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Compare 1119 Vacation Homes in Crownsville with updated reviews, rates, and availability.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

9.8 out of 10, Exceptional, (73)
"Great location in quiet neighborhood."
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (181)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

House on the Gwynns Falls

8.6 out of 10, Excellent, (10)
"Mary was a very gracious host and very accommodating when we added a 6th person at the last minute. She was always very responsive when I messaged her and greeted us with a warm welcome when we arrived. The house is a beautiful historic home tucked away in quiet neighborhood "
The price is SAR 635
SAR 833 total
includes taxes & fees
10 Apr - 11 Apr
House on the Gwynns Falls

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (39)
"Our 4th time at this property. Manager is responsive and accommodating. The home is comfortable, clean and well appointed. Excellent location in safe, walkable neighborhood. Free street parking. Highly recommend. "
Affordable Luxury Town Home in Federal Hill Baltimore.

Family-Friendly 3-Bedroom Hideaway Near Fort DuPont Park

9.8 out of 10, Exceptional, (62)
"Plenty of room for our family of five and all the amenities we needed for a week in DC."
Family-Friendly 3-Bedroom Hideaway Near Fort DuPont Park

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (26)
"The scenery was beautiful, the house was incredibly cozy, and the owner was very responsive! Loved how close everything was, would definitely come back again."
The price is SAR 483
SAR 1,164 total
includes taxes & fees
22 Apr - 23 Apr
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Historic Annapolis Home 1.5 blocks from center of town.

9.8 out of 10, Exceptional, (35)
"Great wx and weekend visit to the Naval Academy. Walking distance to everything and neighborhood was a nice getaway from main street "
Historic Annapolis Home 1.5 blocks from center of town.

Cozy 2BR Retreat with Free Parking & Prime Location

9.6 out of 10, Exceptional, (25)
"We were attending a wedding in Pasadena and wanted to stay in the city for the rest of the weekend. We saw a game, went to the aquarium and ate in the Inner Harbor. If you are ok with down town city life & Ubers, this is your place. The property and host were amazing and definitely gave us peace of mind staying. "
Cozy 2BR Retreat with Free Parking & Prime Location

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!

19 Mi to Baltimore: Townhome in Maryland City

19 Mi to Baltimore: Townhome in Maryland City

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

9.8 out of 10, Exceptional, (88)
"Ritchie, our host was extremely accommodating. Home looked exactly like the pictures. Very clean and comfortable. Water front! Many good restaurants within walking distance."
Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Entire House by the Fells Point, JHU.

9.8 out of 10, Exceptional, (21)
"Typical row house with lots of stairs but very clean & comfortable. Loved having a pack & play for our 2 year old granddaughter. Host was very nice. Would stay again."
Entire House by the Fells Point, JHU.

Your Annapolis Adventure Starts Here!!

10.0 out of 10, Exceptional, (138)
"We enjoyed our stay as much as the 1st time. Great spot for an Annapolis getaway! House is comfortable and location is ideal. Gracious and responsive host."
Your Annapolis Adventure Starts Here!!

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (5)
"The house was great. Fit the 8 of us perfectly. Parking is on the street and first come first served so you may not be right in front of the rental. Arming and disarming the alarm was easy. We had one issue and the agent was easy to reach and help troubleshoot the issue. "
Charming Home: Parking, Sleeps 10, WFH Space

Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks

2.0 star property
Available for CW 2025 Waterfront Dog-Friendly Oasis with Private Dock, Firepit & Kayaks

Steps to USNA Gate 3 at historic Gatehouse, on-site parking

2.5 star property
10.0 out of 10, Exceptional, (5)
"A great location and plenty of room for visiting groups to be in and out. Clean and well provisioned. Parking was a great feature as well."
Steps to USNA Gate 3 at historic Gatehouse, on-site parking

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (196)
"great time"
PERFECT LOCATION in the heart of history

Step into History: Charming Fells Point Retreat

Step into History: Charming Fells Point Retreat

2nd flr loft near Johns Hopkins

2nd flr loft near Johns Hopkins
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Crownsville

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (681)
"This was a good property with decent garage parking. It is very close to great dining options. Customer service was impeccable! During my stay the fire alarm went off for over an hour…we were not sure whether to evacuate or risk getting burned to a crisp…at the time i was soaking in the tub…so i had to get out. Otherwise it was overall a good stay"
The price is SAR 439
SAR 496 total
includes taxes & fees
20 Apr - 21 Apr
WhyHotel by Placemakr Columbia

Quaint 3/2.5 home in Fort Dupont

8.0 out of 10, Very Good, (14)
"The property was very nice second time staying still nice everything was clean & perfect! "
The price is SAR 571
SAR 1,340 total
includes taxes & fees
24 Apr - 25 Apr
Quaint 3/2.5 home in Fort Dupont

Luxe Houseboat: Breathtaking Skyline 360 Views

10.0 out of 10, Exceptional, (14)
"My wife and I like to try different type of getaway experiences and this was that. "
The price is SAR 1,376
SAR 2,723 total
includes taxes & fees
10 Apr - 11 Apr
Luxe Houseboat: Breathtaking Skyline 360 Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.