of fishing and crabbing, promising both excitement and a delicious reward. All can be experienced from the 125' long pier and new dock.

** Wildlife & Sightseeing: Engage nature’s serenity, just in the front yard, of this 22 ½ acre estate. You will be able to see deer (whitetail and the elusive Sika), turkeys, eagles, and so many more.


-Comfortable Guesthouse Accommodations

The guesthouse at the retreat is designed for comfort and convenience, providing a cozy sanctuary for up to six guests.

It includes a TV room perfect for relaxation and entertainment, along with a private bathroom for added comfort.


-Your Perfect Getaway Awaits

Chesapeake Bay Retreat is more than just a vacation spot—it's a destination where tranquility and adventure coexist harmoniously. Whether you're seeking solitude or excitement, this waterfront paradise is sure to deliver an unforgettable experience making all of your wonderful memories even more nostalgic.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
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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
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

We should mention

This property does not have elevators

About the neighborhood

Cambridge

Cambridge is home to this vacation home. Spocott Windmill and Choptank River Lighthouse are local landmarks, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Richardson Maritime Museum and Dorchester Arts Center are also worth visiting.
Map
Cambridge, MD

What's nearby

  • Ragged Island - 9 min drive - 4.1 km
  • Spocott Windmill - 16 min drive - 14.5 km
  • Harriet Tubman Museum and Educational Center - 26 min drive - 26.9 km
  • Gerry Boyle Park at Great Marsh - 27 min drive - 26.5 km
  • Dorchester County Visitors Center - 27 min drive - 28.0 km

Getting around

  • Cambridge Station - 33 min drive
  • Easton, MD (ESN-Easton - Newnam) - 52 min drive

Restaurants

  • ‪Madison Bay - ‬43 min drive
  • ‪The Neck District Grill - ‬11 min drive
  • ‪Millie's at Madison Bay - ‬43 min drive
  • ‪McCray's Castaways - ‬43 min drive
  • ‪Marley's Cafe - ‬43 min drive

Frequently asked questions

Does Chesapeake Bay Retreat have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Chesapeake Bay Retreat?

As of Mar 22, 2026, prices found for a 1-night stay for 2 adults at Chesapeake Bay Retreat on Mar 25, 2026 start from $803, 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.

Is Chesapeake Bay Retreat pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Chesapeake Bay Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Bay Retreat?

Check-out is at 10:00 AM.

Where is Chesapeake Bay Retreat located?

Situated in Cambridge, this vacation home is within 3 mi (5 km) of Chesapeake Bay, Northern Chesapeake Bay, and Ragged Island. Spocott Windmill is 7.4 mi (12 km) away.

About the host

Hosted by ERNEST ADKINS

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Languages:

English
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