Compare Annapolis Cottage Rentals

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Featured Cottages in Annapolis

Beachfront Home Minutes to Downtown Annapolis Dogs OK

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

Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA

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

Now available for USNA Commissioning Week! 16-22 May. Easy walk to Stadium. <br>Your Annapolis Waterfront retreat for a weekend getaway.

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

Secluded Cozy Cottage in Historic Downtown

$657 nightly

$749 total

May 27 - May 28

Total with 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.

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

Kitchen

Washer

1 Block to Usna Stadium: Modern Annapolis Home!

This cottage features free WiFi in public areas and barbecue grills. A stay here includes free parking.

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

Waterfront Annapolis Cottage: Fire Pit & Pier

This cottage features free WiFi in public areas and barbecue grills.

Walk to Everything - Historic Art’s District

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

Kitchen

Washer

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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

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$98 nightly

$111 total

May 31 - Jun 1

Total with taxes and fees

8.6/10 Excellent! (1,015 reviews)

Historic Inns of Annapolis

58 State Circle Annapolis MD

$160 nightly

$182 total

Jun 8 - Jun 9

Total with taxes and fees

9/10 Wonderful! (1,853 reviews)

Graduate by Hilton Annapolis

126 West St Annapolis MD

$163 nightly

$186 total

Jun 7 - Jun 8

Total with taxes and fees

9.4/10 Exceptional! (1,005 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	14 Cottages
Lowest Price	$111
Highest Price	$749
Popular accommodation	Beachfront Home Minutes to Downtown Annapolis Dogs OK, Firefly Cottage at the Cape, Community beach, spring adventures, hot tub, USNA, Now available for USNA Commissioning Week! 16-22 May. Easy walk to Stadium. Your Annapolis Waterfront retreat for a weekend getaway., Secluded Cozy Cottage in Historic Downtown, The Yellow Cottage on Harness Creek, 1 Block to Usna Stadium: Modern Annapolis Home!, Annapolis Vacation Home: 2 Mi to Quiet Waters Park, Waterfront Annapolis Cottage: Fire Pit & Pier, Walk to Everything - Historic Art’s District