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Captain's Retreat! Newly Renovated - few steps from the beach!

Photo gallery for Captain's Retreat! Newly Renovated - few steps from the beach!

Exterior
Beach
Living area
Outdoor dining
Exterior detail

Reviews

9.8 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 123500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Outdoor Space

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland Quiet Waters Park
    ‪6 min drive‬
  • Place, Bay Bridge Market Place Shopping Center
    ‪6 min drive‬
  • Place, Bay Ridge Beach
    ‪7 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Master Bedroom

1 King Bed

Second King Bedroom

1 King Bed

Third Floor Loft

2 King Beds and 2 Twin Beds

Third Queen Bedroom

1 Queen Bed

2 bathrooms, 1 half bathroom

Main Floor Half Bath

Toilet

Master Bath

Bathtub · Toilet · Shower only

Second Full Bath

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden

About this property

Captain's Retreat! Newly Renovated - few steps from the beach!

Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay! Steps to the Beach and a large community playground. With three large decks, enjoy nature, sitting with a glass of wine or coffee in the morning. Gourmet Kitchen opens to a deck with plenty of seating to enjoy outdoor entertaining. Perfect for large groups or multiple families. Custom solid wood bunk beds - Twin XL's over Kings! High end furniture! Hotel Luxury Mattresses! TV's in every bedroom! High Speed Internet!
Our prices include all fees. No hidden fees.

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 11:00 AM
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Children

Children allowed: ages 0-17
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Events

Events allowed: family gatherings and birthday parties
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Please refrain from eating and drinking on the white couches.
Please Place outdoor cushions in the outdoor bin when raining.

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 20
Host has indicated there are no carbon monoxide detectors or gas appliances 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Annapolis

Located near the beach, this vacation home is in Arundel on the Bay, a neighborhood in Annapolis. Annapolis Golf Club and Annapolis Landing Marina are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Annapolis, MD

What's nearby

  • Maryland Quiet Waters Park - 6 min drive - 4.5 km
  • Bay Bridge Market Place Shopping Center - 6 min drive - 4.5 km
  • Historical Society of Talbot County - 7 min drive - 5.1 km
  • Bay Ridge Beach - 7 min drive - 3.8 km
  • Carrs Beach - 8 min drive - 5.9 km

Getting around

  • Odenton Station - 28 min drive
  • Fort Meade, MD (FME-Tipton) - 32 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Bay Ridge Wine & Spirits - ‬7 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Sammy's Italian Pizza Kitchen - ‬9 min drive
  • ‪American Legion - Post 226 - ‬22 min drive

Frequently asked questions

Is Captain's Retreat! Newly Renovated - few steps from the beach! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Captain's Retreat! Newly Renovated - few steps from the beach!?

As of Mar 27, 2026, prices found for a 1-night stay for 2 adults at Captain's Retreat! Newly Renovated - few steps from the beach! on Apr 27, 2026 start from $730, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Captain's Retreat! Newly Renovated - few steps from the beach!?

Check-in begins at 4:00 PM.

What time is check-out at Captain's Retreat! Newly Renovated - few steps from the beach!?

Check-out is at 11:00 AM.

Where is Captain's Retreat! Newly Renovated - few steps from the beach! located?

Located in Arundel on the Bay, this vacation home is within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center is 3 mi (4.8 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 1 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

m a.

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

Retirement

Weekend to celebrate ritirement in Annapolis with family/friends
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Verified traveler

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

Great Family House

The house was very nice. The loft was great for the cousins to sleep in. It was close to my brother’s house so it made it perfect for family to stay here. It’s a great location.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

CJ F.

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

Enjoyed our stay

We enjoyed our stay at this property. The setup of the house was great, especially having a bunk room upstairs. There was plenty of room for the 10 people we had in our group.
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

Verified traveler

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

Reunion

The place was great.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Thephil R.

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

Lovely and relaxing stay near the Bay

We had a large multi family gathering, 4 adults and 4 kids. Has plenty of room to spread out. Kids loved the loft upstairs. Quiet location and a quick drive in DC to see the city sites.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

scott r.

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

Review

Clean and comfortable
Stayed 3 nights in May 2023
Verified

4/10 Poor

Kelly A.

Liked: Check-in
Disliked: Cleanliness, location, listing accuracy

Meh

We often stay in VRBO's. This one was at the bottom of our list as far as quality goes. Home looks poorly maintained. It needs a good cleaning and updates (rugs, sheets, towels are in rough shape). We won't be back.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Jillian A.

