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Top Cities in Maryland

Vacation Homes in Maryland

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (24)
"I love this property and host! Incredible place to stay close to museums the Naval Academy, local shopping, excellent restaurants and the airport. I will highly recommend this property to friends & family. "
Charming Historic Townhouse Steps From USNA

Sunset Island is Loved for it's Amazing Amenities

Sunset Island is Loved for it's Amazing Amenities

9 Mi to National Mall: Spacious Bethesda Retreat!

9.2 out of 10, Wonderful, (5)
"Well. The owner was very nice but property was being worked on. They had walls unpainted basement floor was not done so no one wanted to stay downstairs plumbing had to be readjusted two of the 5 beds upstairs caved in the middle. Also the heating only worked well in one room you had to put it at 75 so that it could be felt elsewhere but the one room would then be too hot. Should not rent out again until he fixes floors walls mirrors and beds "
9 Mi to National Mall: Spacious Bethesda Retreat!

Beautiful Cottage - Sleeps 8 -Bayside

10.0 out of 10, Exceptional, (3)
"Everything was very nice, host was amazing."
Beautiful Cottage - Sleeps 8 -Bayside

The Pea Pod - Deep Creek Lake

10.0 out of 10, Exceptional, (30)
"Property is just as listed. Have atayed here multiple times and as always its a great place to stay. "
The Pea Pod - Deep Creek Lake

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

10.0 out of 10, Exceptional, (226)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Canton’s Finest Luxury Stay: Walk to Park, Bars!

9.8 out of 10, Exceptional, (15)
"We had a nice, comfortable stay here in Canton. It was great being able to walk to Patterson Park. Parking was pretty easy and driving around town was too."
$266 nightly
The price is $288
Jul 15 - Jul 16
Total includes taxes and fees
Canton’s Finest Luxury Stay: Walk to Park, Bars!

Beautiful 3 BR 2 BA Home in Montego Bay - Community Pool

9.8 out of 10, Exceptional, (42)
"This is a nice property located a short drive or "
Beautiful 3 BR 2 BA Home in Montego Bay - Community Pool

The Cozy Crab- Your Charming Haven in Lovely North Beach!

9.0 out of 10, Wonderful, (2)
"I recently had the pleasure of staying at this fantastic VRBO property, and I couldn't be happier with my experience. From the moment I arrived, I was impressed by how clean and well-maintained the place was. It's clear that the owners take great pride in providing a comfortable and inviting environment for their guests.The property's location is another standout feature. Situated in a vibrant area, it was incredibly walkable to the north beach boardwalk. I took several strolls there, and...
The Cozy Crab- Your Charming Haven in Lovely North Beach!

Downtown Perch W/ Free WiFi, Private Balcony/Patio, Easy Beach Access & More

9.4 out of 10, Exceptional, (18)
"Well cared for"
Downtown Perch W/ Free WiFi, Private Balcony/Patio, Easy Beach Access & More

Beautiful 3 BR 2.5 BA New Home in West Ocean City's Bayside Community

10.0 out of 10, Exceptional, (5)
Beautiful 3 BR 2.5 BA New Home in West Ocean City's Bayside Community

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (10)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
$492 nightly
The price is $522
Jul 13 - Jul 14
Total includes taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

$457 nightly
The price is $484
Jul 18 - Jul 19
Total includes taxes and fees
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (6)
"The place was very clean and very cool, which was nice on the hot days. Some of my party slept on the floor so I'd say it sleeps 10 but overall, wonderful place would recommend to anyone!"
$836 nightly
The price is $873
Jul 21 - Jul 22
Total includes taxes and fees
Wave Watcher's Condo - Steps to the beach!

Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly

9.2 out of 10, Wonderful, (29)
"The property was convenient to public transit, a nice park, and Dunkin Donuts. It has two televisions, so no need to compromise on the channel to watch "
Cozy Guesthouse w/ free parking, 15 minutes to D.C., Pet Friendly

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (68)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (51)
"Our third stay at this property. Very clean and comfortable. Everything that you need is walking distance. House is well appointed and as pictured. "
Affordable Luxury Town Home in Federal Hill Baltimore.

Quiet Relaxing Waterfront Suisse Chalet

9.6 out of 10, Exceptional, (76)
"Overall this was the most amazing experience from the location and the house itself to the property manager. The property manager was so amazing and made sure that if you needed anything in your stay they would make it happen. They were also very good about communication and responding quickly. On top of all of this the house itself is amazing and in the perfect location. Whether you want to have a chill getaway or explore Annapolis and the other amazing locations around it is the perfect house."
Quiet Relaxing Waterfront Suisse Chalet

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (181)
"It was such a treat to stay in this unique old house. The basement is built right into the rock hill! The house is comfortable and convenient even though it has seen so many years. The hosts did a great job decorating and taking care of it. We would love to come back on a warmer weekend and enjoy the yard. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

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

10.0 out of 10, Exceptional, (112)
"My friends and I were looking for a relaxing place to have a long weekend - this place was great! The location was wonderful and the house had everything we needed. The host was a fabulous communicator and helped us with everything we needed! Can’t wait to stay here again! "
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
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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