Book Caroline County, MD Cottages
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Cottages in Caroline County
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island MD
This cottage features laundry facilities.
Family and Pet-Friendly, Waterfront with Pier
Cambridge MD
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Grandma's Cottage Milford Delaware
Milford DE
This cottage features a garden, laundry facilities, and barbecue grills.
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Centreville MD
This cottage featured laundry facilities and barbecue grills.
Cottage downtown on a quiet street
St. Michaels MD
This cottage featured laundry facilities and barbecue grills.
Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC
Royal Oak MD
Stay at this cottage in Royal Oak. Enjoy in-room jetted tubs and air conditioning. Popular attractions Royston Island and Oxford Museum are located nearby.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Lovely 2-bedroom waterfront cottage in charming Wittman
Wittman MD
This cottage includes a garden and laundry facilities.
Don't see what you're looking for?
See all available properties in Caroline County
View all propertiesLowest 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
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island MD
This cottage features laundry facilities.
Kitchen
Washer
Family and Pet-Friendly, Waterfront with Pier
Cambridge MD
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Grandma's Cottage Milford Delaware
Milford DE
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Centreville MD
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Cottage downtown on a quiet street
St. Michaels MD
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC
Royal Oak MD
Stay at this cottage in Royal Oak. Enjoy in-room jetted tubs and air conditioning. Popular attractions Royston Island and Oxford Museum are located nearby.
Washer
Dryer
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St Michaels MD
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Lovely 2-bedroom waterfront cottage in charming Wittman
Wittman MD
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Caroline County
View all propertiesLowest 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
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S Grasonville MD
$149 nightly
The price is $165 total per night from Apr 5 to Apr 6
$165 total
Apr 5 - Apr 6
Total with taxes and fees
9.6/10 Exceptional! (733 reviews)
Caroline County Cottages essential information
Accommodation | 68 Cottages |
|---|---|
Lowest Price | $84 |
Highest Price | $699 |
Popular accommodation | Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Family and Pet-Friendly, Waterfront with Pier, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Grandma's Cottage Milford Delaware , Relaxing Waterfront Cottage Near St Michaels, Maryland, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Cottage downtown on a quiet street, Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Lovely 2-bedroom waterfront cottage in charming Wittman, Cozy, unique, historic registered cottage on the Corsica River! |
Caroline County Cottages essential information
Accommodation | 68 Cottages |
|---|---|
Lowest Price | $84 |
Highest Price | $699 |
Popular accommodation | Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Family and Pet-Friendly, Waterfront with Pier, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Grandma's Cottage Milford Delaware , Relaxing Waterfront Cottage Near St Michaels, Maryland, Secluded Waterfront Cottage on 200 acre farm near Queenstown, Cottage downtown on a quiet street, Spacious 6-bedroom house/cottage in charming Royal Oak with WiFi, AC, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Lovely 2-bedroom waterfront cottage in charming Wittman, Cozy, unique, historic registered cottage on the Corsica River! |
Explore More Ways to Travel with Travelocity
- Hotels near Talbot County Visitor Center
- Cottages in Ridgely
- Ridgely Hotels
- Inns in Ridgely
- Hotels near Easton - Newnam
- Extended Stay Hotels in Greensboro
- Beach Resorts & in Greensboro
- Hotels with Restaurants in Greensboro
- Greensboro Hotels
- Vacation Homes in Greensboro
- Hotels near Wye Landing
- Apartments in Preston
- B&B in Preston
- Cottages in Preston
- Guest Houses in Preston
- Preston Hotels
- Motels in Preston
- Resorts in Preston
- Cottages in Wye Mills
- Wye Mills Hotels
- Motels in Wye Mills
- Hotels near Museum of Rural Life
- 3 Star Hotels in Denton
- 4 Star Hotels in Denton
- 5 Star Hotels in Denton
- Apartments in Denton
- B&B in Denton
- Cottages in Denton
