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Chesapeake Charm

Photo gallery for Chesapeake Charm

Air view of creek opening to the Chesapeake Bay
Your home-away-from-home!
Lots of room to play!
View across creek-side yard.
Large country kitchen.

Reviews

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

Popular amenities

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

Explore the area

Map
Dameron, MD
  • St. Mary's College of Maryland
    ‪16 min drive‬
  • Elms Beach Park
    ‪16 min drive‬
  • Point Lookout State Park
    ‪18 min drive‬
  • Leonardtown, MD (LTW-St. Marys County)
    ‪32 min drive‬

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.

Property manager

Phil or Stephanie Langley

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
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.
Map
Dameron, MD

What's nearby

  • St. Mary's College of Maryland - 16 min drive - 14.4 km
  • Elms Beach Park - 16 min drive - 12.5 km
  • Confederate Memorial Park - 17 min drive - 16.7 km
  • Point Lookout State Park - 18 min drive - 16.3 km
  • Patuxent River Naval Air Station - 21 min drive - 21.6 km

Restaurants

  • ‪St James Deli and Spirits - ‬13 min drive
  • ‪Hacienda Los Guayabos - ‬14 min drive
  • ‪The Quarters at Pier450 - ‬15 min drive
  • ‪Courtney's Restaurant-Seafood - ‬15 min drive
  • ‪The Great Room - ‬16 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 within 9 miles (15 km) of First District Community Park and Cardinal Gibbons Park. Elms Beach Park and St. Mary's College of Maryland are also within 9 miles (15 km).

Reviews

9.8

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. 82 out of 90 reviews
Rating 8 - Good. 5 out of 90 reviews
Rating 6 - Okay. 2 out of 90 reviews
Rating 4 - Poor. 0 out of 90 reviews
Rating 2 - Terrible. 1 out of 90 reviews

9.4/10

Cleanliness

10/10

Check-in

9.4/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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

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

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

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

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

10/10 Excellent

Sherry R.

Heaven touches Earth.
Beautiful piece of property on the water. Home is lovingly cared for. Special attention given to details to make your stay enjoyable.

10/10 Excellent

Racquel K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice & quiet
It was a great way to spend a long weekend to get away from it all. But close enough to go out and pick things up without it being a bit to do.
Stayed 3 nights in Feb 2021

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

10/10 Excellent

Lee W., Pollock Pines, CA

Cookies and Milk!
Great place for families. Arrived to find much appreciated cookies and milk. House spacious and comfortable. View of Bay just as beautiful as pictured. Most special were the outdoor games and enormous lawn for playing.

10/10 Excellent

Rachel P.

Liked: Cleanliness, check-in, location, listing accuracy
Perfect getaway for rest and relaxation.
Beautiful location with amazing sunsets. Rural setting yet close to attractions and necessities. House is cozy and comfortable and had everything we needed. Lots of wildlife around (deer, rabbits, eagles, water fowl, owls) and large yard perfect for lawn games. Just wish we could have caught some crabs off the pier- may have been too cold and late in the season though.
Stayed 4 nights in Nov 2020

10/10 Excellent

Sharon H.

Peaceful, clean and comfortable
Chesapeake Charm has all that you need for a restful getaway. The house is very clean, comfortable and well equipped. Snacks and drinks in the kitchen make a welcoming arrival. Very cosy during the cold weather this week. Great spaces outside to sit quietly, enjoy conversation and have fun. This little place is a gem right by the water.
Stayed 3 nights in Dec 2017

10/10 Excellent

Lydie K.

Perfect house to relax and amazing view
Our family really enjoyed our stay. The house is beautiful, with a lot of charm and the view is just amazing. The kids had a really good time riding the bikes or just playing outside (as did our dog), and we also enjoyed the kayaks. Stephanie and Phil are really easy to work with. This house is perfect with you want to relax and enjoy time with your family or friends. We'll be back soon! Lydie
Stayed 3 nights in Mar 2018
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!
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Roger L.

Waterfront Retreat
If you enjoy water related activities in a tranquil setting then this is a must rental. We towed our boat from Ohio and launched it across the creek from the property. The dock easily accommodates boats of varying sizes. We were able to enjoy cruising around the picturesque creek which has easy access to the Bay. The crabbing was excellent and we had steamed crabs every night during our stay. Phil and Stephanie were very accommodating and the house was clean and well maintained. Every summer we rent waterfront homes in Maryland and I can honestly state that this was one of our best rentals.

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

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

10/10 Excellent

Aaron L.

Exceeded all expectations.
What a great long weekend. The house and property are maintained in great condition. The house has everything you need to feel at home. We were able to catch enough crabs for a couple good dinners. The kids had a great time hand-lining for crabs, kayaking, fishing, playing in the yard, etc. The end of the dock ended up being a great place to watch fireworks in every direction on the 4th. The garage was outfitted with a grill, some fishing tackle, a firepit, cornhole boards, and many other fun things to do. Phil and Stephanie obviously care about the guests' experience, and it really shows. We definitely plan to be back.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Brenda D.

All around best place we have stayed for vacation
Couldn't of asked for a nicer, peaceful place to stay. Phil and Stephanie answered all our questions when we had them and love the little basket of goodies on the counter (nice idea). The house was clean and laid out nicely. Loved the use of the garage. Was great having a place to keep coolers, bait and to open both sides and steam and eat crabs out there. Nice breeze. Property is wonderful. Our dog loved it. Loved seeing deer all the time. Walked down to our private pier every morning and checked the crab pots and just sat and enjoyed the wonderful view. We brought our boat and it was so nice to be able to keep it there all week. Definitely would come back again and recommend the Chesapeake Charm to any of my friends. Brenda and Harry

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

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

About the host

Hosted by Phil or Stephanie 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