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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
Interior
Children's area
Fridge, microwave, oven, stovetop
Exterior detail

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, Bay Ridge Beach
    ‪8 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
  • ‪Sammy's Italian Pizza Kitchen - ‬8 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪Oscar’s Coffee - ‬10 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"!

Similar properties

Meeting facility
Historic Inns of Annapolis
Historic District
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
4.5 out of 5, Wonderful, 1,850 reviews
The price is CA $160
CA $230 total
includes taxes & fees
May 25 - May 26
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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. 95 out of 96 reviews
Rating 8 - Good. 0 out of 96 reviews
Rating 6 - Okay. 0 out of 96 reviews
Rating 4 - Poor. 0 out of 96 reviews
Rating 2 - Terrible. 1 out of 96 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Brad H.

Liked: Cleanliness
Clean
Stayed 4 nights in Oct 2025

10/10 Excellent

Steven B.

Liked: Cleanliness
Cozy two bedroom, the development has a private beach quiet neighborhood… nice stay
Stayed 3 nights in Sep 2025

10/10 Excellent

Errol L.

Liked: Cleanliness
"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

10/10 Excellent

Michelle K.

Liked: Cleanliness
Perfect house in a perfect location! We drove from Long Island to visit friends in Severn on our way to NC. This house is perfectly situated on a quiet block across from a creek with beach access via a 5 min walk down the block. We met Winston and Carolyn and they were lovely! We look forward to staying at this house again the next time we visit our MD friends! Winston and Carolyn, thank you for making your home feel like our home! Especially with a 4 year old and 2.5 year old! See you soon :) —barely have pics because we were too busy having fun!!
Stayed 2 nights in Jul 2025

10/10 Excellent

Susan S.

Liked: Cleanliness

Cozy cottage

My BFF and I very much enjoyed our four day stay at the anchors cozy cottage. The queen bed super soft and comfortable, was told the full size bed was a little firmer, but still just as good, cozy sheets, and bedding.Rain showerhead made the shower luxurious I felt very spoiled!TVs with streaming services in each room if you choose to use them.Excellent location you can see the water through the front of the house and it’s just a minute walk down the nice quiet road. Lots of people walking their dogs and bike riders.Private beach for the residence.The owners were very accommodating and answered any questions very quickly.I give this an A rating and would definitely stay again if back in the Annapolis area.
Stayed 3 nights in Jul 2025

10/10 Excellent

Maryann J.

Liked: Cleanliness

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

10/10 Excellent

Bethany M.

Liked: Cleanliness

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

10/10 Excellent

Becky W.

Liked: Cleanliness

USNA Parents Weekend

It was nice to get outside DTA and see another part of Annapolis. 15 minutes from DTA it was quiet and beautiful small cottage perfect for our family. The home was clean and designed well. We would stay again. Thank you!!!
Stayed 2 nights in Sep 2024

10/10 Excellent

Betsy Dinan W.

Liked: Cleanliness

Great weekend getaway!

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

10/10 Excellent

Paul D.

Liked: Cleanliness
Stayed 2 nights in Jun 2024

10/10 Excellent

Laura K.

Liked: Cleanliness

Immaculate and Comfortable Cottage By the Beach

We have stayed in many VRBO properties around the country and "The Anchors" is by far the most pleasant experience we have ever had. The cottage is immaculately clean, thoughtfully fitted out, and in a safe, quiet neighborhood. The beds are comfortable and there is plenty of hot water-these are the most important things we look for in a rental property. The rainfall shower is a pleasant touch! The owners, Carolyn and Winston, are tremendously gracious and accommodating. They made us feel very much at home in this jewel of a cottage! The neighborhood is very quiet and relaxed- you can actually feel your blood pressure go down as you arrive in this laid back community! Cannot wait to return!
Stayed 3 nights in Aug 2024

10/10 Excellent

Paige A.

Liked: Cleanliness
Stayed 3 nights in Jun 2024

10/10 Excellent

Jennifer S.

Liked: Cleanliness

Peaceful and Easy

Clean, well stocked, nice furniture, quiet neighborhood, lots of amenities, good location. I would highly recommend this property. We stayed very comfortably for a week. Went in and out of DC without issue. Check in and out was easy. I'd stay here again.
Stayed 6 nights in Jul 2024

10/10 Excellent

Lauren K., Annapolis

Liked: Cleanliness

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

10/10 Excellent

Judy C.

Liked: Cleanliness

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

10/10 Excellent

Cale, Katy

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
This beautiful cozy little cottage is nestled in a delightful quiet private beach community. The Anchors (owners) are super friendly, attentive and quick to respond to you if you have any questions. Our family of 4 from Katy, Texas, stayed there for 1 week to celebrate our son’s commissioning week and graduation from the US Naval Academy and we thoroughly enjoyed our stay at their cottage. Grocery stores, restaurants, pharmacies, etc. are just minutes away. I highly recommend this beautiful cottage for any couple or small family that wishes to get away, unwind and enjoy the tranquility of a private beach community in beautiful Annapolis, Maryland.
Stayed 8 nights in May 2024

10/10 Excellent

Lauren M.

Liked: Cleanliness

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

10/10 Excellent

Gara S.

Liked: Cleanliness

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

10/10 Excellent

Susan M.

Liked: Cleanliness

Beautiful place

Wonderful
Stayed 4 nights in Sep 2023

10/10 Excellent

Betty S.

Liked: Cleanliness

130th Anniversary of Highland Beach, MD

Excellent, had everything imaginable for my visit away from home, fabulous outdoor space, short distance to important events, no traffic, walk to beach. Very quiet and relaxing on a busy holiday weekend. Try it, you will love it. Sign up before i take your dates! I will return!
Stayed 3 nights in Sep 2023

10/10 Excellent

Ryan C.

Liked: Cleanliness

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

10/10 Excellent

Steven B.

Liked: Cleanliness

Great neighborhood

Immaculate little place, loved the neighborhood, quiet diverse with homeowners, family rentals, young people old people ethnicity diverse. The beach for the little community on Chesapeake Bay is small but nice , gated, is open until midnight had plenty of room for family parties, has a small play ground and volleyball owners were in touch but not intrusive, can’t find a single thing to complain about.
Stayed 3 nights in Jul 2023

10/10 Excellent

Kent C.

Liked: Cleanliness

Oyster Harbor Gem

Winston and Carolyn are extremely nice and thoughtful hosts. The space feels larger than it is with two comfortable bedrooms a nice living area and kitchen. They had the bedrooms, kitchen, and bathrooms extremely well stocked and were very easy to communicate with. We loved Annapolis but it was wonderful to be away from Downtown in a very quiet and extremely friendly neighborhood. We will be back no doubt. Thank you so much Winston and Carolyn!
Stayed 3 nights in Jul 2023

10/10 Excellent

kaya r.

Liked: Cleanliness

Clean & cozy

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

10/10 Excellent

Karen S.

Liked: Cleanliness

Tranquility and comfort

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