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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Eastern Shore vacation homes

Exterior

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 AED 393
AED 1,074 total
includes taxes & fees
17 Feb - 18 Feb
Charming Coastal/Country Home w/3 Acres & Sauna!
Marina

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 AED 661
AED 1,103 total
includes taxes & fees
7 Feb - 8 Feb
Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Interior

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.
Salisbury Cottage
Marina

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 AED 551
AED 1,320 total
includes taxes & fees
17 Feb - 18 Feb
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Fridge, microwave, oven, stovetop

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 AED 547
AED 1,053 total
includes taxes & fees
22 Feb - 23 Feb
Cozy Barn Loft: Country Views & Central to Beaches
Exterior

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 AED 377
AED 1,054 total
includes taxes & fees
17 Feb - 18 Feb
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
1 bedroom

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 AED 329
AED 628 total
includes taxes & fees
9 Mar - 10 Mar
Summer Rustic Camping with AC and King Bed
Interior

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 AED 298
AED 689 total
includes taxes & fees
7 Feb - 8 Feb
Cottage near the Bay
Sun loungers, beach towels

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 AED 949
AED 1,925 total
includes taxes & fees
9 Feb - 10 Feb
5-bedroom vacation home 5 minutes from historic Charlestown
Interior

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 AED 496
AED 1,032 total
includes taxes & fees
8 Feb - 9 Feb
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (38 reviews)
"This is the second time we have stayed and we will definitely be staying here again. It is meticulously maintained and a perfect layout for our family. We especially enjoy the screened in porch for coffee in the mornings and hanging out on the evenings. Not to mention the house smells amazing! "
United States
Shawn D.
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Exterior

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 AED 518
AED 1,261 total
includes taxes & fees
9 Mar - 10 Mar
Salisbury Hideaway
Dining

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 AED 675
AED 3,033 total
includes taxes & fees
8 Feb - 9 Feb
OC/Fenwick Island Townhouse with Pool!
Property grounds

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is AED 1,322
AED 2,239 total
includes taxes & fees
9 Feb - 10 Feb
Turnbridge Manor
Fridge, microwave, oven, stovetop

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 AED 909
AED 1,770 total
includes taxes & fees
8 Feb - 9 Feb
Beautiful Waterfront Retreat in Cambridge!
Interior

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 AED 479
AED 775 total
includes taxes & fees
9 Feb - 10 Feb
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
Dining

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Downtown Ocean City
9.6 out of 10, Exceptional, (41 reviews)
"Everything was so perfect that we have stayed in the unit for the past two years and are already booked for next year. All rooms are clean the bedroom layouts are perfect for our group. The beach views are a perfect scene for our artist friend in the group who is a photographer."
United States
Kathy C.
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Fridge, microwave, oven, stovetop

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 AED 551
AED 1,293 total
includes taxes & fees
1 Mar - 2 Mar
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Interior

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 AED 165
AED 1,094 total
includes taxes & fees
19 Feb - 20 Feb
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Fridge, microwave, dishwasher, coffee/tea maker

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 AED 382
AED 1,791 total
includes taxes & fees
19 Feb - 20 Feb
Newly Remodeled Condo - Steps to Beach & Boardwalk
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Yes"
Kathleen 1-night trip
Posted 2 days ago
Holiday Inn & Suites Ocean City by IHG