Entire home

Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets

Photo gallery for Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets

A waterfront hotel with multiple balconies, a dock with boats, and a clear view of the water.
A coastal hotel with a marina, multiple parking spaces, and a view of the water.
A wooden exterior with a number sign, a door, and a window.
A covered porch with a sliding glass door, two wicker chairs, a small table, and a white railing.
A living room with a fireplace, a television, and a large window with blinds.

Reviews

10 out of 10
Exceptional

Highlights

  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Discover nearby landmarks
    Walk to beach near Downtown Chincoteague

Popular amenities

  • Balcony or patio
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly
  • Washing machine
  • Garage parking available

Explore the area

View in a map
Chincoteague Island, VA
  • Place, Chincoteague Channel
    ‪1 min walk‬
  • Place, beach near Downtown Chincoteague
    ‪3 min walk‬
  • Place, Robert N. Reed Downtown Waterfront Park
    ‪14 min walk‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪67 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Half Bathroom 3

Toilet

Spaces

Kitchen
Balcony
Dining area

Add dates for prices

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Chincoteague Island
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
9.4 out of 10, Exceptional, (38 reviews)
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About the area

Chincoteague

Downtown Chincoteague, a neighbourhood in Chincoteague, is home to this holiday home. Captain Timothy Hill House and Assateague Lighthouse are local landmarks, and the area's natural beauty can be seen at Chincoteague National Wildlife Refuge and Chesapeake Forest - Dunn Swamp Complex. Maui Jack's Waterpark and Wallops Flight Facility are also worth visiting. Take the opportunity to explore the area for water adventures such as fishing.
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Map
Chincoteague Island, VA

What's nearby

  • Chincoteague Channel - 1 min walk - 0.1 km
  • beach near Downtown Chincoteague - 3 min walk - 0.3 km
  • Robert N. Reed Downtown Waterfront Park - 14 min walk - 1.2 km
  • beach near Down the Marsh - 3 min drive - 2.1 km
  • beach near Snotty Ridge - 3 min drive - 2.1 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 59 min drive

Restaurants

  • ‪Island Creamery - ‬3 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Ropewalk - ‬7 min walk
  • ‪Amarin Coffee - ‬13 min drive
  • ‪Captain Zack's Seafood - ‬3 min drive

Frequently asked questions

Is Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets?

On-site parking is available at the property.

What time is check-in at Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets?

Check-in begins at 4:00 PM.

What time is check-out at Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets?

Checkout is at 10:00 AM.

Where is Charlie's Bayside Retreat | South Main Waterfront w/ Private Boat Slip, Screened Porch & Pets located?

Located in Downtown Chincoteague, this holiday home is within a 10-minute walk of Chincoteague Channel and Robert N. Reed Downtown Waterfront Park. Chincoteague National Wildlife Refuge and Captain Timothy Hill House are also within 3 miles (5 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. 18 out of 19 reviews
Rating 8 - Good. 1 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

9.2/10

Check-in

9.6/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Nice stay

We had a nice stay. Place the big enough for 4 adults and 4 kids. Kitchen was stocked with appliances. Location was nice. House was clean.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property! Love the place
Stayed 9 nights in Jul 2026
Verified review

10/10 Excellent

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

Lovely Apartment

Well appointed kitchen and comfortable beds. Three floors to spread out.
Stayed 14 nights in Oct 2022
Response from VrboOwner on 5 Sept, 2023
We look forward to having you again Andrew!
From a partner site

10/10 Excellent

Weekend getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and clean townhouse. Had all the comforts we needed.
From a partner site

10/10 Excellent

A perfect little get away

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was a perfect little get away/anniversary! The rental was immaculate. It was just my wife, our small dog and me. Probably way too much condo for us, but nonetheless a beautiful place. We are in our 60s, so the trip up the flights of stairs to the master bedroom was challenging, especially when the dog wanted to go out twice a night. Lol. 42 steps down and then 42 steps up. Good exercise, though. We did some crabbing off the dock and caught quite a few big blue crabs. Would definitely recommend this rental.
Response from VrboOwner on 2 Aug, 2023
Thank you for staying with us William! :) WE will see you next year!
From a partner site

10/10 Excellent

Tucked away at the Bay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Loved this rental property. The home was right off the bay. It is beautifully decorated to give you that summer vibe. Would definitely recommend and would definitely stay here again.
Response from VrboOwner on 2 Aug, 2023
Thank you for staying with us Cheryl! WE are happy to hear you enjoyed the home! :)
From a partner site

