Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

See all properties

Entire home

20982 Bayside Ave, across from town dock, close to harbor and restaurants

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms1 bathroomSleeps 692.9 sq m

Popular amenities

Washer
Dryer
Barbecue grill
Kitchen
Pool
Outdoor space

Explore the area

Rock Hall, MD

Rock Hall Harbor
‪6 min walk‬
Ferry Park
‪10 min walk‬
The Mainstay
‪18 min walk‬
Baltimore, MD (MTN-Martin State)
‪127 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Sunroom

1 Double Futon

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Garden

Dining area

About this property

Rock Hall - Voted as one of the 10 best towns in Maryland for many years.

There is a Holiday and special event supplemental cost for some designated events.

In "Oysterman Cottage" you can stay the week or two days in a quaint cottage with Chesapeake Bay View of the harbor from 20982 Bayside Avenue in Rock Hall, MD. Rock Hall is known as the Pearl of the Chesapeake an unspoiled waterfront town on the Eastern Shore of the Chesapeake Bay. It has been voted consistently by Maryland Life as the best sunrise and sunset on the bay. It offers magnificent harbors, many fine marinas, over 2,000 boat slips, a broad spectrum of lodging facilities and restaurants, as well as, a host of recreational opportunities. You can walk to Waterman's Crab House, or Harbor Shack restaurant or drive to enjoy Flying Decoy Bar and Grill, Blue Heron Oyster House, JavaRock, Pearl on Main and Osprey Point Inn and Restaurants. Perhaps take an easy drive to Chestertown for the Kitchen at the Imperial Inn. Chestertown has additional downtown shopping.

Kent County and Rock Hall guide use this link: https://www.kentcounty.com/media/tourism/visitors_guide/

Rock Hall 2025 Events (not a complete listing), check local info for specific dates
May 10 Garden Club plant sale
May 23-25 Chestertown Tea Party
May 31-June1 Rock Hall Triathlon
June 6-8 Rock Hall Volunteer Fire Company Fishing Tournament
July 3-4 July 4th celebration with fireworks on July 3
July 6 Kent County Watermans Day
Aug 8-10 Pirates & Wenches Event

September 27-29 Waterman's Triathlon Festival

Rock Hall Fireworks are scheduled each July 3rd.
This is a 35-minute show choreographed to patriotic music. It can be viewed from the bay and from anywhere in Rock Hall Harbor.

Rock Hall is a quaint seashore town with a thriving fishing and boating community. The harbor is filled with crab and oyster boats which leave early every morning, returning with heaving baskets of shellfish for the town's fresh seafood restaurants. The main town too is lovely, with two large 18th century mansions on the National Register of Historic Places, three museums which discuss the town's local heritage and the maritime industry, and many picturesque board houses. The town is particularly stunning at sunset, when the warm light envelops the town and harbor in an intense glow.

The Cottage: Our smoke-free cottage has been completely redone, with new furniture, double shower/double sink bath and laundry room. A new back deck was recently. Enjoy our new granite counters and kitchen flooring. It is enjoyed by family and friends and since our move to North Carolina, and has welcomed selected guests.

Two bedrooms (one queen, two twins) and a sleeping porch with pull out queen sofa-bed offers various sleeping arrangements.

New 42" Flat Panel Samsung Smart TV all streaming service with 100+ channels + YouTube with local Baltimore & Washington channels, Netflix + all other streaming services included.

Owner supplies all linens, coffee and laundry items.

We supply Internet and there is also free internet service at the Java Rock Coffee house in the center of town, a great breakfast and lunch stop.

Pet fee is per pet of $150.00 We have pet rules for your review and acceptance.

We will send you our pet policies before billing. Thanks for your understanding.

Keywords: House

Property manager

James E. Connell

Premier Host

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Pool
Kitchen
Washer
Dryer

House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

With prior approval pet fee and pet deposit

Smoking

Smoking is not permitted

Pet rules - My property attracts many pet owners. Pets are considered when fully described in advance. I may restrict the number and type of pets.

