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Vacation Homes in Eastern Maryland

Our top choices for Eastern Maryland vacation homes

⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️

8.8 out of 10, Excellent, (9)
"The location was amazing! Just steps from the beach! The condo was a perfect size for our family which was 5 adults and 2 young kids. It had everything we needed."
The price is ¥43,076
¥97,040 total
includes taxes & fees
Sep 1 - Sep 2
⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️

Sunset Island is Loved for it's Amazing Amenities

9.4 out of 10, Exceptional, (3)
"Very nice house. Like the key code entry instead of keys.Some in our group made use of the gym, pool, and bay beaches. Felt safe to let pre-teens and teens walk on their own. Kitchen could use more mugs, silverware, cooking utensils, and potholders.Six passes for a house that accommodates 12 is odd, so we took turns to avoid the expense of more passes. Other parts of the island would be a closer walk for the ocean, but it was doable."
Sunset Island is Loved for it's Amazing Amenities

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

10.0 out of 10, Exceptional, (91)
"Enjoying Can’t wait to stay again"
The price is ¥29,454
¥55,089 total
includes taxes & fees
Sep 21 - Sep 22
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Coastal Luxury Townhome; Home Arcade, Pools, Pet-Friendly, Gym, Close to Beaches

10.0 out of 10, Exceptional, (3)
"Beautiful home with everything as described. Easy check-in and great location."
Coastal Luxury Townhome; Home Arcade, Pools, Pet-Friendly, Gym, Close to Beaches

Waterfront Getaway-walk to beach and local favorites!

10.0 out of 10, Exceptional, (36)
"Our 1st time in Maryland and it was wonderful!!"
Waterfront Getaway-walk to beach and local favorites!

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (9)
"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!"
Wave Watcher's Condo - Steps to the beach!

Quiet Beachfront Retreat with Private Balcony

8.4 out of 10, Very Good, (26)
"The unit is very close to the beach."
Quiet Beachfront Retreat with Private Balcony

Stunning New Beach House in Bayside, 2 Master Suites, Fast WiFi, Turn Key!

10.0 out of 10, Exceptional, (10)
Stunning New Beach House in Bayside, 2 Master Suites, Fast WiFi, Turn Key!

Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

9.6 out of 10, Exceptional, (111)
"Had a great time house was very clean!"
Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

Water front, open bay views from both decks!!

10.0 out of 10, Exceptional, (73)
"Great place to stay!"
Water front, open bay views from both decks!!

< 1 Mi to Boardwalk: Ocean City Retreat on Canal

< 1 Mi to Boardwalk: Ocean City Retreat on Canal

Beach Cottage 1Bed/1Bath Fully Renovated on the Boardwalk

9.8 out of 10, Exceptional, (51)
"Great location, clean, walkable to everything, perfect place to watch the car show."
Beach Cottage 1Bed/1Bath Fully Renovated on the Boardwalk

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (12)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is ¥25,036
¥55,418 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

DownByTheBay_107- Spacious Beach Home 4BR/3.5BA @Broad Marsh/Pool/Steps to Beach

9.4 out of 10, Exceptional, (36)
"The property was easy to find, exceptionally clean, and very enjoyable! Would definitely book again!"
DownByTheBay_107- Spacious Beach Home 4BR/3.5BA @Broad Marsh/Pool/Steps to Beach

Sailor's Sunrise Cottage - Chesapeake Bay

9.6 out of 10, Exceptional, (51)
"It was represented very well. I would definitely recommend for getting away from crowds. NEAT place,yes you are at the water! Would give it a 4.7 overall.! "
Sailor's Sunrise Cottage - Chesapeake Bay

Charming Getaway with Boat Dock Minutes from Ocean City

9.4 out of 10, Exceptional, (19)
"Awesome location and house. Plenty of room, everything was very clean and comfortable. Hope to stay there again in the future. Property owner was very nice and helpful. "
Charming Getaway with Boat Dock Minutes from Ocean City

River Front, Private Single Family Home

10.0 out of 10, Exceptional, (18)
"Host was very helpful and accommodating. Place was adorable with beautiful views, just as depicted. Had everything we needed and more! "
River Front, Private Single Family Home

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (44)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is ¥31,849
¥65,332 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Waterfront Retreat in Cambridge!

Newly Updated in 2023, Centrally Located to All the OC Fun!

9.8 out of 10, Exceptional, (16)
"Nice stay, plenty of room for 8. No issues Great location."
Newly Updated in 2023, Centrally Located to All the OC Fun!

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

9.4 out of 10, Exceptional, (28)
"I cannot say enough about this property. Home was so spacious, views were wonderful, kitchen was very well stocked and just minutes to town. Highly recommend renting this home."
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
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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Top Eastern Maryland Hotel Reviews

Find out more about Eastern Maryland

Find out more about Eastern Maryland

Eastern Maryland Vacation Homes information

Number of reviews
432
Accommodation
470 Vacation Homes
Lowest Price
¥25,036
Highest Price
¥43,076

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