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Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown

Photo gallery for Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown

Waterfront beauty
Waterfront home with natural lighting
Double decks with sweeping waterfront views
3rd floor cozy TV area in large open area
3rd floor dining table for 8 with 4 bar stools at counter.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym

Explore the area

View in a map
Annapolis, MD
  • Place, Bay Ridge Beach
    ‪4 min drive‬
  • Place, Maryland Quiet Waters Park
    ‪4 min drive‬
  • Place, Bay Bridge Market Place Shopping Center
    ‪4 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Twin Bunk Bed

4 bathrooms

Bathroom 1

Towels provided · Bathtub or shower

Bathroom 2

Towels provided · Shower only

Bathroom 3

Bathtub or shower

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden
Dining area

About this property

Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown

NOTE: USNA COMMISSIONING WEEK RENTAL requires a minimum of 4 nights between May 16 and May 23. Maximum sleeping capacity is 10, please.
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect for families or small groups, like book clubs or reunions!
BEDROOMS: 5 BRs w 4 queens and 1 full-over-full bunk bed sleep up to 10 guests. Denver Mattress Company mattresses & soft Supima cotton sheets comfort you, every night. BR 1 & BR 2 have private BAs. BR 1, BR 2 & BR 3 have private sliding doors leading onto the lower deck with its water front view. BR 4 (full-over-full bunk bed) & BR 5 (queen bed) front a quiet, single lane road.
ATTRACTIONS: 15-min drive to Naval Academy & downtown Annapolis. 8-min drive to Quiet Waters Park. 5-min drive to a Giant grocery, Starbucks, restaurants & a pharmacy. 5-min walk to historic Highland Beach & the Chesapeake Bay.
DINING AREA: Perfect for cooking & eating together! Dining table with 8 chairs and 4 bar stools nearby at the counter. Deck chairs & a foldable table make deck meals a convenient option.
KITCHEN: Top floor, NUT-FREE, well-stocked, well-equipped kitchen has plenty of chef’s items in the pantry, new electric range & granite countertops. The sink has an Instant Hot and an under-the-sink reverse osmosis water system. The Bosch dishwasher is so quiet that you’ll barely hear it cleaning for you.
TOP FLOOR: Open floor design to maximize waterfront view. Regulation-size ping pong table, TV, games & puzzles are available. Top floor has a bright, gourmet kitchen, full BA & home office/fitness room. Half-covered upper deck for outdoor relaxation.
NEIGHBORHOOD: Scenic, low-traffic street popular with joggers. 5-min walk to Chesapeake Bay & to the historic Highland Beach community.
VIEW: 100-ft waterfront view with a Living Shoreline and a wildlife critical area. Turtles or ducks may visit at high tide. Hummingbirds, butterflies & more may visit the pollinator-friendly garden. Either deck or large backyard are ideal for family games, meditation, yoga or tai chi. Postcard sunset! No pier.
WATER: All household water arrives filtered and drinkable from the well. The kitchen has an under-the-sink reverse osmosis system and an Instant Hot.
WIFI: Free to our guests & provided by Verizon.
EXTRAS: hair dryer, iron & ironing board, deck chairs & garage use. Generous driveway & street parking accommodate 5 cars.
NOTE: Due to a child's allergy, this is a NUT-FREE VACATION HOUSE. Do not bring nuts inside, please.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Gym

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House Rules

Check in after 3:00 PM
Minimum age to rent: 28
Check out before 12:00 PM
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Children

Children allowed: ages 0-17
Supervise kids due to multiple stairs, deck, art
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Events

No events allowed
No loud music/events from 10 PM to 8 AM all 7 days
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Take out the trash
Turn off the lights and lock the doors
Please put your recycling items into the yellow container and your garbage into the black containers. Roll both containers up the driveway to curbside for a Monday early AM pickup.
Please turn off all exterior and interior lights.
Please lock deck doors and the front, back and side yard doors.
Failure to complete these may result in a negative review from the host.
NO NUTS inside of the house (due to a food allergy child), please.
No parties or more than 10 guests overnight, please
No drinks or food on the bedroom level, please.

