Roll down the quarter mile driveway past 210 year old sycamore trees and rich eastern shore farmland, to unwind in this beautifully restored stone home on 4 acres with a panoramic view of Fishing Creek. Enjoy modern amenities like a saltwater pool, screened-in porch, gas grill and fire pit or explore nearby attractions like the Hyatt Cambridge Resort and Blackwater National Wildlife Refuge.
Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms3 bathrooms
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room
Waterfront Retreat on 4 Private Acres | Pool, Dock, Kayaks & Game Barn
Welcome to your private Eastern Shore escape—where peaceful waterfront views, wide-open space, and thoughtful luxury come together for an unforgettable stay.
For nearly a decade, we’ve welcomed guests to this special property, and once you arrive, you’ll understand why so many return year after year. As you wind down the quarter-mile driveway past a 200+ year-old sycamore, the stress of everyday life begins to fade. When the red barn and swaying willow trees come into view—you’ve arrived.
The Home
Step inside our beautifully restored stone house and take in sweeping views of Fishing Creek through a stunning wall of floor-to-ceiling windows.
The open-concept great room is designed for connection and comfort, featuring:
A fully equipped modern kitchen Oversized dining table + custom island seating Plush seating for your entire group Easy access to the screened-in porch—perfect for sunset breezes Sleeping Arrangements (Sleeps Large Groups Comfortably)
Main Level:
B&O Railroad Room: Queen bed Chesapeake Room: King bed + twin trundle (2 beds) Full bathroom
Upper Level (2 Private Suites):
Captain’s Quarters: King bed, ensuite bath, walk-in closet Pineapple Room: Queen bed, ensuite bath, walk-in closet Each suite includes a rollaway twin for added flexibility
Perfect for families, multi-generational groups, or friends traveling together.
Outdoor Living & Waterfront Fun
This is where the property truly shines:
Private dock for crabbing, fishing, or relaxing by the water Kayaks & paddleboards available for guest use Gentle boat ramp for your own watercraft 4 scenic acres to explore, play, and unwind Pool + Barn Saltwater pool with tanning ledge + umbrella seating Expansive barn game room with: Pool table Ping pong Air hockey Darts
Plus a large open field for cornhole, croquet, or your favorite outdoor games.
Evenings to Remember Gas grill for easy cookouts Fire pit with provided firewood Perfect setting for s’mores, stargazing, and storytelling Explore the Area
Located near charming Cambridge, you’re close to some of the Eastern Shore’s best experiences:
Waterfront dining with fresh local seafood Breweries and shops along Race Street Nature and wildlife at Blackwater National Wildlife Refuge History at the Harriet Tubman Underground Railroad Visitor Center Resort amenities and golf at Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina Your Stay
You’ll have full, private access to the property during your stay. Occasionally, we may be in the barn loft apartment when not traveling—but we fully respect your privacy. If you’d like local tips or a friendly chat, we’re always happy to connect.
Why Guests Love It
✔ Waterfront + private dock ✔ Pool + game barn = fun for all ages ✔ Peaceful, secluded setting (yet close to town) ✔ Ideal for families & group getaways ✔ Thoughtfully designed for relaxation and connection
Property amenities
Pool/Spa
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Car required
Parking on site
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Separate dining area
Entertainment
Books
Games
Smart TV with cable/satellite channels
Video library
Outdoor areas
Barbecue grill
Firepit
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Upper floors accessible by stairs only
Wheelchair-accessible path of travel
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In a rural location
Near a hospital
Near the marina
Near the sea
On a river
On the waterfront
Things to do
Arcade/game room
Billiards/pool table
Kayak
Table tennis
Water sports equipment
Birdwatching nearby
Cycling nearby
Fishing nearby
Hiking/biking trails nearby
Kayaking nearby
Motor boating nearby
Sailing nearby
Swimming nearby
Wildlife walks 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)
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
Rules
Absolutely no jumping or diving into the swimming pool or creek. No running on the pool deck or dock. No glass containers in the swimming pool area.
Life preservers must be worn by anyone under age 16 while on watercraft. All others must have life preservers with them while on watercraft.
