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Compare 469 Vacation Homes in Eastern Maryland with updated reviews, rates, and availability.

Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK
Living area

Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK

9.6 out of 10, Exceptional, (62)
"Great little place close to the beach. The townhouse is two story. There were plenty of beds and the kitchen was well stocked with appliances, plates and mugs. The view from the balcony gives you the ability to see the boardwalk and beach. The owners were very quick and easy to work with in regards to questions I had about the TV. Overall, great place for a family vacation!"
The price is AED 184
AED 1,142 total
includes taxes & fees
25 Nov - 26 Nov
Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK
Tip Of The Town Fresh and New 3 Bedroom Nest
Exterior

Tip Of The Town Fresh and New 3 Bedroom Nest

9.8 out of 10, Exceptional, (7)
"Loved the convenience to the town of South East and Blue Elk Vineyard. The property was very clean. Having an EV charger was so helpful."
The price is AED 624
AED 1,293 total
includes taxes & fees
24 Nov - 25 Nov
Tip Of The Town Fresh and New 3 Bedroom Nest
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Dining

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

9.8 out of 10, Exceptional, (118)
"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
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
Building (1)

⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️

9.4 out of 10, Exceptional, (26)
"Great time in beautiful condo. Five stars all around. Outstanding location, comfort, amenities, convenience, service. Love it!"
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Enjoy the sunset from Long Wharf Marina across the street

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (6)
"This stay was perfect. The location was charming and safe, and the home was clean and cozy. Jennifer was a very accommodating and responsive host."
The price is AED 643
AED 1,441 total
includes taxes & fees
16 Dec - 17 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Exterior

House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.

9.8 out of 10, Exceptional, (100)
"Great stay - we were hardly there but the convenience of the location was great and everything was just as described. Thank you!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Exterior

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was very clean and was great for our home base while visiting family in St. Michael’s. The owner was very response and friendly. The house included all basic amenities and then some! The owner really took the time and care preparing this place for guests. Downtown Cambridge is a short drive and a cute little town with shops and restaurants. We didn’t have a ton of time to explore downtown but plan to on our next stay! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Bayfront home with WiFi, fireplace, & pool

Bayfront home with WiFi, fireplace, & pool

9.0 out of 10, Wonderful, (57)
"Loved the house - tons of room, and very nicely decorated. "
Bayfront home with WiFi, fireplace, & pool
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Exterior

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

9.8 out of 10, Exceptional, (119)
"This home is beautiful! Lots of light and space. We had such a great time we didn't want to leave. The location is perfect! The home is equipped with everything you need for an awesome vacation. We felt like Kim thought of everything. Just bring yourselves and enjoy "
The price is AED 217
AED 1,186 total
includes taxes & fees
24 Nov - 25 Nov
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Interior

"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
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Living room (1)

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

10.0 out of 10, Exceptional, (15)
"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
Dog-friendly, water-view townhome with shared pool, patio, grill

Dog-friendly, water-view townhome with shared pool, patio, grill

7.8 out of 10, Good, (12)
"Great location. Near stores and restaurants. Close to pool and the bay. Walking distance to restaurants and outlet mall. Beautiful view odd the back porch. Lots of stairs up to the bedrooms. "
Dog-friendly, water-view townhome with shared pool, patio, grill
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
Living Room (1)

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

9.4 out of 10, Exceptional, (10)
"My family loves Sunset Island. We thoroughly enjoyed staying at this condo. "
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
Boardwalk Bungalow | Whole House Downtown OC
Exterior

Boardwalk Bungalow | Whole House Downtown OC

9.2 out of 10, Wonderful, (23)
"This is a classic beach cottage right in downtown OC - perfect for what we needed for our long weekend. We were able to walk to everywhere we needed to go. We will book again!"
Boardwalk Bungalow | Whole House Downtown OC
2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi

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
BRAND NEW FAMILY FRIENDLY NORTH OC OCEANBLOCK TOWNHOUSE! OCEAN VIEWS!
Outside View (West Side)

BRAND NEW FAMILY FRIENDLY NORTH OC OCEANBLOCK TOWNHOUSE! OCEAN VIEWS!

3.0 star property
10.0 out of 10, Exceptional, (62)
"Perfect location, modern updates to the place "
The price is AED 2,200
AED 3,604 total
includes taxes & fees
29 Nov - 30 Nov
BRAND NEW FAMILY FRIENDLY NORTH OC OCEANBLOCK TOWNHOUSE! OCEAN VIEWS!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Living Area

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (32)
"We were able to walk to most places we wanted to go in town. The house was a little small but everything we needed was there and the property managers were easy to reach. We had a great time!"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
Property grounds

Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City

9.4 out of 10, Exceptional, (24)
"short stay but enjoyable"
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Concord Point Lighthouse

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (55)
"Porch is filled with cobwebs. Steps inside need a lot of improvement. Inside was very clean, if dated. However I was pleased with the updated shower, refrigerator, kitchen. No tv made the down time lonely. Netflix did not work, nor did dvd player. For me I needed a much more closer bathroom on the second floor. Getting up 3 times a night to use bathroom & navigating those poorly constructed stairs was scary. I did not want to stay in the single bed right by front door. SUZANNE was very...
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Water front, open bay views from both decks!!
Room

Water front, open bay views from both decks!!

10.0 out of 10, Exceptional, (47)
"Spacious bedrooms with comfortable beds. The kids loved watching the wildlife on the bay. 1st floor common areas were a little tight when everyone was together. "
Water front, open bay views from both decks!!
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

Shore Point Cottages
Exterior

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (199)
"These cottages were so cute and the area was nice we had everything we needed and it was very convenient getting to the ocean's calling festival we were going to. I would definitely recommend these cottages if you are headed out to Ocean City."
The price is AED 384
AED 546 total
includes taxes & fees
25 Nov - 26 Nov
Shore Point Cottages
Majestic Hotel & Apartments
Exterior

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Beachfront condo with private balcony & amazing views

Beachfront condo with private balcony & amazing views

9.2 out of 10, Wonderful, (20)
"Vrbo itself great! I like staying away from the boardwalk.I did reach out to the property manager 3 days ago about a non serious issue and still didn’t get a response. Vacasa can be better. There was left over coffee spilled and maybe lettuce dried up on the counter that could have been cleaned better. "
Beachfront condo with private balcony & amazing views
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.