Entire home

Private Pier Waterfront Jolly Roger mins to DTA

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Property grounds
Property grounds
Exterior
Marina
Interior

Entire home

4 bedrooms3 bathroomsSleeps 122400 sq ft

Popular amenities

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

Explore the area

Map
Crownsville, MD
  • Maryland Renaissance Festival
    ‪13 min drive‬
  • Westfield Annapolis Mall
    ‪18 min drive‬
  • U.S. Naval Academy
    ‪22 min drive‬
  • Washington, DC (DCA-Ronald Reagan Washington National)
    ‪55 min drive‬

Room options

About the neighborhood

Crownsville

Located in Arden-on-the-Severn, this vacation home is within a 15-minute drive of Eisenhower Golf Course and Joyces Marina. The vacation home includes a kitchen, a balcony, and a dining area.

What's nearby

  • Maryland Renaissance Festival - 13 min drive - 9.4 miles
  • Westfield Annapolis Mall - 18 min drive - 8.3 miles
  • Navy-Marine Corps Memorial Stadium - 21 min drive - 15.9 miles
  • U.S. Naval Academy - 22 min drive - 16.1 miles
  • Annapolis City Dock - 23 min drive - 16.8 miles

Getting around

  • Odenton Station - 20 min drive
  • Baltimore Washington Intl. Airport (BWI) - 32 min drive

Restaurants

  • ‪Chick-fil-A - ‬18 min drive
  • ‪McDonald's - ‬18 min drive
  • ‪Starbucks - ‬18 min drive
  • ‪Big Bean - ‬19 min drive
  • ‪Mi Pueblo II - ‬18 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Pier Waterfront Jolly Roger mins to DTA

Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The private pier is open to guests and offers many water sporting opportunities during your stay! Nestled in the desirable quiet Arden on the Severn community. There are kids' and adult kayaks, canoes, stand-up paddle boards, fishing poles and crab traps. There are plenty of life jackets in the meticulous boat house. Sit on the back deck with unobstructed water views of the Severn River through the new glass railing. The deck has plenty of seating, a dining table and a gas grill.

Head inside the home to the living space on the main floor that stretches across the kitchen, family and dining rooms - all with MILLION DOLLAR WATER VIEWS. The Main Floor Master Bedroom has a King bed (split with individual controls), master bath with multiple shower heads, a bidet and a walk-in closet. There are two more guest rooms on the main floor with Queen beds that share a full bath in the hall.

The lower level is perfect for families with a large guest room with Queen Bed, a full bath and bunks for 4 kids or teens. Additional outdoor living space includes a large back yard, downstairs covered patio and a built-in firepit. The home is wonderful for families and friends coming in for that special Naval Academy or boat show event, or looking to take in the sights and sounds of Greater Annapolis.

SLEEPING ARRANGEMENTS 4 BR / 3 BA / Sleeps 8 adults and 4 kids/teens in bunks:
Main Floor Suite:
-King bed (Split with individual controls)
-Private Bathroom with Shower, bidet and vanity
-Large walk-in closet

Bedroom 1 on Main Floor:
-Queen bed
-Full Hall Bath

Bedroom 2 on Main Floor:
-Queen bed
-Full Hall Bath

Bedroom on lower level:
-Queen Bed
-Full Hall Bath

Bunk Room on lower level
-2 Bunks (4 Twin beds)
-Full Hall Bath

HIGHLIGHTS:
-Wrap-around deck with glass railing and water views a dining table and plenty of seating
-Water access from private pier on the Severn River
-BBQ Gas grill (propane tank provided)
-Spacious kitchen with stainless steel appliances
-Covered Patio on lower level
-Firepit
-Adult and kid kayaks (Life jackets provided)
-Lower level recreation room with foosball and indoor/outdoor ping pong table and TV
-Dining room table seats 10-12
-High Speed Internet and WiFi
-Smart Flatscreen TV's
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Parking for multiple cars in driveway
-Full Laundry room with washer & dryer located inside the home
-Dogs allowed with $150 non-refundable fee paid prior to checkin

Property Distance to:
-Downtown Annapolis – 13 miles
-U.S. Naval Academy – 13 miles
-Washington, DC – 32 miles
-Baltimore - 25 miles

*Amenity & Supplies starter pack, coffees and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid.
* All beds are made for you with freshly-laundered sheets & towels.

House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Be respectful of the house and contents - it is someone's home and the owners do come back from time to time to stay in their property. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • 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

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Balcony
  • Firepit
  • Garden
  • Gas grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • On a river
  • On the waterfront

Things to do

  • Foosball table
  • Kayak
  • Table tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming 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)

General

  • Garden
  • Unit size: 2,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property welcomes pets
  • Service animals exempt from fees

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
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Property is also known as

House
The Jolly Roger
Waterfront With Private Pier
New Waterfront Home With Private Pier Crownsville
New Waterfront Home With Private Pier Private vacation home
8301

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Arden-on-the-Severn, close to Maryland Renaissance Festival, Walden Golf Club, and B&A Trail. Joyces Marina is also within a driving distance of 4.9 mi.

