Compare Dorchester County Cottage Rentals

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Top Cities with Cottages in Dorchester County

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Cambridge

Cambridge

Featured Cottages in Dorchester County

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.

Benedict MD
$240 nightly
The price is $265 total per night
$265 total
Jun 14 - Jun 15
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$307 nightly
The price is $325 total per night
$325 total
Jun 17 - Jun 18
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Lottsburg VA
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This golf cottage also has a garden.
Kitchen
Washer
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

Scotland MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Lottsburg VA
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This beach cottage also has barbecue grills.
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland MD
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

Heathsville VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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
185 Cottages
Lowest Price
$265
Highest Price
$325
Popular accommodation
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Soul Oasis - home on the Chesapeake Bay, Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries., Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Beachfront Hideaway - Pet Friendly, Hot Tub, EV, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

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