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Chesapeake Charm

Waterfront holiday home with kitchen and patio

Photo gallery for Chesapeake Charm

Air view of creek opening to the Chesapeake Bay
Your home-away-from-home!
Lots of room to play!
Large country kitchen.
Double ovens, ceramic cooktop, dishwasher and microwave.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 9130.1 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Pet-friendly
  • Fireplace

Explore the area

View map
  • Place, Saint Jerome Beach
  • Place, St. Mary's College of Maryland
  • Place, Point Lookout State Park

Rooms & beds

3 bedrooms (sleeps 9)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

Chesapeake Charm

Not ready for summer to end? Extend it with a long weekend at the Chesapeake Charm! This creek side home has just what you need for a little extended summer'ish fun! Come soak up gorgeous fall sunsets and RELAX!

Ready to Get-Away - but not totally off the grid? This Cottage Living style home provides an excellent get-away weekend or summer retreat. Enjoy waterfront, country living in this 3 bedroom, 2 1/2 bath home with pier; located along St. Jerome’s Creek on a 15-acre crop farm in Southern Maryland. This quiet, rural treasure is just a short drive from shopping, restaurants, bowling, movies and more! [St. Jerome’s Creek connects to the Chesapeake Bay, making it easy access for boaters – you can bring your boat and tie up to the pier. ]
The house and area are “shore-side, country”; its location is premier for crabbing and fishing in the Chesapeake Bay. It is perfect for folks who enjoy fishing, crabbing, boating, paddle boarding, kayaking, wind-surfing, pedal boating, biking, wildlife/bird-watching, long walks, quiet sunsets, star gazing, peaceful sunrises, outdoor BBQs, relaxing in the sunshine, yard lounging, and/or simply chilling out.
This clean, comfortable, home has a fully equipped kitchen, washer and dryer, satellite TV, DVD/VCR, wood-burning fireplace, supplies for crabbing and fishing, a gas grill, and fire pit (just right for s’mores with the kids). Sleeping arrangements include: queen bed [master bedroom]; queen bed [bedroom 1]; 2 twin beds [bedroom 2]; queen sleep sofa and twin sleeper oversized chair [living room].
Seasonal options for fun include a county fair, wine festival, farm market, oyster festival, corn maze, ghost walk, Christmas village & lights, etc. Should you decide to wander about the area, you’ll find plenty of dining and shopping (including antiques). If history is your interest, Point Lookout State Park (a Civil War site) is just south and hosts miles of protected land suitable for biking, jogging, beach walking or enjoying nature. St. Mary’s City, the original capital of Maryland and Sotterly Mansion are also nearby. If you want a day trip, you may consider Annapolis, Baltimore, Washington DC or King’s Dominion!
This home is positioned so close to the Chesapeake Bay, that you won’t want to miss the opportunity to spend a day charter fishing or enjoying a late afternoon, sunset cruise – fall sunsets are FABULOUS! Let us know and we'll coordinate arrangements with Fish The Bay Charters, located just one farm over.
Geared for casual living, we're available to provide flexible arrangements to accommodate folks in town for weddings, graduations, fishing charters, and more. It’s just right for the family vacation or that quick get-away to recharge your batteries.

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Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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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
Small video library and board games.
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Pets considered - please note if bringing a pet
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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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

We should mention

A car is required for transport to and from this property

About the area

Dameron

Located in Dameron, this holiday home is in a rural area and on the waterfront. The area's natural beauty can be seen at Saint Inigoes State Forest and Point Lookout State Park, while Historic St. Mary's City and Patuxent River Naval Air Museum are cultural highlights. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with ecotours and cycling.
View more Holiday homes in DameronOpens in a new window
Map
Dameron, MD

What's nearby

  • Saint Jerome Beach - 19 min walk - 1.6 km
  • St. Mary's College of Maryland - 16 min drive - 19.1 km
  • Elms Beach Park - 17 min drive - 16.1 km
  • Point Lookout State Park - 18 min drive - 20.7 km
  • Patuxent River Naval Air Station - 21 min drive - 27.2 km

Restaurants

  • ‪St. James Deli - ‬13 min drive
  • ‪Hacienda Los Guayabos - ‬14 min drive
  • ‪SALT Waterfront Kitchen - ‬16 min drive
  • ‪The Pub - ‬18 min drive
  • ‪St. Inigoes General Store - ‬11 min drive

Frequently asked questions

Is Chesapeake Charm pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Chesapeake Charm?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Charm?

Checkout is at 11:00 AM.

Where is Chesapeake Charm located?

Situated on the waterfront, this holiday home is 0.8 mi (1.3 km) from Saint Jerome Beach and 1.2 mi (1.9 km) from Chesapeake Bay. First District Community Park and Cardinal Gibbons Park are also within 9 miles (15 km).

