Search Holiday Homes in Eastern Shore

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Browse Select Eastern Shore Holiday Homes

Inviting home near beaches with fast WiFi, AC, full kitchen & W/D - dog-friendly
10.0 out of 10, Exceptional, (3)
"Easier walk to the beach than anticipated. Great location and a very cute and live-able space. We felt very at home with our two boys."
Inviting home near beaches with fast WiFi, AC, full kitchen & W/D - dog-friendly
Sun, Sand, Beach & Boardwalk
10.0 out of 10, Exceptional, (7)
"We had a wonderful week at Shelly’s place in Ocean City. The house was so welcoming when we arrived with soft music playing on the tv, lights on and a bottle of wine waiting for us. The view from the porch and upper deck are awesome! Lots of thoughtful touches like hand soap, wipes, shampoo etc. were provided. Our friend joined us for 2 nights and she loved sitting on the porch watching the world go by on the boardwalk too. We hope to come back next year."
Sun, Sand, Beach & Boardwalk
Very Spacious 3 level Bay Front vacation house
10.0 out of 10, Exceptional, (21)
"Loved the house, so much fun for my extended family for Easter. Beautiful views, awesome game room."
Very Spacious 3 level Bay Front vacation house
Save an average of 15% on thousands of hotels when you're signed in
Waterfront Getaway-walk to beach and local favorites!
10.0 out of 10, Exceptional, (19)
"Everything about our stay was perfect. Communication with Paula, check-in, cleanliness, comfort of furniture was all top notch. We will stay again the next time we are in the area!"
Waterfront Getaway-walk to beach and local favorites!
Water front, open bay views from both decks!!
10.0 out of 10, Exceptional, (21)
"This place was beautiful.I would recommend this place and the host was very attentive"
Water front, open bay views from both decks!!
3 Bedroom Pet Friendly Single Family Home
10.0 out of 10, Exceptional, (1)
"This house has a cute beachy bungalow vibe. Nice neighborhood and a short walk to the oceanfront in one direction and to the bay in the other. Very clean and well kept property."
3 Bedroom Pet Friendly Single Family Home
Modern home with screened deck, central AC, washer/dryer & well-equipped kitchen
10.0 out of 10, Exceptional, (3)
"Clean, plenty parking space."
Modern home with screened deck, central AC, washer/dryer & well-equipped kitchen
Dog-friendly, water-view townhome with shared pool, patio, grill
10.0 out of 10, Exceptional, (2)
"Lovely 3 level townhome that easily sleeps 9. Family friendly, cute decor, very clean. Easy checkin parking for 3 vehicles, close to Boardwalk and close to shops. I really enjoyed my stay and so did my family. Quiet family neighborhood so if you want loud parties skip this property. I have recommended this to friends and will rebook"
Dog-friendly, water-view townhome with shared pool, patio, grill
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
10.0 out of 10, Exceptional, (17)
"Wonderful experience! Condo and property manager are both fantastic. Great location, clean, lovely, easy access, much more. Could not be more pleased. Highly recommended. Can't wait to come back!"
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
Beach view condo with private deck
9.8 out of 10, Exceptional, (7)
"Great location with partial ocean view, just right for a weekend beach trip!"
Beach view condo with private deck
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!
9.8 out of 10, Exceptional, (71)
"Comfortable relaxing atmosphere in soothing colors. The owners have thought of almost everything to complete your vacation needs. We really appreciate the quality materials provided."
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!
WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
9.8 out of 10, Exceptional, (109)
"We really enjoyed our stay and would stay here again."
WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
9.8 out of 10, Exceptional, (53)
"The house had all the kitchen accessories we needed to cook each night"
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
On The Water * Private Dock * Sunset Porch Views
9.8 out of 10, Exceptional, (27)
"Modest street view with surprises inside. Great open deck and screened patio out back with nice water view. Cozy bedrooms! We brought along our two well-behaved small dogs. Always appreciate owners smart enough to open their homes to dogs. Leigh Anne was quick to answer our messages both before and during our stay."
On The Water * Private Dock * Sunset Porch Views
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
9.8 out of 10, Exceptional, (32)
"Stayed 2 very peaceful nights at this very clean and well furnished home. We found the beds nicely firm. There were sufficient outlets to charge our electronics and we appreciated the coffee supplies. We didnt cook but the kitchen seemed well stocked. This is a cozy, comfortable place. The only challenge is that the bathroom is a single step up. This didnt work well for one in our party but for the rest of us it was fine."
The price is £204
per night
1 May - 2 May
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (4)
"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
⭐️Belmont Towers 411 HUGE Balcony Boardwalk Pool Gym Sauna⭐️
9.6 out of 10, Exceptional, (26)
"This home was perfect! Clean, spacious, well stocked. our family consisted of a 3-year-old, 10-year-old, 15-year-old and 17-year-old (plus us parents) and we all had a blast! I cooked many meals at the condo and it was well equipped. The communication was amazing! Can’t wait to come back again!"
⭐️Belmont Towers 411 HUGE Balcony Boardwalk Pool Gym Sauna⭐️
Ocean City Bayside Retreat unit B
9.6 out of 10, Exceptional, (88)
"Great place but lacks proper cleaning. It needs a really good deep cleaning"
Ocean City Bayside Retreat unit B
Sunset Island Townhouse w/Private W/D, WiFi, Shared Pool, AC - Relax and Unwind
9.2 out of 10, Wonderful, (15)
"Fabulous house in beautiful community = fun for all!"
Sunset Island Townhouse w/Private W/D, WiFi, Shared Pool, AC - Relax and Unwind
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
9.2 out of 10, Wonderful, (12)
"Perfect location for what my family needed. Kids enjoyed the smart TVs. Living room was comfortable. Kitchen well outfitted."
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
Don't see what you're looking for?
See all available properties in Eastern Shore
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.

Other property types in Eastern Shore

Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
9.8 out of 10, Exceptional, (7)
"clean - updated - fabulous location!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
Shore Point Cottages
3.0 star property
9.0 out of 10, Wonderful, (46)
"Clean, safe, homes were close together but overall it was great"
Shore Point Cottages
Coconut Malorie Resort Ocean City a Ramada by Wyndham
3.0 star property
7.4 out of 10, Good, (1176)
"Staff was extremely kind and helpful. We will look to stay here during the season and will stay here again for cheerleading competition in the future"
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.

Eastern Shore Holiday Homes information

Number of reviews
487
Accommodation
447 Holiday Homes
Lowest Price
£204
Highest Price
£204

Eastern Shore Hotel Reviews
Expedia verified reviews