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

Property Registration Number 20982 Bayside Ave, Rock Hall

We should mention

A car is required for transport to and from this property

About the area

Rock Hall

Located in Rock Hall, this holiday home is in the city centre and on the waterfront. Rock Hall Harbor and Rolphs Wharf Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Paul Reed Smith Guitars and Hazel Miner Monument. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and hunting nearby.

Rock Hall, MD

What's nearby

Rock Hall Harbor - 6 min walk - 0.6 km
Ferry Park - 10 min walk - 0.9 km
Waterman’s Museum - 13 min walk - 1.1 km
The Mainstay - 18 min walk - 1.6 km
Eastern Neck National Wildlife Refuge - 12 min drive - 10.8 km

Getting around

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

Restaurants

‪Harbor Shack - ‬4 min walk
‪Waterman's Crab House - ‬7 min walk
‪Java Rock - ‬17 min walk
‪Get The Scoop - ‬20 min walk
‪Fords Seafood - ‬3 min drive

Frequently asked questions

Does Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD have a pool?

Yes, this property has a pool.

Is Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD?

Check-in begins at 3:00 PM.

What time is check-out at Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD?

Checkout is at 11:00 AM.

Where is Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD located?

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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

8/10 Good

Nancy N.

29 September 2024

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

Great place near the water

Great place near the marina. Kitchen was well equipped for cooking our own meals. Nice recent updates to the bathroom and kitchen. Covered porch out back is also quite nice. We enjoyed our stay and would gladly return to this house!

Stayed 2 nights in Sep 2024

10/10 Excellent

David G.

30 July 2022

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

Nice place

It’s a nice place

Stayed 10 nights in Jul 2022

10/10 Excellent

Barbara F.

4 September 2023

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

Lovely Cottage

We love staying at this cottage! The kitchen is well stocked, the screened-in porch is wonderful. Within walking distance of our favorite restaurants. We had a great weekend and look forward to our next visit!

Stayed 3 nights in Sep 2023

10/10 Excellent

Nicole R.

3 August 2023

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

Absolutely amazing in every way! Location, beach, restaurants, town!

My three week stay with my boys and I was absolutely amazing. The house was great, stocked with everything needed, perfect size, perfect location, great communication w owner and property management- phenomenal customer service from everyone! Just a secret gem- I can’t speak more highly enough about this VRBO and its owners!

Stayed 16 nights in Jul 2023

6/10 Okay

Carol D.

2 October 2023

Liked: Check-in, communication, location, listing accuracy

Disliked: Cleanliness

Perfect accommodations for Waterman's Triathlon

Cottage had everything we needed although kitchen applicances could use some updating.

Stayed 2 nights in Sep 2023

10/10 Excellent

Sharon S.

11 July 2022

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

Wonderful cottage in Rock Hall, Maryland!!

I really enjoyed the accommodations at the Oysterman Cottage!! The cottage was immaculate and completely decorated in a nautical theme which is so appropriate since Rock Hall is a small fishing town!! Also, loved the screened porch for reading and enjoying breakfast and dinner!! Thanks again for a wonderful stay in Rock Hall!!

Stayed 4 nights in Jul 2022

10/10 Excellent

Kelly K., Perkasie

5 July 2020

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

Super clean and well equipped

This was probably the cleanest rental I’ve ever stayed in. Everything that you could possibly need was there. Location was great, with bay views and walking distance to restaurants and the beach. Would definitely recommend this house!

Stayed 2 nights in Jul 2020

10/10 Excellent

David G.

3 August 2021

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

Happy Birthday Week

Very well kept cottage. Its location is ideal for walking to restaurants on the water. We enjoyed the back porch with birds singing and shade from the large oak trees. A large bath was a nice feature/

Stayed 10 nights in Jul 2021

10/10 Excellent

Julie F.

29 September 2020

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

Authentic Rock Hall Beach Cottage In Great Location!

