Title: Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=34340251&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 ## Photo gallery for Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 ![Fridge, microwave, oven, stovetop - Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 (Cambridge)](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/fa7b7a6c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 (Cambridge)](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/56b460e3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 (Cambridge)](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/4cf11386.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 (Cambridge)](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/c7bf430d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 (Cambridge)](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/3c996507.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Savor the Maritime atmosphere at Captains Quarters on the Bay, where south-westerly sunset views of Chesapeake Bay and Little Choptank River await. Enjoy swimming, fishing, or hot tub relaxation in this 7-bedroom waterfront estate with a private dock and kayaks. A game room with air hockey and pool table provides entertainment for all ages. ## Reviews 10 Exceptional ### Entire home 7 bedrooms7 bathroomsSleeps 286900 sq ft ## Popular amenities - Kitchen - Washing machine - Dryer - Pet-friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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. ## Property amenities ### Beach - Beach towels ### Pool/Spa - Hot tub - Outdoor pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Hob - Ice maker - Kitchen island - Kitchenette - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 7 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 6.5 bathrooms - Bathtub or shower - Bidet - Hair dryer - Jetted bathtub - Shower - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - DVD player - Games - Smart TV with cable/satellite channels - Video games ### Outdoor areas - Balcony - Charcoal grill - Firepit - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - Up to 23 kg per pet ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Upper floors accessible by stairs only - Smoke-free property - Note from host: Outdoors only ### Services and conveniences - Iron/ironing board - Meal delivery service ### Location highlights - Near a health/beauty spa - Near a hospital - Near the bay - Near the marina - On a river - On the waterfront ### Things to do - Arcade/game room - Billiards/pool table - Golf - Kayak - Water sports equipment - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Hunting nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Rafting nearby - Sailing nearby - Swimming nearby - Water skiing nearby - Water tubing 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) - Fire extinguisher - Deadbolt lock ### General - Property located in a resort - Unit size: 6,900 square feet ## Similar properties ![Dining](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/49ea9073.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holiday Inn Express Cambridge by IHG Cambridge - Pool - Hot tub - Breakfast included - Parking included 8.8 Excellent 769 reviews £103 includes taxes & fees 5 Mar - 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Pool - Kitchen - Washing machine - Dryer 9.8 Exceptional 29 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&selected=52143267&PinnedHotelID=52143267&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&selected=34340251&PinnedHotelID=34340251&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=34340251,471331,890486,33705957,52143267) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in and check-out are available Minimum check-in age - 25 ### Check-out Check-out before 10:00 AM Contactless check-out ### 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 ### Pets Pets are allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 23 kg per pet) Note from host: call owner for details ### Children and extra beds Children are welcome Note from host: pool, hot tub, basketball, horseshoes, gameroom + ### Events Events allowed: family gatherings, birthday parties, weddings With advance permission in writing by Owner only ### Smoking Smoking is not permitted Outdoors only ## Important information ### You need to know This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 45 Note from host: With advance permission in writing by Owner only 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 Safety features at this property include a fire extinguisher and a deadlock 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 ### We should mention This property does not have any lifts ### Property is also known as Estate ## 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. [Visit our Cambridge travel guide](https://www.expedia.co.uk/Cambridge.dx6608) [View more Holiday homes in Cambridge](https://www.expedia.co.uk/Cambridge-Private-Holiday-Homes.d6608-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.54604%2C-76.20967&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=cuwXAuQKqghjqflUS9ED9FPODB8=) Cambridge, MD ### What's nearby - ![Choptank River Lighthouse](https://images.trvl-media.com/place/6286144/4f1042d7-f01e-4b83-9395-4e4949abf5e4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Choptank River Lighthouse 23 min drive \- 11.6 miles - ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d25557ce-c7d9-45ab-9509-8e8672605e24.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Long Wharf Park 23 min drive \- 11.6 miles - ![Dorchester County Visitors Center](https://images.trvl-media.com/place/553248621561879598/2970be5c-ab72-4326-ac8f-5b1f5ee0b0ff.