Search Vacation Homes in Eastern Shore

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Vacation Homes in Eastern Shore

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (38)
"We had a wonderful weekend at Bayside Bungalow. Chris and Paul have really set up a great spot to enjoy some peace and quiet on the Chesapeake Bay. Thank you for your hospitality and attention to detail!Sincerely,J, J and L"
The price is SAR 750
SAR 1,129 total
includes taxes & fees
6 Jun - 7 Jun
BAYSIDE BUNGALOW

Spacious and modern luxury construction for your beach vacation

9.2 out of 10, Wonderful, (19)
"it's a new property and very close to beach"
Spacious and modern luxury construction for your beach vacation

4-story bayfront townhouse with canal views, 2 decks, private dock, griddle, AC

9.2 out of 10, Wonderful, (5)
"Loved the layout. We went with a group of adults(no kids)and it was cool we had our own space but we were still close enough to each other."
4-story bayfront townhouse with canal views, 2 decks, private dock, griddle, AC

Sunset Island is Loved for it's Amazing Amenities

Sunset Island is Loved for it's Amazing Amenities

Stunning 2 story luxury villa on 104th Street

8.4 out of 10, Very Good, (16)
"We had a great stay. The house is well furnished, clean modern and well located."
Stunning 2 story luxury villa on 104th Street

Driftwood - a Beautiful 3 Bedroom, 2.5 Bath Townhome in the Heart of OCMD!

10.0 out of 10, Exceptional, (3)
"Overall great spot."
Driftwood - a Beautiful 3 Bedroom, 2.5 Bath Townhome in the Heart of OCMD!

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (260)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

2 North Ocean Block Townhome 4 bed/3.5 bath Sleeps 14, Ocean View Top Floor

8.4 out of 10, Very Good, (47)
"Very good property for the price. "
2 North Ocean Block Townhome 4 bed/3.5 bath Sleeps 14, Ocean View Top Floor

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

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay... Easy access to groceries, and plenty of parking."
Ocean City Bayside Retreat Unit A - Cozy Family Getaway Near Beach & Dining!

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

⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️

9.4 out of 10, Exceptional, (34)
"We enjoyed our stay in this condo with everything. Conveniently located, we loved the ocean views near the boardwalk. Restaurants and shops located nearby were a plus. The kitchen was well equipped and the bathrooms were spacious, not cramped. We would definitely stay here again!"
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️

Quiet coastal home with patio & pool, close to Assateague & Ocean City

8.6 out of 10, Excellent, (13)
"Nice place unfortunately it rained but overall the community was very clean and quiet "
Quiet coastal home with patio & pool, close to Assateague & Ocean City

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (49)
"Nice place "
Dollhouse in Central Historic St Michaels

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (35)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is SAR 469
SAR 1,228 total
includes taxes & fees
11 Jun - 12 Jun
Relax on Kent Island in 3 Bedroom Home w/Waterview

Cozy suite in oceanfront condo with indoor pool, balcony, gym, & central AC

8.0 out of 10, Very Good, (15)
"Spacious rooms, quaint furnishings. Great access to the beach. Indoor pool is very nice."
Cozy suite in oceanfront condo with indoor pool, balcony, gym, & central AC

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (160)
"The property was great, clean and spacious. The views were remarkable and amenities exactly what we needed while we are working a major event."
Chesapeake Bay House with Dock & Private Beach

Alexander Mini Mansion in the Heart of Downtown OC

8.0 out of 10, Very Good, (2)
"Great house in a great location! Highly recommend staying here when visiting OC "
Alexander Mini Mansion in the Heart of Downtown OC

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (8)
"This stay was perfect. The location was charming and safe, and the home was clean and cozy. Jennifer was a very accommodating and responsive host."
The price is SAR 844
SAR 1,650 total
includes taxes & fees
9 Jun - 10 Jun
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Pool Access: Dog-Friendly Ocean Pines Home

10.0 out of 10, Exceptional, (62)
"The place was neat and well kept, great area, not too far from the beach. Owners were easy to work with."
Pool Access: Dog-Friendly Ocean Pines Home

Ocean Pines 2BR 1BA Cottage with Fire Pit

10.0 out of 10, Exceptional, (1)
"The little barn house was perfect for our stay. Kitchen well appointed, first floor had everything we needed. Beds/pillows could have been comfier, but for two nights, was easy enough. We had amazing crab cakes at Hoopers, and got takeout from Crabs To Go. Went over to Assateague Island. Was a lovely long weekend away. "
Ocean Pines 2BR 1BA Cottage with Fire Pit
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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