Skip to main content

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

5.0
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 in Cambridge, Maryland, United States — photo 1
1 / 50
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 in Cambridge, Maryland, United States — photo 2
2 / 50
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 in Cambridge, Maryland, United States — photo 3
3 / 50
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 in Cambridge, Maryland, United States — photo 4
4 / 50
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 in Cambridge, Maryland, United States — photo 5
5 / 50

Vacation Estate in Cambridge

7 bedrooms·7 bathrooms·sleeps 28·6,900 sq ft
Frank Reagoso

Hosted by Frank Reagoso

5 years hosting

Wifi included

Internet access throughout the property.

Private pool

A pool is available to guests.

About this space

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

This 6,900 square foot 7 bedroom 6 - 1/2 bathroom waterfront estate home with enormous swimming pool comfortably sleeps 28 people. "Captains Quarters on the Bay" sits on 3 private acres providing the most impressive south westerly Sunset Views of the Chesapeake Bay and the Little Choptank River. This destination property offers swimming, hot tub fishing, crabbing, boating, hunting, games, game room, dining and relaxing, in the midst of true Maritime atmosphere of the Chesapeake bay.

A private dock with kayaks, fenced swimming pool, year round hot tub, basketball court, Shuffle Board, horseshoe pit, splinter free playground, large manicured waterfront lawn with a horse shoe pit, large gazebo, double built in charcoal grills and outdoor fire pit make for great outdoor activities for all ages. The world renown Hyatt Regency waterfront golf course is less than 7 miles away and is open to the public.

The home offers deluxe living complete with designer furnishings, and a large wrap around covered porch with awesome water and sunset views. Two kitchens, one downstairs for poolside service and a new Gourmet Kitchen on the main floor offering a large flat top stove, triple ovens, under counter ice maker and 2 dishwashers for making great family meals. A Large Rec-room with large screen TV, games, air hockey, XBOX360 and pool table provide space for everyone.

Keywords: Chesapeake Bay Retreat, veteran owned, waterfront vacation home, Family Reunion, privacy, corporate retreats, religious group retreats and meetings, Waterfront Estate, eastern shore, special events, crabbing, fishing, private dock, family reunions, retreats, vacation, small weddings, family reunions, anniversary gatherings, Captains Quarters on the Bay.

What this place offers

Air conditioning
Balcony
Bed linens provided
Internet & WiFi
Dishwasher
DVD player
Fireplace
Garden Or Backyard

Minimum 2 night stay

Add your travel dates for exact pricing

Things to know

House rules

  • children welcome
  • no smoking
  • pets allowed

Cancellation policy


Bookings at this property are non-refundable.


Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.


House Rules
Check in after 3:00 PM Check out before 10:00 AM
Maximum overnight guests: 28
Minimum age to rent: 25
Children allowed: ages 0-17
pool, hot tub, basketball, horseshoes, gameroom +
Pets allowed: 1 dog less than 50lbs
call owner for details
Events allowed: weddings, family gatherings, birthday parties
Maximum event attendees: 45
With advance permission in writing by Owner only
No smoking allowed
Outdoors only

5.0 · 8 reviews

Overall rating

5
4
3
2
1

5.0

8 reviews

Cleanliness

5.0

Accuracy

5.0

Check-in

5.0

Communication

5.0

Location

5.0

Value

5.0

ED

Ellianna D.

August 2024

Unforgettable weekend at Captain's Quarters

Our stay at Captain's Quarters in Maryland was simply incredible! From the moment we walked through the door, I was stru…

ND

Nicholas D.

July 2024

Perfect

If you have a large family this is the place to stay. The place is huge and very well equipped. The kitchen set up was t…

CM

Charles M.

May 2024

Lovely Week on the Chesapeake

We enjoyed the house and its amenities very much, lots of things to keep our group busy. Very nice and well equipped kit…

LM

Liz M.

July 2021

Perfect Family getaway

Our stay was terrific. We had 22 adults with space for all. Overall feedback from the group was all very positive. Havin…

RA

Ravi A.

June 2021

Perfect family getaway

Amenities fantastic. Nearby golf. Lots of activities at the house. Excellent. Nothing else to say.

KM

Kevin M.

June 2021

We loved it

Great house on the water...highly recommended for a large group

Where you'll be

Cambridge, Maryland, United States of America

About the area Located in Cambridge, this holiday home is on the waterfront. Richardson Maritime Museum and Harriet Tubman Museum and Educational Center are cultural highlights, and some of the area's attractions include Ruark Boatworks and Bay Country Shop. Make sure you get close to the area's animals with activities such as game walks and birdwatching. What's nearby Spocott Windmill - 22 min drive Harriet Tubman Museum and Educational Center - 25 min drive Choptank River Lighthouse - 26 min drive Blackwater National Wildlife Refuge - 32 min drive Harriet Tubman Underground Railroad National Historical Park - 34 min drive Getting around Cambridge Station - 28 min drive Cambridge, MD (CGE-Cambridge - Dorchester) - 29 min drive Easton, MD (ESN-Easton - Newnam) - 50 min drive

Important Information

Check-in

03:00 pm

Check-out

10:00 am

Change-over

Minimum 2 Nights

Pets

Allowed

Pet fee

$250

Damage waiver

$79

Meet your host

Frank Reagoso

Frank Reagoso

8

Reviews

5.0

Rating

5 Years

Hosting

Response rate: 95%

Responds within a few hours

Available: Mon-Sun (8.00am - 8.00pm)

Speaks

About Frank Reagoso

Cambridge Waterfront Vacation Home by Frank Reagoso We are in the hospitality industry and own / operate over a dozen fine hotels in PA and MD. Brian Harlan, my son in law and I, decided to enter into the vacation home rental business because we saw a great need for an owner that understands what people need and want when traveling for vacation, reunions, retreats and meetings. We are that owner! We have been in the hospitality industry for over 35 years and have learned a lot about what people want. We provide those things because we understand the traveler. When someone asks about our properties and if we provide a particular item, the answer is almost always, 'YES'. We love what we do and are committed to exceeding our guests expectations. Just in case you are wondering about the photo, Brian is the man in the front and Frank, is the back handsome guy in the back. This photo was taken in Houma in 2015, alligator country in the bayou of Louisiana. Why Frank Reagoso chose Dorchester County"Captains Quarters on the Bay" is located in Cambridge, MD with a westerly view overlooking the Chesapeake. The home has practically everything imaginable and is located on a wonderful waterfront lot with a western view of the sunsets over the Chesapeake Bay. What makes this Estate unique"Captains Quarters on the Bay" has so many amenities: It's a very large home with 6 king bedded rooms and a one room with bunk beds, a private lighted dock, very large pool, year round hot tub, gazebo, fire pit, shuffleboard, 2 very large outdoor grills, large kitchen and dining room, a fully equipped game room with a pool table, air hockey, large screen TV with Video Games and so much more. It also includes cleaning service at check out and complete linen rental service. This is truly a complete family vacation property which has it all!

  1. Message the host with your dates and questions.
  2. The host confirms availability, rates and rental terms.
  3. Agree the rental agreement and payment method directly with the host.
  4. Pay the host using their approved process — not through this site.

Find Vacation Home Rentals connects you directly with the host and does not process payments. Confirm rates, availability and the payment method with the host before you book.

Starting at$1,800/night