10/10 Excellent

September 2022 Stay

Our family had a great week at Chincoteague experiencing the shore, crabbing,fishing and good seafood, the best was at Ray's Shanty. Famous Pizza never disappoints. Our rental, Charlie's Bayside, was very nicely decorated, comfortable, well stocked and a great location for our planned activities due to the private pier. We have been visiting the island for over 40 years but never had the chance to do it with our adult children and grandchildren until now.
Response from VrboOwner on 2 Aug, 2023
We are thrilled you and your family had a great time! :) We look forward to having y'all again!
From a partner site

10/10 Excellent

Girls Getaway Galore

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is the second year in a row that I brought my two daughters, plus their BFFs, plus my BFF. We always have a blast and appreciate the space and adorable decor. The house is ready for my female fur baby- treats, bowls, and cleaning supplies are already available. Will continue to return! Close to downtown- 7 minute walk at most. Loved all the cute shops.
Response from VrboOwner on 2 Aug, 2023
Thank you for staying with us Danielle! We cannot wait to have y'all back! :) See you next year!
From a partner site

10/10 Excellent

What a great rental!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family and I had an amazing week at Charlie's Bayside. This is the perfect place to stay. It was a beautiful house that was clean and had everything we need. If you like to fish, you have your own private pier and you are in a great location where you can walk down town. I would definitely recommend this place to anyone looking to visit the island. We have gone to Chincoteague 6 years in a row and rented 6 different places. This was the best and we would definitely go back.
Response from VrboOwner on 2 Aug, 2023
Thank you for staying with us Mark! We hope to have you back again soon! :)
From a partner site

8/10 Good

November 2021 Stay

It’s a lovely property with pretty decor and a very well equipped kitchen. But even though the building is “waterfront,” this unit really isn’t. We couldn’t see the bay at all from the front deck—a bit of a disappointment.
Response from VrboOwner on 2 Aug, 2023
Hi there! Very sorry to hear you were disappointed! Next time give us a call and we can make sure you are more directly on the water. :) Nonetheless, we hope you had a great time in Chincoteague!
From a partner site

10/10 Excellent

August 2021 Stay

Well maintained property in an excellent location.
Response from VrboOwner on 2 Aug, 2023
Thank you for staying with us! :) See you next year! Best, Lea Anna
From a partner site

10/10 Excellent

July 2021 Stay

We really enjoyed staying in Charlie’s Retreat. It was in a convenient location and so many nice amenities. It was the nicest property we have stayed in since we have been coming to Chincoteague. We have been coming to Chincoteague since 1993.
From a partner site

10/10 Excellent

Nicest Property that we have rented in Chincoteague

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Rental was roomy and extremely clean. Many extras like the Keurig. Tissues and air freshener in the bathrooms.
From a partner site

10/10 Excellent

Great Stay on Chincoteaque

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Charlie's Bayside Retreat was wonderful. The property was clean and well provisioned. The decor very pleasing. You could definitely feel the care of warmth of the owners.
From a partner site

10/10 Excellent

Great location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: As usual, our home away from home was great.easy booking, easy check in/check out.
From a partner site

10/10 Excellent

My favorite place to stay in Chincoteague

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I REALLY love this place! It is super nice, roomy, has a perfect location, and is pet friendly! Being able to bring my boyfriend's dog with us on vacation has been the best thing ever! You can walk to downtown, house is close to everything! House also has everything... parking, coffee makers, condiments, and fully stocked kitchen, and there are all kinds of surprisingly thoughtful touches and supplies in the home that are left there to make your visit even sweeter! I know I will be back.... many more times! Trust me, you will love this place!
Response from VrboOwner on 2 Aug, 2023
Thank you for the positive review! We are thrilled you and your pup enjoyed your vacation!
From a partner site

10/10 Excellent

Best Home Rental Ever!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home was better than we could've expected. The home was very well thought out with very functional details, such as storage shelving, automatic night lights, USB plugs, etc. There were also several welcome items such as coffee, hand soap, tissues, etc. The home was exactly as it was represented in pictures. The location was perfect, as it allowed privacy for relaxing, but was close enough to town that anything you needed was within walking distance. The sunsets from the dock were phenomenal! Be sure to stop by Amazon for coffee and the best cinnamon twist (roll) that you will ever taste! Black Narrows Brewing had some great craft beer, with a unique twist by featuring local ingredients.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in May 2026
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