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
Onsite parties or group events are strictly prohibited
Note from host: No loud music/events from 10 PM to 8 AM all 7 days
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

About the neighborhood

Annapolis

Located in Annapolis, this vacation home is on the waterfront. Annapolis Golf Club and Annapolis Landing Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wild Bird Center and Annapolis Maritime Museum. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting. Discover the area's water adventures with kayaking, motor boating, and sailing nearby, or enjoy the great outdoors with cycling.
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Map
Annapolis, MD

What's nearby

  • Bay Ridge Beach - 4 min drive - 2.1 km
  • Maryland Quiet Waters Park - 4 min drive - 3.5 km
  • Bay Bridge Market Place Shopping Center - 4 min drive - 3.5 km
  • Annapolis Golf Club - 5 min drive - 2.8 km
  • Carrs Beach - 6 min drive - 3.4 km

Getting around

  • Odenton Station - 27 min drive
  • Fort Meade, MD (FME-Tipton) - 31 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Sammy's Italian Pizza Kitchen - ‬8 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Adam’s On Fourth - ‬9 min drive

Frequently asked questions

Is Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown?

As of Apr 15, 2026, prices found for a 1-night stay for 2 adults at Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown on Apr 19, 2026 start from $711, 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?

Onsite parking is available at the property.

What time is check-in at Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown?

Check-in begins at 3:00 PM.

What time is check-out at Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown?

Check-out is at 12:00 PM.

Where is Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown located?

Situated on the waterfront, this vacation home is steps from Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 24 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Courtney T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very welcoming and the stay was great. Would do again!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Erin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for a larger group. Love the neighborhood and water views. The host was very proactive, and we were surprised to find a kitchen stocked with food and little gifts! This is a small thing, but a lot of rentals don't do it - all the bedrooms had blackout curtains! Overall, great experience and would rent again if we came back to town.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Danielle H.

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

Great family get away

House was clean, spacious and perfect for a get away.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Brandi G.

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

Great property Super View

Really enjoyed our stay. It’s was so convenient to the Academy and retail. Outstanding choice!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Mary Jo W.

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

Family Wedding

We enjoyed the beautiful view and short walk to the pier.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Mike G.

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

Sibling Weekend

Loved the spaciousness, water view and proximity to Eastport and Annapolis. Was perfect for the 5 adult couples in our siblings reunion. Would certainly recommend this house to others.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Daniel C.

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

Room and a View!

Quiet and spacious property on the water with excellent accommodations for hosting family and friends alike.
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Brittany D.

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

Fantastic for Families

Our stay was absolutely amazing! The view and proximity to the beach were great. Our family enjoyed the large upstairs kitchen area for coming together.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Abby M.

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

Perfect weekend getaway

Our weekend here was amazing. The house was beautiful and perfect for our multi-generational family group. The house, including the kitchen, was beyond well-stocked. Benjamin and Madeline were the perfect hosts. We are alreadt planning our next visit. Thank you!
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Andrew M.

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

Great House

Great house in beautiful, historic, walkable neighborhood. House was very clean and well stocked. Lovely view overlooking the water.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Aaron J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home with views overlooking a scenic picturesque view of the water. Two beautiful decks overlooking nature's sunrise and AMAZING sunsets. 5 couples returning to Annapolis to celebrate our 35th reunion from the United States Naval Academy. Upon arrival, the houuse was immaculate. Clean and the owners even purchased some supplies to welcome us. We spent numerous evenings enjoying cocktails and old stories. The house was accommodating and coffee overlooking the water was special for each of us!We will DEFINITELY stay again. One of the BEST hidden gems in Annapolis!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Sharon B.

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

Wonderful house! Convenient location!!

We had a wonderful stay at this beautiful home tucked away in a historic and scenic beachside community. The beds were great; kitchen excellently supplied; and the back deck provides a beautiful view. It’s an easy drive to historic Annapolis. Great overall experience! Thank you!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Lisha H.

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

Birthday celebration

We stayed for my daughter’s 21st birthday and found the home to be a perfect fit for our family and friends to gather.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Jerome H.

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

Annapolis Wedding are Retreat for Family

Fantastic. Modern, clean, well provisioned and owners do a terrific job of labeling things around the house to help you use everything properly.
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Joseph B.

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

Home away from home!!!

Everything was immaculate. Couldn't ask for a better place to stay! Proximity to downtown, proximity to the Academy. Worth every penny!!!!! Thank you!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Laura S.

