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Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy

Photo gallery for Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy

A view through a doorway to an outdoor patio with a wooden deck, chairs, and a view of a lake.
A patio with outdoor furniture, a concrete path, and a view of a lake with trees and a dock.
A dock extending into a calm body of water with a house in the background and an American flag on a flagpole.
A dining area with a table, chairs, and a view of a garden through large windows.
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a granite countertop.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Sandy Point State Park

Popular amenities

  • Patio
  • Toys
  • On-site fitness centre
  • Kitchenette
  • Barbecue grill
  • Air-conditioning

Explore the area

View in a map
Annapolis, MD
  • Place, Sandy Point State Park
    ‪17 min walk‬
  • Place, Chesapeake Bay Bridge
    ‪5 min drive‬
  • Place, U.S. Naval Academy
    ‪12 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪44 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2nd Bedroom

2 Double Beds

Bedroom 3

1 Double Bed

Master Bedroom

1 King Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

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

Add dates for prices

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  • Washing machine
  • Dryer
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About the area

Annapolis

Located in Annapolis, this holiday home is near theme parks and on the waterfront. Maryland World War II Memorial and Hammond-Harwood House are local landmarks, and some of the area's attractions include Helen Avalynne Tawes Garden and French Soldiers Monument. Maryland Hall for Creative Arts and Paul Reed Smith Guitars are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Sandy Point State Park - 17 min walk - 1.5 km
  • Chesapeake Bay Bridge - 5 min drive - 3.8 km
  • U.S. Naval Academy - 12 min drive - 12.1 km
  • Navy-Marine Corps Memorial Stadium - 13 min drive - 13.2 km
  • Annapolis City Dock - 15 min drive - 13.9 km

Getting around

  • Odenton Station - 29 min drive
  • Baltimore Washington International Airport (BWI) - 35 min drive

Restaurants

  • ‪Wawa - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Jimmy Cantler's Riverside Inn - ‬12 min drive
  • ‪Jersey Pizza - ‬8 min drive
  • ‪O'Loughlin's Restaurant - ‬9 min drive

Frequently asked questions

Is Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy?

As of 30 Oct, 2026, prices found for a 1-night stay for 2 adults at Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy on 29 Dec, 2026 start from S$1,397, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy?

On-site parking is available at the property.

What time is check-in at Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy?

Check-in begins at 4:00 PM.

What time is check-out at Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy?

Checkout is at 10:00 AM.

Where is Annapolis Charm Waterfront Private Fishing Dock Pier Near Beach & Naval Academy located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Sandy Point State Park, Chesapeake Bay and Northern Chesapeake Bay. Sandy Point Beach and Chesapeake Bay Bridge are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 22 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 1 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Beautiful property, wonderful location, and great hosts

This house, and the host, are fantastic. Already looking forward to staying there again. Highly recommended!
Stayed 2 nights in Sep 2024
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your kind words! We’re thrilled to hear you enjoyed your stay at our Annapolis Charm waterfront home and that you’re already looking forward to a return visit. It was truly a pleasure hosting you, and we appreciate your recommendation. We can’t wait to welcome you back for another relaxing Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Peaceful waterfront getaway

Cute, quiet, updated, well-kept rental with a scenic backyard and dock on Meredith Creek. Excellent access to Bay Bridge and Annapolis. Would stay again!
Stayed 2 nights in May 2022
Response from VrboOwner on 26 Jun, 2022
We are so happy you enjoyed your quiet waterfront getaway at Annapolis Charm and that you appreciate our new renovations and our scenic views. We look forward to hosting you again. Thank you!
Verified review

