15 reviews

1 / 35 King Suite - First Floor



Pets allowed:
Wi-Fi available:

Description from owner

Captains Quarters on the Bay is a wonderful waterfront home with over 6,000+ Sq. Ft. of Living Space. Designer Appointed with All New Furnishings.7 Bedrooms with 6 Full Bathrooms, some with Jacuzzi/Whirlpool Baths. Gourmet Kitchen with Six

Burner Stovetop and Triple Ovens. Large Game Room with Regulation Pool Table and Air Hockey Game. 6 Ft. Flat Screen Satellite TV & 5 TV/DVD Players. Wireless Hi Speed Internet service. 2 Full Laundry Facilities. Catering Services Available. Full Housekeeping & Linen Service. Veranda * Private Dock and complimentary use of kayaks * Working Outdoor Fireplace * Large Outdoor Hot Tub *Basketball Court * Childrens Outdoor Playground * 2 Oversize Outdoor Grills * Large Gazebo for Your Very Own Crab Feast * Large Swimming Pool with Oversized Hot Tub.

Beds: 6 King Beds, 8 Twin Beds, 2 Sofa Beds, 2 Cribs

About the area

Year Round Activities: Complimentary use of 4 kayaks. Year round Fishing, Sailing, Crabbing Spa Treatment Fabulous Seafood Restaurants Waterfront Golf Course Art Galleries Antique Shopping Historic Towns of Cambridge, Easton & St. Michaels Bird Watching at Blackwater National Wildlife Refuge Private Fishing & Duck Hunting Charters with Pick up From Your Private Dock DC - 80 Miles Baltimore - 80 miles Philadelphia - 125 miles NYC - 190 miles Richmond - 190 miles



  • Air conditioning
  • Balcony/Terrace
  • Grill
  • Heating
  • High Speed Internet
  • Hot tub/Jacuzzi
  • Linen provided
  • Private outdoor pool (unheated)
  • Parking Included
  • Pet Friendly


  • Clothes dryer
  • Dishwasher
  • DVD player
  • Hair dryer
  • Iron
  • CD player
  • Refrigerator
  • Satellite TV
  • Microwave
  • Stove
  • Telephone
  • Toaster
  • Video player
  • Washing machine


  • Boat available
  • Cycling Trips
  • Fishing
  • Games room
  • Water sports
  • Horse riding
  • Pool or snooker table

Reviews (15)

Excellent – based on 15 reviews Excellent
15 reviews

“A home away from home”

Reviewed 28 Nov 2016

Perfectly lovely. After the sale of a home that was our Thanksgiving Tradition for 40 years we were looking for a new tradition. The home was well appointed, the kitchen perfectly supplied with extra space. The little cousins had a blast in their sleepover room on the third floor. Fishing, zip lining, bonfires and hikes filled our days while family meals and great conversation flowed into the evening. We hope to continue our new tradition and highly recommend it.

“Have not used it yet”

Reviewed 18 Aug 2015

I have not booked this rental yet. It looks lovely with the sweetest reviews, but I have not booked it yet. I tried to ignore these emails to review, but I keep getting them daily, so this is the only way I'm thinking would stop the daily emails askingfor a review

“Perfect for large families,”

Reviewed 11 Jan 2015

My family and I stayed here with my six brothers and sisters and their families along with my mom to celebrate her 80th birthday. With three separate gathering areas for activities inside the house, we were never falling all over each other. There was space upstairs for the teenagers to have their fun, while others played games at the large dining table, and others played Wii bowling downstairs. While the weather was cold, the views and sunsets were spectacular. The men and boys enjoyed the fire pit, while the kids enjoyed playing basketball outside. There was lots of space for everyone. We felt like we were together, yet had our own private space when we needed a break. Everyone had a place to sleep, and the management was very efficient at solving any minor issues that came up. Would love to come back when the weather is warmer to take advantage of the large pool and dock. Overall, a great time was had by everyone.

