Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 - Latest Reviews, Deals & Photos 2025

Q: Does Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 have a pool?

Yes, this property has an outdoor pool.

Q: Is Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

Q: Where is Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28 located?

Located on the waterfront, this family-friendly vacation home is within 9 mi (15 km) of Christ Rock Park, Richardson Maritime Museum, and Snows Turn Park. Spocott Windmill and Christ Episcopal Church are also within 9 mi (15 km).

10/10 Excellent

Chris M.

Aug 12, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Great property for a family get together.

Stayed 7 nights in Jul 2024

10/10 Excellent

Bill C.

Sep 17, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for a group

Good stay overall

Stayed 3 nights in Sep 2021

10/10 Excellent

Abigail M.

May 29, 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!

Stayed 3 nights in May 2023

10/10 Excellent

Amy G., Hughesville, Pennsylvania

May 15, 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.

Stayed 3 nights in May 2023

10/10 Excellent

Don L.

Jan 5, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Great property, great host. Highly recommend

Stayed 4 nights in Dec 2021

10/10 Excellent

Cira Q.

Sep 17, 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.

Stayed 7 nights in Aug 2021

10/10 Excellent

Deepak K.

Jan 2, 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.

Stayed 3 nights in Dec 2023

10/10 Excellent

Kevin M., Austin, USA

Jun 9, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved it

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

Stayed 3 nights in Jun 2021

10/10 Excellent

Nicholas D.

Aug 17, 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

Stayed 7 nights in Aug 2024

10/10 Excellent

Rick and Nancy F.

Jul 29, 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.

Stayed 7 nights in Jul 2023

8/10 Good

Bonnie J.

Jul 16, 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.

Stayed 7 nights in Jul 2023

10/10 Excellent

Liz M.

Jul 27, 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.

Stayed 7 nights in Jul 2021

10/10 Excellent

Natalie M.

Jun 2, 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

Stayed 4 nights in May 2023

10/10 Excellent

Kaitlyn R.

Apr 4, 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.

Stayed 3 nights in Mar 2024

10/10 Excellent

Jennifer G.

Apr 24, 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!

Stayed 6 nights in Apr 2022

10/10 Excellent

Jane P.

May 24, 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.

Stayed 3 nights in May 2021

8/10 Good

Shawann K.

Mar 8, 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.

Stayed 3 nights in Mar 2023

10/10 Excellent

Jansey P.

Nov 4, 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..

Stayed 3 nights in Oct 2021

10/10 Excellent

Angela D.

Aug 16, 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!

Stayed 7 nights in Aug 2023

10/10 Excellent

Richard G.

Mar 22, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome property

The experience was ok but Would have liked more informative from VRBO on when I would receive the welcome letter and the check in code. Only real issue was the sleep sofas which are too uncomfortable to sleep in. (No mattress). House was very comfortable and all of the appliances and facilities worked very well. Great kitchen!

Stayed 4 nights in Mar 2021

10/10 Excellent

Leandra K.

May 23, 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.

Stayed 3 nights in May 2024

10/10 Excellent

steve b.

Aug 16, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

GREAT EXPERIENCE-GREAT PROPERTY

While we had a few problems early on with the air conditioning on the bottom floor- It was an electrical problem taken care of immediately- The people who did the work were outstanding, unobtrusive and knowledgeable - Sort of felt like our extended family - wanted to invite them for dinner :) WE HAD A GREAT TIME- Kids loved the water front- My middle son brought his boat down - docked it at the dock on the property. Went out two three sometimes four times a day- Can't say enough about this property and Franks response to any real or perceived problem you might have. AND AS A BONOUS- 6 crab pots on the dock when we arrived - picked up over 7 doz crabs over the week A ++++++++++++++++++++++++++ALL THE WAY. Thanks Steve Borfella

Stayed 7 nights in Aug 2022

10/10 Excellent

Ellianna D.

Sep 13, 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.

Stayed 3 nights in Sep 2024

10/10 Excellent

Bill P.

Aug 5, 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.

Stayed 7 nights in Jul 2024

10/10 Excellent

Charles M.

Jul 4, 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.

Stayed 7 nights in Jun 2024

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

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