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Compare 490 Vacation Homes in Eastern Maryland with updated reviews, rates, and availability.

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

9.8 out of 10, Exceptional, (119)
"We were in Ocean City for our son's wedding. The condo fit our family and was in a great spot. We were able to walk up to the beach and take long walks on the beach. The condo was clean, large and had lots of parking. Convenient to the strip. Thank you!"
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.0 out of 10, Wonderful, (2)
"no kettle no cutting board"
Pet-Friendly Home on Chester River w/ Dock!

Four Bedroom Oceanside Townhome with Pool and View

8.0 out of 10, Very Good, (1)
"Overall, it was a nice stay. The property was found as advertised; however, there was an infestation of ants that we battled all week. There were ant traps in the property when we arrived and we purchased more throughout the week. The bedding was stained in some places as well. The accuracy of information about access to the pool was a bit frustrating at first. But we got that sorted out rather quickly. The location to the ocean was amazing and very convenient with young children!"
Four Bedroom Oceanside Townhome with Pool and View

Lovely beachfront condo with pool/hot tub access, scenic balcony & washer/dryer

8.2 out of 10, Very Good, (17)
"Condo was in great condition, just as described. Awesome location. "
Lovely beachfront condo with pool/hot tub access, scenic balcony & washer/dryer

Inviting home near beaches with fast WiFi, AC, full kitchen & W/D - dog-friendly

9.6 out of 10, Exceptional, (16)
"The house was very nice and spacious . Also very clean. Appreciate that our dogs were allowed. Close to many restaurants and activities."
Inviting home near beaches with fast WiFi, AC, full kitchen & W/D - dog-friendly

Saint Louis Ave townhouse central AC & private washer/dryer - near the ocean

7.8 out of 10, Good, (19)
"Took my boys with friends for a long weekend and enjoyed our stay. Place was close enough to walk to beach and we enjoyed our stay. Place was easy to communicate with them during the stay."
Saint Louis Ave townhouse central AC & private washer/dryer - near the ocean

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (46)
"This was a comfortable home, and a nice location. We were staying mostly for business, so didn’t do much in town, but the main restaurant and shopping areas are two short blocks away. We did use the nearby nature trail to walk our dogs. The only concerns others might have with the house, and the reason for four stars instead of five, were: minimal kitchen equipment (few pots/pans etc.), steep narrow stairs to the second floor, and low water pressure in the shower. That said, none of these things...
Dollhouse in Central Historic St Michaels

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

10.0 out of 10, Exceptional, (16)
"This property is perfectly located on the boardwalk, had a perfect ocean view, a lot of space, and off street parking. We were all very pleased with this location and would 100% stay at this location again. Thank you for a great getaway!"
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

4BR Townhouse with Garage & Pool in Downtown OC- Close to Beach & Boardwalk!

9.4 out of 10, Exceptional, (49)
"Great location to downtown. Parking on the street is hit or miss. Only issue we had was the wifi… unable to work remotely from this property because wifi is not strong enough."
4BR Townhouse with Garage & Pool in Downtown OC- Close to Beach & Boardwalk!

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook

⭐️UPSCALE House Steps to Ocean 3 Balconies Pool⭐️

9.6 out of 10, Exceptional, (23)
"Check in was very smooth. Home is beautiful and in excellent condition. Bathrooms were very clean, which is a big deal. Floors weren't as clean, so vacuum cleaner came in handy. Quieter area than closer to boardwalk, (which we were thankful for), but still plenty of food and shopping in walking distance. Just a very short walk to the beach. Overall, a great long weekend!"
⭐️UPSCALE House Steps to Ocean 3 Balconies Pool⭐️

OCMD Family Beach Retreat

10.0 out of 10, Exceptional, (7)
"The house is lovely and has all the amenities our family needed. Would definitely stay again. 👍"
OCMD Family Beach Retreat

Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!

9.8 out of 10, Exceptional, (77)
"We loved our stay and hope to return. All 5 bedrooms are very roomy with their own private full bath. Plenty of space for relaxing and eating. The kitchen has everything you will need."
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!

Large estate & cottage with private pool, firepits, & game room

7.8 out of 10, Good, (53)
"The house is simply not what it advertised. We followed the previous vacationers, and the dishwasher still did not work. We had an issue adjusting the water temperature in both the king suite and the upstairs shower. The king suite could not be adjusted (adjuster frozen), and they never sent anyone. We could not use the room off the pool because there was an issue with odor and the air conditioner. We loved spending time by the pool fireplace area however it should have been power washed for the...
Large estate & cottage with private pool, firepits, & game room

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

9.8 out of 10, Exceptional, (107)
"Senior golfers enjoyed our stay at the condo. Close to dining and nightlife. Parking a plus with garage."
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

10.0 out of 10, Exceptional, (24)
"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi

9.2 out of 10, Wonderful, (15)
"Perfect house for our 2 night stay. House had everything you could possibly need and was in a nice quiet neighborhood, perfect for family getaway. We really enjoyed the front porch in the evening. Place was nice and clean and exactly how it is pictured."
2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi

Waterfront Getaway-walk to beach and local favorites!

10.0 out of 10, Exceptional, (29)
"We had a great stay at Bonita on the Bay! Paula was very communicative and helpful and the home was clean, comfortably, and well equipped. I have stayed in Ocean City many times, but never in this particular neighborhood; we were there one week after Labor Day and found the area to be quiet and pleasant with plenty of friendly people around. Being on a canal (as the pictures accurately show), I had slight concerns that the water view would feel closed in with the other houses around. There...
Waterfront Getaway-walk to beach and local favorites!

Water front, open bay views from both decks!!

10.0 out of 10, Exceptional, (48)
"Great place to stay!"
Water front, open bay views from both decks!!

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

9.8 out of 10, Exceptional, (50)
" We ( a group of 16 women) enjoyed having our annual retreat at Nauti or Knot. We stayed for a weekend and the accommodations could not have been better! The bedrooms and bathrooms were wonderful. The living room was able to sit 16 comfortably and the dining room table was big enough for all of us to have dinner together. This is an excellent house!! Our only complaint and it’s minor is that the freezer door was really hard to open."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
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 Eastern Maryland

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, (200)
"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 SAR 397
SAR 563 total
includes taxes & fees
24 Dec - 25 Dec
Shore Point Cottages

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
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.