10/10 Excellent

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

Lovely; Just as described

We had a lovely time at Annapolis Charm. Beautifully appointed, extremely clean, and a peaceful location!
Stayed 5 nights in Jun 2023
Response from VrboOwner on 24 Sept, 2024
We’re thrilled to hear that you had a lovely time at Annapolis Charm and enjoyed the peaceful location. It’s wonderful to know that the home’s cleanliness and beautiful appointments met your expectations. We hope to welcome you back for another relaxing stay in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heather was amazing! She was so accommodating and made the whole stay stress free and enjoyable. The house was exactly as photographed (if not even better in person) she had thought of everything one could need during the say! One of the best VRBO experiences I’ve had!
Stayed 2 nights in Oct 2025
Response from VrboOwner on 12 Dec, 2025
Thank you so much for this wonderful review! We’re thrilled you had such a stress-free, enjoyable stay and that the home felt even better in person. We put a lot of care into making sure everything you might need is ready and waiting, so it means a lot to hear that came through. We’d love to host you again anytime!
Verified review

10/10 Excellent

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

Awesome 😎 place

If your looking for a clean and private location with outstanding views from anywhere in the house… this is what you are looking for
Stayed 2 nights in Jun 2022
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your awesome review! We’re thrilled you enjoyed the clean, private setting and the beautiful waterfront views from every part of our Annapolis Charm home. It means a lot to us that you had such a great stay, and we’d love to welcome you back for another relaxing Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Great Retreat

The 3 of us enjoyed our stay! Heather was incredibly responsive and had wonderful recommendations. It was a great getaway on the water with a clean, updated, lovely interior.
Stayed 2 nights in Sep 2023
Response from VrboOwner on 24 Sept, 2024
We’re so glad to hear that you enjoyed your stay at Annapolis Charm Waterfront Retreat. It’s great to know that our recommendations were helpful and that you found the home clean, updated, and lovely. We appreciate your kind words and hope to welcome you back for another wonderful getaway on the water soon!
Verified review

10/10 Excellent

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

We had a great stay!!

A family trip to visit our daughter at the Naval Academy. We loved the property and our stay! My mom is mobile so the upstairs bathroom wasn’t a problem, (but keep that in mind if you’re traveling with anyone who has a hard time with stairs). We will definitely be back!!
Stayed 4 nights in Feb 2023
Response from VrboOwner on 24 Sept, 2024
We’re so glad to hear that you enjoyed your stay while visiting your daughter at the Naval Academy. We appreciate your feedback regarding the upstairs bathroom, and we're happy it worked out for your family. We would love to welcome you back for another visit—there’s always more to explore in the area!
Verified review

10/10 Excellent

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

BEAUTIFUL PROPERTY!

We had a great time fishing and grilling for the weekend! House was stocked with most essentials you would need on a getaway. Thank you Heather and family for sharing this great property with us! We hope to visit again soon.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 23 Sept, 2024
Thank you so much for your wonderful 5 STAR Review! We’re thrilled to hear that you had a great time fishing and grilling during your weekend getaway. It’s great to know that our home had everything you needed for a relaxing stay. We would love to welcome you back to Annapolis Charm anytime! Thank you for choosing our property, and we hope to see you again soon!
Verified review

10/10 Excellent

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

Terrific house!

Annapolis Charm will not disappoint! It is well appointed with many amenities and is spotlessly clean. This property is centrally located too. The owner is a pleasure to work with. We highly recommend this property.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 24 Sept, 2024
We’re excited to hear that you found Annapolis Charm to be well-appointed and spotlessly clean, as well as centrally located. Your kind words about our responsiveness mean a lot to us. We truly appreciate your recommendation and hope to welcome you back for another wonderful stay soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home - clean and well appointed, with everything we needed. A perfect stay. Absolutely gorgeous setting along the river. We loved the outdoor space for relaxing and much-needed family time with our Midshipman after Plebe Summer. Heather was so easy to work with and very responsive. Would definitely return!
Stayed 4 nights in Aug 2025
Response from VrboOwner on 16 Aug, 2025
Thank you so much for your thoughtful review! We’re delighted to hear that Annapolis Charm Waterfront Rental provided the perfect space for your family time after Plebe Summer. It’s wonderful to know you enjoyed both the comforts of the home and the relaxing outdoor spaces along the river. We truly appreciate your kind words about our communication, and we wish your Midshipman continued success at the Naval Academy. We’d be honored to welcome you back anytime!
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Thoughtfully prepared