Will I be able to park at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Private Pier Waterfront Jolly Roger mins to DTA a good place to stay for couples?

Amenities that appeal to couples at this riverfront vacation home include a kitchen and a smart TV along with a garden.

Does Private Pier Waterfront Jolly Roger mins to DTA have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Baltimore Washington Intl. Airport (BWI), which is 22.9 mi away (32 minutes by car). Another top airport is Fort Meade, MD (FME-Tipton), which is located 13.2 mi away (20-minute drive).

Are there rooms with balconies that I can book at Private Pier Waterfront Jolly Roger mins to DTA?

Yes, every accommodation at Private Pier Waterfront Jolly Roger mins to DTA comes with a balcony with some featuring water views.

Private Pier Waterfront Jolly Roger mins to DTA Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 31 out of 33 reviews
Rating 8 - Good. 1 out of 33 reviews
Rating 6 - Okay. 1 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

9.6/10

Cleanliness

Reviews

6/10 Okay

Mary Kate H.

Disliked: Cleanliness

Lived in with lovely views

We booked the Jolly Roger for a group of about 10 family and friends to enjoy Easter weekend. The best part: the peaceful river views from the deck and dock access for kayaking and paddle boarding. It was really great for that: The house itself felt like it needed a thorough clean up and clean out. While charming—it felt like a home that has never been prepped or cleaned as a rental—it just felt like residents left their home quickly to rent it out for a few days.
Stayed 3 nights in Apr 2025

10/10 Excellent

Peter N.

Liked: Cleanliness

Boatshow family gathering

Great house for the family to get together. Plenty of toys and things to do on the property. Sitting on the deck as the sun went down was a big hit.
Stayed 4 nights in Oct 2024

10/10 Excellent

Camilla M.

Liked: Cleanliness

Perfect saty for family reunion

My nuclear family stayed here for a big family reunion weekend that was also in Crownsville. Absolutely perfect stay! Close to where we needed to be, plenty of space and activities for our downtime. Spent tons of time kayaking with all of the provided equipment, able to cook multiple meals and all implements were provided. Will definitely come back!
Stayed 3 nights in Aug 2024

10/10 Excellent

Linda H.

Liked: Cleanliness

Fantastic View

This home has a beautiful deck, with a fantastic water view. The house has a well equipped kitchen, and updated bathrooms.
Stayed 3 nights in Jul 2024

10/10 Excellent

A.J. S.

Liked: Cleanliness

Four couples long weekend

We had a really nice stay in Crownsville. We took the time to visit D.C. and Baltimore on the way home, brought the ferry over on the way. We all took advantage of what the house had to offer kayaking, fishing, a nice fire the one night and cards and games out on the deck each night. The house and that view couldn't have been better. The process didn't ask for too much on the way in or the way out and that's nice for the price. A fun getaway for all!!
Stayed 3 nights in May 2024

10/10 Excellent

Alyssa A.

Liked: Cleanliness

Gorgeous views

Beautiful views, quiet location. Enjoyed watching the birds with our dog. Primary bedroom - comfortable large bed and very nice bathroom. Our son loved playing ping pong and foosball downstairs.
Stayed 2 nights in Mar 2024

10/10 Excellent

Helio M.

Liked: Cleanliness

Great place

The house was amazing. The view is great, the place was really clean. The process was easy.
Stayed 3 nights in Mar 2024

10/10 Excellent

Suzanne H.

Liked: Cleanliness

Wonderful location for a tough trip

Our family met in Maryland for a family funeral - and we booked the Jolly Roger, so we could all stay together. This place was FABULOUS - gorgeous views, plenty of room for us to be together and also have some alone time. We had some family visit with little kids and there were plenty of toys, a foosball table and ping pong table that kept them entertained. Truly, the house was the highlight of our trip. A number of people said they'd like to rent it again!
Stayed 4 nights in Mar 2024

8/10 Good

Sil S.

Snowed in

Overall, the vacation rental house was stunning with a modern kitchen that was fully equipped. Unfortunately, the deck wasn't cleared of snow, but the basement made up for it with a fantastic play area, including a ping pong table, toys, board games, and books. Despite the snow, we managed to barbecue. However, the lack of snow removal was disappointing, and we hoped for a response from the rental company. We also wished for some leniency with the check-out time due to the heavy snowfall, but were instead charged an extra fee to stay just two hours longer. The experience was lovely, but the snow removal issue and the additional fee left us somewhat dissatisfied. Would definitely recommend staying here, just make sure there’s no snow in the forecast otherwise you will be left trying to figure out how to shovel it yourselves with no shovel available on the premises.
Stayed 2 nights in Jan 2024

10/10 Excellent

Walter G.

Liked: Cleanliness

Nice Place Fantastic Sunset

House was very well equipped for all. Kids (toys) to adults (outdoor seating, dock , kayaks). Most definitely recommend for large gatherings
Stayed 2 nights in Nov 2023

10/10 Excellent

Teresa S.

Liked: Cleanliness

Family reunion

This property is great for extended families. The layout offers places to gather as well as options for alone time. The kitchen is extremely well stocked. High quality sheets and towels are provided. Young children are accommodated with high chairs and toys. Ping pong, foosball, kayaking, paddle boarding, canoeing, and fishing can keep guests entertained. Close (15ish minutes) to Annapolis and BWI.
Stayed 4 nights in Oct 2023

10/10 Excellent

Nancy R.

Liked: Cleanliness

Family Vacation

The house was well equipped and the views were amazing.
Stayed 3 nights in Sep 2023

10/10 Excellent

Shankari S.

Liked: Cleanliness

Pleasant stay

The pictures do not di justice to the besuty if the house and its location. The house has everything we needed for our big group of 10 people. Looking forward to staying here again.
Stayed 3 nights in Aug 2023

10/10 Excellent

Joe H., St. Petersburg

Liked: Cleanliness

Jolly Roger Vacation

We had a great experience staying at the Jolly Roger. The house was unique and was everything we had hoped for! I’m sure we’ll stay there again in the future!
Stayed 9 nights in Aug 2023

10/10 Excellent

Kevin G.

Liked: Cleanliness

Jolly Roger

Great!
Stayed 6 nights in Jul 2023

10/10 Excellent

Garrett R.

Liked: Cleanliness

Summer getaway

Great and very clean house with an outstanding deck over looking the Severn River
Stayed 3 nights in Jul 2023

10/10 Excellent

Treva G.

Liked: Cleanliness

Great Family Getaway

We had a great time! It was wonderful to be able to prepare meals in the well appointed kitchen and play ping pong during the rainy times. We also enjoyed the deck and the dock. I would highly recommend this for a family getaway!
Stayed 3 nights in Jun 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

What a beautiful view of the river!

Nice, comfortable place to stay with a large family group! Water views are beautiful. House had all the amenities you will need for a comfortable stay! Would like to stay during warm summer months to enjoy the water activities. Close to Baltimore, Annapolis and BWI.
Stayed 4 nights in Nov 2022

10/10 Excellent

Betty M.

Liked: Cleanliness

Amazing waterfront view !

Attended the Annapolis boat show. Location was a quick drive to downtown Annapolis House had everything you could ask for and more. Spectacular sunsets and a very quiet neighborhood. Would highly recommend. Just a beautiful home
Stayed 2 nights in Oct 2022

10/10 Excellent

Maria B.

Liked: Cleanliness

What a view

Wonderful home for a family gathering. We felt like we were staying with family as the house has a very lived in home feeling. We enjoyed all the activities offered but our favorite was sitting on the deck enjoying the view and each other's company.
Stayed 4 nights in Sep 2022

10/10 Excellent

Lucy A.

Liked: Cleanliness

Set your sails for the Jolly Roger!

Nothing could beat the spectacular view! The Navy and nautical themes fit the setting -- and our family -- perfectly. I've never stayed in a house so well appointed -- every bowl, mug, dishware and kitchenware you could possibly want. An entire downstairs fitted out for kids (and kids at heart). Excellent location with good restaurants nearby and easy accesss to Annapolis. It made for a very memorable vacation for our adult family, even more special for us since we landed here after having to "salvage" our original vacation at the very last minute.
Stayed 3 nights in Aug 2022

10/10 Excellent

Michelle J.

Liked: Cleanliness

Great place to stay with family and friends

Loved the outdoor space with plenty of seating. Kitchen and dining area was perfect for out group
Stayed 3 nights in Mar 2022

10/10 Excellent

Theresa K.

Liked: Cleanliness

Fun time

We had a wonderful time at your place. It is clean, fully stocked, beautiful location and you answered any questions we could have for our stay. We will refer your place and be back. Thank you
Stayed 2 nights in Dec 2021

10/10 Excellent

Cynthia C.

Liked: Cleanliness

First Meeting of Five Relatives (and two spouses) Discovered Through Ancestry.com

It suited our needs perfectly. Everyone was happy with the bedrooms and bathrooms. The cooks in the group showed off their culinary skills in the well-equipped kitchen. The large dining table seated all seven of us comfortably. We spent hours on the deck enjoying the beauty of the river. This house was our second choice after our first rental was abruptly cancelled a few weeks before our weekend, but we now think we were far better off in this house than we wold have been in our original rental.
Stayed 3 nights in Oct 2021

10/10 Excellent

Ted H.

Liked: Cleanliness

Great House and Location

House was great, the location and back deck were amazing. Would love to come back in the spring or summer when we can enjoy the water