Owner's reply: Dear Bernie, Thank you so much for your kind review. I am so glad you and your family enjoyed Captains Quarters and I thank you for choosing our home. We would be honored to have you return. Sincerely, Frank Reagoso

“Great place for a great weekend”

Reviewed 22 Jan 2014

We had an amazing weekend with 12 adults and 11 kids at Captain's Quarters. The house was exactly what we needed. Real bedrooms for each couple, plenty of good sleeping space for the kids. Great kitchen and terrific dining room space for big meals together. Outdoor space was so fun too, even though it was winter and we couldn't take advantage of the pool or bay! We all agreed we'd come back next year and we even wondered if we could swing a summer trip. We had an excellent weekend and would highly recommend the house for a large group looking to spend time together and have a lot of fun.

“Great Family Getaway”

Reviewed 27 Feb 2013

We had the pleasure of staying at Captain Quarters for our annual family weekend. We have been staying in the Cambridge area for the past several years and by far, this was the BEST house we have stayed in. This home was not only perfect for the amount of people we had (there was 21 one of us) EVERYONE had a bed to sleep in, The property was great as well, playing basketball, football and the being able to sit out on porch and watch the most incredible sunsets.

“Dream Vacation Home”

Reviewed 20 Nov 2012

Wow!! What a wonderful vacation home!!! It has something for everyone; adults and children. What made it special for me was the location and layout. I immediately went into RELAX mode. Want to do this again and again. Oh, that's right, my sister booked us for the summer!!! Yeah!!!

Owner's reply: Thank you Pamela! This is what makes owning this home all worthwhile. People such as Denise, Alan and yourself are a gift!

“Best Vacation Ever!”

Reviewed 2 Nov 2012

We have been vacationing on the easter shore 7 years in a row and each year we would try a different house/location. NO MORE. We will only be staying at "The Captains Quarters" from here on out. The other six homes we have stayed in do not even come close to yours. The home had everything we needed for a week of fun and sun on the chesapeake. I cant thank you enough for letting us stay at your beautiful home.

Owner's reply: We are grateful to each and every family that rents from us. Anytime someone has a recommendation for improvement of our home or services, we attempt to take their advice. Therefore, it is because of our guests that families enjoy it so much. Thank you!

“Great Times”

Reviewed 7 Aug 2011

Our family spent a wonderful week at Captains Quarters and there were many tears when it came time to pack up and leave. Our oldest member was 85 yrs and youngest was 4 months. The top floor was great for all the pump up beds in all the window dormers, it was like extra bedrooms and one big camp out for all the cousins. The pool was an extra treat and all got in. The yard was great for all the games we had planned, and the deck to the river was great for easy access to the jet ski that we had brought along. Only one thing, we felt a ladder is needed on the dock for climbing in and out of the water. But YES we will come back there some day again.

Owner's reply: Thank you Judy! It was nice very nice to meet you and thank you for being our guest! Since your say we have added even more amenities which I know you will enjoy when you return. We have added a large outdoor Hot Tub, air hockey table, great charcoal grilles and a screened gazebo overlooking the water which fits 12 people.

“Great Getaway - Wonderful Place”

Reviewed 20 Apr 2011

My siblings and I held our parent's 50th wedding anniversary get-a-way weekend at Captain's Quarters and had a great time. The place has a wonderful layout, very nice bedrooms and bathrooms, plenty of places for all ages to sit, play and sleep. The 3rd floor was a big hit with the teenage grandkids too! The only reason I didn't give 5+ stars is that the kitchen could have been a little better equiped (we had to buy a pitcher and a can opener) and the utensils, etc., were just so-so. Unfortunately our timing wasn't so good because we stayed there during the awful tornado weekend that included intense flooding, but the house withstood it all. We watched the storm roll in on the bay and it was unbelievable. Also, the property manager was extremely responsive and helpful. He came by to check on everything after the storm on his day off. We would love to come back in the warmer weather and enjoy the pool and the bay too. We highly recommend this place as well as the property management team - Eastern Shore Vacations. They were super. Thank you for sharing your fantastic home with us!!

Owner's reply: Thank You Kathy! Because of you, we have expanded our kitchen equipment list and now have a regular inventory taken of kitchen utensils and equipment. we appreciate your staying and hope you return soon!

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Owner Supplied Testimonials

This is the most wonderful place to create family memories that will last forever. There's room enough for everyone! This property is a complete resort experience. Private yet easy to get to and perfect for family reunions.