A beautiful home convenient to Annapolis, and well maintained. The design and furnishings were functional, comfortable, safe, and beautiful. All the little details of a welcoming host.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 23 Sept, 2024
Thank you for your lovely review! We’re so glad to hear that you enjoyed your stay at Annapolis Charm and found the home convenient, well-maintained, and beautifully designed. We strive to create a welcoming atmosphere, and your kind words about the details mean a lot to us. We hope to welcome you back for another wonderful stay soon!
Verified review

10/10 Excellent

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

Awesome weekend escape

Perfect for our weekend with friends. View was beautiful, had a bon fire, lots of birds & nature. Accommodations were perfect, comfortable beds, nicely stocked kitchen. A lot of thoughtful items for guests. Just loved it! Will come back!! Thank you Heather!!
Stayed 2 nights in Oct 2023
Response from VrboOwner on 23 Sept, 2024
We’re thrilled to hear that you had an awesome weekend escape with your friends. It’s great to know that you enjoyed the beautiful views, bonfire, and the abundance of nature around you. We’re glad the accommodations exceeded your needs, and we truly appreciate your kind words about the thoughtful details we provide for our guests. We can’t wait to welcome you back for another lovely stay! Thanks for taking the time to review us!
Verified review

10/10 Excellent

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

Beautiful Views

This property felt like home right away. It is a bit off the beaten path which was just what we needed. The dock, sunporch, and water views were amazing. We really had everything we needed and plenty of space and comfort. Our host was so helpful and gracious. We highly recommend staying here for those looking to unwind away from DTA with quick and easy access when you do venture out.
Stayed 2 nights in Sep 2022
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your thoughtful review! We’re so happy to hear you felt right at home at our Annapolis Charm waterfront cottage. It’s wonderful to know you enjoyed the peaceful setting, the dock, the sunporch, and the beautiful water views. We love offering a relaxing retreat just a short drive from Downtown Annapolis (DTA) — perfect for unwinding while still staying close to everything. We truly appreciate your recommendation and look forward to welcoming you back for another Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Definitely a Charmer in Annapolis

Beautifully decorated house with attention to details. Property and photos were as described. Wonderful views of the water. We even saw a bald eagle fly overhead and land! Quiet and very relaxing. Definitely recommend and give this property 5 stars. Everyone in our group wants to return for another stay.
Stayed 2 nights in Oct 2023
Response from VrboOwner on 23 Sept, 2024
We’re delighted to hear that you enjoyed the beautifully decorated house and the wonderful views of the water. Seeing a Bald Eagle fly overhead must have been an incredible experience! We truly appreciate your recommendation and the 5-star rating. It would be a pleasure to welcome you and your group back for another relaxing stay at Annapolis Charm! Thanks for taking the time to leave this spectacular review!
Verified review

6/10 Okay

Liked: Check-in, communication, listing accuracy

Great weekend getaway!

Had a great weekend here! Probably only for adults and if you’re okay with driving/uber/cab 15-20 min to get anywhere but its very quiet and the outdoor space is SO nice. A nice getaway. Definitely also not for 6 people as there is one bathroom. Kitchen has everything you need and the games at the house were a nice touch! Hosts very accommodating and easy to contact!
Stayed 2 nights in Oct 2022
Response from VrboOwner on 24 Sept, 2024
We’re so glad to hear you had a wonderful weekend and enjoyed the quiet outdoor space. Your feedback about the driving distance and the bathroom situation is appreciated; it helps future guests plan accordingly. There was heavy traffic during your stay due to a local event, which is not typical. We’re thrilled that you found the kitchen well-equipped and enjoyed the games provided! It was a pleasure hosting you, and we hope to welcome you back for another relaxing getaway soon!
Verified review

