Search Vacation Homes in Eastern Shore

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Compare 461 Vacation Homes in Eastern Shore with updated reviews, rates, and availability.

Beautiful furnished home in Salisbury, MD.
10.0 out of 10, Exceptional, 112 reviews
"This is my second consecutive year staying at this location. Love the area, the neighborhood and the home. Will always look for this place first when staying in or around OC. Will be back again next year! Thank you!"
Beautiful furnished home in Salisbury, MD.
Caribbean Pool Home <1 mile from Matapeake Beach!
10.0 out of 10, Exceptional, 1 review
"The house was exactly as promised! We were very happy with the accommodations!"
The price is $216
$748 total
includes taxes & fees
Jun 4 - Jun 5
Caribbean Pool Home <1 mile from Matapeake Beach!
Ocean City Bayside Retreat unit B
9.6 out of 10, Exceptional, 88 reviews
"Great place but lacks proper cleaning. It needs a really good deep cleaning"
Ocean City Bayside Retreat unit B
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Beach view condo with private deck
9.8 out of 10, Exceptional, 8 reviews
"Property is clean and steps from the beach. Fully stocked with coffee, kitchen supplies and linens. Didn't realize dogs weren't allowed on the beach after May 1st, but that was our fault and just worked around it! Thanks for a fun weekend getaway!"
Beach view condo with private deck
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
10.0 out of 10, Exceptional, 75 reviews
"It's a completely unique and very artistic place to stay. Master bed was super comfortable. Laurie was a kind and generous host."
The price is $150
$316 total
includes taxes & fees
Jun 4 - Jun 5
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, 26 reviews
"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
10.0 out of 10, Exceptional, 21 reviews
"Nice neat had lot of fun. Everything you need was with in walking. just very enjoyable. Thanks the Motes family."
The price is $698
$1,082 total
includes taxes & fees
Jun 7 - Jun 8
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
Dog-Friendly Beach House - Fast WiFi, Central AC, Gas Fireplace & Washer/Dryer
7.8 out of 10, Good, 20 reviews
"The house was nice but something could have been better like clearer instructions on how to enter the property befor you get there."
Dog-Friendly Beach House - Fast WiFi, Central AC, Gas Fireplace & Washer/Dryer
Ocean City Bayside Retreat unit A
9.6 out of 10, Exceptional, 33 reviews
"We had a great time on our stay. We visited a lot of places and did a lot of riding. Went to Chincoteague and Assateague and visited alot of nearby restaurants and bars. Green Turtle, Kirby’s, Yellowfins and Ropewalk. We would like to thank Freedom for letting us stay in her home. It had everything we needed and we enjoyed sitting on the porch and watching the foxes run around the neighborhood. We had plenty of room in the driveway and would love to come stay again.😊👍"
Ocean City Bayside Retreat unit A
Charming dog-friendly townhouse with pool - near beach
8.4 out of 10, Very Good, 88 reviews
"Nice convenient location to all of Ocean City’s attractions at an affordable price."
Charming dog-friendly townhouse with pool - near beach
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
9.8 out of 10, Exceptional, 32 reviews
"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
$259 total
includes taxes & fees
Jun 4 - Jun 5
Cozy 2-bedroom bungalow, 10 minutes from beach, pet friendly
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7<br><br>FREE LINENS & TOWELS PROVIDED
9.0 out of 10, Wonderful, 2 reviews
"This is a nice house that’s convenient to Ocean City."
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7<br><br>FREE LINENS & TOWELS PROVIDED
Cottage near the Bay
9.0 out of 10, Wonderful, 13 reviews
"Come stay at this wonderful house in lovely Crisfield Maryland. You won't be sorry. The host is fantastic and gets back to you quickly if you have questions. Thank you for everything."
The price is $90
$198 total
includes taxes & fees
Jun 4 - Jun 5
Cottage near the Bay
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
9.6 out of 10, Exceptional, 19 reviews
"Very clean had all appliances, great view of inlet area, patio chairs very uncomfortable ANTS IN KITCHEN AND LIVING ROOM"
The price is $775
$1,149 total
includes taxes & fees
Jul 3 - Jul 4
