Holiday Homes in Eastern Shore

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Featured Holiday Homes in Eastern Shore and around

Our top choices for Eastern Shore holiday homes

Adorable two-bedroom retreat close to Easton, Denton, Centreville

10.0 out of 10, Exceptional, (26)
"This home was perfect for a quiet getaway. Relaxing to come back to after a busy day out."
The price is €314
includes taxes & fees
22 Aug - 23 Aug
Adorable two-bedroom retreat close to Easton, Denton, Centreville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is €368
includes taxes & fees
22 Aug - 23 Aug
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (49)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is €246
includes taxes & fees
25 Aug - 26 Aug
Waterfront Getaway with Dock

Coastal Colonial Charm located in Ocean Pines

8.8 out of 10, Excellent, (5)
"We stayed in Ocean pines. It made it convenient to go to ocean city, Berlin, and Assateague Island It was a nice place and perfect location"
Coastal Colonial Charm located in Ocean Pines

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (39)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is €269
includes taxes & fees
27 Aug - 28 Aug
Relax on Kent Island in 3 Bedroom Home w/Waterview

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is €166
includes taxes & fees
24 Aug - 25 Aug
Cottage near the Bay

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
The price is €269
includes taxes & fees
28 Aug - 29 Aug
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

6 Mi to Salisbury: Forest-View Sanctuary!

9.0 out of 10, Wonderful, (2)
"Very nice secluded home but yet convenient to ocean city and salisbury. Found this home very peaceful and the property manager was very nice and helpful. Great place to have BBQ and crabs with family as we did. Will definitely return to this home."
6 Mi to Salisbury: Forest-View Sanctuary!

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (18)
"Loft was spotless, and had everything we needed. "
The price is €228
includes taxes & fees
3 Sept - 4 Sept
Cozy Barn Loft: Country Views & Central to Beaches

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
The price is €151
includes taxes & fees
25 Aug - 26 Aug
Summer Rustic Camping with AC and King Bed

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 €280
includes taxes & fees
24 Aug - 25 Aug
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Bayshore Beach Bungalow 46

2.0 star property
Bayshore Beach Bungalow 46

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

8.6 out of 10, Excellent, (7)
"Nice and quiet place to stay"
The price is €254
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Beachy Studio Condo with Pool and steps from the OC Boardwalk

9.0 out of 10, Wonderful, (7)
"Thanks for having us. Cost effective. Well maintained."
Beachy Studio Condo with Pool and steps from the OC Boardwalk

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.8 out of 10, Exceptional, (11)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is €342
includes taxes & fees
22 Aug - 23 Aug
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Beautiful Bayside Landing!

8.6 out of 10, Excellent, (7)
"Great property to stay at! 10 minutes from the beach, but also in a quiet, clean, and safe neighborhood. Easy check in progress, clean property, and would definitely stay again!"
Beautiful Bayside Landing!

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (46)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is €266
includes taxes & fees
24 Aug - 25 Aug
BAYSIDE BUNGALOW

Birdnest Beach Bungalow *Dog Friendly*

10.0 out of 10, Exceptional, (12)
"Nice visit "
Birdnest Beach Bungalow *Dog Friendly*

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 €415
includes taxes & fees
27 Aug - 28 Aug
Beautiful Waterfront Retreat in Cambridge!

Salisbury Hideaway

10.0 out of 10, Exceptional, (19)
"We came to Salisbury to take a tour and this was the perfect place to stay. I was just about to book a hotel room when I found the Salisbury Hideaway. We appreciated how clean and fresh everything was. The kitchen and bathroom were well appointed and the beds were so comfortable. It was nice to have our own space. We woud definitely stay here again and recommend to friend's who have kids at SU. "
Salisbury Hideaway
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 Shore Hotel Reviews