10/10 Excellent

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

The best

Lovely, perfect home to getaway and relax . Love this house, the space, the views. Everything about this home was perfect for us. The decor is beautiful and modern loved the style and color selections. There are games available which we took time to play, for us it’s the simple things that matter and we took time to enjoy them all!
Stayed 2 nights in Apr 2022
Response from VrboOwner on 26 Jun, 2022
We are so glad that you enjoyed your relaxing waterfront getaway at Annapolis Charm and that you appreciate the new design and decor. Super excited that you enjoyed the games as well! Thanks again for your stellar review and We look forward to to your next visit to Annapolis Charm.
Verified review

10/10 Excellent

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

Cozy and calming

My husband I stayed 5 nights. The house was immaculate, tastefully decorated, and homey. Two of our grandchildren came over and we played games. Heather the owner, was responsive and helpful. Great enclosed porch overlooking the water.
Stayed 5 nights in Dec 2023
Response from VrboOwner on 23 Sept, 2024
We’re thrilled to hear that you and your husband enjoyed your five-night stay at Annapolis Charm and found the house immaculate and tastefully decorated. It’s lovely to know that you had quality time with your grandchildren playing games on the enclosed porch overlooking the water. We appreciate your kind words about our responsiveness, and we hope to welcome you back for more memorable moments in the future! Thank you for taking the time to leave this stellar 5 Star Review!
Verified review

10/10 Excellent

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

Exceeds expectation

This property is more impressive than advertised. The remote, quiet neighborhood is surprisingly close to Annapolis, and felt safer than anticipated. The condition of the property and its contents is first rate. It is spacious and well laid out with plenty of seating in the house, enclosed porch, and fire pit area. The beds were exceptionally comfortable. The view alone was worth the stay.
Stayed 2 nights in Oct 2024
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your amazing review of Annapolis Charm Waterfront Retreat! We’re thrilled to hear the property exceeded your expectations and that you enjoyed the peaceful setting, comfortable accommodations, and beautiful waterfront views. We’re proud to offer a quiet retreat that’s still just a short drive to downtown Annapolis. It means so much to know you appreciated the layout, amenities, and relaxing atmosphere. We would love to welcome you back for another Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Peaceful

From arriving to leaving, my children and I enjoyed time together. Thank you for the use of the kayaks and fire pit. The gift basket had something for everyone. The home was comfortable from the kitchen to the bedrooms. We would have loved to stay longer. We will be back. Thank you.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 14 Aug, 2025
Thank you so much for your kind words! We're so happy to hear that you and your children enjoyed your stay! It means a lot to know the home felt comfortable and welcoming for your family. We'd absolutely love to host you again—next time, hopefully for a longer visit! 💛
Verified review

10/10 Excellent

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

STUNNING & a must stay!

We had the most incredible weekend at Annapolis Charm! The house is gorgeous and clean. We really enjoyed the enclosed porch area overlooking the water and we utilized the fireplace inside while we watched a movie at night. My husband used the kayak one afternoon which was really fun for him. The house was so clean and comfortable, the kitchen was stocked with all the essentials you would need and Heather was very fast to respond with any and all questions we had. It was about a 12 minute drive to downtown Annapolis which was very convenient for us. I really could go on and on about what a great stay we had. We can’t wait to come back!
Stayed 2 nights in Mar 2023
Response from VrboOwner on 24 Sept, 2024
We’re so happy to hear that you had an incredible weekend at Annapolis Charm. It’s great to know that you enjoyed the enclosed porch and the cozy fireplace during your movie night. We are glad that you found the kitchen well-stocked and the house comfortable. We appreciate your kind words about our responsiveness, and we're delighted the location worked well for your plans. We can’t wait to welcome you back for another great stay—there’s always more to explore!
Verified review

