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Sailors Crossing

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Sailors Crossing
Exterior detail
kitchen
Dining
Living Room

Reviews

9.6 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Free WiFi
  • Outdoor Space

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Bedroom 4

2 Twin Beds

Bedroom 5

2 Twin Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

Sailors Crossing

Welcome to Sailors Crossing! Your home away from home. Short walk to Main St, harbor and restaurants. Next to tennis and basketball courts, and a playground for the little ones. Or watch the incredible sunsets from the beach. Plenty of room for family or friends to get together. Sleeps 10. First floor bedroom has a queen bed. Four rooms on the 2nd fl. include large bonus room with TV, games and twin beds. Enjoy fresh air on the screened in porch or play lawn games in the spacious back yard.
Our prices include all fees. No hidden fees.

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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

Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
Up to 2 small dogs with pet fee
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Rock Hall

Rock Hall is home to this vacation home. Rock Hall Harbor and Rolphs Wharf Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Eastern Neck National Wildlife Refuge and Chesapeake Bay. The Mainstay and Larrabee Arts Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hunting nearby.
View more Vacation Homes in Rock HallOpens in a new window
Map
Rock Hall, MD

What's nearby

  • The Mainstay - 5 min walk - 0.4 km
  • Rock Hall Harbor - 8 min walk - 0.7 km
  • Waterman’s Museum - 19 min walk - 1.6 km
  • Ferry Park - 3 min drive - 3.2 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 126 min drive

Restaurants

  • ‪Tolchester Marina Beach Bar - ‬12 min drive
  • ‪Ford's Seafood - ‬15 min walk
  • ‪Harbor Shack - ‬18 min walk
  • ‪Chester River Seafood - ‬7 min drive
  • ‪Waterman's Crab House - ‬8 min walk

Frequently asked questions

Is Sailors Crossing pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Sailors Crossing?

As of Mar 30, 2026, prices found for a 1-night stay for 2 adults at Sailors Crossing on Mar 31, 2026 start from $329, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Sailors Crossing?

Check-in begins at 4:00 PM.

What time is check-out at Sailors Crossing?

Check-out is at 11:00 AM.

Where is Sailors Crossing located?

Situated in Rock Hall, this vacation home is within a 10-minute walk of The Mainstay and Rock Hall Harbor. Waterman’s Museum and Ferry Park are also within 1 mi (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 21 reviews
Rating 8 - Good. 3 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kathryn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house less than half a mile from the marina and easily walkable to restaurants, coffee shop, and shops.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Sarah B.

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

Great house.

We had a great stay!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Michelle W.

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

Perfect long weekend get away

This was our third time staying at Sailors Crossing. The house is spacious, and the location is fantastic for families- with multiple playgrounds near by, restaurants and ice cream in walking distance, and more. We look forward to coming back again.
Stayed 3 nights in May 2025
Verified

8/10 Good

Adrienne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute old farmhouse. Clean, roomy, good location to marinas, charters, and outdoor activities. I would only suggest that you replace the 2 "trundle" bed mattresses and get new pillows.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

kate v.

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

Family Gathering

Sailors Crossing is very accommodating and comfortable with a great for gathering Kitchen and Screened in Porch.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Charlotte M.

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

Perfect location to EVERYTHING

The house is a good size and sleeps many. There are multiple places to gather which is also nice. Best is that it is walking distance from downtown and many restaurants. We never missed having a bike. The property manager was very responsive and helpful every step of the way.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Steve L.

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

Reds

Love it!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Michelle W.

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

Great for a family getaway!

The house and location were perfect for our group of a few families (with kids ranging from 0-10). The rooms in the house are huge and the screened in porch was a perfect hanging out. There is a huge park just behind the house as well as a playground right across the street so it was perfect for kids to run around. There is a nice small beach (Ferry Park), it is just over a mile from the house so wasn't quite walking distance for our crew but there was plenty of parking there. A coffee shop and ice cream shop are just a short walk away. Diane was a helpful host, and even mailed back some ear buds left behind!
Stayed 3 nights in May 2023
Verified

6/10 Okay

Michael R.

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

Smoke alarm

Second night smoke alarm went off every 20 minutes all night. All six of us were up all night No compensation
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Karen S.

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

Perfect family getaway!

Wonderful stay at this cute home in Rock Hall, MD. The house was convenient to town and to all restaurants. Quiet street. An added bonus was a playground and basketball and tennis courts just a few yards away. The kids loved it! Beds were comfortable and were already made up for us with fresh sheets, which were nice and clean! All the bedrooms were a good size, and the screened in side porch was an added bonus. The kitchen was also a nice size with stainless appliances. The only suggestions I would make would be to add another lamp in the living room (there was only one and no light in the ceiling fan), and someplace to hang clothes in the bedroom off the living room. The chest of drawers was filled with sheets, and there was no place to put our clothes or hang them up anywhere. Our family and our dog had a wonderful time! We loved Rock Hall and we'll be back. Thank you for the opportunity to stay at your lovely home!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Susan J.

