Compare Annapolis Cottage Rentals

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Featured Cottages in Annapolis

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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

    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle Annapolis MD
    $105 nightly
    The price is $120 total per night from Dec 3 to Dec 4
    $120 total
    Dec 3 - Dec 4
    Total with taxes and fees
    Crowne Plaza Annapolis by IHG

    Crowne Plaza Annapolis by IHG

    173 Jennifer Rd Annapolis MD
    $99 nightly
    The price is $113 total per night from Dec 16 to Dec 17
    $113 total
    Dec 16 - Dec 17
    Total with taxes and fees
    DoubleTree by Hilton Hotel Annapolis

    DoubleTree by Hilton Hotel Annapolis

    210 Holiday Court Annapolis MD
    $89 nightly
    The price is $102 total per night from Nov 22 to Nov 23
    $102 total
    Nov 22 - Nov 23
    Total with taxes and fees
    8.8/10 Excellent! (1,279 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
$102
Highest Price
$691
Popular accommodation
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly, Firefly Cottage at the Cape, Hot Tub, Com. beach, dogs, holidays, USNA Football., The Yellow Cottage on Harness Creek, Secluded Cozy Cottage in Historic Downtown, Your Annapolis Waterfront retreat for a weekend or any-day getaway!, The Red Door Cottage in Eastport - Pet-Friendly!, Walk to Everything - Historic Art’s District, 1 Block to Usna Stadium: Modern Annapolis Home!, Waterfront Annapolis Cottage: Fire Pit & Pier

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