Please be respectful of our neighbors, especially at night. Noise carries along waterways.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
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
On-site parties or group events are strictly prohibited
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, a first aid kit and a deadlock
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
A car is required for transport to and from this property
Property is also known as
Peaceful Multi generational Waterfront Retreat w/Pool
Waterfront Retreat w/Pool One Week Left this Summer 10% off
About the area
Located in Cambridge, this holiday home is in a rural area and on the waterfront. The area's natural beauty can be seen at Chesapeake Bay and Bill Burton Fishing Pier State Park, while Harriet Tubman Museum and Educational Center and Richardson Maritime Museum are cultural highlights. Travelling with kids? Consider Dorchester Arts Center and Ruark Boatworks. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and hiking. Visit our Cambridge travel guide
Does Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room?
As of 18 Apr 2026, prices found for a 1-night stay for 2 adults at Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room on 27 Jun 2026 start from NZ$1,146, 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 Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room pet-friendly?
No, pets are not allowed at this property.
How much is parking at Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room?
On-site parking is available at the property.
What time is check-in at Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room?
Check-in begins at 4:00 PM.
What time is check-out at Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room?
Checkout is at 11:00 AM.
Where is Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room located?
This family-friendly Cambridge holiday home is located on the waterfront, within 3 mi (5 km) of Christ Rock Park and Snows Turn Park. Richardson Maritime Museum and Dorchester Arts Center are also within 6 miles (10 km).
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Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room 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.
Our family enjoyed our stay here. The owners were amazing and the property and home were beautiful. There was something for everyone to do. The screened in porch was a huge bonus too. I highly recommend booking this house for your next vacation. Absolutely great week.
The property was amazing...literally had every detail and item you could ask for. We really enjoyed relaxing and playing equally. Highly suggest this property for all!
My family of 5 and a grandparent had a wonderful week at this property. The hosts are very responsive to any issues while maintaining privacy. The house is large, spacious, comfortable, and decorated very tastefully. The pool is an amazing amenity as is the waterfront location and kayaks. We enjoyed exploring Cambridge during our stay too. I can’t say enough good things about our week away and would definitely book again.
great hosts. house has everything u need and more. private secluded location. perfect place for alone time. or family time. would return again for sure.
From start to finish, this vacation was wonderful. Gretchen and Rob thought of everything when renting out their home. From games, pool, kayaking, paddle board and fishing, the week went by quickly. Highly recommend!
This house was perfect for our group. There was plenty of room to spread out and lots of activities for the 14 ,10 and 8 year olds. The house and ‘barn’ gamer room were well stocked and very clean. We hope to return next year!
It is a beautiful property, everything in the listing was just as advertised. You really did not have to bring anything other than pool towels and bug spray. Space was comfortable and well maintained. Our 10 and six year old were very happy with the pool and game room and was relaxing for all the adults as well.
The pool was great with the tanning ledge and umbrellas. There was no refrigerator in the game room that led to a very full fridge in the house. The dock and launch ramp were first class. Crabbing and fishing off the dock is not good but if you bring your own boat perch are a short trip away. Enjoyed the stay and the owners were very pleasant! We would absolutely stay here again.
We have rented other places on the East Coast, and have become accustomed to houses that provide renters with most everything they need. At Sailors' Retreat, however, there is so much more! Lots of games for inside and outside, a pool with toys, paddle boards, kayaks, a paddle boat, beach toys, a fire pit with plenty of wood, a wonderful barn with a pool table, a ping pong table, workout equipment and much more. Everything inside and outside is well labelled, with instructions when needed. Rob and Gretchen have thought of everything! They are so welcoming and such great hosts. All together, it was quite a wonderful week, as evidenced with the title of this review -- a direct quote from our five grandchildren!
The photos of this property do not tell the whole story. This home is incredible!!!! When we arrived, the house was clean, clearly labeled, well stocked, and has super responsive owners. The property has everything!!! Luxurious and comfortable furnishings, beautiful touches throughout, a dock for fishing and watching sunsets, striking wildlife, a perfect pool setup and a terrific game room. We had kids aged 18 to 3, and everyone had a blast!!!!! This place is a hit with young people and those who are a bit more mature. This vacation was the best family vacation I’ve ever had!!!! Some highlights: painting rocks for the garden (supplies are provided) kayaks and paddle boards, a bald eagle is resident nearby, the enclosed sun porch was perfect for watching a storm roll in, and we roasted marshmallows over the fire pit. I’m so happy we decided to stay here. Absolutely gorgeous!!!!!!!