Liked: Cleanliness, communication, location, listing accuracy

Beautiful home, responsive host, and wonderful location!

We had such a nice stay at this property. It is 2 blocks from a nice little private beach, with shallow enough water that it was great for our young children, and not too cold in August. There is also a playground a block up the street in the other direction. Getting into downtown Annapolis is an easy drive of about 12-15 min depending on location. The house itself has a really nice, open floorplan on the main level, and the bedrooms are quite comfortable. Everything is beautifully decorated. We had some minor trouble checking in for our stay, but the host responded immediately and helped us over FaceTime. Thank you so much - we would definitely come back!
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Nancy M B.

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

Beautiful, spacious and clean rental home

Our family stayed for a weekend, and had plenty of space in the bedrooms, dining room, kitchen and closets for all of our stuff. There were lovely beach decor artwork, modern furniture and lighting/fans as well as central AC. The kitchen was well stocked with everything we needed. Only complaint was that the deck in backyard had not been cleaned in ages and had pollen stuck to all the chairs and table. We had to brush and hose it all down for about an hour and a half! The rest of the house was immaculate however. Would definitely re-book this property!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Andy B.

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

Awesome vacation home

The house was spacious, had ample seating and beds, and a short walk to a beautiful small beach and park. It was exactly what we wanted in a vacation house. Highly recommend!
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Carol K.

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

So Relaxing.

Our group of 4 adults really enjoyed spending Labor Day Weekend at Arundel on the Bay. Between the extremely comfortable beds, relaxing couches, fully equipped kitchen, and lovely outdoor spaces we hardly needed to leave the house except to enjoy short walks to the waterfront and throughout the neighborhood. Grocery, restaurants, etc. are just a short drive away. Just what we needed to relax from hectic city life.
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Emily B.

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

A local gem

What a wonderful stay! The house is beautiful and perfect for a larger group and the location is so nice for the best of all worlds - walk to the bay, short drive to downtown Annapolis etc. I cannot say enough positive things about this rental. Run don't walk and book this great location!
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Lindsay M.

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

Awesome house for your group getaway!

This place was huge, clean, and offered plenty of community space for gathering. Lots of amenities and close to stores etc. but still in a private residential area.
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Tad J.

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

Book With Confidence!

Simply put, this home is amazing. The owner spared no expense while decorating inside and out. Everything is new, clean and beautiful. My family stayed at the home (ages ranging 6 to 76) and everyone was thoroughly impressed with the accommodations. If you have kids, they will love the bunkbeds on the 3rd floor. The neighborhood was very quiet and peaceful (always a concern of mine) and there is a little beach just a block away. The owner was very responsive with any questions and the check-in/check-out process was simple. Don't hesitate to book this property!
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Ann O.

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

Wonderful Annapolis home!

We loved our stay…the home is beautiful—decorated so tastefully with everything we could have needed. Dan was very communicative and quick to respond to any questions. Beach is just down the road and a quick walk. Quiet neighborhood. Plenty of room for 4 teenage boys and 2 couples. We loved it!
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Camille G.

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

Fourth of July Weekend

We absolutely loved this house, and the neighborhood that it was in. The house accommodated everyone’s needs, the rooms were spacious and clean and the bathrooms felt like you were in a spa lol. We loved how close the house was to the beach, and I think that was our favorite part. The house is very welcoming and is 100% true to the pictures seen on Vrbo.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Will M.

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

Great place & location

Hope to return
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Precious D.

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

DC Graduation Stay

Fantastically well-appointed home in a beautiful community, and steps from the beach! Short commute to DC. We stayed for three nights. Our only regret is we couldn’t stay longer!
Stayed 3 nights in May 2022

About the host

Hosted by Dan Bernstein

Host profile image
Dan and Jaime, husband and wife team. We are passionate about hosting a great experience for our guests! We love our Annapolis property and hope you enjoy your stay as much as we do! Every detail, from the type of mattress to the fit and finish of our property is curated to provide our guests with the best experience possible.

Why they chose this property

We fell in love with the location! The property is sandwiched almost equidistance from a private beach and awesome family playground. The street is super quiet and perfect for taking walks in the neighborhood. You walk out the home, turn right and you are just steps from the Water! Tons of wildlife, beautiful birds, roaming deer and foxes are commonly seen wandering the neighborhood.

What makes this property unique

Private Backyard! Amazing top floor loft with custom solid wood bunk beds perfect for large groups or families! Kids will love hanging out on the top floor! Private Beach and Picnic area just a short stroll from the property! Neighborhood is super quiet and private. Easy to relax and unwind!

Languages:

English
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