Book Caroline County, MD Cottages

Top cities with Cottages to explore in Caroline County

Denton

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Top Cottages in Caroline County

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

Tilghman Island MD

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This cottage features laundry facilities.

Kitchen

Washer

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

Saint Michaels MD

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This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville MD

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Tilghman Island MD

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This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Kitchen

Washer

Grandma's Cottage Milford Delaware

Milford DE

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Bozman MD

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Stay at this cottage in Bozman. Enjoy air conditioning. Popular attractions Neavitt Park and Back Creek Park are located nearby.

Air conditioning

Be persuaded to experience this vintage cottage by the Sassa

Galena MD

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This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

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An outdoor pool is featured at this cottage, along with laundry facilities and barbecue grills.

Pool

Kitchen

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD

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An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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

Wye Mills MD

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Saint Michaels MD

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This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

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

St Michaels MD

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This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Caroline County

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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.

Top Cottages in Caroline County

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

Tilghman Island MD

Get rates

This cottage features laundry facilities.

Kitchen

Washer

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

Saint Michaels MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville MD

Get rates

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Tilghman Island MD

Get rates

This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Kitchen

Washer

Grandma's Cottage Milford Delaware

Milford DE

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Bozman MD

Get rates

Stay at this cottage in Bozman. Enjoy air conditioning. Popular attractions Neavitt Park and Back Creek Park are located nearby.

Air conditioning

Be persuaded to experience this vintage cottage by the Sassa

Galena MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

Get rates

An outdoor pool is featured at this cottage, along with laundry facilities and barbecue grills.

Pool

Kitchen

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD

Get rates

An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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

Wye Mills MD

Get rates

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

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

Saint Michaels MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

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

St Michaels MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Caroline County

View all properties

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.

Top hotels in Caroline County

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$621 nightly

$683 total

Jun 21 - Jun 22

Total with taxes and fees

9.6/10 Exceptional! (390 reviews)

Caroline County Cottages essential information

Accommodation	70 Cottages
Lowest Price	$78
Highest Price	$683
Popular accommodation	"Point of View" Waterfront cottage with panoramic views on Tilghman Island, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Grandma's Cottage Milford Delaware , Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock, Be persuaded to experience this vintage cottage by the Sassa, Relaxing Waterfront Cottage Near St Michaels, Maryland, Family and Pet-Friendly, Waterfront with Pier, Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Caroline County Cottages essential information

Accommodation	70 Cottages
Lowest Price	$78
Highest Price	$683
Popular accommodation	"Point of View" Waterfront cottage with panoramic views on Tilghman Island, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Grandma's Cottage Milford Delaware , Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock, Be persuaded to experience this vintage cottage by the Sassa, Relaxing Waterfront Cottage Near St Michaels, Maryland, Family and Pet-Friendly, Waterfront with Pier, Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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Book Caroline County, MD Cottages

Top cities with Cottages to explore in Caroline County

Denton

Ridgely

Top Cottages in Caroline County

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

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

Secluded Waterfront Cottage on 200 acre farm near Queenstown

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

Grandma's Cottage Milford Delaware

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Be persuaded to experience this vintage cottage by the Sassa

Relaxing Waterfront Cottage Near St Michaels, Maryland

Family and Pet-Friendly, Waterfront with Pier

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

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

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

Top Cottages in Caroline County

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

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

Secluded Waterfront Cottage on 200 acre farm near Queenstown

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

Grandma's Cottage Milford Delaware

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock

Be persuaded to experience this vintage cottage by the Sassa

Relaxing Waterfront Cottage Near St Michaels, Maryland

Family and Pet-Friendly, Waterfront with Pier

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

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

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

Top hotels in Caroline County

Inn at Perry Cabin

Caroline County Cottages essential information

Caroline County Cottages essential information

More ways to wander Caroline County

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