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Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

Annapolis vacation home in Oyster Harbor area

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Photo gallery for Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

Beach nearby, sun loungers, beach towels
A white door with a glass panel and a black handle.
2 bedrooms, desk, iron/ironing board, travel crib
Children's area
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

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

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland Quiet Waters Park
    ‪4 min drive‬
  • Place, Bay Bridge Market Place Shopping Center
    ‪5 min drive‬
  • Place, Historical Society of Talbot County
    ‪7 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪47 min drive‬

Room options

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About the area

Annapolis

Oyster Harbor stay.At this Oyster Harbor vacation home, you'll be within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 miles (5 km).
View more Vacation homes in AnnapolisOpens in a new window

What's nearby

  • Maryland Quiet Waters Park - 4 min drive - 4.2 km
  • Bay Bridge Market Place Shopping Center - 5 min drive - 4.2 km
  • Historical Society of Talbot County - 7 min drive - 4.8 km
  • Bay Ridge Beach - 8 min drive - 6.9 km
  • Carrs Beach - 9 min drive - 6.9 km

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 31 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪The Beacon Restaurant - ‬8 min drive
  • ‪Sammy's Italian Pizza Kitchen - ‬8 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪Starbucks - ‬5 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.

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis

New Outdoor Space for 2026! Enjoy sunrises on the newly built porch. A great space for morning coffee or to spend an evening outdoors. This upscale 2 bedroom, 1 bathroom water view cottage is located in a private beach community off of the Chesapeake Bay. Whether you're looking for a place to relax and recharge or to enjoy water sports, this is the place for you. Just a 5 minute stroll and you’re on the beach or curl up and enjoy the cozy interior of this home. Kitchen has everything you need to prepare meals or store leftovers from one of many nearby restaurants. Located on the shores of the Chesapeake Bay, this property is only 5 miles from downtown historical Annapolis and 35 minutes from Washington DC. Just the spot for a relaxing getaway on your own or a fun packed time with family and friends. This community offers a variety of activities from water sports to beach volleyball. Want to keep up with your exercise routine, try our 1 mile, three station exercise circuit course. Want to take your canoe/kayak out, you have access to the water at the boat ramp just a short walk away. A kid and pet friendly neighborhood with playgrounds and doggie stations nearby for your usage. Check out the video for more information about the neighborhood. Welcome home to "The Anchors"!

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 accessible parking spaces
  • No elevator
  • Single level property
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina

Things to do

  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

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

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:30 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

Check-out instructions

The host requires you complete the following before checking out:
Start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Rules

Please do rearrange any furniture.
To avoid additional fees, do not allow additional guest to stay overnight.

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 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 private host, not a professional engaged in trade or business. 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

Cozy Cottage Beach House Annapolis
Cozy Cottage Beach Annapolis
Cozy Cottage by the Beach
Cozy Cottage by the Beach Minutes From Downtown Annapolis
Cozy Cottage by the Beach<br>Minutes from Downtown Annapolis

Frequently asked questions

How close is Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis to the airport?

This vacation home is 23.3 mi (31-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis to the beach?

This vacation home is 3 mi (8-min drive) from Sparrows Beach and 3.1 mi (8-min drive) from Carrs Beach. Don't forget your sunscreen!

Does Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis ?

No, there is no casino at this vacation home.

What time is check-in at Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis ?

Check-in begins at 4:00 PM.

Is there free parking at Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis ?

Free parking is not available at this vacation home.

Does Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis have a pool?

This vacation home does not have a pool.

Does Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis have a spa?

There are no spa services available at this vacation home.

How close is Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis to downtown Annapolis?

This vacation home is 3.9 mi away from Annapolis.

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 98 out of 99 reviews
Rating 8 - Good. 0 out of 99 reviews
Rating 6 - Okay. 0 out of 99 reviews
Rating 4 - Poor. 0 out of 99 reviews
Rating 2 - Terrible. 1 out of 99 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Steven B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy two bedroom, the development has a private beach quiet neighborhood… nice stay
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Betsy Dinan W.

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

Great weekend getaway!

Great property and great time in Oyster Harbour!
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Lauren K.

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

Wonderful location

The hosts were so attentive and friendly, the location is wonderful- close to downtown yet tucked away in a nice neighborhood away from everything! Perfect getaway, can’t wait to rent this home again in the future.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

kaya r.

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

Clean & cozy

Great location, clean and cozy.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Susan M.

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

Wonderful VRBO

Quiet neighborhood, beautiful home
Stayed 5 nights in Apr 2023
Verified

10/10 Excellent

Lauren M.

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

Great stay!

Oyster Harbor is a wonderful home to stay when in Annapolis. The cottage has everything you need to feel comfortable, make a meal, walk the lovely neighborhood and have easy access to DTA. We are lucky to have found this gem and are sure to return.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Susan M.