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Dorchester County Visitors Center 23 min drive \- 11.9 miles - Harriet Tubman Museum and Educational Center 22 min drive \- 11.2 miles - Gerry Boyle Park at Great Marsh 23 min drive \- 11.0 miles ### Getting around - Cambridge Station 28 min drive - Easton, MD (ESN-Easton - Newnam) 50 min drive ### Restaurants - Madison Bay 31 min drive - Woolford General Store 30 min drive - Church Creek Cafe 22 min drive - The Neck District Grill 27 min drive - Millie's at Madison Bay 31 min drive ## Frequently asked questions ### Does Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 have a pool? ### Is Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 pet-friendly? ### How much is parking at Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28? ### What time is check-in at Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28? ### What time is check-out at Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28? ### Where is Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 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 information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 76 8 - Good 5 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 9.6 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Chris M. 12 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family vacation Great property for a family get together. ##### Chris M. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Bill P. 5 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Week with Family on the Waterfront Everyone had an opportunity to do a variety of activities, outside and in, to their heart’s content! The week went by way too fast but we all left with fond memories. ##### Bill P. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Deepak K. 2 Jan 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Escape with family & friends Great location, grand house with all the desired amenities to make your holidays interesting and relaxing. We enjoyed working with the owner, he is prompt, emphatic and very helpful. Recommended place. ##### Deepak K. Stayed 3 nights in Dec 2023 ### 10/10 Excellent #### Nicholas D. 17 Aug 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 the best we’ve ever had. The house and grounds were very clean and organized. The pool is nice and the dock is very convenient if you’re renting a boat or paddle board. Very highly recommended ##### Nicholas D. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Charles M. 4 Jul 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 kitchen, as well as a lovely second floor porch overlooking the pool and water. Nice chairs on the porch, but they needed cushions to be really comfortable. Pool is very nice with plenty of seating and umbrellas. ##### Charles M. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Kaitlyn R. 4 Apr 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A beautiful place for a beautiful time I rented the property for my 30th birthday and invited all of my friends and family. We had such a good time! The property was beautiful and the house was spacious. Everyone had a blast. There were a few minor issues, but the property manager was amazing and very responsive. ##### Kaitlyn R. Stayed 3 nights in Mar 2024 ### 10/10 Excellent #### Angela D. 16 Aug 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent family reunion location We were a family of 14 and needed a lot of bedrooms for a family reunion vacation. The property was perfect for us. We were able to bring our boat for some much needed family fun. Everyone had a fantastic time exploring the area. Any issues we had with the property were immediately attended to by the owners. They were very quick to respond and help us out on some basic stuff. The owners have caretakers in the area and they came over if we needed them. Highly recommend this property. It was truly fun to explore the Chesapeake Bay area. Thanks for helping us create many family memories! ##### Angela D. Stayed 7 nights in Aug 2023 ### 10/10 Excellent #### Leandra K. 23 May 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Family Weekend Spent a long weekend here with my parents, siblings and our families (including children from 6mo-5yrs). Incredibly happy with our stay--we had some fickle weather but were able to enjoy both the water and property in between the rain. The kids loved going out on the kayaks and we brought some paddleboards as well. We also enjoyed the shuffleboard, outdoor fireplace, and pool and the large flat backyard ended up being perfect for a bocce tournament with the set we brought. The house had plenty of space for everyone when the rain kept us inside. Loved having family dinners and building buzzles on the exta long dining room table. The storage bin full of games/sports equipment was great to have. Only very minor complaint is that the cornhole beanbags were a little worse for the wear and are due for a replacement. Overall very happy with our stay and highlt recommend this property. ##### Leandra K. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Ellianna D. 13 Sept 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 struck by how spotless everything was. The views from the property were breathtaking, showcasing the beauty of the area and providing a perfect backdrop for our memorable moments. We were a large group and worried about packing everything we’d need, but to our surprise , Captain's Quarters was fully equipped! We found all the cooking and serving utensils we could ever need, and there were plenty of towels and blankets for everyone, which really eased our minds. As someone who values a safe and comfortable environment, we all felt completely at ease here. It was perfect for our family gathering; everyone got to unwind, chat, and enjoy each other's company. The highlight had to be the pool and hot tub! There was nothing better than relaxing after a long day of activities and feeling all the stress melt away. The kids had an absolute blast, and so did the adults! I can’t recommend Captain's Quarters enough for anyone looking for a spacious and accommodating place to create lasting memories with loved ones. We left with full hearts and can’t wait to plan our return! This wonderful home truly made our family time special. ##### Ellianna D. