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This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.

Vacation home near Annapolis City Dock in Annapolis

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Photo gallery for This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.

A spacious living room with a glass coffee table, a beige sofa, and a view of a water body through large sliding doors.
A hallway with a wooden staircase, a dining area with a cabinet, a potted plant, and a sliding glass door leading to an outdoor seating area.
A living room with a large window, a television, a sofa, and a patterned rug.
A two-story building with a balcony, a lawn with chairs, and a clear blue sky.
A spacious kitchen with wooden cabinets, granite countertops, and a central island.

Entire home

5 bedrooms6 bathrooms5922 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Annapolis, MD
  • Place, Bay Ridge Beach
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪17 min drive‬
  • Place, Annapolis City Dock
    ‪18 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪50 min drive‬

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About the neighborhood

Annapolis

Bay Ridge stay.At this Bay Ridge vacation home, you'll be within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Also, Bay Ridge Beach is within half a mile (1 km) and Bay Bridge Market Place Shopping Center is within 3 miles (5 km).
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What's nearby

  • Bay Ridge Beach - 5 min walk - 0.3 miles
  • U.S. Naval Academy - 17 min drive - 5.8 miles
  • Annapolis City Dock - 18 min drive - 6.2 miles
  • Sandy Point State Park - 30 min drive - 14.8 miles
  • Chesapeake Bay Bridge - 33 min drive - 16.1 miles

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 38 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪The Beacon Restaurant - ‬10 min drive
  • ‪Boatyard Bar & Grill - ‬11 min drive
  • ‪Royal Farms - ‬10 min drive
  • ‪Carrol's Creek Cafe - ‬11 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.

Welcome to Ogelton Overlook. This 5 bedroom / 5 bathroom Coastal Charm sleeps 14 comfortably. This thoughtfully stylish home overlooks the Bay and is your perfect Annapolis escape.
Nestled in a charming coastal neighborhood, this beautifully located home offers the perfect blend of relaxation, comfort, and classic Chesapeake Bay charm. Whether you're visiting for sailing, a weekend getaway, Naval Academy events, or simply to explore the historic waterfront, this home puts you right in the heart of it all. Step inside and feel instantly at home in a bright, welcoming space designed for comfort and relaxation. This inviting property offers the perfect setting for families, couples, and groups looking to experience Annapolis like a local.

Guests love the mix of comfortable living spaces perfect for relaxing after a day on the water. Thoughtfully designed interiors with coastal-inspired touches
Plenty of room to unwind, connect, and make memories. Whether you're enjoying morning coffee before a day of sailing or relaxing after exploring downtown, this home offers the ideal home base. Additionally, you'll have easy access to downtown Annapolis, a quiet neighborhood feel while staying close to everything and a relaxing place to unwind after a day of exploring.
​​​​​​
During your stay you'll be minutes from; the Historic downtown waterfront full of Sailing, Marinas, and Chesapeake Bay views. The local flavor full of incredible seafood restaurants and waterfront dining. Local boutiques for shopping, town favorite coffee shops, and art galleries. Naval Academy events and campus visits.

Spend your day exploring cobblestone streets, watching boats glide across the harbor, or enjoying famous Maryland crab cakes before returning to your peaceful retreat.
​​
We want every guest to have a 5-star stay. You'll enjoy:
Easy self check-in
Clear communication
Local recommendations
A clean, comfortable home prepared for your arrival

​​​​​​Book now and experience the charm, history, and coastal beauty of Annapolis from your own private retreat.

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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • On a lake
  • 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
  • Deadbolt lock

General

  • Unit size: 5,922 square feet

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 10:00 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

Pets

  • No pets 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, a first aid kit, and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

1075754

Frequently asked questions

How close is This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. to the airport?

This vacation home is 23.9 mi (38-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. to the beach?

This vacation home is a short 5-minute walk from Bay Ridge Beach and 3.5 mi (11-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.?

No, there is no casino at this vacation home.

What time is check-in at This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.?

Check-in begins at 4:00 PM.

Is there free parking at This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape.?

Free parking is not available at this vacation home.

Does This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. have a pool?

This vacation home does not have a pool.

Does This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. have a spa?

There are no spa services available at this vacation home.

How close is This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. to downtown Annapolis?

This vacation home is 2.7 mi away from Annapolis.

This thoughtfully styled home overlooks the Bay and is perfect for your Annapolis escape. Reviews

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