Beautiful location, well appointed inside (the hosts thought of everything) and so many options of fun outside with swing, hammock, fire pit, pool and dock.
The home easily accommodated our combined family of 8. Everything we needed in the kitchen was available. We all enjoyed the pool and water toys daily. Communication with the owners was easy.
This house was just what we needed to get away. The check-in process was super easy. Rob and Gretchen were very quick to responding to any questions we had. The house was beautiful. Our adult kids loved going out in the kayaks and paddleboards. We enjoyed fishing off the dock. The pool was a great way to escape the July heat. Their suggestions to go to Scottish Highland Creamery, Emily's Produce and the Suicide Bridge Restaurant were on point. We would definitely stay here again!
Rob and Gretchen were amazing. This was perfect for 12 of us to celebrate my parents’ 50th anniversary. Three generations, and everybody had a great time.
This property is a dream. It was immaculant, had every little ammenity that you could think of to make your stay as comfortable as possible, and had so many fun activities. We were never bored! The pool was beautiful, my bedroom suite was so perfect that I didnt want to leave it. I spent so much time in the cute window seat overlooking the river and dock reading one of the books that were on the very full bookshelf. There were chairs, swings and unique seating everywhere to enjoy every part of the beautiful property! The owners were so sweet and easy to get in contact with. I would definitely recommend to anyone, especially larger families. We would love to stay again one day!
This property has it all! You can stay busy with swimming, boating, paddle boarding etc or pick a variety of locations to sit and enjoy a book. Great for kids of all ages. Sheets are soft, the house is immaculate and the owners have thought of everything to make your stay a memorable one. Bring your family- they will love it!
The house is well-appointed, and there are plenty of games in the barn. The birdwatching out back is excellent, and lightning bugs dazzle at night. The beds are very comfortable.
There is easy access to top-notch supermarkets and restaurants jin nearby Cambridge, and Emily’s Produce offers fresh farm produce and family fun.
This property has something for everyone. It by far exceeded our expectations. The pool is perfect for families with small children. The owners had special touches that made it feel like home. Lots of space with plenty of activities. Loved the paddle boards. We spotted a bald eagle and a great heron along with some baby rays in the cove. Loved every minute of our time!
This was the perfect property for a vacation with our adult children and grandchildren! All of the activities were thoroughly enjoyed- from the kayaks, fire pit and sand pit to the pool and game center (an especially big hit with the grandchildren). Such a peaceful location on the water! The hosts were exceptionally responsive! The house was very clean and very well stocked- everything you need is provided. As the first rental of the season, we encountered two minor issues that needed addressed. The hosts went far above and beyond in addressing them! We couldn't have been more impressed with their responsiveness! Overall, a perfect location with exceptional hosts! We look forward to a return!
Denise N.
Stayed 5 nights in Jun 2025
Archival
10/10 Excellent
Valerie D.
31 Dec 2017
Wow! What a place!
Perfect for our group of 3 families. Spacious, comfortable, peaceful, and well stocked. Very organized and everything was labeled. Game room was a huge hit. It was really cold outside when we were here, but the house was warm and cozy and we had plenty to do One of the nicest houses we have rented. And as nightfall struck, the geeses' reign of terror was cast over the frozen lake, and kept me up all night.)
Our family, which includes a four year old and a baby, had a great stay at sailor’s retreat. There was so much to do we didn’t need to leave the property. Our kids loved the pool - the tanning shelf was shaded and perfect for the baby to play. Tons of games (both indoors and outdoors) to keep my toddler entertained. The swing was a bonus, and boats so easy to set out for a quick paddle. The house is extremely family friendly- tons of space, clean, thoughtful touches throughout (like stools for the bathroom for our toddler). Hosts were extremely lovely, responsive, and go above and beyond— like the welcome cookies Couldn’t recommend more, we hope to be back!
The house is great, owners very responsive. There was no activity on water, which some may like but we enjoy watching boats and other water craft. Was told hot tub not available for guests but listed as amenity. The oven took a very long time to heat due to propane, there are so many signs for instruction in the house, would have expected there be instruction on this as well. Overall really enjoyed the property; pool, kayaks and game room.