Entire home

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

Relax with waterfront views from your cozy retreat then take short strolls to the beach for volleyball games and kayaking adventures.

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

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

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Barbecue grill
  • Washer
  • Parking available
  • Outdoor Space
  • Air conditioning
  • Kitchen

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 manager

Winston & Carolyn

Property amenities

Beach

  • Near the beach
  • Beach towels
  • Beach sun loungers

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking
  • Car required

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Spices
  • Ice maker
  • Cookware/dishes/utensils
  • Coffee grinder

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided

Bathrooms

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

Living spaces

  • Living room

Entertainment

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

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine and dryer
  • Near laundromat

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Local meal delivery service

Location highlights

  • Near a health or beauty spa
  • Near a hospital
  • Near outlet shopping
  • Near the bay

Things to do

  • Tennis on site
  • Birdwatching nearby
  • Casino nearby
  • Surfing/body boarding nearby
  • Marina nearby
  • Wildlife and game walks nearby
  • Jet skiing nearby
  • Fishing nearby
  • Cycling nearby
  • Basketball nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

Similar properties

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

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

About the neighborhood

Map
Annapolis, MD

What's nearby

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

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 ?

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

Reviews

10

Exceptional

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

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

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

Susan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place
Wonderful
Stayed 4 nights in Sep 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

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

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

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

Tina

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

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

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

10/10 Excellent

Jennifer W., Baltimore, MD

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

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

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

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

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

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

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

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 T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great accommodation, great hosts!
The Anchors was a wonderful accommodation for a mixed business & pleasure 8 day trip to Annapolis. The house was immaculate and very well-appointed all around (kitchen, bathroom, bedrooms, linens & blankets, cleaning supplies - everything!). The location is fantastic - a charming, extremely quiet & friendly neighborhood close to downtown Annapolis, DC & Baltimore Airport. Winston and Carolyn are fantastic hosts - extremely attentive and quick to answer questions, as well as kind and friendly. Highly recommend The Anchors for a weekend getaway or week-long visit to the area.
Stayed 8 nights in Jun 2022

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

kelly a.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cottage in the Chesapeake Bay near Annapolis
The cottage is charming, stayed there with my 2 sons, age 11 and 17. Charming neighborhood with a private beach access, playground for kids. Winston and Carolyn are lovely, helpful, wish I’d had more time to get to know them! Short 10 min drive to Annapolis. The sunrise there over the water is beautiful. Highly recommend, their place had everything you might need. I could have stayed forever!
Stayed 3 nights in Jun 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

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

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