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Ellen S. 1 Nov 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy There were so many activities and so many beds/baths. Perfect for a large group. ##### Ellen S. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Phil S. 18 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great for 10 adults and 4 grandchildren! ##### Phil S. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### Bill C. 17 Sept 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place for a group Good stay overall ##### Bill C. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### Abigail M. 29 May 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place for big get together We loved this property. We used it for our family and the fact that all the bedrooms had their own private bathroom was amazing. There was also so much to do- everyone was entertained and had a blast! ##### Abigail M. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Amy G., Hughesville, Pennsylvania 15 May 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful weekend! We had a wonderful weekend here. The hosts were extremely responsive both before and during our stay. The property is in great shape with very comfortable furnishings. ##### Amy G. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Don L. 5 Jan 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Great property, great host. Highly recommend ##### Don L. Stayed 4 nights in Dec 2021 ### 10/10 Excellent #### Cira Q. 17 Sept 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great vacation We had 3 families spending a week here. Very nice house with so much to do. Everyone had lots of fun. It was a great vacation during pandemic. ##### Cira Q. Stayed 7 nights in Aug 2021 ### 10/10 Excellent #### Kevin M., Austin, USA 9 Jun 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### We loved it Great house on the water...highly recommended for a large group ##### Kevin M. Stayed 3 nights in Jun 2021 ### 10/10 Excellent #### Rick and Nancy F. 29 Jul 2023 Liked: Cleanliness, check-in, location, listing accuracy #### Family gathering Enjoyed the variety of beds for all the kids and grandkids. Pool was great! It was fun to catch and eat crabs. ##### Rick and Nancy F. Stayed 7 nights in Jul 2023 ### 8/10 Good #### Bonnie J. 16 Jul 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Vacation Great property for our family of 10 adults and 13 children ages 3-17\. Enjoyed the pool, hot tub, kayaks, crabbing, we brought paddle boards and some yard games and had a great time. House had plenty of room for all of us to be comfortable and spend time together. ##### Bonnie J. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Liz M. 27 Jul 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Family getaway Our stay was terrific. We had 22 adults with space for all. Overall feedback from the group was all very positive. Having the pool was the best part of our stay. We enjoyed that each day and were able to play games and just overall enjoy being around each other. I would highly recommend this place for your upcoming vacation. ##### Liz M. Stayed 7 nights in Jul 2021 ### 10/10 Excellent #### Natalie M. 2 Jun 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful Wedding Weekend We hosted our small family only wedding at Captain’s Quarters and it was the perfect venue. The outdoor space is right on the water and beautiful. As our family is from out of town we stayed for a long weekend there was plenty of space and privacy for everyone with 5 master bedrooms and a loft for the kids. We had a great time ##### Natalie M. Stayed 4 nights in May 2023 ### 10/10 Excellent #### Jennifer G. 24 Apr 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great multigenerational vacation We stayed for six days and had a terrific time. Even on chilly days, we good use the heated pool and hot tub. Our dog was in heaven with the huge lawn. Sunsets are as advertised. Lots of space and an easy to use kitchen. One suggestion - bring an HDMI cord for family movie night. It was a wonderful stay! ##### Jennifer G. Stayed 6 nights in Apr 2022 ### 10/10 Excellent #### Jane P. 24 May 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place for family reunion We enjoyed this property and all of its amenities to celebrate my moms 90th birthday! A perfect place for a family getaway with enough comfortable space for everyone. We had perfect weather and the pool was awesome. We used the outdoor grills and fire place. We took our bikes and drove to Blackwater National Wildlife Refuge which is a wonderful place for a bike ride. Also visited the Harriet Tubman Visitor Center which I would recommend. ##### Jane P. Stayed 3 nights in May 2021 ### 8/10 Good #### Shawann K. 8 Mar 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### First Cousin’s Reunion There was plenty of room in the home. The kitchen was fully stocked. The amenities were awesome! There was plenty of yard and a dock on the water. Plenty of cookout space. I could go on. This house had everything you could imagine or need for a family reunion. We really enjoyed our stay. I would definitely rent again. ##### Shawann K. Stayed 3 nights in Mar 2023 ### 10/10 Excellent #### Jansey P. 4 Nov 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous Fall Retreat The home and property were a perfect fit for our seasoned travelers. This place is well designed and set up to entertain. We sourced all of our food and supplies locally and were very happy with everything. The people and businesses of Cambridge were accommodating and pleasant to deal with. Our guests enjoyed fishing, crabbing, and kayaking as well as relaxing by the fire. The large number of beds and baths made things comfortable for all. The host was accessible, helpful and friendly. We hope to return someday.. ##### Jansey P. Stayed 3 nights in Oct 2021 ---