Entire home

Beautiful Retreat Located in Rock Hall - walk to everything!

Photo gallery for Beautiful Retreat Located in Rock Hall - walk to everything!

A garden with a pond, rocks, and various plants.
A grassy outdoor seating area with Adirondack chairs and a small table, surrounded by trees.
A sunroom with a ceiling fan, a rocking chair, a lounge chair, and a small table.
A two-story house with a large front porch, a garage, and a water tower in the background.
A kitchen with wooden cabinets, a stainless steel microwave, a dishwasher, and a window with blinds.

Reviews

10 out of 10
Exceptional
Located in the city center, this 4-bedroom vacation home accommodates 10 guests. It features a patio for outdoor gatherings. Enjoy nearby birdwatching, motorboating, and game walks, along with attractions like The Mainstay and Rock Hall Harbor.

Highlights

  • Cook, dine, and unwind

    Top-rated for its fully equipped kitchen, perfect for every meal.

  • At the centre of it all

    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.

  • Discover nearby landmarks

    Walk to Rock Hall Harbor
4 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Patio
  • Barbecue grill
  • Onsite parking available
  • Washing machine
  • Air-conditioning
  • Internet

Explore the area

View in a map
Rock Hall, MD
  • Place, The Mainstay
    ‪3 min walk‬
  • Place, Rock Hall Harbor
    ‪9 min walk‬
  • Place, Waterman’s Museum
    ‪17 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪128 min drive‬

Where you'll sleep

4 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds and 1 Double Futon

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

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

About this property

Beautiful Retreat Located in Rock Hall - walk to everything!

Sharp Street Retreat is located in the heart of Rock Hall, on the Eastern Shore of the Chesapeake Bay. Home is conveniently located within one short block of downtown Rock Hall and the harbor. Lots of shopping, marinas, and restaurants nearby! Partake in a fishing boat charter, sail, or enjoy the spectacular sunsets! Stroll or bike to Main Street for ice cream or shop in the local antique stores. Historic Chestertown is only a short drive away. This is a perfect retreat for avid hunters and anglers. Immediate access to the Chesapeake Bay available. More information on activities and local events can be found online at the Town of Rock Hall website.

Maximum number of guests is 10 people.

Keywords: single family home
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM

Check out before 11:00 AM

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Children

Children allowed: ages 0–17

Children ages 2 and below are free.

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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

Please contact Rick at least 30 minutes before you plan to check-in. We will meet you at the property and/or give you the door code.

House rules are posted in the property.

Important information

You need to know

Property # 398147vb
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
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 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

About the area

Rock Hall

Located in Rock Hall, this holiday home is in the city centre. Chestertown Farmers Market and Queenstown Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Chesapeake Bay and Eastern Neck National Wildlife Refuge. 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 hunting and hiking nearby.
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Map
Rock Hall, MD

What's nearby

  • The Mainstay - 3 min walk - 0.3 km
  • Rock Hall Harbor - 9 min walk - 0.8 km
  • Waterman’s Museum - 17 min walk - 1.5 km
  • Ferry Park - 3 min drive - 2.8 km
  • beach near Ferry Park - 3 min drive - 2.8 km

Getting around

  • Baltimore, MD (MTN-Martin State) - 127 min drive

Restaurants

  • ‪Harbor Shack - ‬18 min walk
  • ‪Admiral’s Club Beachside Bar - ‬4 min drive
  • ‪Ford's Seafood - ‬13 min walk
  • ‪Chester River Seafood - ‬7 min drive
  • ‪Waterman's Crab House - ‬8 min walk

Frequently asked questions

Is Beautiful Retreat Located in Rock Hall - walk to everything! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Beautiful Retreat Located in Rock Hall - walk to everything!?

As of 18 Sept 2026, prices found for a 1-night stay for 2 adults at Beautiful Retreat Located in Rock Hall - walk to everything! on 20 Sept 2026 start from £411, 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 at Beautiful Retreat Located in Rock Hall - walk to everything!?

On-site parking is available at the property.

What time is check-in at Beautiful Retreat Located in Rock Hall - walk to everything!?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful Retreat Located in Rock Hall - walk to everything!?

Checkout is at 11:00 AM.

Where is Beautiful Retreat Located in Rock Hall - walk to everything! located?

