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Holiday Promo: Get 10% Off Holiday Stays

Riverside holiday home with kitchen and balcony

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Property grounds - Holiday Promo: Get 10% Off Holiday Stays (Crownsville)
Property grounds - Holiday Promo: Get 10% Off Holiday Stays (Crownsville)
Marina - Holiday Promo: Get 10% Off Holiday Stays (Crownsville)
Interior - Holiday Promo: Get 10% Off Holiday Stays (Crownsville)
Exterior - Holiday Promo: Get 10% Off Holiday Stays (Crownsville)
Consider a stay at Holiday Promo: Get 10% Off Holiday Stays and take advantage of a firepit, a garden and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 122400 sq ft

Popular amenities

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

Add dates for prices

About this property

Entire place

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

Holiday Promo: Get 10% Off Holiday Stays

Riverside holiday home with kitchen and balcony
This smoke-free holiday home features laundry facilities, a garden and gas grills. The holiday home has 4 bedrooms and offers free WiFi and a DVD player. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave.
Air-conditioned accommodation at this holiday home offers DVD players and coffee/tea makers. Rooms open to balconies. This accommodation is furnished with dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and separate dining areas. Bathrooms include a shower and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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

  • Smoke-free property

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

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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
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
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 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

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

About the area

Map
Crownsville, MD

What's nearby

  • Joyces Marina - 7 min drive - 4.5 km
  • B&A Trail - 9 min drive - 5.5 km
  • Maryland Renaissance Festival - 11 min drive - 15.1 km
  • Annapolis Mall Shopping Center - 15 min drive - 20.7 km
  • Westfield Annapolis Mall - 15 min drive - 20.7 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬11 min drive
  • ‪Gina's Cantina - ‬9 min drive
  • ‪Ledo Pizza - ‬12 min drive
  • ‪Severna Park Taphouse - ‬17 min drive
  • ‪Ledo’s Pizza - ‬19 min drive

Frequently asked questions

Is Holiday Promo: Get 10% Off Holiday Stays pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Holiday Promo: Get 10% Off Holiday Stays?

On-site parking is available at the property.

What time is check-in at Holiday Promo: Get 10% Off Holiday Stays?

Check-in begins at 4:00 PM.

What time is check-out at Holiday Promo: Get 10% Off Holiday Stays?

Checkout is at 11:00 AM.

Where is Holiday Promo: Get 10% Off Holiday Stays located?

Located on the waterfront, this family-friendly holiday home is within 9 mi (15 km) of Joyces Marina, Annapolis Bowl and Annapolis Mall Shopping Center. Westfield Annapolis Mall and B&A Trail are also within 9 miles (15 km).

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Holiday Promo: Get 10% Off Holiday Stays Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 32 out of 35 reviews
Rating 8 - Good. 1 out of 35 reviews
Rating 6 - Okay. 2 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Peter N.

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

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

Nancy R.

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

Family Vacation

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

6/10 Okay

Mary Kate H.

Liked: Check-in, communication, location
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

Helio M.

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

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

Joe H., St. Petersburg

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

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

Treva G.

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

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

Garrett R.

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

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

Camilla M.

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

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

Shankari S.

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

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

Linda H.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jim C.

Family vacation

We had a great time at the Jolly Rogers on the Severn. I trip was great to work with. Very professional. Place was beautiful right on the water. Lots to do for all ages. Perfect location. Highly recommend
Stayed 3 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kirra E.

Stay at the Jolly Roger

Home was so pretty and view was even better! We enjoyed the on-site paddle boards & kayaks. Girls trip was a success. Thank you!

10/10 Excellent

Maria B.

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

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

Alyssa A.

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

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

Verified traveller

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

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

Walter G.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kimberly G.

Family getaway

House was nice and as-advertised. Beautiful view. Only thing to note are the many steps down to the dock which were not possible for an elderly parent, and the bunk beds are not in a room.
Stayed 6 nights in Jun 2023

10/10 Excellent

Betty M.

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

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

Kevin G.

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

Jolly Roger

Great!
Stayed 6 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sarah W.

Spring break vacay

It was a beautiful home to be in with many activities for my children along with my two gfs children. There was plenty to do to entertain our children as it rained for a few days. The view was quite breathtaking and the host was very accommodating to our needs. We will def be back! Thanks!
Stayed 3 nights in Apr 2024

10/10 Excellent

Suzanne H.

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

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

10/10 Excellent

A.J. S.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dr R Jeff S.

Jolly Roger is exactly as described

The Jolly Roger is exactly as described. The view from the deck is even better than the pictures showed it to be. The beds are very comfortable. The kitchen is laid out well for three people to work in it at the same time and is well-equipped with any appliance we wanted. There were plenty of dishes and silverware for our family to use even when the dishwasher was running. The downstairs area was perfect for our grandchildren and has a good supply of games and foosball and ping pong tables. We had the misfortune of renting the house during two major storms so were not able to swim off the dock because of poor water quality. There are several kayaks and paddle boards, with many life jackets of varying sizes which were clean and in good shape. The outdoor swing was a a big hit. If we return to the area, we would definitely want to rent this property again.

10/10 Excellent

Teresa S.

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Crystal S.

The porch is to die for!

We spent 99% of our time on the back porch-we ate there, played there, and chatted. Great accommodations on the porch. The company was easy to work with and quick with communication. I would highly recommend renting a boat and keeping it at the dock. It was the highlight of the trip! Uber was not as accessible as we had hoped so I would rent a car if we visit again.