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

Beautiful place

Wonderful
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Bethany M.

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

Easy trip for visiting family and Annapolis

Fantastic location - was close enough to downtown Annapolis for easy access but also felt like a beach getaway being just a short the the community beach. Incredibly responsive hosts!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Karen S.

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

Tranquility and comfort

Nicely equipped, very comfortable and lovely location.
Stayed 6 nights in Jun 2023
Verified

10/10 Excellent

Brad H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Ryan C.

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

Great Stay

We loved the community/neighborhood. It was perfect for walks and the beach area was excellent and very well kept. The house was perfect; everything you needed and then some. We felt very comfortable and enjoyed the stay! Would definitely book this property again.
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Errol L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
"Remarkable! To sum it up, my two young children and I had an unforgettable stay. Winston and Carolyn were truly the hosts of all hosts—there aren’t enough stars to give or words to describe how wonderful it was."."
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Tina

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property was quaint and nicely appointed. Comfortable and clean. Hosts were wonderful!
Verified

10/10 Excellent

Hernan

Liked: Cleanliness, amenities, property conditions & facilities, communication
Enough space for us; very close to the water and also super clean and well kept. Would definitely return.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Keyvan

Liked: Cleanliness, amenities, property conditions & facilities, communication
The cottage was wonderful - clean, quiet, and just great. Fit all of our needs. Winston and Carolyn were absolutely fantastic and I look forward to staying again on my next trip to Annapolis. I highly recommend this great place in such a quiet, charming, and safe neighborhood.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Gara S.

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

Oyster Harbor Cottage

We stayed for 4 days and loved it. The cottage was tastefully done and immaculate! A short 5 walk to a private beach was a wonderful bonus. The beds were very comfortable and our hosts Winston and Carolyn were so accommodating. We would definitely go back!
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Judy C.

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

Weekend with grandson

A great location for our weekend in Annapolis with our 6 year-old grandson. Having the beach and playground just down the street was perfect! Clean house. Great local host!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Jennifer W.

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

Perfect spot for a relaxing getaway

We stayed here last year for a long weekend and loved it so much we came back for a full week this year! It's the perfect place to relax and de-stress -- quiet neighborhood, beautiful beach, comfortable house, wonderful hosts. We spent all day on the beach with our 4-year-old and enjoyed trying different local restaurants -- recommended by Winston and Carolyn -- in the evenings. This is a dream spot -- we will be back again!
Stayed 6 nights in May 2022
Verified

10/10 Excellent

Lauren

Liked: Cleanliness, amenities, property conditions & facilities, communication
The Anchors is a wonderful place in every way. The house is beautifully furnished, spotless, has every amenities you could every need and is in one of the best locations in Annapolis. The house is located in a quiet neighborhood surrounded by water Yet a short distance from downtown. The owners are incredibly hospitable and had great communication. Definitely a wonderful place to stay!
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Jim W.

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

Lovely!

Spotless, super comfortable, and very lovely owners. A stone's throw from a little private "beach" with fishing pier and playground. It was great!
Stayed 2 nights in Feb 2021
Verified

10/10 Excellent

robert w.

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

Awesome cottage for Annapolis events

The Host was accommodating and easy to deal with on every way. The property easily accommodated 2 couples and literally is just a few steps from the local beach in a quaint and quiet neighborhood. Also an easy 5-10 minute drive to all local events and experiences around downtown Annapolis and the Naval Academy.
Stayed 4 nights in Feb 2023
Verified

10/10 Excellent

Maria A.

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

Perfect Stay

My husband, my son and I loved the or petty. It was extremely clean and had everything we needed. The are is calm so you have a great night sleep. The owners are very nice and welcoming. Could not ask fir a better stay, it is 15 minutes away from the historic district.
Stayed 3 nights in Mar 2021
Verified

10/10 Excellent

Ashley A.

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

Amazing house!!!

We had an absolutely wonderful stay! The house was immaculate and had everything we needed! Winston and Carolyn were very responsive from the moment we booked the property. We couldn’t have asked for a better experience. We can’t wait to book this property again!
Stayed 4 nights in Aug 2019
Verified

10/10 Excellent

Lauren M.

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

Best Place to Stay!

We have stayed at The Anchors several times when visiting Annapolis and hope you will as well. The home is beautifully and comfortably furnished with all you need. The location is ideal, close to downtown in a beautiful water community ideal for long walks. The hosts are welcoming and really interested in your comfort. We will be back for sure!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Maryann J.

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

Perfect

I would definitely recommend this cottage! I was very impressed with cleanliness of this home. The neighborhood is very quiet and friendly. We booked this home to attend my son’s graduation from the US Naval Academy. It was the perfect distance from the stadium. The beach was very relaxing and private. We hated to leave.
Stayed 6 nights in May 2025