Holiday Homes in Eastern Shore

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Our top choices for Eastern Shore holiday homes

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is AU$267
includes taxes & fees
21 June - 22 June
Cottage near the Bay

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is AU$531
includes taxes & fees
29 June - 30 June
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (55 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is AU$392
includes taxes & fees
28 June - 29 June
BAYSIDE BUNGALOW

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"This was a unique experience in a good way, very cool to sleep in the dome with windows to the sky and trees! Nice to know host is pet-friendly, even had paw towels and a water dish. We will bring our dog next time. The pellet stove made the rainy night and morning cozy."
United States
Deb F.
The price is AU$225
includes taxes & fees
17 June - 18 June
Summer Rustic Camping with AC and King Bed

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is AU$518
includes taxes & fees
1 July - 2 July
Salisbury Hideaway

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is AU$488
includes taxes & fees
22 June - 23 June
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is AU$376
includes taxes & fees
24 June - 25 June
Cozy Barn Loft: Country Views & Central to Beaches

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (22 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is AU$725
includes taxes & fees
7 July - 8 July
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay, very private. Plenty of room for big groups. Would definitely book again, when in the area. "
United States
Handy M.
The price is AU$490
includes taxes & fees
22 June - 23 June
Charming Coastal/Country Home w/3 Acres & Sauna!

6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is AU$381
includes taxes & fees
25 June - 26 June
6 Mi to Salisbury: Forest-View Sanctuary!

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (57 reviews)
"Great place, will stay again"
United States
Matt S.
The price is AU$396
includes taxes & fees
15 July - 16 July
Waterfront Getaway with Dock

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (38 reviews)
"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"
United States
Mackenzie N.
The price is AU$527
includes taxes & fees
17 June - 18 June
Salisbury Cottage

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host."
United States
Timothy S.
The price is AU$503
includes taxes & fees
17 June - 18 June
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

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

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (14 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is AU$587
includes taxes & fees
18 June - 19 June
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (104 reviews)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is AU$530
includes taxes & fees
21 June - 22 June
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is AU$551
includes taxes & fees
14 July - 15 July
Bayside Cottage steps from Rock Hall Harbor

Beachy Studio Condo with Pool and steps from the OC Boardwalk

Beachy Studio Condo with Pool and steps from the OC Boardwalk
Midtown Ocean City
9.0 out of 10, Wonderful, (8 reviews)
"This spot was perfect for what me and my girlfriend needed and the interior had a nice homey, nostalgic feel to it. "
United States
Devante S.
The price is AU$477
includes taxes & fees
17 June - 18 June
Beachy Studio Condo with Pool and steps from the OC Boardwalk

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!
Ocean Pines
The price is AU$1,679
includes taxes & fees
1 July - 2 July
3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is AU$457
includes taxes & fees
17 June - 18 June
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Come Hang at the Treehouse!

Come Hang at the Treehouse!
Midtown Ocean City
10.0 out of 10, Exceptional, (35 reviews)
"Gorgeous place with wonderful views !! "
United States
Susan H.
The price is AU$596
includes taxes & fees
30 June - 1 July
Come Hang at the Treehouse!
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

Find out more about Eastern Shore

Eastern Shore Holiday Homes information

Number of reviews
268
Accommodation
521 Holiday Homes
Lowest Price
AU$423
Highest Price
AU$423

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