Compare Kent Island Cottage Rentals

Featured Kent Island Cottages

Guests staying at this cottage can enjoy an outdoor pool, barbecue grills, and a garden.

Pool

Kitchen

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Guests staying at this cottage enjoy a sauna, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

Kitchen

Washer

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.

Pool

Kitchen

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

North Beach Cottage - Walk to Chesapeake Bay

Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

Kitchen

Washer

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.

Kitchen

Washer

Secluded Cozy Cottage in Historic Downtown

$703 nightly

$801 total

Jul 8 - Jul 9

Total includes taxes and fees

At this cottage, guests have access to a terrace, laundry facilities, and barbecue grills. If you drive, put free offsite parking to good use. This smoke-free cottage also has a garden.

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

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Pool

Kitchen

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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.

Hotel Options in Kent Island

The Inn at Chesapeake Bay Beach Club

180 Pier One Road, Stevensville, MD

$238 nightly

$264 total

Jul 22 - Jul 23

Total includes taxes and fees

9.4/10 Exceptional! (398 reviews)

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville

9.6/10 Exceptional! (32 reviews)

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

$143 nightly

$163 total

Jul 13 - Jul 14

Total includes taxes and fees

8.8/10 Excellent! (1,785 reviews)

Cottages

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

Cottage apartments in Kent Island 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 Kent Island
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 Kent Island 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 Kent Island 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 Kent Island. 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.

Kent Island Cottages essential information

Accommodation	101 Cottages
Lowest Price	$163
Highest Price	$801
Popular accommodation	The Heron's Nest at Atlantic Marina, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, The Yellow Cottage on Harness Creek, North Beach Cottage - Walk to Chesapeake Bay, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Secluded Cozy Cottage in Historic Downtown, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels