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Only one week still available. Multi-Generational Waterfront Retreat with Pool!

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Two level renovated stone home with all the modern amenities
salt water pool with tanning shelf and umbrella
peaceful place to read, relax, and enjoy views of the pool and barn
Welcome!  Entry to open main room
Floor plan

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Kitchen

Explore the area

Map
Cambridge, MD
  • Harriet Tubman Museum and Educational Center
    ‪11 min drive‬
  • Choptank River Lighthouse
    ‪12 min drive‬
  • Long Wharf Park
    ‪13 min drive‬
  • Cambridge, MD (CGE-Cambridge - Dorchester)
    ‪15 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

B&O Railroad Room

1 Queen Bed

Captain's Quarters

1 King Bed

Chesapeake Room

1 King Bed and 2 Single Beds

Pineapple Room

1 Queen Bed and 1 Crib

3 bathrooms

Captains Bath

Towels provided · Toilet · Shower only

lower level bath

Towels provided · Toilet · Shower only · Hair dryer

Pineapple Bath

Towels provided · Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area

About this property

Only one week still available. Multi-Generational Waterfront Retreat with Pool!

2025 will be our eighth year that we have invited guests to rent summer weeks at our home. We think it is a very special spot and hope you do too. Feel the stresses of your daily life melt away as you roll down the quarter mile driveway running past rich eastern shore farmland and a 210 year old sycamore tree. When you spot the big red barn and swaying willows, you know you've arrived. Come unwind in a beautifully restored stone home with all of the modern amenities on 4 acres. When you step through the front door, you will be greeted by a panoramic view of Fishing Creek through a full expanse of floor to ceiling windows. Guests will especially enjoy the evening breeze out on the screened in porch. The great room encompasses a beautiful modern kitchen, custom cherry dining island, large family style dinner table and enough comfy couch seating for your whole group.

There are 2 bedrooms and one large bathroom on the ground level. The B&O Railroad Room has a queen bed. The Chesapeake Room features one king bed and a trundle bed with two twins.

Upstairs you'll make your way to two large complete suites with full baths, walk-in closets, and doors that close to the hallway. The Captain's Quarters has a king-sized bed. The Pineapple Room has a queen size bed. Each room upstairs has a roll-away twin bed available in the walk-in closet.

For those seeking outdoor adventure, there is plenty to do near or on the water. Sunbathe, fish or crab off of the new dock. Launch one of our kayaks, paddle boards, or your own watercraft from the gently sloped boat ramp. Area boat, jet ski, or bicycle rental is available from local vendors.

Beat the heat of summer in the saltwater swimming pool nestled next to the barn, featuring a wide tanning shelf with umbrella.

Play croquet, cornhole, or your favorite outdoor activity on the large open field in the side yard. Rainy days are not a problem. Some guests will choose to play pool, ping pong, air hockey, or darts in the expansive game room in the lower level of the barn, while others will choose a book, board game, puzzle or video from our collection for all ages.

Cook out on our gas grill, sip on a drink, then gather around the fire pit for an evening of smore's, star gazing, and storytelling. Firewood supplied.

Many of our guests venture off property to enjoy a uniquely Cambridge experience such as a visit to the Hyatt Cambridge Resort, the Blackwater National Wildlife Refuge, The Underground Railroad Museum honoring Cambridge native, Harriet Tubman, or tasting freshly caught crab, oysters and fish in the restaurants in town, or sipping a RAR micro-brew on Race Street.

As our guests, you will have total use of the property. We often use the summer months to travel and see family. When not away, we will be inhabiting the barn loft apartment. During that time we will keep as invisible as possible during your stay, unless you wish to chat, in which case we are happy to share our story and listen to yours!

Property manager

Rob and Gretchen Dejter
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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.

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

We should mention

A car is required for transport to and from this property

About the area

Cambridge

Located in Cambridge, this holiday home is in a rural area and on the waterfront. The area's natural beauty can be seen at Bill Burton Fishing Pier State Park and Blackwater National Wildlife Refuge, while Harriet Tubman Museum and Educational Center and Richardson Maritime Museum are cultural highlights. Travelling with kids? Consider Ruark Boatworks and Bay Country Shop. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cambridge, MD

What's nearby

  • Harriet Tubman Museum and Educational Center - 11 min drive - 7.5 km
  • Choptank River Lighthouse - 12 min drive - 8.2 km
  • Long Wharf Park - 13 min drive - 8.5 km
  • Dorchester County Visitors Center - 13 min drive - 9.1 km
  • Gerry Boyle Park at Great Marsh - 15 min drive - 9.6 km

Getting around

  • Cambridge Station - 14 min drive
  • Easton, MD (ESN-Easton - Newnam) - 36 min drive

Restaurants

  • ‪Chick-fil-A - ‬12 min drive
  • ‪Starbucks - ‬12 min drive
  • ‪Lil' Bitta Bull BBQ - ‬15 min drive
  • ‪Great Wall Chinese Restaurant - ‬10 min drive
  • ‪Portside Seafood Restaurant - ‬12 min drive

Frequently asked questions

Does Only one week still available. Multi-Generational Waterfront Retreat with Pool! have a pool?

