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Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access

Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access

Photo gallery for Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access

Shanty Beach Bar Open Memorial Day - Labor Day
Enjoy your home away from home!
King size bed with two bathrobes
Cuddle up in front of the custom built electric fireplace
Pool table and ping pong able in garage

Overview of Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access

Reviews
10 out of 10 Exceptional
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Free WiFi
  • Air conditioning

Check out the area

Map
Chestertown, MD
  • Popular LocationThe Mainstay11 min drive
  • Popular LocationRock Hall Harbor12 min drive
  • Popular LocationBaltimore Inner Harbor Marina110 min drive
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)118 min drive

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

2 Single Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Office

1 Double Futon

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 2

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining Area

About this property

Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access

Enjoy this oceanfront community at this 2000 sq ft Cape Code Home 4 bedrooms, 2.5 bathrooms with a bonus room with office and sofa sleeper with farm doors for semi-privacy. Has two electric fireplaces, firepit, gaming area with pool table with convertible ping pong table. Walk to Shanty Beach Bar for live music and fun in the sun Thursday-Sunday. Enjoy weekend breakfast overlooking the Chesapeake at the Channel Restaurant. Take a dip in the water or settle on the kayaks and float down the ocean stream. Take a bike ride to shops in Rock Hall and pack up the family Saturday morning for a stroll at Chestertown Historic District and pick up fresh produce. During the week, book a fishing charter with the whole family or friends to catch what’s for dinner. Enjoy the Bay Sunday - Saturday at Waterman’s crab house a short drive from the house.

Come relax w/ the whole family or friends at Cape Cod Coastal Experience. On the property, experience included hanging out on the 400 sq ft deck & grill outdoors, escape to the game room, or some of the best BBQ and crab cake in MD.

In the cooler months, relax in front of the firepit or fireplace enjoying hot chocolate and s'mores. Great spot for wedding attendees at the Great Oak Manor or families for students at Washington College or friends who want an ideal get-a-way for quiet time, celebration and good time in a nature habitat. This home has over ten spaces for you to enjoy. Access the deck, grill, games, comfortable seating & BBQ. Take in all nature has to offer watching deer, bald eagles, birds & rabbits.

12 Minutes from Washington College and Great Oak Manor.

Highlighted Features
✅Quiet Area
✅High-speed Internet
✅Private Beach Access
✅2 Kayaks onsite
✅Ramp Access
✅Pool table
✅Ping Pong Table
✅2 Bicycles on-site
✅Deck
✅Outdoor Firepit
✅Grill
✅Cushioned outdoor furniture
✅Card Games
✅Oversize Board Games
✅Four backpack Beach chairs
✅Beach Towels
✅Beach blanket
✅Mini Library
✅Office
✅Coffee Station
✅Fully equipped kitchen
✅Smart TV
✅Basic Cable
✅Washer and Dryer on-site

You are:

2 minute walk to the Shanty Beach Bar (Open weekends from Fri. 3pm until Sunday 6pm)
Beach Marina weekday access limited until 5pm daily
3 minute drive to Boat Ramp/kayaking, swimming etc.
7 minute drive to Rock Hall Beach aka Ferry Park
10 minute drive to Farmers Market
12 minute drive to Washington College
15 minute drive to state-of-the-art multi-generational traditional tennis courts, sand volleyball and basketball courts

Amenities limitations:
*There is a community pool/beach resort-like area 5 minute walk from the house only available on the weekends! Pool passes come with registering your boat for the weekend. If you don't have a boat, you won't be able to access this pool. The pool is open from May (after Memorial Day) to Sept. No pool access 24 Sept -May 15 timeframe.
*There is a community pool within 15 minutes driving distance. You can access for $7 a day per person.
*If you have a boat, you can access the boat ramp and drop your boat.
*The two restaurants to include the beach bar are open on the weekends starting Friday at 3pm and closes Sunday at 6pm EST. Friday and Saturday it is scheduled to close at 11pm but may go later.
* There is live music at the Shanty so expect to hear noise/music on Friday and Saturday nights.
In town, restaurants and some of the shopping stores close as early as 7pm during the week so govern yourself accordingly. Phat Daddy's is also closed on Mondays.
* Highly recommend your first trip to the property is before night fall as the roads are dark at night and can be intimidating/scary if you are traveling along or not comfortable traveling in more remote locations.
*For some carriers reception can be spotted, so have print out directions or at a minimum take a screenshot of the last 10 miles/minutes of the directions.
*Closest gas station is about 10 minutes/8 miles away so govern yourself accordingly.community

Property manager

Jill Bulluck

Languages

English

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

House Rules

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

Children

Children allowed: ages 0–17

Events

Events allowed: family gatherings and weddings
Must be pre-approved

Pets

Pets allowed: dogs less than 50 lb per pet (limit one pet total)
Pets are not allowed on the furniture.