10/10 Excellent

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

Nice place

This house was quaint, comfortable and very clean. It was well-appointed with comfy beds and couch, good internet and TV entertainment options, nice welcome basket and bottle of wine to greet us. As advertised, there is only one (nice sized) bathroom but note that it is upstairs with the bedrooms. As a suggestion to the owner, the TV area could use some extra lamps for reading while on the couch. We were fine with no dishwasher with just two of us, but for a larger group, note that there is no dishwasher.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your thoughtful review! We’re so happy to hear you found our Annapolis Charm waterfront cottage clean, comfortable, and well-equipped for a relaxing stay. It’s great to know you enjoyed the welcome basket, entertainment options, and cozy touches throughout the home. We also appreciate your helpful feedback regarding additional lighting by the TV area — it’s a wonderful suggestion, and we’ve already addressed it. We hope to welcome you back soon for another Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Lovely home

This house is very well kept! Very nice and clean inside and out! The little things like the welcome gifts and the firewood for the fire pit were very much appreciated! The only negative thing about the house (more like area) is that right next door there is what appears to be an abandoned house with broken windows and an overgrown yard. Again, that's not at all a reflection of this house or the owner! It is just a short maybe 10 minute drive into Annapolis which was super nice! I would absolutely stay at this place again!
Stayed 2 nights in Jul 2023
Response from VrboOwner on 24 Sept, 2024
We’re so glad to hear that you found our home well-kept and clean, and that you appreciated the welcome gifts. Your feedback about the neighboring property is noted, and we appreciate your understanding that it doesn’t reflect on our home. The property next door was recently sold and when the renovations are completed it will be stunning. We’re thrilled that the short drive into Annapolis added to your experience. We would love to welcome you back for another stay in the future!
Verified review

10/10 Excellent

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

Low key family stay

Our family of 4 spent several days at this lovely, newly renovated waterfront home in early June. The property is right in the water with its own dock, in a quiet neighborhood easily accessible to Annapolis. Everything was pristinely clean, with all new appliances, furniture, linens, dishes and cookware. The downside to the newness is that there were no pantry basics, not enough towels and blankets, and no iron, but those were minor inconveniences. The big backyard on the river was fantastic, and where we spent most of our time playing yard games, watching the kids catch fireflies, and just relaxing. Great property!
Stayed 4 nights in Jun 2022
Response from VrboOwner on 27 Apr, 2025
Thank you so much for sharing your experience! We’re thrilled your family enjoyed a relaxing stay at our newly renovated Annapolis Charm waterfront home. It’s wonderful to hear you loved the backyard by the river, the private dock, and the peaceful setting close to downtown Annapolis. We appreciate your thoughtful feedback regarding the pantry items, towels, and iron — you will be happy to know that we added them all for future guests and for your next stay. We are continuously improving to make each stay even better. We’d love to welcome you back for another memorable Chesapeake Bay getaway!
Verified review

10/10 Excellent

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

Great mini vacation

what a great little place for us to enjoy a few days of R&R with our friends! Right outside of Annapolis, close to everything, but at the same time it's also a quiet place away from everything. We loved it so much we found it hard to leave the peace and quiet of the dock - we spent most of the time just sitting around talking, laughing, crabbing, fishing, and most importantly, making memories. The house is HUGE compared to the pictures online and has absolutely everything you could need. We grilled out one night and then ate our catch the second night (kitchen is fully stocked and even tho we brought our own oil, spices, sugar, etc - there was more than enough already there. Same for laundry detergent). The Master BR is plenty big and the second BR was more than adequate for our friends. Nothing but great things to say about this property and would stay here again in a heartbeat!
Stayed 2 nights in Aug 2022
Response from VrboOwner on 27 Apr, 2025
Thank you so much for your wonderful review! We’re thrilled to hear you and your friends had such a memorable and relaxing stay at our Annapolis Charm waterfront cottage. It’s great to know you enjoyed the spacious layout, peaceful dock, crabbing and fishing right from the property, and the fully stocked kitchen. We love hearing that guests find it hard to leave the tranquility here! Thank you again for your kind words — we can’t wait to welcome you back for another Chesapeake Bay getaway filled with more memories!
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