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Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.

Photo gallery for Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.

A modern kitchen with a marble countertop, wooden chairs, and a dining table. - Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. (Annapolis)
A room with a statue, wooden chairs, and a fireplace. - Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. (Annapolis)
A calm marina with boats docked, a bridge in the background, and a sunset reflecting on the water. - Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. (Annapolis)
A riverside view with a bridge, boats, and a grassy area with chairs. - Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. (Annapolis)
A small, single-story house with a red door and a yellow front porch, situated near a body of water with a bridge in the background. - Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. (Annapolis)
Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. provides amenities like a firepit and a garden. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

1 bathroomSleeps 465 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Add dates for prices

About this property

Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.

  • (August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early.
    The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch.
    We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.



    The cottage is all yours, and its self check-in, but please reach out on the app or on Jim's cell for anything at all!
    Check-in: After 4:00 PM (early check-in when available)
    Check-out: 11:00 AM (late check-out when available)
    Please:
    No smoking
    No pets
    No parties or events
    Quiet Hours 9 pm to 9 am


    Groceries: Grauls, on Taylor Avenue. Go out to Ridgely Avenue, turn Right. Go about 3 blocks and Grauls is in the strip mall on the right. 8 minute walk.

    Liquor, Beer, Wine: In the Walgreens, of all places! Same strip mall as Grauls. In the back left hand corner inside the Walgreens. Good selection of everything. Even shorter walk to Chessie's Wharf, for an amazing selection of RAR Brewing's finest drafts!

    Local places to eat and drink – all within 5 minute walk - turn right at the bottom of our street, on Ridgely Avenue:
    Bakery: Great Harvest baking – on Ridgely Avenue just a couple of hundred yards up on the left, just beyond the gas station. Go-to favorite: Mocha Scones

    Coffee Shop: Bean Rush Café - Annapolis St. (the next street over, take a left off Ridgely on Monterey, then right on Annapolis St.

    Breakfast: Evelyn’s- Annapolis St.

    Dinner: In Grano, "Drawing inspiration from Italy, Japan, Spain, Greece, and beyond, In Grano’s menu promises an elevated, global dining experience."

    Ice Cream: Always Ice Cream - next door to Bean Rush Café - topped Fodor's list of ice cream places in the USA! (Note: Annapolis Ice Cream Company/Always Ice Cream Named Top 12 Ice Cream Shop by Fodor's Travel!!)

    West Annapolis Progressive dinner: 1) round of drafts at Chessie's wharf while you wait for your table at In Grano 2) Fine Dining at In Grano (safe space for ice cream) 3) Always Ice Cream

    Pizza, Pasta: Bella Italia, in same shopping center as Grauls, at end of Ridgely Avenue (at corner of Ridgely and Taylor)

    The whole place. This is a stand-alone cottage. Access to private waterfront and dock.
    TV / WIFI / Netflix
    Air conditioning
    Fully Equipped Kitchen
    Nespresso Machine or French Press, or Drip Coffee Maker
    Beautiful Dining Nook
    Comfy Queen with expansive Water Views , and a Comfortable Queen sofabed
    Full Bath with all essential Amenities
    Hair Dryer
    Clothes Iron
    Extra Pillows and Blankets
    Screened-in Porch overlooking Weems Creek
    Serene environment
    Picnic area on the dock.
    Fire pit on the hillside
    Private Dock
    Use of Stand-Up Paddle boards
    Use of Canoe
    Use of Kayaks
    Use of 17' Boston Whaler (for experienced boaters, and at extra cost)

    “Our stay at Jim’s place was perfect for a weekend away. We’ll definitely book again! – Steve, March 2021”

    "We had a lovely stay at Weems Creek Cottage. It is so quaint, quiet, and thoughtful. We loved the scenery, the bedside view of the sunset over the river was stunning. We slept so well, absolute peace and immediate comfort. It’s also in a really cute area, nice little local restaurants and cafes nearby, and we enjoyed walking/driving to downtown Annapolis. Very easy to find, SO clean and very well designed, private and intimate, just really cute and charming spot. Jim was very friendly, responds immediately and provides all the information you could possibly need! We will definitely be returning in warming weather. Highly recommend!" (January, 2025)

    The original 1910 cottage studio was fully refurbished with charming décor and your comfort in mind.

