Search Vacation Homes in Eastern Shore

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Compare 443 Vacation Homes in Eastern Shore with updated reviews, rates, and availability.

Exterior
Beautiful furnished home in Salisbury, MD.
10.0 out of 10, Exceptional, (110)
"The location was very convenient to the downtown area. The house was very clean and neat and had a lot of conveniences to make our stay comfortable. The area was quiet and quite beautiful."
Beautiful furnished home in Salisbury, MD.
4 bedrooms, desk, iron/ironing board, travel crib
Caribbean Pool Home <1 mile from Matapeake Beach!
10.0 out of 10, Exceptional, (1)
"The house was exactly as promised! We were very happy with the accommodations!"
The price is $250
$791 total
includes taxes & fees
May 28 - May 29
Caribbean Pool Home <1 mile from Matapeake Beach!
Property grounds
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
10.0 out of 10, Exceptional, (72)
"Unique and friendly"
The price is $150
$316 total
includes taxes & fees
May 17 - May 18
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
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Property grounds
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
10.0 out of 10, Exceptional, (21)
"Nice neat had lot of fun. Everything you need was with in walking. just very enjoyable. Thanks the Motes family."
The price is $878
$1,312 total
includes taxes & fees
Jun 7 - Jun 8
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
View from property
Water front, open bay views from both decks!!
10.0 out of 10, Exceptional, (23)
"The decks facing the water was beautiful! There was nice outdoor furniture to enjoy our time outdoors!"
Water front, open bay views from both decks!!
Fridge, microwave, oven, stovetop
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
Property grounds
The Blue House! Walk to the Beach! Sleep10-FirePit-Bikes-PingPong-N64-EVCharger!
10.0 out of 10, Exceptional, (33)
"Beautiful home, great stay!!! If you are looking for a beautiful rental close to the beach this is it!! Very attentive & caring owners. Neil made us feel like this was our own home for the week! Definitely 5 stars and we will be staying again!!!"
The price is $197
$626 total
includes taxes & fees
May 22 - May 23
The Blue House! Walk to the Beach! Sleep10-FirePit-Bikes-PingPong-N64-EVCharger!
Beach
Tiffanie by the Sea Ocean Block with pool
10.0 out of 10, Exceptional, (13)
"The condo was nice and clean and had everything we needed. It was a short walk to the beach. The pool was nice and warm and super convenient as well. We loved our stay and would definitely stay again!"
Tiffanie by the Sea Ocean Block with pool
Fridge, microwave, oven, stovetop
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (8)
"Sarah and her family did such a wonderful job with this loft it was beautiful and comfy. Loved how much they had in this place for your stay, they thought of everything! We would book this again and stay longer to meet the animals, family and just to get away from it all. You want a quite, peaceful night sleep with the sound of frogs and crickets this is your place!!!"
The price is $149
$284 total
includes taxes & fees
May 18 - May 19
Cozy Barn Loft: Country Views & Central to Beaches
Fridge, microwave, oven, stovetop
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
Property grounds
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
9.8 out of 10, Exceptional, (110)
"The was just what we needed. My granddaughters loved the gaming system. Overall it was one of the best homes I've stayed in."
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Smart TV
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 $180
$260 total
includes taxes & fees
May 17 - May 18
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
Exterior
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (85)
"Such a comfortable place to stay! Fully stocked kitchen, big rooms with comfortable beds and linens. Everything is clean and the appliances are new. Sweet welcome gift of pastries and water. Quiet neighborhood. Easy to access and property host was very responsive."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (25)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Beach
⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️
9.8 out of 10, Exceptional, (11)
"This condo worked very well for 4 kite flyers. Parking was very easy. We were close to the flying fields on the beach. Mitchell's Deli was a short walk, and we could bake a cake for a co-operative dinner. A rubber scraper would have made that just a bit easier. We were very glad there was a mixer. Two very minor points: the WiFi password was given in all uppercase in one place and all lowercase in the actual notebook - lowercase worked fine for us - we didn't try uppercase. Another reviewer...
⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️
Property grounds
⭐️Ocean Edge 402 Gorgeous Boardwalk Best Views/Sunrises⭐️
9.8 out of 10, Exceptional, (13)
"Property is definitely for rentals only judging by mismatched furniture and throw pillows that have seen better days. The floors were very dirty. Main shower not working properly. Patio chairs rusting out. The location is great and we did have a good time"
⭐️Ocean Edge 402 Gorgeous Boardwalk Best Views/Sunrises⭐️
View from property
On The Water * Private Dock * Sunset Porch Views
9.8 out of 10, Exceptional, (28)
"This house was just perfect! We went to Ocean City for a long weekend trip withmy extended family. This is a very nice house on the bay with plenty of room. We especially loved the 2 king size bedroom, it worked perfectly for 2 couples. The deck was great. We got crabs one afternoon and were able to enjoy them in the roomy screened porch. The place is very clean and well kept. The owner was very quick to respond and very accommodating with the one issue we had at check in. We'd love to stay here...
On The Water * Private Dock * Sunset Porch Views
Fridge, microwave, stovetop, dishwasher
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!
Interior
Dog-friendly, waterfront home with dock, fireplace, pools & great location
9.4 out of 10, Exceptional, (9)
"We had a great week with my Daughter and son in law and our Sweet golden retriever “Gracie” at this very nice house The house was well equipped with everything you needed and such a relaxing location in Ocean Pines It is so easy getting in and out of Ocean City and plenty of great food places near by. I love spending time in OceanDowns Casino trying to get lucky with a big win Thank you for a Great week I just wish it didn’t go by so fast"
Dog-friendly, waterfront home with dock, fireplace, pools & great location
Exterior
Stunning and Spacious Villa on 104th street for a great vacation
9.2 out of 10, Wonderful, (12)
"Great place, clean, close to beach. Check in required to go to property mgt company for a key (door has code to use). Need to return key on way out of town. Seems unnecessary step. No shelves in shower for my shampoo or soap. Had to put on shower floor, odd Need to replace coffee carafe (broken glass), and toaster. Also for such a nice place should upgrade silverware (needs more) would not have enough if 6-8 people stayed."
Stunning and Spacious Villa on 104th street for a great vacation
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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

Property grounds
Near it all OC beaches,Assateague island.Family-friendly white horse park
10.0 out of 10, Exceptional, (10)
"We had such a comfortable stay! Thoughtful hosts, adorable home in a safe and quiet area. We would definitely recommend and stay here again! Thank you so much!"
Near it all OC beaches,Assateague island.Family-friendly white horse park
Fridge, microwave, stovetop, dishwasher
Shore Point Cottages
3.0 star property
9.2 out of 10, Wonderful, (51)
"Great place, about a 10 min drive to the boardwalk but many other things nearby like a diner, several restaurants. Easy check in process, can’t wait to stay again. "
Shore Point Cottages
Studio, 1 King Bed, Non Smoking | Balcony
Coconut Malorie Resort Ocean City a Ramada by Wyndham
3.0 star property
7.4 out of 10, Good, (1177)
"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 Vacation Homes information

Number of reviews
599
Accommodation
443 Vacation Homes
Lowest Price
$90
Highest Price
$878

Recent reviews of Eastern Shore hotels
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