Located in the heart of Rock Hall, this holiday home is within a 10-minute walk of The Mainstay and Rock Hall Harbor. Waterman’s Museum and Ferry Park are also within 1 mile (2 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 63 reviews
Rating 8 - Good. 2 out of 63 reviews
Rating 6 - Okay. 0 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely, cute house we really enjoyed. A couple of surprises, like the 3rd floor entry thru the bathroom, took a moment to process but we figured it all out. Rick was sweet to leave a welcome basket and to stop by. Location was perfect for exploring the town!
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

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

Great house in perfect location

Great house in perfection location in Rockhall, MD
Stayed 2 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great. Very well kept and taken care of. Location was very convenient to the water and downtown.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

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

Great house!!

Property was clean, had all necessary amenities, and a great location!! Just a 2 minute walk to Main Street!!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 12 Aug 2024
Danielle and her family were great guests. They followed all the rules and were a pleasure to have.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is a perfect place to stay. Super clean & decorated very nicely. Walking distance to many cute shops, coffee shop & restaurants. 4 min drive to a fun restaurant/bar on the bay. Accommodated 8 of us perfectly. Would definitely stay again.
Stayed 1 night in Aug 2025
Verified review

10/10 Excellent

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

Rock Hall Family Reunion

Property was great! Exactly as listed. Communication was great and we really enjoyed our stay visiting family in the area. Would love to stay at the house again!
Stayed 2 nights in Aug 2022
Response from VrboOwner on 22 Aug 2022
Carrie and her family were excellent guests. They were pleasant And followed all the guidelines to a T. They are welcome back anytime.
Verified review

10/10 Excellent

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

Perfect Weekend Getaway

House and location was perfect for a long weekend in Rock Hall. House has been nicely updated, super clean, super comfortable, and stocked with everything you could possibly need. Best of all you can park your car and walk to the harbor restaurants as well as coffee and ice cream shops on the main drag. It was especially nice for 4th of July fireworks because the best view in town is just a short stroll away down the street.
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

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

Family time

Very nice house. Immaculate
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

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

Clean, Convenient and Accomodating

The house was immaculate, had everything we needed and the location was perfect for attending the Rock Hall Triathlon. Rick was easily reachable and even stopped by in person to welcome us. He was very flexible with check in and check out times around the race. Highly recommend.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

Spotless and homey

This house is clean, even the tops of the baseboards and enclosed front porch. The kitchen is well stocked and there are plenty of towels. It is walking distance to the market, churches, coffee shop, and ice cream shop. I was more comfortable here than any short-term rental I have used. The owner offered to stop by as we checked in and was a great guy. We stayed for a long weekend.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 22 Jul 2024
Hi Sandy, it was a pleasure to have you and your family be our Guest. I am glad you enjoyed your stay and were able to take advantage of the different activities in Rock Hall. I will be forwarding your left behind items later today. We hope you come back anytime and will enjoy seeing you and your family again.
Verified review

10/10 Excellent

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

Great Location!

The house was very nicely located for us to walk to the main street (one block away). We brought skateboards and scooters for the kids and teens to get around. They really enjoyed Civic park that was only a few blocks away. Ferry Park was a short drive as well. We were able to walk to the grocery store to get items we needed and to the coffee shop on the corner. It was nice not having to drive everywhere. The house was very nice, clean, and included the linens, and pantry items. The owner was nice and easy to work with.
Stayed 5 nights in Jul 2020
Verified review

10/10 Excellent

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

Great house; Very clean and good location

This house was perfect for our stay in Rock Hall, MD. Very clean, good communication, easy check-in. Thank you for letting us stay in your place, we had a wonderful weekend.
Stayed 2 nights in Sep 2022
Verified review

10/10 Excellent

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

Wonderful home, walk to coffee shop and ice cream

This home was ideally situated within walking distance of a coffee shop, ice cream, a small but well stocked market, and a fresh produce/deli store. Walk to restaurants as well. The home was well maintained and clean. Communication with the owner was easy. One full bath upstairs and one full bath off the kitchen. Would definitely rent again.
Stayed 5 nights in Jul 2022
Verified review

10/10 Excellent

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

Rockhall

Very cute and comfortable home. Everyone was so friendly! Thanks for a wonderful time!
Stayed 2 nights in Jun 2022
Verified review

10/10 Excellent

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

Rock Hall rocks!