    In addition to the studio and screened-in porch, all of our guests have access to our waterfront backyard complete with fire pit, Adirondack chairs and fantastic views of Weems Creek: the boats, the birds and the sunsets!

    Be sure to walk on down to the picnic area - on our private dock! There you can decide between the paddle boards, kayaking, or taking our boat out on to the Severn River or down to City Dock for a drink or a bite! (Experienced Boaters: Reach out to us about using our 17' Boston Whaler for an extra cost )

    Over the summer, the dock picnic area is also the perfect setting for your own classic Maryland Crab Feast! For the chefs and adventurous at heart, we've got all the necessary pots and mallets to give it a go yourself. If you're not up for the mess - we can definitely tell you where to enjoy a crab feast in town.

    Be sure to take a quick stroll through our neighborhood to grab local delicacies at the Great Harvest Bread Co, the Bean Rush Cafe and all the rest that the village of West Annapolis has to offer. Our location is pretty amazing.

    Plus, we are only a few minutes' walk to the US Naval Academy’s Gate 8, the entrance to the historic Annapolis campus and Navy-Marine Corps Memorial Stadium!

    Friends, we hope you will enjoy your stay with us, and please, come again!

    “I have stayed in the cottage in all 4 seasons and each has its own unique beauty. It is a great home away from home.” – Darcy, December 2021”

    Short walks to many things. 1.5 miles to Annapolis City Dock. Ride sharing apps.
    Pro tip: At City Dock, take the water taxi to Davis' Pub in Eastport, then do a progressive walking lunch or dinner on your way back to the city dock through Eastport, over the beautiful Spa Creek drawbridge - and back to the City Dock!

    5 minutes walk to: Bean Rush Cafe/Coffee, Evelyns, Naval Bagels, RAR Brewing/Chessie's Wharf, In Grano, Positano, Always Ice Cream, Great Harvest Baking, and more.
    Easy walk to the Navy stadium or St. John's College.
    1.5 miles to Annapolis City Dock area or USNA Gate 1 (even closer to Gate 8)

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • DVD player
  • Games
  • Netflix
  • Smart TV
  • Streaming services

Outdoor areas

  • Barbecue grill
  • Dock
  • Firepit
  • Garden
  • Picnic area
  • Porch/lanai

Work spaces

  • Computer monitor
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Change of towels on request
  • Iron/ironing board

Location highlights

  • On a river
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Recycling
  • Some LED lighting used
  • Towels (changed on request)
  • Unit size: 700 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

No smoking indoors, or on the screen porch. No pets. No parties.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
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 first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 18255733

About the neighborhood

Located on the waterfront, this cottage is in West Annapolis, a neighborhood in Annapolis. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. Traveling with kids? Consider Helen Avalynne Tawes Garden, or check out an event or a game at Navy-Marine Corps Memorial Stadium. Visit our Annapolis travel guide
View more Cottages in Annapolis
Map
Annapolis, MD

What's nearby

  • A grand hall with ornate columns, a large staircase, and flags.
    U.S. Naval Academy
    2 min drive - 1.4 km
  • A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.
    Maryland State House
    3 min drive - 2.1 km
  • Helen Avalynne Tawes Garden
    11 min walk - 1.0 km
  • Navy-Marine Corps Memorial Stadium
    12 min walk - 1.1 km
  • St. John's College
    2 min drive - 1.4 km

Getting around

  • Odenton Station
    20 min drive
  • Fort Meade, MD (FME-Tipton)
    24 min drive

Restaurants

  • Taco Bell
    5 min drive
  • Graul's Market
    10 min walk
  • Leo
    3 min drive
  • Bean Rush Cafe
    6 min walk
  • Rams Head Tavern
    2 min drive

Frequently asked questions

Is Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.?

Check-in begins at 4:00 PM.

What time is check-out at Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities.?

Check-out is at 11:00 AM.

Where is Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. located?

This family-friendly Annapolis cottage is located on the waterfront, within 1 mi (2 km) of Helen Avalynne Tawes Garden and U.S. Naval Academy. Peters Cove and Navy-Marine Corps Memorial Stadium are also within 15 minutes.

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Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Plebe Parent's Weekend - and all your USNA activities. Reviews