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, (583)
"I love coming here - every time! I am a new regular 😊"
The price is NZ$249
includes taxes & fees
4 Jan - 5 Jan 2025
WhyHotel by Placemakr Columbia

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments

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

Coconut Malorie Resort Ocean City a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1236)
"Nice to have a kitchen and separate bedroom "
Coconut Malorie Resort Ocean City a Ramada by Wyndham

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (79)
"This property was beautiful. Very clean and well maintained. Looks just like the pictures. It was a perfect getaway for us!"
The price is NZ$586
includes taxes & fees
23 Dec - 24 Dec
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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

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

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

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

Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool

9.4 out of 10, Exceptional, (48)
"We loved the unit! The granite table was so convenient, yet did not impact the flow in the kitchen. Main bed was comfy - slept like we were at home."
Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool

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

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

Roomy 2 Bedroom Apt. w/en Suite Bath, Private Entry & Off Street Parking

10.0 out of 10, Exceptional, (77)
"This was perfect thank you very mucb"
Roomy 2 Bedroom Apt. w/en Suite Bath, Private Entry & Off Street Parking

Global Luxury Suites Bethesda Chevy Chase

3.5 star property
8.4 out of 10, Very good, (98)
"It was solid "
The price is NZ$448
includes taxes & fees
29 Dec - 30 Dec
Global Luxury Suites Bethesda Chevy Chase

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
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, (205)
"A great experience all around"
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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