Holiday Homes in Eastern Shore

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Our top choices for Eastern Shore holiday homes

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (19 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 NZ$439
includes taxes & fees
22 Feb - 23 Feb
Cozy Barn Loft: Country Views & Central to Beaches

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, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is NZ$435
includes taxes & fees
17 Feb - 18 Feb
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (34 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 NZ$587
includes taxes & fees
4 Mar - 5 Mar
Salisbury Cottage

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, (20 reviews)
"Very clean, and very comfortable beds."
United States
Edward R.
The price is NZ$571
includes taxes & fees
16 Feb - 17 Feb
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
9.6 out of 10, Exceptional, (32 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is NZ$435
includes taxes & fees
16 Feb - 17 Feb
Charming Coastal/Country Home w/3 Acres & Sauna!

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52 reviews)
"Great little place "
United States
Eric R.
The price is NZ$308
includes taxes & fees
19 Feb - 20 Feb
Cottage near the Bay

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5 reviews)
"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."
United States
Rees L.
The price is NZ$267
includes taxes & fees
17 Feb - 18 Feb
Summer Rustic Camping with AC and King Bed

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (20 reviews)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
The price is NZ$585
includes taxes & fees
10 Mar - 11 Mar
Salisbury Hideaway

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

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is NZ$464
includes taxes & fees
16 Feb - 17 Feb
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is NZ$592
includes taxes & fees
1 Mar - 2 Mar
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day."
United States
Amanda W.
The price is NZ$493
includes taxes & fees
16 Feb - 17 Feb
Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
10.0 out of 10, Exceptional, (50 reviews)
"The house was completely spotless - the location was perfect! And the host included a s'mores kit, and baited crab traps and had them waiting with crabs in them when we arrived! This was an excellent weekend - we would recommend Hudson House to anyone!"
United States
Elizabeth G.
The price is NZ$776
includes taxes & fees
14 Feb - 15 Feb
Beautiful Waterfront Retreat in Cambridge!

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (147 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is NZ$858
includes taxes & fees
19 Feb - 20 Feb
5-bedroom vacation home 5 minutes from historic Charlestown

Suite Diana: Spacious 4-bedroom house in charming Salisbury, Maryland

Suite Diana: Spacious 4-bedroom house in charming Salisbury, Maryland
Salisbury
10.0 out of 10, Exceptional, (1 review)
"Very nice house"
United States
Marquette W.
The price is NZ$703
includes taxes & fees
15 Feb - 16 Feb
Suite Diana: Spacious 4-bedroom house in charming Salisbury, Maryland

Steps to the Beach : Sea Loft 103:

Steps to the Beach : Sea Loft 103:
North Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"Too many lockboxes and under the step was a little deceiving due to finding the key on the pole right outside the door. Otherwise this was a great place and perfect location. "
United States
Kris K.
The price is NZ$716
includes taxes & fees
16 Feb - 17 Feb
Steps to the Beach : Sea Loft 103:

Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
Snow Hill
10.0 out of 10, Exceptional, (3 reviews)
"The hosts were wonderful, the house is beautiful, access & location was perfect. Next time I'm in the area & this place is avaliable, this is where I want to stay again. I recommend this house if you're in the area!!!Thanks to The Smiths"
United States
Sadat J.
The price is NZ$345
includes taxes & fees
16 Feb - 17 Feb
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (19 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is NZ$500
includes taxes & fees
17 Feb - 18 Feb
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is NZ$332
includes taxes & fees
14 Mar - 15 Mar
High Tide Haven Suite

Newly Remodeled Condo - Steps to Beach & Boardwalk

Newly Remodeled Condo - Steps to Beach & Boardwalk
Downtown Ocean City
9.8 out of 10, Exceptional, (9 reviews)
"A nice cozy condo for a small family. Overall a great place to stay with great parking and proximity to the beach. The floors could use a thorough mopping though."
United States
RJ M.
The price is NZ$786
includes taxes & fees
13 Feb - 14 Feb
Newly Remodeled Condo - Steps to Beach & Boardwalk

OC/Fenwick Island Townhouse with Pool!

OC/Fenwick Island Townhouse with Pool!
North Ocean City
9.6 out of 10, Exceptional, (11 reviews)
"It was very clean and nice! Owner was very helpful with the entire trip. It was perfect location and lots of comfy beds."
United States
Emma D.
The price is NZ$1,328
includes taxes & fees
24 Feb - 25 Feb
OC/Fenwick Island Townhouse with Pool!
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
469
Accommodation
632 Holiday Homes
Lowest Price
NZ$267
Highest Price
NZ$1,328

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