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Compare 884 Vacation Homes in Dundalk 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, (211)
"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)
"Everything as advertised. Planning to stay here again in a couple of weeks."
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, (182)
"We all had wonderful stay at Love point! "
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 AED 621
AED 815 total
includes taxes & fees
14 Apr - 15 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.

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

9.8 out of 10, Exceptional, (26)
"Beautiful Space, Great Communications Highly Recommended"
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

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

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

10.0 out of 10, Exceptional, (51)
"We really enjoyed everything, location and house was really great. I think neighbors should be more understanding, that it is a vacation property so some sounds should be expected."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

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.

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (6)
"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

Cozy home away from home

7.8 out of 10, Good, (6)
"Property was as listed and was cleanl"
Cozy home away from home

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

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

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (27)
"Overall place was great and was in perfect location for our family trip to a ravens game. However we were looking forward to the fire pit on the roof but there was no full propane tanks. There was multiple empty propane tank"
The price is AED 441
AED 1,005 total
includes taxes & fees
5 May - 6 May
Rooftop Deck Escape! Free Parking!

The GRACE Villa - a homey affair!

9.6 out of 10, Exceptional, (12)
"2nd year staying at this property for our conference. It was just as great ascthe last time. This is our go to place when we are in the area."
The GRACE Villa - a homey affair!

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (47)
"Our stay was incredible! The house is beautiful, it is super spacious with tons of perfect places to congregate and hang out. The rooms were all extremely comfortable and the beds had high quality mattresses that made sleeping so enjoyable. The views and sunsets were spectacular and our group loved spending our evenings enjoying the hot tub. The house’s location is perfect as it is not only right on the water but it’s just under one mile from the (albeit super tiny) town of Rock Hall. I’d love...
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
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 Dundalk

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (682)
"My kids loved this place. They didn’t want to leave and see any of the area. I guess that means it was an absolute hit."
The price is AED 441
AED 498 total
includes taxes & fees
20 Apr - 21 Apr
WhyHotel by Placemakr Columbia

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 AED 1,458
AED 2,816 total
includes taxes & fees
30 Apr - 1 May
Luxe Houseboat: Breathtaking Skyline 360 Views

Fantastic 2 bedrooms apt. Harbor

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was a nice place"
Fantastic 2 bedrooms apt. Harbor
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.