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Our top choices for Eastern Shore holiday homes

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)
"The place was wonderful beautiful views of harbor, extremely clean and well appointed. Great restaurants we ate at RAR, great beer and food. Christopher’ Corner great dinner food fabulous and cocktails, highly recommend. Blackwater Cafe wonderful breakfast. "
United States
deb j.
The price is HK$1,091
HK$2,701 total
includes taxes & fees
12 Jan - 13 Jan
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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)
"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 HK$496
HK$1,881 total
includes taxes & fees
5 Jan - 6 Jan
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5)
"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 HK$565
HK$1,197 total
includes taxes & fees
5 Jan - 6 Jan
Summer Rustic Camping with AC and King Bed

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is HK$589
HK$1,995 total
includes taxes & fees
5 Jan - 6 Jan
Charming Coastal/Country Home w/3 Acres & Sauna!

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (34)
"House is fabulous very clean host are very responsive Great location Attended the annual Seagull Century and super convenient to the university Would definitely stay again Group from Pittsburgh "
United States
Donald T.
The price is HK$989
HK$2,601 total
includes taxes & fees
15 Jan - 16 Jan
Salisbury Cottage

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
10.0 out of 10, Exceptional, (50)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
The price is HK$1,227
HK$2,903 total
includes taxes & fees
6 Jan - 7 Jan
Beautiful Waterfront Retreat in Cambridge!

HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is HK$1,536
HK$3,470 total
includes taxes & fees
5 Jan - 6 Jan
HGTV quality, private guest suite, country getaway with hot tub & fire pit

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is HK$1,558
HK$2,329 total
includes taxes & fees
5 Jan - 6 Jan
BAYSIDE BUNGALOW

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52)
"Great little place "
United States
Eric R.
The price is HK$631
HK$1,454 total
includes taxes & fees
6 Jan - 7 Jan
Cottage near 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, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is HK$1,948
HK$3,287 total
includes taxes & fees
5 Jan - 6 Jan
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

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

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is HK$740
HK$1,586 total
includes taxes & fees
10 Jan - 11 Jan
Tangier Escape, great place get away from it all on Deal Island, MD.

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is HK$2,805
HK$4,749 total
includes taxes & fees
5 Jan - 6 Jan
Turnbridge Manor

SUNSET ISLAND Spacious 5-BR - TONS of Amenities

SUNSET ISLAND Spacious 5-BR - TONS of Amenities
North Ocean City
9.8 out of 10, Exceptional, (39)
"Beautiful property"
United States
Lee
The price is HK$1,087
HK$4,759 total
includes taxes & fees
5 Jan - 6 Jan
SUNSET ISLAND Spacious 5-BR - TONS of Amenities

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)
"Nice and quiet place to stay"
United States
Gary M.
The price is HK$1,052
HK$2,131 total
includes taxes & fees
6 Jan - 7 Jan
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (20)
"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 HK$877
HK$2,459 total
includes taxes & fees
5 Jan - 6 Jan
Salisbury Hideaway

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)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful. "
United States
Debra M.
The price is HK$1,402
HK$2,255 total
includes taxes & fees
5 Jan - 6 Jan
Come escape to Smith Island for the winter and enjoy nature, peace and quiet

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
North Ocean City
9.4 out of 10, Exceptional, (15)
"Great location, very clean, had everything we needed!"
United States
Theresa R.
The price is HK$1,087
HK$3,723 total
includes taxes & fees
5 Jan - 6 Jan
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

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, (146)
"Our family was in town from all over the US for family wedding. Plenty of room for all of us and had a great time at the large kitchen table sharing meals and playing games."
United States
lynn p.
The price is HK$2,517
HK$4,684 total
includes taxes & fees
5 Jan - 6 Jan
5-bedroom vacation home 5 minutes from historic Charlestown

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (135)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
The price is HK$351
HK$2,391 total
includes taxes & fees
5 Jan - 6 Jan
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

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, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is HK$1,052
HK$2,659 total
includes taxes & fees
5 Jan - 6 Jan
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
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 Vacation Homes information

Number of reviews
661
Accommodation
632 Vacation Homes
Lowest Price
HK$1,197
Highest Price
HK$4,759

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