Compare Annapolis Cottage Rentals

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Featured Cottages in Annapolis

Firefly Cottage at the Cape, Community beach, spring adventures, fun, bookings.

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

Hot Tub

Breakfast included

Secluded Cozy Cottage in Historic Downtown

$476 nightly

$542 total

Mar 25 - Mar 26

Total with taxes and fees

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

Kitchen

Washer

Your Annapolis Waterfront retreat - ready for a winter getaway!

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

Kitchen

Free WiFi

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

Hot Tub

Kitchen

Beachfront Home Minutes to Downtown Annapolis Dogs OK

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

Kitchen

Washer

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

Kitchen

Washer

Walk to Everything - Historic Art’s District

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

This cottage features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive.

Kitchen

Washer

The Red Door Cottage in Eastport - Pet-Friendly!

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

Washer

Dryer

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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 Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD

$179 nightly

$204 total

Apr 5 - Apr 6

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

$114 nightly

$130 total

Mar 31 - Apr 1

Total with taxes and fees

8.8/10 Excellent! (1,006 reviews)

Historic Inns of Annapolis

58 State Circle Annapolis MD

$157 nightly

$179 total

Apr 2 - Apr 3

Total with taxes and fees

9/10 Wonderful! (1,872 reviews)

Cottages

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

Cottage apartments in Annapolis 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 Annapolis
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 Annapolis 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 Annapolis 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 Annapolis. 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.

Annapolis Cottages essential information

Accommodation	15 Cottages
Lowest Price	$130
Highest Price	$542
Popular accommodation	Firefly Cottage at the Cape, Community beach, spring adventures, fun, bookings., Secluded Cozy Cottage in Historic Downtown, Your Annapolis Waterfront retreat - ready for a winter getaway!, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak, Beachfront Home Minutes to Downtown Annapolis Dogs OK, The Yellow Cottage on Harness Creek, Walk to Everything - Historic Art’s District, Annapolis Vacation Home: 2 Mi to Quiet Waters Park, The Red Door Cottage in Eastport - Pet-Friendly!