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Entire home

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
Exterior
Outdoor dining
Property grounds
Fridge, microwave, oven, stovetop
Nestled in a private beach community off the Chesapeake Bay, The Anchors offers a serene water view escape. Whether you're looking to recharge or enjoy water sports, this cozy cottage is perfect for relaxation and fun. With its fully-equipped kitchen and nearby restaurants, you'll have everything needed to prepare meals or store leftovers.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

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

Add dates for prices

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"!

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

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.
  • Single level property
  • 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

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

Pets not 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

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

About the neighborhood

Located near the beach, this vacation home is in Oyster Harbor, a neighborhood in Annapolis. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travelers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Wild Bird Center and Annapolis Maritime Museum are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Visit our Annapolis travel guideOpens in a new window
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Maryland Quiet Waters Park - 5 min drive - 2.4 miles
  • Annapolis City Dock - 10 min drive - 5.1 miles
  • Annapolis Maritime Museum - 10 min drive - 4.7 miles
  • U.S. Naval Academy - 11 min drive - 4.9 miles
  • Navy-Marine Corps Memorial Stadium - 12 min drive - 6.6 miles

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

Frequently asked questions

Is Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 4:00 PM.

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

Check-out is at 10:30 AM.

Where is Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis located?

Located in Oyster Harbor, this vacation home is within 3 mi (5 km) of Bay Bridge Market Place Shopping Center, Maryland Quiet Waters Park, and Historic Mount Moriah AME Church. Historical Society of Talbot County and Annapolis Golf Club are also within 3 mi (5 km).

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities
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

Reviews

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

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

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

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

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

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

10/10 Excellent

Jill M.

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

great weekend getaway

Great little house. Perfect our anniversary weekend.
Stayed 3 nights in Aug 2022

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

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

10/10 Excellent

Susan M.

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

Beautiful place

Wonderful
Stayed 4 nights in Sep 2023

10/10 Excellent

Tina

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

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

10/10 Excellent

Jennifer S.

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

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 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

10/10 Excellent

Becky W.

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

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

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

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

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

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

10/10 Excellent

Steven B.

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

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

Jennifer S.

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

Lovely retreat

We had a wonderfully relaxing long weekend at this comfortable little home. Beautiful sunrise at the private beach. Quiet evenings. All within a short drive to downtown Annapolis. Check out Quiet Waters Park while you are here. Winston and Carolyn are gracious and responsive hosts. We’ll be back!
Stayed 3 nights in Sep 2022

10/10 Excellent

Emily G.

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

Wonderful Getaway!

Our getaway to Oyster Harbor was wonderful. Winston and Carolyn were amazing host. They answered all my questions immediately. The cottage was cozy, clean, and beautifully decorated. I plan to return again in the future. Thank you Winston and Carolyn!
Stayed 3 nights in Aug 2022

10/10 Excellent

Katherine R.

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

Perfect getaway cottage

This cottage was every bit as cute as represented. I can’t say enough about this place as everything was perfect. Super clean. Well appointed. Comfortable. And what wonderful hosts. They went the extra mile to be sure I had everything I needed. I hope to stay here again!
Stayed 4 nights in Oct 2022

10/10 Excellent

Betty S.

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

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

Ling P.

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

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

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