Photo by Brian V. Rowe

Crownsville holiday rentals

We found 737 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Crownsville that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Crownsville

Showing deals for:11 Dec - 18 Dec

Outdoor dining
Private kitchen
Room
Dining
Exceptional
(21 reviews)

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

Annapolis

16% off
AU$7,498
for 7 nights, 1 home
AU$1,071 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Exterior
Terrace/patio
Kitchen - Granite Island
Great Room
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$13,998
for 7 nights, 1 home
AU$2,000 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Lawn for yard games along the waterfront, or simply relax in the shade
Enjoy screened in porch with dining table and sitting area
Beautiful waterfront home on Burley Creek with private pier
Sitting area overlooking Burley Creek
Exceptional
(62 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
AU$6,899
for 7 nights, 1 home
AU$986 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
The kitchen opens up to a spacious sitting room complete with large flat screen tv and fireplace.
Marina
Additional dining area off of the living room
Large, beautifully updated kitchen area is perfect for meal times.
Exceptional
(37 reviews)

West Annapolis Cottage- 6BR Walk to Navy Stadium

Annapolis

7% off
AU$8,224
for 7 nights, 1 home
AU$1,175 per night
includes taxes & fees
West Annapolis Cottage- 6BR Walk to Navy Stadium
PUBLIC BEACH/PARK 2 MILES AWAY
SCREENED PORCH
DINING ROOM SEATS 10-14 W/LEAFS
LARGE OPEN KITCHEN
Exceptional
(46 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis

12% off
AU$8,282
for 7 nights, 1 home
AU$1,183 per night
includes taxes & fees
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Exterior
Interior
Exterior
Interior
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
AU$5,830
for 7 nights, 1 home
AU$833 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Pool
Exterior
Outdoor spa tub
Dining
Exceptional
(5 reviews)

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Bowie

8% off
AU$9,200
for 7 nights, 1 home
AU$1,314 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Dining
Private kitchen
Dining
Exterior
Excellent
(9 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$4,948
for 7 nights, 1 home
AU$707 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Private kitchen
3 covered balconies, a ground floor patio, and ceramic and propane grills.
Living area
Dining
Exceptional
(77 reviews)

Charming Annapolis WaterVIEW Home

Annapolis

12% off
AU$4,395
for 7 nights, 1 home
AU$628 per night
includes taxes & fees
Charming Annapolis WaterVIEW Home
Marina
Terrace/patio
outdoor space
Living room with wood fireplace and second TV with basic channels
Exceptional
(93 reviews)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena

8% off
AU$5,239
for 7 nights, 1 home
AU$748 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Room
Private kitchen
Living area
Interior
Exceptional
(13 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

7% off
AU$9,532
for 7 nights, 1 home
AU$1,362 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Full-size kitchen
Dining room leads to the wooden deck & a brick patio through French doors.
Dining room leads to the wooden porch and a brick patio through French doors.
Master bedroom, queen bed (sleeps 2), smart TV, access to half-bathroom.
Exceptional
(27 reviews)

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck

Millersville

42% off
AU$2,573
for 7 nights, 1 home
AU$368 per night
includes taxes & fees
BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
Living area
Terrace/patio
Dining
Private kitchen
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
AU$3,128
for 7 nights, 1 home
AU$447 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Local artwork is displayed and for sale, if you wish to take a memory home.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Room
Separate entryway with electronic keypad.
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

8% off
AU$2,422
for 7 nights, 1 apartment
AU$346 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Living area
Living area
Living area
Interior
Exceptional
(11 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
AU$5,648
for 7 nights, 1 home
AU$807 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Screen porch for relaxing, eating, watching the water, working on a laptop
Pool
Dining
Living area
Exceptional
(58 reviews)

Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

Annapolis

16% off
AU$4,643
for 7 nights, 1 home
AU$663 per night
includes taxes & fees
Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!
Private kitchen
Dining
Living area
Exterior
Exceptional
(34 reviews)

Sailor's Retreat! Perfect home for the getaway weekend. Best location!

Annapolis

8% off
AU$6,555
for 7 nights, 1 home
AU$936 per night
includes taxes & fees
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Interior
Pool
Exterior
Living area
Exceptional
(233 reviews)

Stunning Waterfront Cottage in the Sailing Capital of the World!

