Entire home

Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger

Property grounds
Exterior
4 bedrooms, iron/ironing board, travel cot, free WiFi
Marina
Terrace/patio

Reviews

10 out of 10

Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 12223 sq m

Popular amenities

  • Washer
  • Barbecue grill
  • Outdoor space
  • Kitchen
  • Air conditioning
  • Dryer

Explore the area

Map
Crownsville, MD
  • Westfield Annapolis Mall
    16 min drive
  • Annapolis Mall Shopping Center
    16 min drive
  • Maryland Renaissance Festival
    19 min drive
  • Camp Springs, MD (ADW-Andrews Air Force Base)
    49 min drive

Room options

Similar properties

About this property

Entire place

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

Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger

Visit the magic of Annapolis during the Thanksgiving and Holiday Season
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.
During your stay at this vacation home, you'll be close to B&A Trail. The vacation home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 3 bathrooms
  • Free WiFi
  • 12 minutes by car from Eisenhower Golf Course and 14 minutes from Joyces Marina
This vacation home offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

Property amenities

Internet

  • Free WiFi

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Spices
  • Cookware/dishes/utensils
  • Toaster
  • Blender

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathrooms

  • 3 bathrooms
  • Shower
  • Soap
  • Toilet paper
  • Towels provided
  • Hairdryer
  • Shampoo

Living spaces

  • Living room
  • Dining room

Entertainment

  • Smart TV
  • Table football
  • Ping pong table
  • Video games
  • DVD player
  • Games
  • Books

Outdoor areas

  • Balcony
  • Gas grills
  • Garden
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer
  • Near a laundromat

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

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

Things to do

  • Water sports equipment
  • Fitness facilities nearby
  • Kayaking on site
  • Fishing nearby
  • Cycling nearby
  • Kayaking nearby
  • Power boating nearby
  • Jet skiing nearby
  • Windsurfing nearby
  • Casino nearby
  • Marina nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)

General

  • Unit size: 2400 sq ft (223 sq m)

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

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

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

Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 30 out of 31 reviews" "
Rating 8 - Good. 1 out of 31 reviews" "
Rating 6 - Okay. 0 out of 31 reviews" "
Rating 4 - Poor. 0 out of 31 reviews" "
Rating 2 - Terrible. 0 out of 31 reviews" "

9.8/10

Cleanliness

Reviews

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 traveller

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