Top-rated for its fully equipped kitchen, perfect for every meal.
Ping pong onsite
A rare find — challenge friends and family to endless matches.
Centrally-located
You're never far from where you need to be with this convenient location.
4 bedrooms3 bathroomsSleeps 12
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Crownsville, MD
Maryland Renaissance Festival
Place, Maryland Renaissance Festival
13 min drive
Westfield Annapolis Mall
Place, Westfield Annapolis Mall
16 min drive
Annapolis Mall Shopping Center
Place, Annapolis Mall Shopping Center
16 min drive
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
26 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Basement Guestroom
1 Queen Bed
KIds Bunk Room
2 Single Bunk Beds
Main Floor Queen Guestroom 2
1 Queen Bed
Main Floor Queen Guest Room 1
1 Queen Bed
Master Bedroom
1 King Bed
3 bathrooms
Lower Level Hall
Toilet · Shower only
Main Floor Hall
Toilet · Shower only
Main Floor Master
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Number of living rooms
Garden
About this property
Private Pier Waterfront Jolly Roger mins to DTA
Experience the Difference: Professionally Managed by iTrip Annapolis
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.
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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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Crownsville
Located on the waterfront, this holiday home is in Arden-on-the-Severn, a neighbourhood in Crownsville. Annapolis City Dock and Arundel Mills Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Sandy Point State Park. Travelling with kids? Consider Maryland Renaissance Festival and Annapolis Bowl.
Maryland Renaissance Festival - 13 min drive - 15.5 km
Westfield Annapolis Mall - 16 min drive - 18.3 km
Annapolis Mall Shopping Center - 16 min drive - 18.3 km
Annapolis Harbor Center Shopping Center - 19 min drive - 22.7 km
U.S. Naval Academy - 23 min drive - 27.3 km
Getting around
Odenton Station - 21 min drive
Baltimore Washington International Airport (BWI) - 32 min drive
Restaurants
Chick-fil-A - 18 min drive
Royal Farms - 19 min drive
Starbucks - 18 min drive
Gina's Cantina - 9 min drive
JB's Bar & Grill - 19 min drive
Frequently asked questions
Is Private Pier Waterfront Jolly Roger mins to DTA pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Private Pier Waterfront Jolly Roger mins to DTA?
As of 28 Aug, 2026, prices found for a 1-night stay for 2 adults at Private Pier Waterfront Jolly Roger mins to DTA on 6 Oct, 2026 start from S$2,667, 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 at Private Pier Waterfront Jolly Roger mins to DTA?
On-site parking is available at the property.
What time is check-in at Private Pier Waterfront Jolly Roger mins to DTA?
Check-in begins at 4:00 PM.
What time is check-out at Private Pier Waterfront Jolly Roger mins to DTA?
Checkout is at 11:00 AM.
Where is Private Pier Waterfront Jolly Roger mins to DTA located?
Located on the waterfront, this family-friendly holiday home is within 9 mi (15 km) of Eisenhower Golf Course, Maryland Renaissance Festival and Annapolis Bowl. Westfield Annapolis Mall and Annapolis Mall Shopping Center are also within 9 miles (15 km).
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests