Find Cabins in Eastern Shore for Rent from CA $149

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Eastern Shore Cabin Rentals

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (11)
"Always a nice get away…."
The price is CA $149
CA $384 total
includes taxes & fees
Aug 12 - Aug 13
Historic Chesapeake City Stay

Strawberry Crossroads

2.0 star property
8.4 out of 10, Very good, (5)
"My family really enjoyed the stay, its close enough drive to ocean city while being out of the way. Even after having a double booking issue the property owner made it work for us all. The kids were begging us to stay longer it was so peaceful!"
Strawberry Crossroads

Cabin at The Beach , not handicapped accesible- has stair access . 1 bathroom

7.6 out of 10, Good, (12)
"Property owner was easy going and excellent to work with."
The price is CA $853
CA $1,506 total
includes taxes & fees
Sep 5 - Sep 6
Cabin at The Beach , not handicapped accesible- has stair access . 1 bathroom

Charming 2-bedroom cabin close to Fair Hill on horse farm

9.2 out of 10, Wonderful, (5)
The price is CA $288
CA $446 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2-bedroom cabin close to Fair Hill on horse farm

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (83)
"Great place for a quick getaway - enough room for our family of 4 plus a dog to stay comfortably. Beautiful views! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

1 Bedroom Orleans Court Condo with Outdoor Pool!

7.2 out of 10, Good, (5)
"It’s a one bedroom condo near the beach - no frills. Property has a pool which was a plus - but the condo community property manager should have it cleaned more often and add some clarifier to clear the water. Have to have quarters for laundry. Place was exactly as posted - fit our family of four nicely. Easy walk to the beach and quiet at night. A little pricey with all the extra fees but oh well - we planned last minute."
1 Bedroom Orleans Court Condo with Outdoor Pool!

Bateau Cabin one of three Cove Cabins in St Michaels

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a wonderful modern small house right on the water near St. Michael's. It's a quick drive or nice bike ride to town and we even paddled to the town kayak dock in less than half an hour. The owners have done a great job updating this cabin. It's beautifully furnished and appointed, inside and out, and so close to the water you might feel like you're on a ship. We have rented dozens of homes in Talbot County over the years, and are vacation homeowners ourselves, so I can say with confidence...
Bateau Cabin one of three Cove Cabins in St Michaels
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