Compare Caroline County Cottage Rentals

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Featured Cottages in Caroline 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.
"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.
Grandma's Cottage Milford Delaware

Grandma's Cottage Milford Delaware

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills

Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include a garden and barbecue grills.
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.
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

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

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

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

Cottage apartments in Caroline 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 Caroline 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 Caroline 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 Caroline 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 Caroline 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.

Caroline County Cottages essential information

Accommodation
66 Cottages
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Popular accommodation
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Grandma's Cottage Milford Delaware , Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills, Relaxing Waterfront Cottage Near St Michaels, Maryland, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

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