- Kid Friendly Hotels in Denton
- Hotels with Pools in Denton
- Hotels with Air Conditioning in Denton
- Hotel Wedding Venues Hotels in Denton
- Denton Hotels
- Motels in Denton
- Hotels near Avalon Theatre
- Hotels near Hog Neck Golf Course
- Easton Hotels
- 2 Star Hotels in Eastern Shore
- 4 Star Hotels in Eastern Shore
- 5 Star Hotels in Eastern Shore
- Apartments in Eastern Shore
- B&B in Eastern Shore
- Cabins in Eastern Shore
- Condo Resorts in Eastern Shore
- Condos in Eastern Shore
- Cottages in Eastern Shore
- Extended Stay Hotels in Eastern Shore
- Arcade Hotels in Eastern Shore
- Beach Resorts & in Eastern Shore
- Boutique Hotels in Eastern Shore
- Casino Resorts & in Eastern Shore
- Cheap Hotels in Eastern Shore
- Convention Center Hotels in Eastern Shore
- Kid Friendly Hotels in Eastern Shore
- Golf Resorts & in Eastern Shore
- Historic Hotels in Eastern Shore
- Hotels with Pools in Eastern Shore
- Hotels with a Lazy River in Eastern Shore
- Hotels with Balconies in Eastern Shore
- Hotels with Bar in Eastern Shore
- Hotels with Free Parking in Eastern Shore
- Hotels with Hot Tubs in Eastern Shore
- Hotels with an Indoor Pool in Eastern Shore
- Hotels with Waterslides in Eastern Shore
- La Quinta Inn & Suites Hotels in Eastern Shore
- Luxury Hotels in Eastern Shore
- Oceanfront Hotels in Eastern Shore
- Pet Friendly Hotels in Eastern Shore
- Romantic Getaways & Hotels in Eastern Shore
- Ski Resorts and in Eastern Shore
- Spa Resorts & in Eastern Shore
- Waterpark Hotels and Resorts in Eastern Shore
- Winery Hotels in Eastern Shore
- Wyndham Hotels in Eastern Shore
- Eastern Shore Hotels
- Motels in Eastern Shore
- Rv Parks in Eastern Shore
- 3 Star Hotels in Cordova
- B&B in Cordova
- Cordova Hotels
- 5 Star Hotels in Federalsburg
- B&B in Federalsburg
- Federalsburg Hotels
- Motels in Federalsburg
- Vacation Homes in Federalsburg
- Hotels near Martinak State Park
- 4 Star Hotels in Henderson
- Vacation Homes in Henderson
- Hotels near Talbot County Visitor Center
- Cottages in Ridgely
- Ridgely Hotels
- Inns in Ridgely
- Hotels near Easton - Newnam
- Extended Stay Hotels in Greensboro
- Beach Resorts & in Greensboro
- Hotels with Restaurants in Greensboro
- Greensboro Hotels
- Vacation Homes in Greensboro
- Hotels near Wye Landing
- Apartments in Preston
- B&B in Preston
- Cottages in Preston
- Guest Houses in Preston
- Preston Hotels
- Motels in Preston
- Resorts in Preston
- Cottages in Wye Mills
- Wye Mills Hotels
- Motels in Wye Mills
- Hotels near Museum of Rural Life
- 3 Star Hotels in Denton
- 4 Star Hotels in Denton
- 5 Star Hotels in Denton
- Apartments in Denton
- B&B in Denton
- Cottages in Denton
- Kid Friendly Hotels in Denton
- Hotels with Pools in Denton
- Hotels with Air Conditioning in Denton
- Hotel Wedding Venues Hotels in Denton
- Denton Hotels
- Motels in Denton
- Hotels near Avalon Theatre
- Hotels near Hog Neck Golf Course
- Easton Hotels
- 2 Star Hotels in Eastern Shore
- 4 Star Hotels in Eastern Shore
- 5 Star Hotels in Eastern Shore
- Apartments in Eastern Shore
- B&B in Eastern Shore
- Cabins in Eastern Shore
- Condo Resorts in Eastern Shore
- Condos in Eastern Shore
- Cottages in Eastern Shore
- Extended Stay Hotels in Eastern Shore
- Arcade Hotels in Eastern Shore
- Beach Resorts & in Eastern Shore
- Boutique Hotels in Eastern Shore
- Casino Resorts & in Eastern Shore
- Cheap Hotels in Eastern Shore
- Convention Center Hotels in Eastern Shore
- Kid Friendly Hotels in Eastern Shore
- Golf Resorts & in Eastern Shore
- Historic Hotels in Eastern Shore
- Hotels with Pools in Eastern Shore
- Hotels with a Lazy River in Eastern Shore
- Hotels with Balconies in Eastern Shore
- Hotels with Bar in Eastern Shore
- Hotels with Free Parking in Eastern Shore
- Hotels with Hot Tubs in Eastern Shore
- Hotels with an Indoor Pool in Eastern Shore
- Hotels with Waterslides in Eastern Shore
- La Quinta Inn & Suites Hotels in Eastern Shore
- Luxury Hotels in Eastern Shore
- Oceanfront Hotels in Eastern Shore
- Pet Friendly Hotels in Eastern Shore
- Romantic Getaways & Hotels in Eastern Shore
- Ski Resorts and in Eastern Shore
- Spa Resorts & in Eastern Shore
- Waterpark Hotels and Resorts in Eastern Shore
- Winery Hotels in Eastern Shore
- Wyndham Hotels in Eastern Shore
- Eastern Shore Hotels
- Motels in Eastern Shore
- Rv Parks in Eastern Shore
- 3 Star Hotels in Cordova
- B&B in Cordova
- Cordova Hotels
- 5 Star Hotels in Federalsburg
- B&B in Federalsburg
- Federalsburg Hotels
- Motels in Federalsburg
- Vacation Homes in Federalsburg
- Hotels near Martinak State Park
- 4 Star Hotels in Henderson
- Vacation Homes in Henderson