Yes, this property has an outdoor pool.

Is Only one week still available. Multi-Generational Waterfront Retreat with Pool! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Only one week still available. Multi-Generational Waterfront Retreat with Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Only one week still available. Multi-Generational Waterfront Retreat with Pool!?

Checkout is at 11:00 AM.

Where is Only one week still available. Multi-Generational Waterfront Retreat with Pool! 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 Ruark Boatworks are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 61 out of 62 reviews
Rating 8 - Good. 1 out of 62 reviews
Rating 6 - Okay. 0 out of 62 reviews
Rating 4 - Poor. 0 out of 62 reviews
Rating 2 - Terrible. 0 out of 62 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Octavia K.

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

Best Family Vacation Ever

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!!!!!!!
Stayed 7 nights in Jul 2024

10/10 Excellent

Tara L.

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

Great family getaway

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.
Stayed 7 nights in Jul 2024

10/10 Excellent

Nancy V.

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

Amazing Week!

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!
Stayed 7 nights in Jul 2024

10/10 Excellent

sarah w.

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

exceeded expectations

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.
Stayed 7 nights in Jul 2024

10/10 Excellent

Julie B.

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

Beautiful vacation house, wonderful week!

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.
Stayed 7 nights in Jun 2024

10/10 Excellent

Patty N.

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

Amazing property

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!
Stayed 7 nights in Jun 2024

10/10 Excellent

Verified traveller

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

Wonderful home and location

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.
Stayed 7 nights in Aug 2023

10/10 Excellent

Meredith H.

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

Perfect week!

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.
Stayed 7 nights in Aug 2023

10/10 Excellent

Barbara K.

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

Great time!

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!
Stayed 7 nights in Jul 2023

10/10 Excellent

Ann C.

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

"Best Vacation Ever!"

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!
Stayed 7 nights in Aug 2023

10/10 Excellent

Leisa M.

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

Sailors Retreat is delightful

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!
Stayed 7 nights in Jul 2023

8/10 Good

Pattie M.

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

Family Vacation

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.
Stayed 7 nights in Jul 2023

10/10 Excellent

Kelly R.

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

Excellent getaway!

The house is beautiful and just as advertised! They think of everything you would need for a relaxing getaway!
Stayed 6 nights in Jul 2023

10/10 Excellent

Jim & Katherine B., Redwood City, CA

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

A Quiet Retreat

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.
Stayed 7 nights in Jun 2023

10/10 Excellent

David K.

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

Fantastic Property

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.
Stayed 7 nights in Jun 2023

10/10 Excellent

Sarah S.

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

Beautiful spot for relaxing and family fun

We loved our time spent at the Sailor’s retreat. We traveled with our two daughters and my parents. We set my parents up downstairs so they wouldn’t have to use the stairs and had their own bathroom. Our two daughters shared the pineapple room, and my teenage daughter said the rollaway bed with memory foam mattress was super comfortable. The house was very clean and had everything we required for our stay, plus several additional family friendly activities. We loved the pool and the game barn, and we took the kayaks out twice. We all had fun painting rocks to add to the rock collection. There was so much to enjoy that we could have stayed much longer and never gotten bored! Our favorite place to go was Emily’s Produce which was only a few minutes away and had delicious food and cute goats to feed. We also toured the Harriet Tubman Underground Railroad museum, which we highly recommend. Also, we had the best ice cream in nearby Oxford at a place called Scottish Highland creamery. They also have ice cream containers to go from that creamery at Emily’s Produce. The only minor issue was that my husband had trouble connecting to work with WiFi. It was a vacation, and we were there to unplug, so he made it work for the short time he needed to be on. Overall, it was a wonderful vacation, and we hope to come back some day!
Stayed 7 nights in Aug 2021

10/10 Excellent

Denise C.

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

Peaceful get-a-way.

Beautiful property. Everything on premises to make a very enjoyable vacation for all ages. Never have to leave unless you forgot something and need to go to Walmart.
Stayed 7 nights in Aug 2021

10/10 Excellent

Ronnie M.

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

An amazingly beautiful, peaceful property!!

