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

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

Beach nearby, sun-loungers, beach towels
Outdoor dining
Exterior
Smart TV, video games, books
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen
  • Parking available
  • Outdoor space

Explore the area

View map
Annapolis, MD
  • Maryland Quiet Waters Park
    ‪5 min drive‬
  • Annapolis City Dock
    ‪10 min drive‬
  • U.S. Naval Academy
    ‪11 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Room options

Similar properties

Outdoor dining

Waterfront Getaway, Dock Your Boat & Play!

  • Washer
  • Dryer
  • Pet-friendly
  • Air conditioning
5.0 out of 5, Exceptional, 2 reviews
The price is NZ$574
includes taxes & fees
8 Sept - 9 Sept
Waterfront Getaway, Dock Your Boat & Play!

About the area

Annapolis

With a stay at this vacation home in Annapolis (Oyster Harbor), you'll be within a 10-minute drive of Bay Bridge Market Place Shopping Center and Historic Mount Moriah AME Church. .This vacation home is 6.6 mi (10.6 km) from U.S. Naval Academy and 2.8 mi (4.5 km) from Historical Society of Talbot County.
View more Holiday homes in AnnapolisOpens in a new window

What's nearby

  • Maryland Quiet Waters Park - 5 min drive - 3.8 km
  • Annapolis City Dock - 10 min drive - 8.2 km
  • Annapolis Maritime Museum - 10 min drive - 7.6 km
  • U.S. Naval Academy - 11 min drive - 7.9 km
  • Navy-Marine Corps Memorial Stadium - 12 min drive - 10.6 km

Getting around

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

Restaurants

  • ‪Bay Ridge Wine & Spirits - ‬5 min drive
  • ‪Carrol's Creek Cafe - ‬9 min drive
  • ‪Royal Farms - ‬8 min drive
  • ‪Davis' Pub - ‬9 min drive
  • ‪Forward Brewing - ‬9 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

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"!
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a desk and a microwave.
Take in the views from a garden and make use of amenities such as barbecue grills.
Guests will find features like internet access and onsite parking.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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.
  • Single level property
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • 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

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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

We should mention

A car is required for transportation to and from this property

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

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

Reviews

10

Exceptional

Rating 10 - Excellent. 93 out of 94 reviews
Rating 8 - Good. 0 out of 94 reviews
Rating 6 - Okay. 0 out of 94 reviews
Rating 4 - Poor. 0 out of 94 reviews
Rating 2 - Terrible. 1 out of 94 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

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

10/10 Excellent

Tina

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

10/10 Excellent

Ling P.

Liked: Cleanliness

What a pleasant stay

I rented this house almost 2 years ago for my mid’s commission week. The Winston couple are the best host of Annapolis I have met in the past 4 years. The house is spotless and has everything we need. We held a postgraduation party and Winston couple helped us to turn it to successful party. What a pleasant stay!! I believe that Winston couple become our friends and we definitely will come back in the future.
Stayed 8 nights in May 2023