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

A Wonderful Family Gathering

We thoroughly enjoyed our family gathering in this beautiful home. It was spacious and comfortable with a gorgeous view. We relaxed and played games and utilized the gorgeous kitchen to prepare our family meals. We are all so grateful for having been able to be together in such a perfect setting.
Stayed 5 nights in Nov 2022
Verified

10/10 Excellent

Benjamin C.

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

Sailing weekend in Annapolis

Our sailing team very much enjoyed our stay, the house is very new and everything is super clean and is in great condition. It was a great quiet location for our team to unwind after long days on the water. The ping pong table provided some great competition. The large kitchen was clean and well stocked.
Stayed 2 nights in Nov 2022
Verified

10/10 Excellent

Anna S.

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

Perfection!!!

This pristine, spacious home on a beautiful, sparkling, quiet cove is an ideal getaway! The homeowners are so thoughtful and their attention to detail and comfort for their guests is the best we've ever seen! We rent quite a bit in the Annapolis area...this is by far THE BEST VRBO!!
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Verified traveler

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

Absolutely Divine

We had a really wonderful family gathering in this handsome home on the waterfront. It was clean, well designed, spacious and luxurious at the same time. We enjoyed going for walks and the very friendly neighbors. Thank you to Benjamin and Madeleine our very gracious hosts.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Troy F.

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

Relaxing and Peaceful Stay

The space was as advertised and quite lovely. The location is perfect and the view of the water is peaceful and beautiful. The home is comfortable and has all the amenities needed. The kitchen was large and accommodated our entire group. I appreciated the history and references to African American history and lineage. We will definitely book again.
Stayed 3 nights in Jul 2023
Verified

8/10 Good

Brianne F.

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

Nice long weekend in Annapolis

Overall, the house was as described and very comfortable! The decks had nice views of the water. The kitchen was very well stocked and all guests felt very comfortable. The neighbors were also very kind. Only criticism we had is we traveled with a young infant who needed a pack n play. I think an improvement for this property would include a basic pack play with a sheet and a high chair as it is hard to bring these items when traveling on flight, which we had to bring ourselves.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Suzanne Bear H.

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

Quiet on the water

The house was perfect for our family of six. We used each of the five bedrooms. This house is new, with a great layout and decks on two levels that overlook the water. The kids 8 and 11 (and some adults) played ping pong, which was an added treat. The kitchen is roomy and served us well. We only made breakfast, but it would have been perfect for making more substantial meals. We spent much of the time touring Annapolis and on the water, a convenient distance from the VRBO. A ride on the skipjack Wilma Lee was a highlight. If you want a clean, comfortable and relaxing get away, I recommend this property.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

D H.

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

Family Fall Retreat @ Thanksgiving

The property was lovely. The host paid a lot of attention to details & comfort. We sincerely appreciated their hospitality. There were two small items present but they did not affect an enjoyable stay for our family. (1) - The treads on the very top step of each of the beautiful hardwood flights of stairs were loose and could be hazardous. (2) - We could not get the garbage disposal in that very beautiful kitchen to work. All-in-all, it was a lovely and enjoyable property.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Matthew D.

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

Annapolis gathering

Our stay in Annapolis was a short and sweet 3-day visit for a wedding--my original focus was to have enough space for everyone to get ready without waiting in line. The property provided so much more than enough room. The entire house was very clean, well-appointed, and smartly laid out. The kitchen was stock with a wide range of food to get the weekend started off without the need to spend hours in the local grocery store. Throw in a great ping-pong table to make it even more fun. My only two minor suggestions would add some comfortable Polywood deck furnishings and possibly another tv or two. Bottomline: Worth every penny and we're looking forward to a return trip much sooner than later.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Eric B.

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

Overall, a great stay w/small caveats...

Overall, it was a great house and great stay... I would rent again if I was in the area b/c it was a great location...Small caveats... Property advertised as waterfront which it is but the waterfront directly in front of the property is completely blocked by trees... Property also advertised as having two decks but there was no furniture on the decks... There were some plastics chairs in an upstairs closet but not quite the same as some deck furniture... Finally, there was a leak under the kitchen sink while we were there and instead of sending a plumber we were told to turn off a valve, find the leak and put something under the sink to catch the water... I was surprised they didn't send a plumber to fix it but we were only staying a couple nights...The host was easy to communicate w/and did let us check in a couple hours earlier then the stated check in time... They offered for us to stay longer on check out day as well but we had already left...
Stayed 2 nights in Jul 2025

About the host

Hosted by Benjamin

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