See all properties
Entire home

Stunning Waterfront Cottage with Breathtaking Views!

Photo gallery for Stunning Waterfront Cottage with Breathtaking Views!

Living Room
Side View of Cottage
Back yard looking up to deck
Exterior
Main Entrance into Mud Room

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6750 sq ft

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen

Explore the area

Map
Annapolis, MD
  • Annapolis Maritime Museum
    ‪8 min walk‬
  • Annapolis City Dock
    ‪3 min drive‬
  • U.S. Naval Academy
    ‪4 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪38 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

The Captain's Room

1 King Bed

The First Mate's Room

1 Double Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Stunning Waterfront Cottage with Breathtaking Views!

A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in this newly-remodeled and totally upgraded cottage. This 2 BR, 1 BA house sleeps 4-6 people. Features include an open floor plan, with hardwood floors throughout, customized cabinetry, and granite counter tops. The modern kitchen offers all new appliances; stove, microwave, side by side refrigerator, coffee maker, dishwasher and is fully stocked with dishes, cookware and utensils. Everything to cook up a feast! The marble tiled bathroom features a large shower, vanity and the necessities of a home away from home! The living room is furnished with a comfy sleeper sofa, two plush chairs, and a large flat screen TV with cable. A bright and sun-filled room makes a perfect setting for morning coffee or a cozy dinner at the table, seating for four. Double French Doors off the living room open to a deck with a table and chairs overlooking Back Creek and the full back yard. Relax and sit on the deck with a cold drink and enjoy the waterfront views or take advantage of the kayaks provided for you.
The property is only minutes from Historic, Downtown Annapolis and has easy access to the Chesapeake Bay. Convenient shopping is within 2 miles; grocery, pharmacy, liquor stores, as well as some amazing restaurants.
Just footsteps away, The Cottage offers the amenities of the marina which include a pool (in season), a shuttle service to downtown Annapolis, Fitness Center, Wi-Fi, bikes, and a water taxi location.

Just added!! Cottage Rental Experience
• Enjoy a captained boat tour around the city of Annapolis! Tour Historic Annapolis and the US Naval Academy by boat for up to 6 people.

• Rent a boat during your cottage stay.

 2-hour rental
 Half or Full day rental
 For your entire stay at our cottage


We have two (2) boats for you to choose from. One family cruising boat to take in all the sights of Annapolis and one for fishing or cruising.

Contact the Host for details, availably, and costs.



Property manager

Scott Tinkler
Premier Host

Languages

English
Lock

Protect your payment — always book on Vrbo

If someone asks you to book through them or pay them directly before you book on Vrbo, report it.
Find out more

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Waterfront Oasis of Annapolis pool grandeur.

Waterfront Oasis of Annapolis Star

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
10.0 out of 10, (73 reviews)
Waterfront Oasis of Annapolis Star

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 recommended for transport to and from this property

About the area

Annapolis

Located in Annapolis, this holiday home is on the waterfront. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Wild Bird Center and Annapolis Maritime Museum are also worth visiting. Discover the area's water adventures with sailing and fishing nearby, or enjoy the great outdoors with horse riding and ecotours.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Landing Marina - 3 min walk - 0.3 km
  • Annapolis Maritime Museum - 8 min walk - 0.7 km
  • Annapolis City Dock - 3 min drive - 2.4 km
  • U.S. Naval Academy - 4 min drive - 2.1 km
  • Navy-Marine Corps Memorial Stadium - 6 min drive - 4.5 km

Getting around

  • Odenton Station - 27 min drive
  • Fort Meade, MD (FME-Tipton) - 30 min drive

Restaurants

  • ‪The Choptank - ‬9 min drive
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬10 min drive
  • ‪Boatyard Bar & Grill - ‬9 min drive
  • ‪Pusser's Caribbean Grille - ‬9 min drive
  • ‪Carrol's Creek Cafe - ‬9 min drive

Frequently asked questions

Does Stunning Waterfront Cottage with Breathtaking Views! have a pool?

Yes, this property has a pool.

Is Stunning Waterfront Cottage with Breathtaking Views! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Stunning Waterfront Cottage with Breathtaking Views!?

Check-in begins at 3:00 PM.

What time is check-out at Stunning Waterfront Cottage with Breathtaking Views!?

Checkout is at 11:00 AM.

Where is Stunning Waterfront Cottage with Breathtaking Views! located?

Situated on the waterfront, this holiday home is within a 5-minute walk of Annapolis Landing Marina and Annapolis Sailing School. Sparrows Beach and Bay Bridge Market Place Shopping Center are also within 2 miles (3 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. 198 out of 208 reviews
Rating 8 - Good. 10 out of 208 reviews
Rating 6 - Okay. 0 out of 208 reviews
Rating 4 - Poor. 0 out of 208 reviews
Rating 2 - Terrible. 0 out of 208 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jennifer B.

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

Great stay!!

Loved our stay at the unbelievably cute house in a stunning setting. Perfect for families needing more space than a hotel with a full kitchen and living room. Beautifully renovated and decorated. Very convenient to downtown Annapolis and the Naval Academy. Highly recommend!!! Thank you!!
Stayed 3 nights in May 2025

10/10 Excellent

Kathy T.

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

Great stay!

Our family had a great time!Wonderful location. Owner was very responsive and friendly. We did a quick 3-day visit and enjoyed every minute. Easy access to great restaurants and the attractions in Annapolis. Highly recommended !
Stayed 2 nights in May 2025

10/10 Excellent

Beth B.

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

Thank you!