Annapolis

8% off
AU$4,493
for 7 nights, 1 home
AU$642 per night
includes taxes & fees
Stunning Waterfront Cottage in the Sailing Capital of the World!
Bright stairway to second floor where 3 bedrooms and 2 full baths await
Open floor plan
Gourmet Kitchen with seating at the counter for 5
Exterior
Exceptional
(59 reviews)

Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience

Annapolis

6% off
AU$6,932
for 7 nights, 1 home
AU$990 per night
includes taxes & fees
Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience
Sun Room
2nd Floor Full Bath
Front of House
Rear of House
Exceptional
(179 reviews)

Heart of Historic District!

Annapolis

26% off
AU$4,442
for 7 nights, 1 home
AU$635 per night
includes taxes & fees
Heart of Historic District!
Outdoor dining
Exterior
Living area
Room
Exceptional
(268 reviews)

Annapolis waterfront "tiny house" in garden setting

Annapolis

8% off
AU$1,635
for 7 nights, 1 cottage
AU$234 per night
includes taxes & fees
Annapolis waterfront "tiny house" in garden setting
Living area
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18. Pets ok

Annapolis

12% off
AU$9,848
for 7 nights, 1 home
AU$1,407 per night
includes taxes & fees
Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18. Pets ok
Comfortable family room with reclining sofa, Smart TV and remote controlled window shades.
Light and bright dining room with space for 6 (plus a high chair).
Light and bright dining room with space for 6 (plus a high chair).
Light and bright dining room with space for 6 (plus a high chair).
Wonderful
(7 reviews)

Cozy Cottage with Beach Access

Annapolis

7% off
AU$3,082
for 7 nights, 1 home
AU$440 per night
includes taxes & fees
Cozy Cottage with Beach Access
Property grounds
Exterior
Living area
enjoy the rockers on the porch while sipping on a cup of coffee
Exceptional
(12 reviews)

Dog friendly! Next to Navy Stadium and DTA Shuttle!

Annapolis

8% off
AU$4,240
for 7 nights, 1 home
AU$606 per night
includes taxes & fees
Dog friendly! Next to Navy Stadium and DTA Shuttle!

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Choose a holiday rental for your Crownsville getaway

Learn about the unique charm of Crownsville with a stay in a holiday home rental. One of the city's many top draws is its golfing. M&T Bank Stadium and Baltimore Inner Harbor Marina are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Crownsville

Do you want to find top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Crownsville a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Maryland Renaissance Festival (2.2 mi / 3.6 km)
  • Thanksgiving Farm Wines (11.1 mi / 17.8 km)
  • Laurel Park (13.5 mi / 21.8 km)
  • National Aquarium in Baltimore (17.7 mi / 28.6 km)
  • Bay Hills Golf Club (6.7 mi / 10.8 km)
  • South River Golf Links (7.7 mi / 12.4 km)

Exploring the natural landscape of Crownsville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Crownsville is a great place to spend some time outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Maryland Quiet Waters Park (8.1 mi / 13 km)
  • Sandy Point Beach (11.1 mi / 17.9 km)
  • Patuxent River (13.9 mi / 22.4 km)
  • Northern Chesapeake Bay (14.4 mi / 23.2 km)
  • BWI Trail (15.2 mi / 24.5 km)
  • Greenbelt Park (16.1 mi / 25.8 km)

Travelling to and around Crownsville

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 9.4 mi (15.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Baltimore Washington International Airport (BWI), which is 11.1 mi (17.8 km) away.