Smoking

Smoking is not permitted
Events are limited to small gathers for a retreat, baby shower, Thanksgiving or Christmas dinner etc. Events must be pre-approved prior to booking.
*This house runs on a public septic so there is no garage disposal and please do not flush anything outside of tissue in the toilet.
Trash must put in a bag then dispose in the outside trash can. Pull all used linen, place in front of the laundry room. Load and run the dish washer.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
Parties and events (including family gatherings and weddings) are allowed on site. Maximum attendees: 15
Note from host: Must be pre-approved
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

About the area

Chestertown

Located in Chestertown, this holiday home is in a rural area and near the beach. The Mainstay and Waterman’s Museum are cultural highlights, and some of the area's activities can be experienced at Rock Hall Harbor and Rolphs Wharf Marina. Discover the area's water adventures with kayaking, power boating and fishing nearby, or enjoy the great outdoors with cycling.
Map
Chestertown, MD

What's nearby

  • The Mainstay - 11 min drive
  • Rock Hall Harbor - 12 min drive
  • Baltimore Cruise Terminal - 107 min drive
  • National Aquarium in Baltimore - 109 min drive
  • Baltimore Inner Harbor Marina - 110 min drive

Getting around

  • Baltimore, MD (MTN-Martin State) - 110 min drive

Restaurants

  • Waterman's Crab House - 12 min drive
  • Harbor Shack - 14 min drive
  • Jellyfish Joel's - 24 min drive
  • Java Rock - 11 min drive
  • New Yarmouth Restaurant & Carryout - 11 min drive

Frequently asked questions

Is Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lb per pet.

What time is check-in at Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access?

Check-in begins at 4:00 PM.

What time is check-out at Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access?

Checkout is at 11:00 AM.

Where is Dog-Friendly Beach House with Kayaks, Marina & Dive Bar Weekend Access located?

Located near the beach, this family-friendly holiday home is within 9 mi (15 km) of The Mainstay, Ferry Park and Waterman’s Museum. Wilmer Park and Garfield Center for the Arts at the Prince Theater are also within 12 miles (20 km).

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Craig G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for a boating vacation
We normally boat on the upper Chesapeake Bay and wanted to boat on different area of the bay. We rented a transient slip at the Tolchester Marina while staying at this bay house. We found the accommodations at this house to be wonderful. The house was clean and well equipped and plenty of space for my family of 7. Probably the most important thing to say - there was an unforeseen issue with the house water system. Jill was extremely concerned and very promptly had technicians coming to the rescue. All was fixed and we continued on with our vacation. Without a doubt, we would stay at this property again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Alice N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonder stay
Great place to stay.
Stayed 6 nights in Jan 2023

10/10 Excellent

Ruth H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Retirement weekend
Place was perfect for our group. Wonderful kitchen with fireplace. Weather didn't allow for any outdoor activities unfortunately. Highly recommend.
Stayed 3 nights in Jun 2023

10/10 Excellent

Paula L., Washington DC

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home!
We stayed at this charming home for a weekend while two of us competed on the Rock Hall triathlon - and it was just perfect! Immaculate, comfortable, just as pictured. And the host Jill has created a very welcoming and experience, and was incredibly responsive, checking in over the weekend and answering questions promptly. Highly recommend!
Stayed 2 nights in Jun 2023

10/10 Excellent

Danielle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful vacation home!!
We had a wonderful time staying here for a girls trip. The house was very nice, spacious, and clean. It had everything you could possibly ever need, and more which was so nice! The host was absolutely amazing from the very beginning of booking through our entire stay. She provided us with a lot of helpful information, left us a lot of extra useful items, and checked in during our stay to make sure everything was going well. The location was great! We lucked out with great weather and were in walking distance to the beach and tiki bar where we spent most of our time. During the mornings and nights we enjoyed relaxing on the back deck where it was quiet and secluded. We had no issues with cell phone service although the host was nice enough to warn us that it could be choppy in some areas. We are already talking about coming back here again next year! Highly recommend to any type of group (the house even had plenty of baby items)!
Stayed 2 nights in Jun 2023

About the host

Hosted by Jill Bulluck

Host profile image
I am new vacation rentals (started July 2022); however I am no stranger to creating amazing experiences. I've traveled to St. Lucia, Paris and Puerta Vallarta and what I've learned is that I don't need to a five hour flight or spend a whole day travelling to enjoy sandy beaches, water sports or retreat like experience with a private deck and BBQ Grill.

Why they chose this property

During the cooler months, enjoy the whole family or friends around a firepit or fireplace enjoying hot chocolate and s'mores. This home has over ten spaces for you to enjoy. Access the deck, grill, games, comfortable seating & BBQ. Take in all nature has to offer watching deers, bald eagles, birds & rabbits.

During the warmer months (May-Sept 2022), On the weekend enjoy a resort-like experience with access to the beach bar and two restaurants. You can create your own experience bring you boat or utilizing the onsite kayaks in the summer and spring or grab a cup of coffee or hot chocolate to enjoy over the fire pit or in front of the fireplace. This property have over seventy amenities to include a BBQ grill, kettle, coffee maker, and so much more. This is the perfect home for boaters and small groups and family in town for a wedding, local festivities or to great a getaway for some quality time together. Outside of the marina there are several restaurants within a ten minute driving distance.

Languages:

English
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