Maryland Holiday Rentals

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Top Cities in Maryland

Top Holiday Rentals Destinations in Maryland

WhyHotel by Placemakr Columbia
4.0 star property
9.0 out of 10, Wonderful, (567)
"This was my second visit to this particular hotel. I love both the accommodations and the staff. Very helpful and friendly. The immediate area in the Merriweather district are fantastic."
The price is AU$189
includes taxes & fees
6 Dec - 7 Dec
WhyHotel by Placemakr Columbia
Majestic Hotel & Apartments
3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (199)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
The price is AU$227
includes taxes & fees
25 Nov - 26 Nov
Shore Point Cottages
Near it all OC beaches,Assateague island.Family-friendly white horse park
10.0 out of 10, Exceptional, (26)
"My husband and I spent the weekend and the neighborhood as well as the neighbors were just lovely! John checked in to make sure we were ok and to reach out if we needed anything! We really enjoyed ourselves!"
Near it all OC beaches,Assateague island.Family-friendly white horse park
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
9.4 out of 10, Exceptional, (24)
"Stayed for Country Calling festival and it was on shuttle drop off line after concert. Lots in walking distance! Condo was nicely decorated and comfortable for two people. We enjoyed the deck area very much!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
Secluded, romantic cabin with hot tub on 12 acres of woodland.
10.0 out of 10, Exceptional, (76)
"The property was Great. Very clean and a perfect place for a getaway. Would highly recommend for anybody looking to get away with spouse or significant other. Can’t wait to go back someday soon. "
The price is AU$521
includes taxes & fees
26 Nov - 27 Nov
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Coconut Malorie Resort Ocean City a Ramada by Wyndham
3.0 star property
7.4 out of 10, Good, (1236)
"A bit dated but still in good shape and decent value, big room. Water came in under the counter during heavy rain. Nevertheless, I'd stay again."
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
7.6 out of 10, Good, (15)
"This condo was very comfortable for our family. The kitchen was equipped. It has 2 full bathrooms. Three beds, one sofa bed. Cable tv. Great location, beautifully decorated. The thermostat being in 72 all the time was an issue for us since the back bdrm was hot. The floor was a bit sandy when we arrived. However, it wasn't a big deal, we're at the beach! The vacasa team was helpful and polite. The condo is a gem. We loved it and we're planning to come back!"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
Charming house & casita near the ocean with private pool, W/D & central AC
8.2 out of 10, Very good, (36)
"We are OC locals and did a staycation for my husband’s 52nd birthday. The property was spacious. The two houses in one location was great foe privacy."
Charming house & casita near the ocean with private pool, W/D & central AC
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
9.0 out of 10, Wonderful, (72)
"No elevator and we were on the 3rd floor. Difficult to move items up and down stairs. Otherwise it was acceptable."
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
6.8 out of 10, (8)
"We were booted from this condo due to pest infestation wish we could have stayed here instead of where they sent us. We were not happy with the Atlantis, was misrepresented."
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
9.2 out of 10, Wonderful, (17)
"Liked the lock code for the door, since didn’t have to arrive at a set time. Pictures made the place look newer than what it was. Kitchen and bathroom are nice."
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
8.4 out of 10, Very good, (24)
"Great condo overlooking the ocean. Quiet, great location far away from crowds but close enough to all the attractions. Definitely will stay again."
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
Newly updated condo - less than a block to the beach
9.4 out of 10, Exceptional, (27)
"Probably will rent in may"
Newly updated condo - less than a block to the beach
Safari Apartments
3.0 star property
9.2 out of 10, Wonderful, (29)
"Property was newly renovated, and everything was new and clean. Had issue with lock but staff was very fast and efficient on assisting us. Enjoyed stay and would definitely come again."
Safari Apartments
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Roomy 2 Bedroom Apt. w/en Suite Bath, Private Entry & Off Street Parking
10.0 out of 10, Exceptional, (75)
"Hugh was a wonderful, attentive host during our week-long stay in the DC area. He is extremely responsive and helpful and saw to it that our stay the very best that it could have been. This living space is well-appointed and exceptionally clean, nestled in a quiet neighborhood away from the bustle of downtown -- but all the DC sites are an easy bus/Metro ride away. The wifi is excellent. I work from home, so took my laptop with me so that I could work and participate in Zoom calls and so...
Roomy 2 Bedroom Apt. w/en Suite Bath, Private Entry & Off Street Parking
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (49)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home
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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