Compare Dorchester County Cottage Rentals

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Featured Cottages in Dorchester County

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
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly cottage also has a garden.
Kitchen
Washer
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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 access to and partially obstructed views of the bay.

Cozy Cottage with access to and partially obstructed views of the bay.

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

This cottage offers an arcade/game room, laundry facilities, and local meal delivery service. Transportation is made easy with limo/town car service. Other amenities at this family-friendly cottage include a picnic area, a garden, and barbecue grills.
Kitchen
Washer
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

$271 nightly
The price is $299 total per night
$299 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Hot Tub
Kitchen
240 degree WATERVIEWS and gorgeous Sunsets!

240 degree WATERVIEWS and gorgeous Sunsets!

Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
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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.

Cottages

Book a cottage in Dorchester County
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Dorchester County. 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 Dorchester County better.

Cottage apartments in Dorchester County 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 Dorchester County
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 Dorchester County 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 Dorchester County 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 Dorchester County. 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.

Dorchester County Cottages essential information

Accommodation
173 Cottages
Lowest Price
$299
Highest Price
$299
Popular accommodation
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Cozy Cottage with access to and partially obstructed views of the bay., A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach, Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Beachfront Hideaway - Pet Friendly, Hot Tub, EV, 240 degree WATERVIEWS and gorgeous Sunsets!

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