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Vacation Homes in Eastern Shore

Sunset Island is Loved for it's Amazing Amenities

Sunset Island is Loved for it's Amazing Amenities

Beautiful Cottage - Sleeps 8 -Bayside

9.0 out of 10, Wonderful, (4)
"Everything was very nice, host was amazing."
Beautiful Cottage - Sleeps 8 -Bayside

Beautiful 3 BR 2 BA Home in Montego Bay - Community Pool

9.8 out of 10, Exceptional, (42)
"This is a nice property located a short drive or "
Beautiful 3 BR 2 BA Home in Montego Bay - Community Pool

Downtown Perch W/ Free WiFi, Private Balcony/Patio, Easy Beach Access & More

9.4 out of 10, Exceptional, (18)
"Well cared for"
Downtown Perch W/ Free WiFi, Private Balcony/Patio, Easy Beach Access & More

Beautiful 3 BR 2.5 BA New Home in West Ocean City's Bayside Community

10.0 out of 10, Exceptional, (6)
Beautiful 3 BR 2.5 BA New Home in West Ocean City's Bayside Community

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (10)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AED 1,065
AED 1,943 total
includes taxes & fees
21 Jul - 22 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (6)
"The place was very clean and very cool, which was nice on the hot days. Some of my party slept on the floor so I'd say it sleeps 10 but overall, wonderful place would recommend to anyone!"
The price is AED 812
AED 3,138 total
includes taxes & fees
21 Jul - 22 Jul
Wave Watcher's Condo - Steps to the beach!

Beach Cove: Ocean Front 4Bed/2Bath - Ocean City MD

9.6 out of 10, Exceptional, (42)
"Highly recommend and will surly book again"
Beach Cove: Ocean Front 4Bed/2Bath - Ocean City MD

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (162)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach

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

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

10.0 out of 10, Exceptional, (133)
"Great location and property. And epic crabbing to top it off!"
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Charming Getaway with Boat Dock Minutes from Ocean City

9.4 out of 10, Exceptional, (18)
"4 Friends rented this wonderful home and it hit all the marks. We all had a spacious bedroom and bathroom to ourselves, the property was clean and cozy. Couldnt ask for more, we plan to rent it again next year!"
Charming Getaway with Boat Dock Minutes from Ocean City

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

9.4 out of 10, Exceptional, (28)
"We really enjoyed this property. It had everything we would want and plenty of space. It was very clean and quiet. The water, fire-pit, porch and living spaces were wonderful for a nice long-weekend get-away!"
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Quiet Beachfront Retreat with Private Balcony

8.4 out of 10, Very Good, (24)
"The unit is very close to the beach."
Quiet Beachfront Retreat with Private Balcony

Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

9.6 out of 10, Exceptional, (105)
"Had a great time house was very clean!"
Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!

9.8 out of 10, Exceptional, (83)
"Alway enjoy staying at this property. "
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!

1 BR 1.5 Canal Front Unit with Pool!

9.4 out of 10, Exceptional, (32)
"Excellent location very quiet area and close to everything,neighbors are very friendly.unit is perfect for a couple."
1 BR 1.5 Canal Front Unit with Pool!

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (38)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is AED 459
AED 1,218 total
includes taxes & fees
23 Jul - 24 Jul
Relax on Kent Island in 3 Bedroom Home w/Waterview

Spacious and Modern Luxury Villas conveniently located on 104th St

8.8 out of 10, Excellent, (13)
"Great trip. The property was as promised. Zero complaints. Definitely will stay again next year"
Spacious and Modern Luxury Villas conveniently located on 104th St

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

9.2 out of 10, Wonderful, (177)
"We throughly enjoyed our stay here! The house was absolutely spotless, check in was easy, and kitchen is well appointed. The views are beautiful too. Brian was super responsive and answered all of my questions. Can’t wait to go back! "
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
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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