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

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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 living room with a large window, a television, a sofa, and a patterned rug.
A spacious kitchen with wooden cabinets, granite countertops, and a central island.
A two-story building with a balcony, a lawn with chairs, and a clear blue sky.
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.

Entire home

5 bedrooms6 bathrooms550 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • 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
    ‪16 min drive‬
  • Place, Annapolis City Dock
    ‪17 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪49 min drive‬

Room options

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The price is €164
includes taxes & fees
19 Jul - 20 Jul
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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.
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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.
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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.
During your stay at this vacation home, you're just a quick walk from Chesapeake Bay. Free WiFi and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 5.5 bathrooms
  • Free WiFi
  • Just a 3-minute walk from Chesapeake Bay and 11 minutes by car from Annapolis City Dock
This vacation home offers its guests barbecue grills. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • 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
  • Living room

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

  • Smoke-free property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

1075754

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