Search Vacation Homes in Eastern Shore

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Eastern Shore

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (16)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is ¥25,134
¥56,514 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Summer Rustic Camping with AC and King Bed
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."
The price is ¥14,540
¥26,909 total
includes taxes & fees
Nov 4 - Nov 5
Summer Rustic Camping with AC and King Bed
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
The price is ¥13,595
¥41,538 total
includes taxes & fees
Oct 19 - Oct 20
Relax on Kent Island in 3 Bedroom Home w/Waterview
Salisbury Cottage
10.0 out of 10, Exceptional, (30)
"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 ¥22,073
¥53,441 total
includes taxes & fees
Oct 22 - Oct 23
Salisbury Cottage
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
The price is ¥15,081
¥41,789 total
includes taxes & fees
Oct 21 - Oct 22
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Inn of Turville Cottage, Sleeps 4, Waterfront
2.0 star property
The price is ¥19,194
¥40,919 total
includes taxes & fees
Oct 29 - Oct 30
Inn of Turville Cottage, Sleeps 4, Waterfront
Cottage near the Bay
8.8 out of 10, Excellent, (49)
"great, peaceful "
The price is ¥12,246
¥28,206 total
includes taxes & fees
Oct 23 - Oct 24
Cottage near the Bay
Salisbury Hideaway
10.0 out of 10, Exceptional, (19)
"Great house and beautiful neighborhood near downtown Salisbury and the University. House was clean and well-stocked with everything we needed. Really enjoyed our stay!"
The price is ¥18,919
¥50,716 total
includes taxes & fees
Oct 15 - Oct 16
Salisbury Hideaway
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
10.0 out of 10, Exceptional, (97)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
The price is ¥22,850
¥48,359 total
includes taxes & fees
Oct 15 - Oct 16
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
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 ¥26,658
¥53,770 total
includes taxes & fees
Oct 21 - Oct 22
Bayside Cottage steps from Rock Hall Harbor
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (47)
"Property was as listed. We enjoyed are stay."
The price is ¥27,214
¥60,418 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful Waterfront Retreat in Cambridge!
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (18)
"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. "
The price is ¥20,275
¥39,960 total
includes taxes & fees
Oct 15 - Oct 16
Cozy Barn Loft: Country Views & Central to Beaches
HGTV quality, private guest suite, country getaway with hot tub & fire pit
10.0 out of 10, Exceptional, (6)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
The price is ¥30,024
¥67,834 total
includes taxes & fees
Oct 27 - Oct 28
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Chesapeake Bay Harbor View in a central location to events/restaurants
2.5 star property
The price is ¥34,274
¥41,497 total
includes taxes & fees
Oct 15 - Oct 16
Chesapeake Bay Harbor View in a central location to events/restaurants
Room #2 in Elkton, MD – Easy Access to I-95
2.0 star property
The price is ¥9,627
¥15,048 total
includes taxes & fees
Nov 2 - Nov 3
Room #2 in Elkton, MD – Easy Access to I-95
Steps to the Beach : Sea Loft 103:
10.0 out of 10, Exceptional, (3)
"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. "
The price is ¥15,835
¥65,155 total
includes taxes & fees
Oct 23 - Oct 24
Steps to the Beach : Sea Loft 103:
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
10.0 out of 10, Exceptional, (17)
"We just want an early Spring get away- this property fit our need with lots of room."
The price is ¥7,464
¥47,175 total
includes taxes & fees
Nov 10 - Nov 11
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (51)
"Very quaint and quiet place to stay. Very relaxing."
The price is ¥30,466
¥45,534 total
includes taxes & fees
Oct 15 - Oct 16
BAYSIDE BUNGALOW
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
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. "
The price is ¥37,798
¥63,304 total
includes taxes & fees
Oct 21 - Oct 22
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
9.8 out of 10, Exceptional, (118)
"We had nice stay at this property. It was clean and the owner was very nice to deal with. "
The price is ¥8,226
¥48,190 total
includes taxes & fees
Oct 20 - Oct 21
"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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Shore Hotel Reviews

Find out more about Eastern Shore

Eastern Shore Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia