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19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Vacation Homes in Eastern Shore

Our top choices for Eastern Shore vacation homes

Relax on Kent Island in 3 Bedroom Home w/Waterview
Marina

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 AED 251
AED 967 total
includes taxes & fees
3 Sep - 4 Sep
Relax on Kent Island in 3 Bedroom Home w/Waterview
Cottage near the Bay
Dining

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is AED 298
AED 693 total
includes taxes & fees
3 Sep - 4 Sep
Cottage near the Bay
Summer Rustic Camping with AC and King Bed
1 bedroom

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 AED 249
AED 547 total
includes taxes & fees
3 Sep - 4 Sep
Summer Rustic Camping with AC and King Bed
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Marina

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

9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Beautiful Bayside Landing!
Outdoor dining

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!"
The price is AED 268
AED 2,235 total
includes taxes & fees
16 Sep - 17 Sep
Beautiful Bayside Landing!
Cozy Barn Loft: Country Views & Central to Beaches
1 bedroom, desk, travel crib, WiFi

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 AED 493
AED 971 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Barn Loft: Country Views & Central to Beaches
Salisbury Cottage
Fridge, microwave, oven, stovetop

Salisbury Cottage

10.0 out of 10, Exceptional, (28)
"This property was very convenient to everything we needed. It was clean and well equipped and the hosts could not have been nicer or more attentive. We would definitely stay there again. Thank you for a wonderful stay."
The price is AED 483
AED 1,249 total
includes taxes & fees
3 Sep - 4 Sep
Salisbury Cottage
Birdnest Beach Bungalow *Dog Friendly*
Exterior

Birdnest Beach Bungalow *Dog Friendly*

10.0 out of 10, Exceptional, (12)
"Nice visit "
The price is AED 408
AED 2,329 total
includes taxes & fees
6 Sep - 7 Sep
Birdnest Beach Bungalow *Dog Friendly*
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (44)
"Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. "
The price is AED 793
AED 1,612 total
includes taxes & fees
8 Sep - 9 Sep
Beautiful Waterfront Retreat in Cambridge!
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (13)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AED 955
AED 1,760 total
includes taxes & fees
14 Sep - 15 Sep
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
BAYSIDE BUNGALOW
Outdoor dining

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (47)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is AED 735
AED 1,098 total
includes taxes & fees
3 Sep - 4 Sep
BAYSIDE BUNGALOW
Cozy Makai Condo year-round pool access
TV, fireplace

Cozy Makai Condo year-round pool access

8.0 out of 10, Very Good, (1)
"In terms of the pros the location relative to the convention center was great and the condo overall was nice. The customer service team was also very responsive when the keypad no longer worked due to the battery dying. In terms of the cons we were unable to check in until around 4:20 as the cleaning staff was still there when we arrived at 4. The bathroom shower was a little dated and dirty looking compared to the pictures. "
Cozy Makai Condo year-round pool access
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Property grounds

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 AED 735
AED 1,398 total
includes taxes & fees
21 Sep - 22 Sep
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Salisbury Hideaway
Exterior detail

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. "
The price is AED 466
AED 1,226 total
includes taxes & fees
8 Sep - 9 Sep
Salisbury Hideaway
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Fridge, microwave, oven, stovetop

3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

10.0 out of 10, Exceptional, (3)
"Place was amazing. Super clean and host let us snacks and flowers, nice touch. Just wish zi would have asked if the pool access was inckuded. That is the only thing that could have made it any better. 10/10 recommend "
The price is AED 621
AED 2,531 total
includes taxes & fees
3 Sep - 4 Sep
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smart TV, fireplace, table tennis, books

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

9.8 out of 10, Exceptional, (12)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
The price is AED 826
AED 1,269 total
includes taxes & fees
3 Sep - 4 Sep
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Harborview Retreat Mansion
Property grounds

Harborview Retreat Mansion

10.0 out of 10, Exceptional, (1)
"Beautiful, clean and quiet community. We enjoyed our stay and would love to come back and stay again. "
The price is AED 566
AED 2,808 total
includes taxes & fees
5 Sep - 6 Sep
Harborview Retreat Mansion
Bayside Cottage steps from Rock Hall Harbor
Fridge, microwave, oven, stovetop

Bayside Cottage steps from Rock Hall Harbor

10.0 out of 10, Exceptional, (2)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
The price is AED 646
AED 1,300 total
includes taxes & fees
30 Sep - 1 Oct
Bayside Cottage steps from Rock Hall Harbor
Tangier Escape, great place get away from it all on Deal Island, MD.
Beach

Tangier Escape, great place get away from it all on Deal Island, MD.

The price is AED 349
AED 740 total
includes taxes & fees
18 Sep - 19 Sep
Tangier Escape, great place get away from it all on Deal Island, MD.
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Fridge, microwave, oven, stovetop

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

9.8 out of 10, Exceptional, (116)
"Clean home, close to beach. Loved walking with coffee in hand to watch the sun rise! I would definitely stay again! "
The price is AED 533
AED 1,578 total
includes taxes & fees
18 Sep - 19 Sep
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Very convenient, people are friendly, its a bit sandy but its fine."
Sarah 4-night trip
Posted 2 days ago
Grand Hotel Ocean City Oceanfront

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