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Compare 1126 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, (215)
"Great property and location to everything is ideal. Would definitely book this place again. "
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

9.6 out of 10, Exceptional, (75)
"Great for the price. The motel of VRBOs would be my best description. Plenty of space for what we needed though and no issues during our stay. "
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, (186)
"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

8.8 out of 10, Excellent, (12)
"Mary was great to deal with, very accommodating, and happily welcomed our dog. It was super convenient when visiting dear friends nearby."
The price is AED 621
AED 929 total
includes taxes & fees
12 May - 13 May
House on the Gwynns Falls

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (42)
"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, (65)
"Our family of five had a wonderful stay. Thank you so much for such a lovely, clean, comfortable space, just a short drive to all the museums and monuments."
Family-Friendly 3-Bedroom Hideaway Near Fort DuPont Park

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

9.6 out of 10, Exceptional, (27)
"Great stay, would do it again."
The price is AED 382
AED 1,090 total
includes taxes & fees
18 May - 19 May
❤️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)
"This house was in a fantastic location! It is within walking distance to downtown Annapolis and anything you might need or want. It is a cute little home with all of your needed comforts. "
Historic Annapolis Home 1.5 blocks from center of town.

Cozy 2BR Retreat with Free Parking & Prime Location

9.6 out of 10, Exceptional, (30)
"Awesome Host and Beautiful home. I will stay again"
Cozy 2BR Retreat with Free Parking & Prime Location

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

10.0 out of 10, Exceptional, (1)
"We had a fabulous stay at this home. When we first arrived, I asked if there was a tea kettle or coasters (as I wasn't finding either). The property manager had them immediately ordered and delivered! We were pleasantly surprised to find a walk-in shower in one of the bathrooms."
Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!

19 Mi to Baltimore: Townhome in Maryland City

6.0 out of 10, (1)
"Enjoyed the location. Property is nice, but with a few issues. I wouldn't stay here again.The guest contact responded quickly to our early check in request. She told me to contact her with any concerns. After checking in, we could not get ceiling fans to work - so I sent her a text. She never responded. I contacted her after we left because I’d forgotten some clothing. Again - she never responded. My son lives nearby and could have picked up my clothes for me - but now I guess I get to buy...
19 Mi to Baltimore: Townhome in Maryland City

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

9.8 out of 10, Exceptional, (89)
"Great house, great location and great host!"
Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Entire House by the Fells Point, JHU.

9.8 out of 10, Exceptional, (21)
"Home was clean and location was convenient. Had a great stay."
The price is AED 617
AED 1,090 total
includes taxes & fees
11 May - 12 May
Entire House by the Fells Point, JHU.

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (7)
"Great Location for the event we attended. Plenty of room and bathrooms for our family. Would stay again when visiting Baltimore.Susan Church "
Charming Home: Parking, Sleeps 10, WFH Space

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great Springtime vacation with kids and a grandparent - our kids enjoyed kayaking and paddle boarding from the doc and gramps was very comfortable watching from the yard. It’s a very convenient location for a family. House was small but had everything we needed and well maintained. We recommend it!!"
Book 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)
"We had a wonderful stay in this fabulous property. The location near gate 3 of USNA and the quick walk to downtown made it a perfect spot. The house was impeccably clean, comfortable and roomy. Cathy was exceptionally helpful throughout our booking process and stay. You will absolutely enjoy your stay!"
Steps to USNA Gate 3 at historic Gatehouse, on-site parking

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (199)
"Great weekend at this property in Annapolis! Location is within walking distance to restaurants and shopping!"
PERFECT LOCATION in the heart of history

Step into History: Charming Fells Point Retreat

10.0 out of 10, Exceptional, (2)
"This home was GORG, the size, the style, the location were all 10/10. We loved having so much space for all of us to spread comfortably. Every floor was like a mini apartment with all the extra kitchen spaces. The balcony and rooftop view, which was fully furnished, were incredible bonuses We went to school in Baltimore and were visiting for a little reunion. We know Fells Point and the surrounding areas very well but got to experience it in a whole new way with this stay. We had an amazing...
Step into History: Charming Fells Point Retreat

2nd flr loft near Johns Hopkins

10.0 out of 10, Exceptional, (1)
"Clean, spacious apartment. Very comfortable. Well equipped. Tastefully decorated in a modern design. Nice block on the border of a seemingly depressed neighborhood. Some nighttime street noise but not more than to be expected in a city. Easy communication with host who was very attentive. "
2nd flr loft near Johns Hopkins

Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

3.0 star property
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
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, (704)
"Great place to stay. Highly recommended."
The price is AED 584
AED 660 total
includes taxes & fees
11 May - 12 May
WhyHotel by Placemakr Columbia

Quaint 3/2.5 home in Fort Dupont

8.0 out of 10, Very Good, (15)
"Nice place and a good location not far from downtown"
The price is AED 584
AED 1,345 total
includes taxes & fees
29 May - 30 May
Quaint 3/2.5 home in Fort Dupont

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (26)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
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.