We had a wonderful stay in your cute cottage! It was the perfect place to stay while visiting our son and exploring Annapolis. Highly recommend!
Stayed 2 nights in Apr 2025

10/10 Excellent

Deanne R.

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

Visiting my midshipmen!

Very relaxing. Loved the porch. Spent time outside enjoying the beautify scenery.
Stayed 3 nights in Apr 2025

10/10 Excellent

Melinda A.

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

Waterfront Captains Cottage

Enjoyable. Nice property. Very clean with updated features. If you enjoy being on the water and marina life, great place to stay.
Stayed 3 nights in Mar 2025

10/10 Excellent

Xavier F.

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

Great waterfront cottage

Clean, cute, comfortable and well-equipped little cottage bumped up against Port Annapolis Marina. Beautiful views of all the boats and the marine traffic.
Stayed 3 nights in Jan 2025

10/10 Excellent

Stacy B.

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

Love Love the Captains Cottage

It was just as pictured. Incredibly cute. The closeness to the water/ boats is a huge plus to us! We enjoyed the bakery. We also loved the town and how easy it was to navigate. We used the water taxis or Ubered. Uber was hit or miss - 2 drivers said they couldn’t find us that their gps was taking them into the water….but others found us just fine. We preferred the water taxis anyway. We plan to book again when we’re back in Annapolis - maybe around Christmas time.
Stayed 3 nights in May 2025

10/10 Excellent

Martha D.

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

Beautiful Views

The cottage was lovely & views of the harbor were spectacular.
Stayed 4 nights in Oct 2024

10/10 Excellent

Dirk W., Belgium

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

Wonderful Stay

This is a very nice place and location to stay! Wonderful experience.
Stayed 4 nights in Sep 2023

10/10 Excellent

Catie B.

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

Frequent Guest

I’m becoming a regular here because it is so lovely and cozy! Very convenient to my parents house down the road as well. Five stars again and again.
Stayed 2 nights in Dec 2024

10/10 Excellent

Pete S.

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

Stunning Marina Views and Perfect Annapolis Location!

We had an amazing stay! The view of the water and marina was incredible, and we loved eating crabs out on the deck while watching the boats come and go. The location was perfect—just a short and easy bike ride to the Annapolis city dock area. Would definitely stay here again!
Stayed 3 nights in Sep 2024

10/10 Excellent

Pam B.

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

Beautiful Location

Wonderful home during our USNA 2/C parent's weekend!
Stayed 4 nights in Sep 2024

10/10 Excellent

Teresa G.

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

Wonderful stay

This house had everything we need and was a delightful retreat in the midst of a crazy wedding weekend. We would love to stay again next time we are in town!
Stayed 3 nights in Sep 2023

10/10 Excellent

Brandi W.

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

Perfect getaway for our wedding weekend!

My husband and I have no regrets about staying here during our wedding weekend! We were super impressed with the coziness and cleanliness of the property. Our favorite part was getting to hear the wind whistling through the boats. It brought a sense of calmness during our special weekend.
Stayed 4 nights in Oct 2024

10/10 Excellent

Samantha G.

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

A great weekend

My family and I stayed at the cottage over the weekend, and had a great time! We loved the deck and ease of walking to get coffee in the mornings. It is located away from the bustle of town, but not a far drive at all, which made it a great mix. My kids are already asking to go back!
Stayed 2 nights in Sep 2024

10/10 Excellent

Spencer M.

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

Annapolis area cottage

Cute waterfront property with all amenities. Was lovely waking up to ospreys and sailboats while drinking coffee on the back deck. Great location and plenty of parking.
Stayed 2 nights in Jun 2024

10/10 Excellent

Stephen S.

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

Favorite Annapolis vrbo

3rd time staying in the cottage. Always a great experience. Will definitely be back.
Stayed 3 nights in Jun 2024

10/10 Excellent

Catie B.

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

Charming Cottage

Very well appointed with everything you might need. Lovely location and view of the boats/water/marina. There is a walkable bakery with a playground attached. Perfect for families who need to feed toddlers first thing. A cozy delight. We will be renting again .
Stayed 2 nights in Nov 2024

10/10 Excellent

Bethany D.

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

Quick getaway

The house was just as advertised. It was just perfect for a quick getaway and the perfect location to enjoy all things in Annapolis. Water taxi was a great way to get to downtown. Quiet and relaxing. Would love to go back!
Stayed 2 nights in Oct 2024

10/10 Excellent

Verified traveller

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

Great spot right on the water!

Beautiful views, clean cottage, equipped with everything you need
Stayed 2 nights in Oct 2023

10/10 Excellent

Annie C., Minneapolis, MN/ USA

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

Perfect Cottage

This was the perfect place for our family’s jumping off point for our visits to DC and Annapolis. Great amenities for a relaxing night after exploring all day.
Stayed 3 nights in Jun 2023

10/10 Excellent

Steve M.

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

Bro Trip

Property was great. Very unique cottage with wonderful views. Perfect
Stayed 2 nights in Aug 2024

8/10 Good

Stacy H.

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

Loved this charmingly cozy retreat

Very charming cottage with great amenities and a really great location! Definitely recommended
Stayed 2 nights in Mar 2023

10/10 Excellent

Mark T.

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

Quaint Escape

Lovely spot in a charming town. Perfect getaway
Stayed 2 nights in Aug 2023

10/10 Excellent

Meredith E.

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

Special place

We had the best time- such a special place. House has everything you need and the amenities of the marina are so fun!
Stayed 9 nights in Jul 2023

About the host

Hosted by Scott Tinkler

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback