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

Private kitchen
Living area
Interior
Living area
Living area

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

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

Explore the area

Map
Annapolis, MD
  • Maryland Quiet Waters Park
    ‪7 min drive‬
  • Annapolis City Dock
    ‪10 min drive‬
  • U.S. Naval Academy
    ‪16 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪17 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

1 bathroom

Bathroom

Toilet · Shower only

Spaces

Kitchen
Outdoor play area
Garden
Dining area

About this property

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 manager

Winston & Carolyn
Premier Host

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:30 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

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

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Annapolis

Located near the beach, this holiday home is in Oyster Harbor, a neighbourhood in Annapolis. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travellers 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Annapolis, MD

What's nearby

  • Maryland Quiet Waters Park - 7 min drive - 4.7 km
  • Annapolis City Dock - 10 min drive - 7.4 km
  • Annapolis Maritime Museum - 10 min drive - 7.2 km
  • Navy-Marine Corps Memorial Stadium - 11 min drive - 9.1 km
  • U.S. Naval Academy - 16 min drive - 10.6 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Little Italy - ‬7 min drive
  • ‪Boatyard Bar & Grill - ‬9 min drive
  • ‪Carrol's Creek Cafe - ‬9 min drive
  • ‪Annapolis Yacht Club - ‬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 ?

Checkout is at 10:30 AM.

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

Located in Oyster Harbor, this holiday home is within 3 miles (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 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 89 out of 90 reviews
Rating 8 - Good. 0 out of 90 reviews
Rating 6 - Okay. 0 out of 90 reviews
Rating 4 - Poor. 0 out of 90 reviews
Rating 2 - Terrible. 1 out of 90 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

Paul D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Jun 2024

10/10 Excellent

Laura K.

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

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, check-in, communication, location, listing accuracy
Stayed 3 nights in Jun 2024

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 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

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

Cale

Liked: Cleanliness, amenities, property conditions & facilities, communication
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, 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

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

Susan M.

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

Beautiful place

Wonderful
Stayed 4 nights in Sep 2023

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

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

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

Kent C.

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

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, check-in, communication, location, listing accuracy

Clean & cozy

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

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

Tina

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

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

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

Karen (Casey) S.

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

Adorable little house

We loved staying here! Everything is updated. Kitchen tools very high quality. Appreciated all the extras found in the pantry. Bed super comfy. Nice pillows. Backyard is lovely. Street is quaint and quiet. Quiet beach is a 5 minute walk away. We enjoyed hiking in Quiet Waters Park and Thomas Point Park also. Friendly neighbors and friendly owners who live next door!
Stayed 4 nights in Apr 2023

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

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

About the host

Hosted by Winston & Carolyn

Host profile image

Premier Host

They consistently provide great experiences for their guests