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
Luxury Key Largo Penthouse w/ Ocean View, WiFi, AC, W/D - 1/2 Block to Beach
9.4 out of 10, Exceptional, 63 reviews
"We stayed for a golf weekend and the space was large enough to accommodate 8 of us! Many of the places were closed for the season, but Seacrets was open and walkable! Great stay!"
Luxury Key Largo Penthouse w/ Ocean View, WiFi, AC, W/D - 1/2 Block to Beach
Family-Friendly Beachfront Townhouse w/Great Views, Deck, Shared Outdoor Pool
6.0 out of 10, 11 reviews
"Not clean,too many broken things to list here! Seniors beware of master on 3rd floor. Per photo's I thought there were 4 actual bedrooms but one is a breakfast room with a pull out. The only good thing was the location! I was grossed out by the furniture and bedding! Stains on everything. My grandkids made a joke video about all the issues with this house, thats how bad it was."
Family-Friendly Beachfront Townhouse w/Great Views, Deck, Shared Outdoor Pool
Oceanfront Condo with a Balcony, AC, WiFi, Great Views & Shared Pools/Hot Tub
6.2 out of 10, 10 reviews
"We loved being on the beach and having indoor and outdoor pools. The lack of working washer and dryer in the unit was a real negative impact on stay because we packed with the expectation of being able to wash swimsuits and clothes during our stay. I wish we had heeded the other reviews. They are accurate. The sink in master still doesnt work. The master bath door doesnt close. The vacuums are broken. You cant do laundry because washer and dryer dont work. Basically all the reviews we read,...
Oceanfront Condo with a Balcony, AC, WiFi, Great Views & Shared Pools/Hot Tub
3 bedroom home located near OC Art Center, A/C Washer/Dryer, Grill on Deck
10.0 out of 10, Exceptional, 2 reviews
"The space was exactly as advertised, very clean and comfortable. The communication surrounding check in was a little confusing, there is nothing on the listing saying that we have to go to an independent office to pick up and drop off the keys. The office didn't reach out until the morning of check-in, and I was a little confused and worried that there was something wrong with my booking. Ultimately, it was a quick trip to the office, and they were easy to work with, so no complaints after...
3 bedroom home located near OC Art Center, A/C Washer/Dryer, Grill on Deck
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, 19 reviews
"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"
The price is $104
$294 total
includes taxes & fees
Jun 12 - Jun 13
Relax on Kent Island in 3 Bedroom Home w/Waterview
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
9.4 out of 10, Exceptional, 13 reviews
"Loved this property. Will stay there again if/when in Ocean City! Really liked the quiet neighborhood and only 15 minutes from downtown OC."
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
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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

Majestic Hotel & Apartments
3.0 star property
6.6 out of 10, 76 reviews
"Plumbing needs work but fantastic stay! "
The price is $102
$124 total
includes taxes & fees
Jul 2 - Jul 3
Majestic Hotel & Apartments
Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, 62 reviews
"Very comfortable, well appointed units. Loved the screened in front porch and side patios. Tasteful decor with practical touches, such as separate air conditioning units, 3 tv’s and plenty of wall hooks. Thank you for being pet friendly! "
Shore Point Cottages
Near it all OC beaches,Assateague island.Family-friendly white horse park
10.0 out of 10, Exceptional, 12 reviews
"This place was perfect for us. We were coming for a quick getaway and this place was extremely clean, no weird smells, and looks like the pictures. Two things I want to mention that could help with booking is the campground does rent out bikes and I think kayaks which would have been helpful to know ahead of time. Also we couldn’t find towels which was a first for me in a bnb. Not a big deal for us because we wanted new ones for home anyway. Thanks for a great weekend and we will definitely be...
Near it all OC beaches,Assateague island.Family-friendly white horse park
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
534
Accommodation
461 Vacation Homes
Lowest Price
$90
Highest Price
$775

Recent reviews of Eastern Shore hotels
Expedia verified reviews