Compare Annapolis Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Annapolis Cottages

Don't see what you're looking for?
See all available properties in Annapolis
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 Annapolis

    Timber Cove Resort

    Timber Cove Resort

    21780 CA-1, Jenner, CA
    $331 nightly
    The price is $373 total per night from Jun 4 to Jun 5
    $373 total
    Jun 4 - Jun 5
    Total includes taxes and fees
    9.2/10 Wonderful! (238 reviews)
    Gualala Country Inn

    Gualala Country Inn

    47975 Center St, Gualala, CA
    $156 nightly
    The price is $174 total per night from Jun 5 to Jun 6
    $174 total
    Jun 5 - Jun 6
    Total includes taxes and fees
    8.8/10 Excellent! (897 reviews)
    Casa Secoya

    Casa Secoya

    19455 California 116, Monte Rio, CA
    $151 nightly
    The price is $172 total per night from Jun 4 to Jun 5
    $172 total
    Jun 4 - Jun 5
    Total includes taxes and fees
    8.6/10 Excellent! (455 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
47 Cottages
Lowest Price
$172
Highest Price
$417
Popular accommodation
Oceanfront - Hot Tub - Newly Remodeled Cottage , Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!, Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!, Dog-friendly, ocean-view cottage with private hot tub, deck, & free EV charger, Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!, Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace, Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast, Creekside cottage, beautiful counrty cottage (sleeps 2) , Pumpkin House Summary