Reviews

9.8

Exceptional

9.4/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 91 out of 99 reviews
Rating 8 - Good. 5 out of 99 reviews
Rating 6 - Okay. 2 out of 99 reviews
Rating 4 - Poor. 0 out of 99 reviews
Rating 2 - Terrible. 1 out of 99 reviews

Reviews

10/10 Excellent

Donald P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a wonderful time staying at Chesapeake Charm! The house was warm and inviting and exceptionally peaceful. The water was so relaxing and the sunset was amazing. Also recommend having a try at star gazing. We were able to see the Milky Way. Phil was a gracious host and provided check-in information promptly. Would stay again!
Stayed 2 nights in Sep 2025

10/10 Excellent

Michael S.

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

St. Mary’s College weekend

Great place for visiting St. Marty’s College for the weekend. Could see this being really nice for warmer weather days with the pier, kayaks, and big yard too
Stayed 2 nights in May 2025

10/10 Excellent

susan s.

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

Relax

Absolutely a wonderful place to relax. So peaceful and beautiful. So much wildlife to enjoy. We will be back.
Stayed 3 nights in Jun 2025

10/10 Excellent

Alana R.

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

Peaceful getaway

We had a great stay. The house was very clean and as advertised in photos. We loved the quiet outdoor space and use of the kayaks and dock!
Stayed 3 nights in Mar 2024

10/10 Excellent

Steven D.

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

July 4th

Another great stay. Hope to come back again next year.
Stayed 7 nights in Jun 2024

10/10 Excellent

Laura F.

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

Nice view

Beautiful view, house was clean. Looked like the pictures. We will atay again. Dogs enjoyed it there.
Stayed 3 nights in May 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Ashley R.

Wonderful place!

This was such a relaxing vacation spot. The house was spotless and very comfortable. We had such a good time hanging out on the pier, cooking on the grill, watching the wildlife, and kayaking. All of the things we needed (grill, kayaks, fishing rods, fire pit, etc.) were provided. We could have had fun without leaving the house at all. But, we did take our bikes to Point Lookout State Park and we also made a stop at Slack Winery. Such a beautiful area. We can't wait to go back to Chesapeake Charm!

10/10 Excellent

Jennifer D.

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

5 star anytime of year

Our family loved our trip to Phil's place! The house was so comfortable and the location more beautiful than pictures show. We loved sunsets on the dock, family fun on the huge lawn, including cornhole from the house and wiffle ball we brought. Plenty of wood for fires and extra touches like snacks and good coffee. My kids have demanded we come back sometime other than late December for fishing and crabbing and we plan to do so. But December sunsets and the full moon were all we needed for a great Covid-19 getaway. And the St. Mary's historic city and Point Lookout Civil War fort for my history-buff husband. EVERYONE loved it!
Stayed 3 nights in Dec 2020

10/10 Excellent

Jessica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean house with plenty of seclusion. We had a great time crabbing and fishing from the private pier.
Stayed 5 nights in Oct 2025

10/10 Excellent

jennifer a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was an amazing experience. The spot is beautiful - the kids loved kayaking fishing and crabbing, and the adults loved sitting out under the big shade tree and having conversation. We also went on a charter with the property owner, which was a terrific experience and I highly recommend.
Stayed 2 nights in Jul 2025

10/10 Excellent

Kelly H.

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

Spring break

Easy check in. Kitchen was well stocked even with a welcome basket. Love that the garage door opened to the backyard and water view. There was plenty of wood for firepit.
Stayed 3 nights in Apr 2025

10/10 Excellent

Jeanne C.

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

Beautiful remote property

We were at St. Mary’s for a swim meet. After being in a loud indoor pool all day, coming back to this quiet property with the soothing water was the reset we all needed. There were three generations of us and we all commented that we liked the place better each day— others have commented on how well-equipped the kitchen was (and it is) and the property was a delight for my 8 year old son, who explored just about every inch. Owners were super responsive and generous. Really loved this stay. Thanks!
Stayed 3 nights in Mar 2025

6/10 Okay

Michelle B.

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

Cute place

Overall the place was nice. Cute house with beautiful views. Only complaint were the beds, specifically the twin beds. We were there for a swim meet and the athletes really needed sleep. The teens said the beds were so hard and uncomfortable, they couldn't sleep. Luckily we brought an air mattress just in case.
Stayed 3 nights in Feb 2025

10/10 Excellent

Chris B.

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

Beautiful spot by the water

Nice secluded getaway right on the water. Exactly what we needed.
Stayed 2 nights in May 2024

10/10 Excellent

Alison K.

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

Quiet and Comfy

We came down for a swim meet at St. Marys College and wanted to be somewhere more relaxing than a hotel. This property was perfect. It was super clean and the kitchen was stocked so I was able to cook healthy meals for the family every day instead of having to eat out. My son wants to come back when its warmer so he can fish.
Stayed 4 nights in Feb 2024

10/10 Excellent

Steven D.

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

Fourth Family Reunion

Stay was better than we expected. Very comfortable home and beautiful views. Hope to book for full week next 4th.
Stayed 4 nights in Jul 2023

10/10 Excellent

Michele U.

