Compare Kent Island Cottage Rentals

Featured Cottages in Kent Island

Firefly Cottage at the Cape, Hot Tub, Community beach, Strawberry festival, USNA

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

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

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

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.

Cozy 3-bedroom cottage in water-privileged community minutes from Annapolis, MD

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

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.

Your Annapolis Waterfront retreat for a weekend or any-day getaway!

This cottage offers a picnic area, a garden, and barbecue grills.

Beachfront Home Minutes to Downtown Annapolis Dogs OK

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

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

This cottage is a smoke-free cottage.

Don't see what you're looking for?

See all available properties in Kent Island

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.

Hotel Options in Kent Island

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

$249 nightly

$276 total

Jun 15 - Jun 16

Total with taxes and fees

9.4/10 Exceptional! (457 reviews)

Kent Island Resort

500 Kent Manor Dr Stevensville MD

$178 nightly

$194 total

Jun 15 - Jun 16

Total with taxes and fees

9.4/10 Exceptional! (143 reviews)

NEW! Charming Farm House in Historic Kent Island

Stevensville MD

9/10 Wonderful! (16 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	104 Cottages
Lowest Price	$194
Highest Price	$276
Popular accommodation	Firefly Cottage at the Cape, Hot Tub, Community beach, Strawberry festival, USNA, The Heron's Nest at Atlantic Marina, The Yellow Cottage on Harness Creek, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Cozy 3-bedroom cottage in water-privileged community minutes from Annapolis, MD, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Your Annapolis Waterfront retreat for a weekend or any-day getaway!, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock