Photo by KM Moore

Dundalk Vacation Rentals

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Browse Select Dundalk Vacation Homes

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

10.0 out of 10, Exceptional, (209)
"Perfect Location - Easy Process - Comfortable 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, (70)
"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, (180)
"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 CA $242
CA $317 total
includes taxes & fees
Mar 31 - Apr 1
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.

10.0 out of 10, Exceptional, (34)
"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, (23)
"Great trip- thank you! "
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

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, (3)
"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, (194)
"Lovely home steps from the naval academy. More than enough room for our family of 4. There was a storm the night before we arrived that resulted in a partial power outage. Once we notified them, both the owner and property manager responded promptly and were very accommodating. The rest of our stay was comfortable and enjoyable. Highly recommend for the historic Annapolis experience!"
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

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 CA $177
CA $398 total
includes taxes & fees
Apr 15 - Apr 16
Rooftop Deck Escape! Free Parking!

The GRACE Villa - a homey affair!

9.6 out of 10, Exceptional, (11)
"Home was a nice place for the family to relax in the evenings."
The GRACE Villa - a homey affair!
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, (670)
"Meriweather district us a cute, walkable area"
The price is CA $166
CA $188 total
includes taxes & fees
Apr 6 - Apr 7
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 CA $652
CA $1,209 total
includes taxes & fees
Apr 16 - Apr 17
Luxe Houseboat: Breathtaking Skyline 360 Views

Simple, Cheap, and Cozy ROOM 1

10.0 out of 10, Exceptional, (1)
"This property was amazing. It was within walking distance of everything I had to do during my stay in Baltimore. Dont judge a book by its cover--this is a very economical and well maintained place for people visiting Baltimore."
The price is CA $86
CA $134 total
includes taxes & fees
Mar 31 - Apr 1
Simple, Cheap, and Cozy ROOM 1
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.