This property is an absolute gem! We had an amazing time during our stay. The property and all of it's amenities were perfect. We enjoyed time by the water, at the pool, playing games in the barn and late evenings inside as a group. It was big enough that people could enjoy time alone and also for all of us to gather easily together in the primary space downstairs. The owners are very welcoming from the very start of the reservation process. All of our questions were answered leading up to the trip and everything was already cared for from the welcome cookies to the well stocked kitchen to book library to games and outdoor gear. Absolutely perfect!! Already looking for dates for next summer. Thank you for sharing your beautiful home with our family.
Stayed 7 nights in Jul 2021

10/10 Excellent

Rick A.

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

Back Again

Our family of nine stayed at Sailors Retreat last year and liked it so much we went back again this year. The house hadn't changed and everything we loved about it before we still loved. This is a great place for a family vacation spending time at the pool and on the dock fishing. The owners Rob and Gretchen couldn't be nicer. Thanks for a great vacation.
Stayed 7 nights in Jul 2021

10/10 Excellent

Millie S.

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

Our peaceful getaway

The property was beautiful. So peaceful and relaxing. The kids enjoyed the pool and game room in the barn. All was great. Wouldn't hesitate to stay again. Loved watching the herons and eagles over the water. Just so serene.
Stayed 7 nights in Jul 2021

10/10 Excellent

Kimberly H.

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

Perfect Getaway!

Beautifully maintained home In a picture perfect location! Gretchen and Rob thought of everything a family could need on vacation! So happy to finally be back at Sailors Retreat!
Stayed 7 nights in Jul 2021

10/10 Excellent

Martin S.

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

Family getaway

Beautiful house, great property, accommodating owners, wonderful extended family vacation.
Stayed 7 nights in Jul 2021

10/10 Excellent

Jenna e.

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

Great getaway!

We had a great week at the Sailor’s Retreat. The house was extremely clean and well maintained. My husband and I agreed that it was the cleanest place we have ever stayed! The owners had it stocked with anything you could need and more! Our family loved the game room, fishing, and fire pit. Our son enjoyed looking at all the custom painted rocks and adding his own to the fun collection. It was a great getaway for us!
Stayed 7 nights in Jun 2021

10/10 Excellent

Rick A.

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

Eastern Shore memories

The house was everything as advertised. A great room where we hung out played games and cooked. Right on a large creek with a pier that we could fish off. Our grandkids ages 4, 8, and 12 loved the pool and the games in the barn. We had 2 days of rain but with so much space and so many games to play we were never bored. This was the seventh time that we rented a summer home and this was the best one so far. Can't recommend this house enough.
Stayed 6 nights in Aug 2020

10/10 Excellent

adrienne r.

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

Best house we've rented!

We are a group of close friends that rents a house each summer for a week. Sailors Retreat is our official favorite house! The house feels updated and luxurious. The beds were comfortable and felt like a hotel. We really enjoyed the kayaks and paddleboards- the area is gorgeous and the water was easy to navigate. The pool was a daily favorite- we were there in July and the pool temperature was nice and warm. We also enjoyed biking in the area. Due to covid we didnt leave the property almost at all but we didn't need to- all of us 6 adults and five kids had a great time and were never bored. You can tell this is a family that owns the house- it felt like home.
Stayed 7 nights in Jul 2020

About the host

Hosted by Rob and Gretchen Dejter

Host profile image
We consider ourselves blessed to be able to share this lovely spot with guests for the seventh summer. We are excited to continue to provide a comfortable and tranquil spot for your time away. The property is called Sailor's Retreat, because we love sailing on the waterways of Maryland ourselves and look forward to our time in this beautiful part of the Eastern Shore of Maryland. While you are enjoying our home and property, we may be residing in the loft apartment in the barn if we are not travelling. We do our absolute best to be invisible during your stay unless you contact us. Everyone has a different comfort level that we wish to respect. Pool maintenance will occur in the early morning but shouldn't take more than a few minutes. We will not be using any of the property amenities such as the pool, dock, firepit or game room.

Why they chose this property

Sailor's Retreat is down a winding country road, and tucked away on a serene creek, but five minutes away are all of the things you need: a Walmart, cinemas, and restaurants. Be sure to check out Emily's produce stand. The baked goods and local produce are outstanding!

What makes this property unique

The ground level of our home is a single step up from the outside. There are two bedrooms and a full bath on the ground level. The most breathtaking aspect of the home is the view when you walk in the front door..... a six window panoramic view of the water greets you, and the water is so close, it seems to be a step beyond the patio. Every bedroom has a view of the water! As good as the water view is, the picturesque big, red, barn is a reminder that you are on rural farmland. The game room on the lower level of the barn is stocked with indoor and outdoor games and a beautiful oak bar.

Languages:

English

Premier Host

They consistently provide great experiences for their guests