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

The house worked very well for our family and Rock Hall has so much to do.

We loved it! Happily walked less than 2 blocks for coffee and breakfast at Java Rock. The kids loved the back yard and outdoor games. Screened porch was wonderful. We were close to the marina and got tickets for a sailboat ride out on the Chesapeake Bay. Saw eagles, foxes, deer, a possum and a truly free-range chicken while driving down the road!
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Joseph R.

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

Weekend in sailors crossing

Sailors crossing was quaint home just off the main st in rock hall. Spacious home fit our family nicely. Close proximity to a park and multiple playgrounds for the kids. Easy walks to the marinas and main st. area. We thoroughly enjoyed the screened in porch.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Kimberly P.

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

Lovely and RElaxing

This was a wonderful place to stay for a family wknd wedding. My adult children and I were comfortable and everything was so accessible. The town is within walking distance as well as a great crab house. The venue was 2 miles down the road - we loved bringing food and chilling on the screened porch!
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Kathy V.

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

Comfort beyond description

The house was very clean. There were 10 of us and we all had a nice comfortable bed. The master bedroom was large and accommodated mom dad and baby. Nice big refrigerator and freezer for fish we caught. AC made it so nice to come in from hot days and then the screened in porch got cool at night for all of us to gather. Thank you and we will be back.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

LINDA

Liked: Cleanliness, amenities, property conditions & facilities, communication
Extremely clean and very well maintained. Loved the quaintness of the house. Would like to know more about it's history. Need a pair of two of regular kitchen tongs to turn the bacon and sausages. Could use a new four-slice toaster since the house does accommodate 8-10 guests. The current toaster is...toast! Beds were very comfortable. Would take a light weight blanket next time. Could use some detailed instructions on using the televisions. Not familiar with the service. The air conditioning was excellent. Plenty of hot water, towels, washcloths, etc. Bathrooms were very nice. Highly recommend Sailor's Crossing for anyone visiting Rock Hall MD!
Stayed 2 nights in May 2022
Verified

8/10 Good

Mark D.

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

Nice home

We found this home more suitable for families where two are less couples are involved. There are many beds however more singles than we expected. We assumed the trundle beds we full twin, but they are twin twin, so not all couples could sleep with one another. Dining room and kitchen are a great size but the living room is small. The location was perfect. Such a beautiful area.
Stayed 3 nights in Apr 2022
Verified

10/10 Excellent

tina m.

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

Well needed getaway

The house was lovely. It provided comfort, a place for kids to play, friends to meet, memories to be made, and great meals to be had. We lucked out to know there was a fall festival the same weekend.We look forward to visiting again. Thank you so much.
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

Autumn V.

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

Very good house in a relaxing town

Rock Hall was a very nice town to visit for a few days. It's quiet, but friendly and nice to run or bike around. There is a playground basically in the back garden so the kids (7 and 8) could go by themselves. The small beach area was good for our young kids, but did have a few dead fish floating around one day. The house is nice for a family, although the twin beds were very hard, our kids ended up sleeping on the day bed trundles. The property manager was very responsive and even brought us over a Kuerig when we realized the house didn't have one. The grill was a mess and needed cleaning and replacement of the rusted piece. The house is close to Main street with a coffee shop, bakery, ice cream and shopping.
Stayed 5 nights in Aug 2021
Verified

8/10 Good

Richard B.

Liked: Cleanliness, check-in, communication, location

Stay with family

We enjoyed our visit. House was as advertised. WIFI needs to be updated as it is not Sailors Delight. Also no Keurig coffee maker so do not bring cups as we did. TV is all APPs so some explanation of which ones are active and how to run them would be helpful especially to older visitors. Screen door to outside patio needs to be shaved to open easily. Otherwise someone may try to push on screen causing problems.
Stayed 5 nights in Jun 2021
Verified

10/10 Excellent

Robert F.

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

Perfect for young families and grandparents.

Quiet, no traffic, reclusive neighbors. Groceries, ice cream, ribs and crabs all in walking distnce. Beach for swimming is PERFECT for kids 3-9. Waistdeep, rock breakers, small waves, shells, no glass, benches ... just perfect for small kids. Large yard covered in grass. Trees that can climbed easily. A soccer field right in back of the house. What more can you want??? The house itself fit 2 grandparents, one parent and 4 kids (4-0) without any problem at all. If you have teenagers, they'd better be into fishing, walking or being in their own world. But for pre-teens? It really doesn't get any better.
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Allison M.

Stayed 2 nights in Sep 2025

About the host

Hosted by Diane Oliver

Host profile image

Languages:

English, Polish

Premier Host

They consistently provide great experiences for their guests
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