Frequently asked questions

What is the best area to stay in Crownsville when booking a holiday rental?
When considering a holiday rental in Crownsville, Maryland, the area surrounding the Broadneck Peninsula is a fantastic choice. This charming neighbourhood offers a blend of picturesque landscapes and convenient access to local attractions. One of the standout features of the area is the nearby Sandy Point State Park, where visitors can enjoy outdoor activities such as hiking, picnicking, and stunning views of the Chesapeake Bay.Additionally, the Crownsville area is rich in history, with the Crownsville Hospital Centre providing an intriguing glimpse into the region's past. There are a variety of properties available for rental, giving you a range of options to suit your needs, whether you're looking for a cosy cottage or a spacious family home.
What is the most popular type of holiday rental accomodation in Crownsville?
In Crownsville, holiday houses are the most popular type of holiday rental, with around 14 available in the area. These properties typically offer spacious living areas, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or groups. Additionally, there are several cottages and apartments scattered throughout the neighbourhood, providing a variety of options for travellers seeking a more intimate or compact stay.
Are there any family house rentals in Crownsville?
In Crownsville, Maryland, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features spacious homes equipped with amenities such as full kitchens, multiple bedrooms, and comfortable living areas, ideal for family gatherings. Many properties also boast outdoor spaces, great for kids to play and for parents to relax.Visitors can enjoy proximity to various attractions, including the scenic Broadneck Park, which offers playgrounds and sports facilities, as well as the beautiful Chesapeake Bay for outdoor activities.
Can I rent a holiday home with a pool or hot tub in Crownsville?
In Crownsville, there are several holiday homes available for rent that feature pools and hot tubs. This charming area, located near the scenic Chesapeake Bay, provides a peaceful retreat for travellers looking to relax. Many of these properties come equipped with private pools, hot tubs, and outdoor entertaining spaces, making them ideal for families or groups seeking leisure and enjoyment. Additionally, you can expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even outdoor grills, ideal for those looking to unwind or entertain during their stay.
Are there pet-friendly house rentals in Crownsville?
In Crownsville, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties come equipped with amenities such as spacious yards, modern kitchens, and comfortable living areas, making them ideal for families or groups.The area provides easy access to local parks where pets can enjoy outdoor activities. Nearby Broadneck Park features walking trails and open spaces that are great for exercising pets. Additionally, the scenic views around the Severn River offer lovely spots for leisurely strolls with your furry companions.
Are there any remote work holiday rentals in Crownsville?
In Crownsville, Maryland, there are several remote work-friendly holiday rentals available, with around 18 options to choose from. These properties cater specifically to those looking to combine work and leisure, featuring amenities such as dedicated desk spaces and comfortable chairs, ideal for setting up a productive work environment. Many rentals also offer complimentary Wi-Fi, ensuring seamless connectivity for remote meetings and tasks.In addition, some accommodations provide larger features such as computer monitors and printer services upon request, which can greatly enhance the work-from-home experience. Crownsville itself is a charming area close to various attractions, including scenic parks and historical sites, providing opportunities for relaxation and outdoor activities after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Crownsville?
In Crownsville, popular holiday rental amenities include outdoor spaces such as decks or patios, which allow guests to enjoy the pleasant surroundings. Many rentals are equipped with kitchens, providing the convenience of preparing meals at home. Additionally, porches or lanais offer a comfortable spot to relax and take in the views. Families will appreciate amenities like blenders for preparing smoothies and other beverages, as well as a selection of children's books, ensuring entertainment for younger guests.
When is the best time to visit Crownsville for a holiday rental?
September is the most popular time to visit Crownsville, Maryland, as the summer heat begins to wane and outdoor activities flourish. This month marks the height of the peak season, which runs from August to October, attracting travellers eager to experience the vibrant autumn colours and local festivals. With mild temperatures averaging between 15 to 25 degrees Celsius, visitors can comfortably explore the scenic beauty of the region, enjoy hiking trails, or take part in community events.During September, Crownsville offers a delightful atmosphere where you can enjoy leisurely walks along the waterfront and visit nearby attractions, such as the historic sites that narrate the area's rich heritage. The pleasant weather makes it an ideal time for outdoor gatherings or simply relaxing in a charming holiday rental.If you're looking for a more budget-friendly option, consider visiting in December, when you can still enjoy the festive spirit of the season without the hustle and bustle of peak tourist activity. This time of year allows for a more tranquil experience, great for cosy getaways or exploring the local holiday events.
What are the top attractions in Crownsville?
In Crownsville, Maryland, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historical significance. The Crownsville State Park offers lovely walking trails and picnic areas, superb for outdoor enthusiasts looking to explore the scenic surroundings. Close by, the historic Annapolis, known for its charming waterfront and historic architecture, is just a short drive away and features landmarks such as the Maryland State House and the United States Naval Academy.For those interested in local history, the Banneker-Douglass Museum in Annapolis provides insight into the African American experience in Maryland, while the nearby Broadneck Park offers recreational facilities and sports fields. Additionally, the tranquil setting of the nearby South River provides opportunities for kayaking and fishing, making it an ideal spot for nature lovers.
Are all fees included in the Crownsville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Crownsville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Crownsville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Crownsville holiday homes?
You can find great discounts on holiday homes in Crownsville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Crownsville holiday home booking on Stayz?
To find Crownsville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Crownsville?
A long-stay holiday home in Crownsville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Crownsville holiday home?
Book your Crownsville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Crownsville?
Prices for holiday homes in Crownsville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Crownsville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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