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

House on the Gwynns Falls

8.4 out of 10, Very Good, (5)
"Mary's home is lovely! She is welcoming and kind and the check-in process is simple. I would stay at the home in the future."
The price is SAR 635
SAR 820 total
includes taxes & fees
26 Dec - 27 Dec
House on the Gwynns Falls

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (18)
"This property meets all expectations! The host was very easy to communicate with. I loved the quaintness of the area and the ease of access to the highways was so nice! I would highly recommend this property to anyone visiting the Baltimore area!"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

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

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (37)
"This home was perfect for our 12-person family. There was plenty of room to spread out, and the house was well stocked with everything we needed. It would be a great place to vacation in the summer as well. The owner was helpful, communicated well, and accommodating. We hope we can return sometime in the future."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Gorgeous Upscale 4 Level Modern 4BR Home + Parking

2.0 star property
10.0 out of 10, Exceptional, (4)
"The house was as described and better. Our host was thoughtful and responsive, and we hope to do it again."
Gorgeous Upscale 4 Level Modern 4BR Home + Parking

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

Quaint 3/2.5 home in Fort Dupont

7.8 out of 10, Good, (13)
"Clean NO BUGS. Neighborhood quiet. Close to food places for door dash & everything was nice so my stay was awesome! "
The price is SAR 417
SAR 1,127 total
includes taxes & fees
5 Jan - 6 January 2025
Quaint 3/2.5 home in Fort Dupont

Cozy 2/1.5 Getaway in Lily Ponds

8.2 out of 10, Very Good, (10)
"I would recommend this house. It’s clean and peaceful. No complaints. The metro station is about a 15 min walk."
Cozy 2/1.5 Getaway in Lily Ponds

Calloway Drive Retreat | House in Shady Side

9.2 out of 10, Wonderful, (5)
"We had lots of room to relax and hang out. The kitchen is very well appointed and we definitely could have cooked if we chose to. We enjoyed walking with nice views of the ocean. We especially enjoyed the osprey hanging out near their nest right off the pier."
Calloway Drive Retreat | House in Shady Side

Private Waterfront Woods | Dock, Kayaks, Views

9.8 out of 10, Exceptional, (15)
"Enjoyed the location and proximity to the city. Water view and firepit enjoyable. Disappointed that the dock and kayaks not easily accessible. House needs some tlc (we provided a list of easy repairs/maintenance needed.) Love to know why the ceiling fans and lights go on and off randomly."
Private Waterfront Woods | Dock, Kayaks, Views

Hilltop Hideaway in DC

9.2 out of 10, Wonderful, (5)
"The home was clean and beautiful"
Hilltop Hideaway in DC

Charming garden row home, easy 4 block walk to the heart of Annapolis.

10.0 out of 10, Exceptional, (108)
"We have stayed at this property multiple times since we have a son at the Naval Academy. This place is beautiful, well appointed and comfortable. The hosts are very responsive and they go out of their way to make their guests feel extra special- we will be back. "
Charming garden row home, easy 4 block walk to the heart of Annapolis.

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (72)
"House is exceptionally clean. Hosts are very responsive to questions. House is very well supplied and convenient to most of Annapolis. House is as advertised. "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay. The house is exactly as described and we would stay here again if we are in Annapolis again. The house has everything you need with a fully equipped kitchen, smart tvs in every room, and the beds are very comfortable. There is so much parking and the house is walking distance to everything in downtown Annapolis and the Naval Academy. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Brand New Spacious Luxury Home

10.0 out of 10, Exceptional, (3)
"From communication to check-in and cleanliness, this VRBO has plenty of room and modern amenities. What put this over the top was that a party member left the wallet at the VRBO, and the renters went and retrieved the wallet and met us to return it. They went above and beyond to help us. It has a good backyard and can park 3-4 cars in the driveway; this VRBO has everything. Easily five stars"
Brand New Spacious Luxury Home

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (31)
"Perfect for our weekend stay. Checkin was easy and communication with the owner was great! Definitely would stay again. Kentmoor restaurant was awesome. Filled with locals who were friendly and welcoming! Food was great!"
The price is SAR 296
SAR 963 total
includes taxes & fees
6 Jan - 7 January 2025
Relax on Kent Island in 3 Bedroom Home w/Waterview

421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (102)
"Awesome House Awesome neighborhood Awesome Host(ess). 10 out of 10"
The price is SAR 1,503
SAR 1,949 total
includes taxes & fees
12 Jan - 13 January 2025
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

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

9.8 out of 10, Exceptional, (27)
"Felt like home as soon as we walked in...except it was CLEANER than home :-) Comfortable, spacious, well-stocked. Hosts were attentive & quick to answer messages. Great experience!"
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Bennett House (entire):Haven in Historic Annapolis

10.0 out of 10, Exceptional, (12)
"Great place, wonderful location "
Bennett House (entire):Haven in Historic Annapolis

Waterfront Paradise on the Eastern Shore of Chesapeake Bay

10.0 out of 10, Exceptional, (62)
"Bigger, nicer and newer than it looks in the pics; a pleasant surprise. Great location, we’d go again. "
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
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

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

10.0 out of 10, Exceptional, (31)
"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."
Waterfront dog-friendly Private Pier, Game Room, mins to Annapolis Jolly Roger

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (583)
"I love coming here - every time! I am a new regular 😊"
The price is SAR 464
SAR 524 total
includes taxes & fees
16 Jan - 17 January 2025
WhyHotel by Placemakr Columbia

Quaint 3/2.5 home in Fort Dupont

7.8 out of 10, Good, (13)
"Clean NO BUGS. Neighborhood quiet. Close to food places for door dash & everything was nice so my stay was awesome! "
The price is SAR 417
SAR 1,127 total
includes taxes & fees
5 Jan - 6 January 2025
Quaint 3/2.5 home in Fort Dupont
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.