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

Rural on the water setting

My son is stationed at PAX and daughter lives in Virginia. My me my husband, father and German Shepard we live in Ohio. So for Christmas we all came together to celebrate. This place was perfect! Large enough for 6 people and all the kitchen supplies we would need to cook Christmas dinner. They even had a Christmas tree and a few decorations up. We will be back during the warm weather to enjoy the water,fishing and crabbing. Thanks Phil!
Stayed 5 nights in Dec 2022

10/10 Excellent

Jessica F.

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

Family Thanksgiving

My spouse and I rented this property to host thanksgiving for our family. Everything went really well and everyone really enjoyed their weekend.
Stayed 4 nights in Nov 2022

10/10 Excellent

Laurie B.

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

Enjoyed

Wonderful
Stayed 7 nights in Sep 2022

10/10 Excellent

Felicia D.

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

Crabbing a blast

This is our third time staying in the property. It is very private and will come back again recommend it to our friends. The only negative is Phil don’t answer our messages placed several in the inbox
Stayed 3 nights in Aug 2022

10/10 Excellent

Trevor L.

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

Beautiful area

Perfect get a way on the bay. Boat ramp is beautiful and easily accessible to fishing areas we wanted to explore. Lots of grassy land to play on with a toddler a well as a gravel path for walking. House set up was great for 4 adults and 1 toddler! Many bugs, flies etc but you are next to a cornfield on farm land so it's normal to expect- no bother at all! Would highly recommend and will be back next year!
Stayed 8 nights in Jul 2022

10/10 Excellent

terri d., Oakton, VA

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

Open Spaces

We so enjoyed our stay on a working farm right on the water - so much open space! Never saw the owners, think they were house across corn field - lots of privacy. House is cozy and comfortable. Cute back deck and fire pit to just sit and take in the views. We boated to beach peninsula, tubed, kayaked/SUP, crabbed/fished (caught couple crabs for early in season), checked out Point Lookout but it was at capacity and just relaxed. No cute towns nearby but easy drive to Solomons. Packed too much food so didn’t ck out any local restaurants, sure crabs & oysters would be good eating.
Stayed 2 nights in May 2022

10/10 Excellent

Sarat Y., Annandale, VA

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

Excellent Property and Location

My dog and I were the guests for this trip. After a grinding year + of working nonstop, I wanted to do my annual get away. The accommodations in the house are great. The kitchen and bathrooms were clean, AC worked well, as did the appliances. The kitchen was stocked with what I needed and the details provided by Phil and Stephanie regarding the property, what to do in the area and check-out process were very easy to read. The outdoor scenery is even better. Gorgeous views of the bay with a nice sunset and blood moon the night I was there. You can fish and go kayaking off of their pier too. Would highly recommend to anybody that wants a quiet, picturesque getaway and are interested in water activities. I will bring my family next time. I gave 4 out of 5 stars for cleanliness only because it would have been nice if the garage was swept. I understand it is a country setting and bugs are unavoidable. Inside was definitely clean. Thanks.
Stayed 3 nights in May 2022

10/10 Excellent

Dawn B.

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

Staycation w/ Cali Fam

We LOVED staying here! If offered all the amenities needed for a fun time with family in a beautiful, comfortable setting. My favorite moments were spent just sitting in the rocker on the back porch and enjoying the view! Will definitely consider renting again for future family get togethers or a romantic getaway with my husband.
Stayed 7 nights in Apr 2022

10/10 Excellent

Barry & Lisa S.

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

We'll be back!

We were there in April and it was a little cold and windy. But the rental was very nice and the view was exquisite! We were baffled by the satellite tv as it kept changing channels on us! lol! It took a couple of times for us to see the pop up asking us if we would like to continue watching the channel. We got a chuckle out of it because we thought we had lost our minds!! You never know at our age what new thing is setting in!! Lol!!
Stayed 2 nights in Apr 2022

About the host

Hosted by Phil Langley

Host profile image
Phil and Stephanie are locals - born and raised in Southern Maryland. Phil is a coast guard approved, licensed charter boat captain who has worked as a commercial waterman. He has spent many years fishing, crabbing and oystering on the Chesapeake Bay. Their appreciation of country living on the Chesapeake watershed has prompted them to extend the Chesapeake Country experience to their fishing clients and others. Captain Phil is eager to share his knowledge - from catching fish to cookin' crabs!

Why they chose this property

When the neighboring farm (Phil's parent's home) became available in 2010, the weekly rental idea stepped closer to reality! This property is a compilation of waterfront, pier, large yard, corn/bean fields, and a comfy - well appointed home - complete with beautiful sunsets and tranquil mornings.

What makes this property unique

It's a wonderful place to experience shore-side, country living - fishing, crabbing, kayaking, sit-n-sip sunset cruises (right next door), or simply enjoying a gorgeous sunset at the pier. Looking for the right spot for your next summer vacation; Fall get-away; that special occasion, or holiday treat? Chesapeake Charm is just the spot! It's just right for a get-away with the girls, a long fishing weekend for the guys, a vacation with the family, a 'new' Thanksgiving tradition or a Christmas retreat - the possibilities are endless.

Languages:

English