Compare Eastern Shore Cottage Rentals

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Featured Eastern Shore Cottages

Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy, Berlin, MD
At Shore Point Cottages, guests have access to a seasonal outdoor pool, laundry facilities, and a vending machine. A stay here includes free parking.
Pool
Kitchen
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Secluded Waterfront Cottage on 200 acre farm near Queenstown

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague

$286 nightly
The price is $317 total per night
$317 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at this cottage enjoy an outdoor pool, an arcade/game room, and laundry facilities. This family-friendly cottage also has a garden.
Pool
Kitchen
Waterfront property with private boat ramp and new dock!

Waterfront property with private boat ramp and new dock!

At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
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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.

Eastern Shore Beach Accommodation

    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    $92 nightly
    The price is $102 total per night from Nov 3 to Nov 4
    $102 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9/10 Wonderful! (3,232 reviews)
    Crystal Beach Hotel

    Crystal Beach Hotel

    2500 N. Baltimore Ave., Ocean City, MD
    $79 nightly
    The price is $88 total per night from Oct 12 to Oct 13
    $88 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.2/10 Very Good! (1,319 reviews)
    Holiday Inn Ocean City by IHG

    Holiday Inn Ocean City by IHG

    6600 Coastal Hwy, Ocean City, MD
    $64 nightly
    The price is $71 total per night from Oct 26 to Oct 27
    $71 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.2/10 Very Good! (1,005 reviews)
    Tidelands Caribbean Hotel and Suites

    Tidelands Caribbean Hotel and Suites

    5th Street on the Boardwalk Ocean City, Ocean City, MD
    $94 nightly
    The price is $103 total per night from Oct 19 to Oct 20
    $103 total
    Oct 19 - Oct 20
    Total with taxes and fees
    6.8/10 (1,177 reviews)
    Carousel Resort Hotel & Condominiums

    Carousel Resort Hotel & Condominiums

    11700 Coastal Hwy, Ocean City, MD
    $81 nightly
    The price is $89 total per night from Oct 26 to Oct 27
    $89 total
    Oct 26 - Oct 27
    Total with taxes and fees
    7.8/10 Good! (1,374 reviews)
    Hilton Garden Inn Ocean City Oceanfront

    Hilton Garden Inn Ocean City Oceanfront

    2800 Baltimore Ave, Ocean City, MD
    $84 nightly
    The price is $93 total per night from Oct 13 to Oct 14
    $93 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9/10 Wonderful! (1,030 reviews)
    Princess Royale Oceanfront Resort

    Princess Royale Oceanfront Resort

    Oceanfront on 91st Street, Ocean City, MD
    $105 nightly
    The price is $115 total per night from Oct 19 to Oct 20
    $115 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.6/10 Excellent! (2,220 reviews)
    SeaLoft Oceanfront Hotel

    SeaLoft Oceanfront Hotel

    4501 Atlantic Ave, Ocean City, MD
    $79 nightly
    The price is $88 total per night from Oct 19 to Oct 20
    $88 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.6/10 Excellent! (359 reviews)
    DoubleTree by Hilton Ocean City Oceanfront

    DoubleTree by Hilton Ocean City Oceanfront

    3301 Atlantic Ave, Ocean City, MD
    $93 nightly
    The price is $103 total per night from Oct 26 to Oct 27
    $103 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.8/10 Excellent! (1,005 reviews)

Hotel Options in Eastern Shore

    Fenwick Inn

    Fenwick Inn

    13801 Coastal Highway, Ocean City, MD
    $82 nightly
    The price is $92 total per night from Oct 12 to Oct 13
    $92 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,977 reviews)
    Hyatt Place Ocean City / Oceanfront

    Hyatt Place Ocean City / Oceanfront

    1 16th Street, Ocean City, MD
    $84 nightly
    The price is $93 total per night from Oct 20 to Oct 21
    $93 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9/10 Wonderful! (1,553 reviews)
    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    $92 nightly
    The price is $102 total per night from Nov 3 to Nov 4
    $102 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9/10 Wonderful! (3,232 reviews)

Cottages

Book a cottage in Eastern Shore
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Eastern Shore. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Eastern Shore better.

Cottage apartments in Eastern Shore range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Eastern Shore
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Eastern Shore and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Eastern Shore cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Eastern Shore. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Eastern Shore Cottages essential information

Accommodation
40 Cottages
Lowest Price
$71
Highest Price
$317
Popular accommodation
Shore Point Cottages, Family and Pet-Friendly, Waterfront with Pier, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Waterfront Cottage on 200 acre farm near Queenstown, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Comfortable cottage in gated community, 5 mins to OC and Assateague, Waterfront property with private boat ramp and new dock!

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