This charming cottage is located in a very convenient spot. Walking distance to the beach, pool, restaurants and Main Street for shopping. The interior had plenty of space for our family of four & our lab. Well stocked kitchen and bath with a grill out back. Our kids are looking forward to a return!

Stayed 7 nights in Sep 2020

10/10 Excellent

Andrew W.

26 June 2022

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

Excellent Cottage and Location

The cottage is a very comfortable spot for a relaxing few days in Rock Hall It is ideally situated near town, the harbor, and restaurants. Diane was very easy to reach for questions and tech support. The kitchen is well equipped. We will rent this cottage again. Thank you for making it available AW

Stayed 5 nights in Jun 2022

10/10 Excellent

Charlotte G.

15 July 2024

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

Always a great stay

My friends and I stay here every year because it’s so convenient to the harbor, restaurants and a walk or shuttle to the town. The shuttle service was new this year since it shut down in 2020. I am happy this is back again! The house is always well stocked with items we need. I’d recommend bringing an extra roll of paper towels as we go through quite a bit. There are 6 ladies who stay in this house and we always manage with one bathroom! The back screened in porch is wonderful.

Stayed 2 nights in Jun 2024

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jeanne T., Flemington, NJ

12 June 2014

A comfortable, relaxing weekend!

This property was one of the best equipped that we have ever rented; anything we might have needed was included in the kitchen inventory. Beds were very comfortable and linens very adequate. The living room and also the sunporch provide lots of seating. Rock Hall is a charming town for walking around. The only drawback is that the bathroom is off one of the bedrooms, but not a big problem when it's family.

10/10 Excellent

Charlotte G.

20 July 2023

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

Wonderful cottage and location

This is my second year staying at the house. I go every year to Rock hall MD for a ladies fishing trip. The house is spacious and really has everything we need to stay comfortably. We do wish there was another bathroom or half bath but the bathroom that they have is very large and easy enough to double up while getting washed up or makeup and hair. We spent a lot of time on the back screened in porch. We also love the location because we can walk to the restaurants and the town pool and harbor.

Stayed 2 nights in Jul 2023

8/10 Good

Beverly Z.

24 October 2018

Oyster man cottage

Clean and well set up. Good seating in the living room. Well stocked kitchen. No bowls for cereal or ice cream. Only one bathroom and in the bedroom. The book with cottage information should be updated. We enjoyed our stay very much.

Stayed 2 nights in Oct 2018

10/10 Excellent

Sandi R.

28 August 2021

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

Perfect escape

Wonderfully situated cottage. Just a few yards from marina and about 10-15 minute walk to small beach and 30 minute drive to a larger beach. A few great restaurants within walking distance, including great seafood (Ford’s, Waterman’s, Harbor Shack), pizza (Anchor and Plow) and ice cream. Small grocery store and local food market so didn’t have to drive much. Amazing birdwatching, hikes and kayaking. A terrific place to get away and unplug. The house was very clean and well-stocked. Very nice closed in porch for bug-free outdoor dining.

Stayed 14 nights in Aug 2021

10/10 Excellent

Judy R.

25 May 2022

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

Lovely, Peaceful Stay in Rock Hall

This is our 2nd time staying at this cottage. Each time the home was clean and well stocked and did have start-up supplies for guests. It is conveniently located and within walking distance to marina, restaurants, bay, etc. We enjoyed sitting and eating on the peaceful, screened-in back porch that overlooks a large tree shaded backyard. The host was also accommodating with a special request we had. It is also a plus that it is pet friendly and there was no evidence that any pets had been there prior to our arrival. So, if you have a pet or not, this is a lovely place to stay. Since we have family in the area, we will continue to stay here during our family visits.

Stayed 2 nights in May 2022

10/10 Excellent

Verified traveller

25 November 2022

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

Great Escape from DC

We wanted a change of scene for Thanksgiving this year and this cottage was perfect. The three of us cooked together in the large, well-equipped kitchen and enjoyed reading and watching movies in the comfortable living room. We all slept well and appreciated the spacious, new bathroom. At the end of the day, we were treated to the most spectacular sunsets imaginable, only a short walk from the cottage. Although the weather was unusually warm for Thanksgiving, I wished it were warmer so we could've spent more time on the large screen porch. It's a sweet cottage and I've recommended to a friend already!

Stayed 2 nights in Nov 2022

8/10 Good

WAYNE W.

13 August 2023

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

No A.C.

Besides No air-conditioning and it was 90 kind of wrecked it but Everything else was perfect. Location was perfect When we checked in the a.c. wasn't working. I contacted management and they sent someone right out. He needed to order a part. We like it there. We want to come there next year for pirates weekend

Stayed 2 nights in Aug 2023

10/10 Excellent

Barbara F.

18 September 2022

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

Comfy cottage

This was perfect for our family. Loved the updated bathroom, very spacious, thick towels, good hot water. Beds were comfortable. Large, well-supplied kitchen. Lovely screened porch was a great space for eating and relaxing outside with the dogs. Great location, within walking distance of our 2 favorite restaurants. We had stayed here many years ago and we’re happy it was available for our trip this year.

Stayed 3 nights in Sep 2022

10/10 Excellent

Amanda L.

5 September 2022

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

Great getaway from the city!

The Cottage was wonderful. Incredibly clean, welcoming, and comfortable for a weekend getaway from the city. Walkable to waterman’s crab house, which has great live music and seafood. Also walkable to the Main Street for coffee and breakfast. Overall, a great stay.

Stayed 2 nights in Sep 2022

10/10 Excellent

jennifer l.

31 August 2022

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

Weekend retreat

Perfect place for our weekend needs. Very clean, well organized and stocked. Will definitely book again. Had everything we needed - everyone enjoyed sitting on the screened in porch. Thank you

Stayed 2 nights in Aug 2022

10/10 Excellent

William M.

24 August 2022

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

Lovely house

We could not have been happier with this house. Beautifully decorated and appointed, and across the street from the quiet harbor. Very peaceful. The house had everything we needed for our Rock Hall adventure. Will definitely come again.

Stayed 2 nights in Aug 2022

10/10 Excellent

Terri h., Hershey PA

8 August 2022

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

Nice, clean, conveniently located homeIn Rock Hall.

Very nice home. Clean and a great location

Stayed 3 nights in Aug 2022

10/10 Excellent

Margaret K.

29 July 2022

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

We loved the cottage. It was very charming and extremely well equipped the property manger was very

It was extremely well equipped. Had everything we needed. Property manager was very responsive and helpful. Having lived in Chestertown for 11 years we were well acquainted with the area and loved being in Rock Hall. We would live to stay there again.

Stayed 6 nights in Jul 2022

10/10 Excellent

Charlotte G.

27 June 2022

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

Great cottage.

My friends come to Rock Hall every year for a weekend. This was the first time staying at this particular house. It had everything we needed for the weekend. The back porch was wonderful! An additional bathroom would be nice but we made it work. We had 6 ladies on the house. We plan to book this house again.

Stayed 2 nights in Jun 2022

About the host

Hosted by James E. Connell

Long time fund raiser with a national consulting practice. We often use the Rock Hall house for an office for our Pennsylvania, Maryland and Delaware clients. All the comforts of home and lots of personal touches.

Why they chose this property

Rock Hall has been a family destination for over 40 years. We have seen it grow but retain the old world charm. More sailboats than people. Consistently voted one of the best areas on the bay.

What makes this property unique

You will enjoy the quite atmosphere and the great views and walks into the sunsets. Full book the local area attractions available. On-site manager should you have any concerns or problems.

Languages:

English

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback

Hotels

beach rentals in Auckland Region

villas Muri Beach

lodges Kerikeri

apartments Newtown Park

Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

Photo gallery for Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

Bedroom 2

Sunroom

1 bathroom

Bathroom 1

Spaces

About this property