Marked by the mermaid on the rock, the house on Sharp Street was clean, well furnished, and well equipped. The ice maker needs attention but all other gadgets worked. Loved that 4-slot toaster. We spent a happy August here. Since the house may or may not be available again thru VRBO, let’s concentrate on Rock Hall, a charming old middle class town surrounded on all sides by impressive yachts. Everything is in walking distance from Sharp Street - including one’s favorite boat - but the accoutrements of daily life were most easily and generously available. Start Fresh, for amazing fruit, vegetables, bread, and other goodies: 2 blocks away. Bayside Foods, with its dazzling mural and endless supplies: 3 blocks away. And closest of all, Java Rock, a terrific coffee (and wine by the bottle), bun, and sandwich shop with outdoor tables in the shade filled with the kind of customers who give Rock Hall its welcome - and honest! - slogan: “Nice people live here.” A bit further are restaurants with a range of price points. We went to Osprey Point for a birthday, Watermen’s Crab Shack for a farewell, and Ford’s Seafood for supper when we had been too busy to cook. Every Saturday morning found us 10 short miles away at the Chestertown Farm Market with alluring side-street dashes to the Natural Foods Store or, oh dear, Evergrain Bakery. Croissants to die for…. Whether or not you can enjoy Rick’s Sharp Street house, give Rock Hall a good look. You do not need a yacht.
Stayed 30 nights in Aug 2021
Verified review

10/10 Excellent

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

Incredible!!

Love the house! It was way better than expected, even though it looked great online. It was way bigger than we thought and loved the grill in the back. And you seriously can’t bet the location. So close to everything in town.
Stayed 5 nights in Jul 2021
Verified review

10/10 Excellent

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

Fun, relaxing stay in Rock Hall

We had a lovely time in Rock Hall. There was enough room for all seven of us with no crowding. Backyard was perfect for us with gas grill and picnic tables. Rick and Patty were very helpful. Thank you for a successful first vacation since the pandemic hit. We recommend this beautiful house and location highly!
Stayed 14 nights in Jul 2021
Verified review

10/10 Excellent

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

Best place we’ve found in Rock Hall

We have attended an annual event in Rock Hall for 10 years. This rental was by far the best house we have stayed. Great location, clean and comfortable! 5 stars!
Stayed 3 nights in Jul 2021
Verified review

10/10 Excellent

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

Good house

House had good space and was clean, was great for me and my kids. Loved being able to walk downtown for coffee and things, and it’s only a couple minute drive to marina and swimming beach
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

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

Great place

Great
Stayed 2 nights in Jun 2021
Verified review

10/10 Excellent

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

Great place to watch the race!

We rented so I could participate in the triathlon. It’s right on the race route and just down the street from the race beginning/ end/ & transition area. The house has a cute charm and the kids loved it.
Stayed 2 nights in Jun 2021
Verified review

10/10 Excellent

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

A nice home in lovely Rock Hall MD

We enjoyed our stay at this house in Rock Hall. It is a charming place. Even though it rained (on and off) for two of the three days we were there, it was an enjoyable stay. The house is minutes away from the bay and a 15 min drive from Eastern Neck island. Rick and Patty are very helpful, with prompt communication and attention to detail.
Stayed 2 nights in May 2021
Verified review

10/10 Excellent

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

Yearly father/son outing

This was our third stay in a property owned by Rick Kessinger, once in another property and twice in this one. It is spacious, clean, and within walking distance of anything needed. He came over to greet us personally this time for we never had met. He obviously cares about his visitors and takes pride in this property.
Verified review

10/10 Excellent

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

Excellent, Clean, Spacious, and Idyllic

This property takes hygiene seriously. There is Lysol cleaner in every bathroom, the kitchen, and entryway. The bedding was freshly laundered. The mattresses were excellent - not the springy kind you get at some vacation homes. The kitchen even had spices and seasonings available and some starter oil. They have a crockpot, a toaster, two types of coffee machines, and even give you paper towels and toilet paper. They don’t pinch pennies. The house is great for remote work with internet fast enough to support up to three virtual meetings at a time. The town has a cute market and grocery shop and coffee shop on the corner. One marina is 10 minute walk away, and the other is a 30 minute walk. There is also a small beach nearby. Only minutes by car. Everyone waves to you. There are several cute shops in town as well. Plenty of parking in the driveway. Cute farms and hikes nearby for young kids. Lastly, the house is spacious. You don’t feel like you are stepping on each other’s toes but there are large enough areas to all hang out with each other. The property owner clearly cares about this home.
Stayed 7 nights in Oct 2020
Verified review

10/10 Excellent

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

Great time

Wonderful time for a weekend getaway with some friends. The house was nice, as described maybe even a bit nicer. Enjoyed some crabs in the backyard, had a nice time
Response from VrboOwner on 31 Aug 2020
These guys were great! They left the house in good order and were nice to have around.

About the host

Hosted by Rick Kessinger

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Languages:

English

Premier Host

They consistently provide great experiences for their guests

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