Compare Annapolis Cottage Rentals

Name: Waterfront Annapolis Home: Fire Pit & Fishing Pier
Address: Annapolis

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Featured Annapolis Cottages

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

Kitchen

Washer

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

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

At this cottage, guests have access to a gym, laundry facilities, and barbecue grills. This beach cottage also has a garden.

Kitchen

Washer

Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - <br>Navy v. South Florida 11/15/25 weekend still available!<br>Or the USNA Gospel Choir Concert weekend of 10/17/25

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

Kitchen

Free WiFi

6 Mi to Dtwn: Family-friendly Home in Annapolis!

Guests staying at this cottage enjoy free WiFi in public areas, an arcade/game room, and barbecue grills. If you plan to drive, free parking is available.

Kitchen

Pet friendly

Secluded Cozy Cottage in Historic Downtown

$657 nightly

$749 total

Nov 3 - Nov 4

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.

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

Parking included

Waterfront Annapolis Home: Fire Pit & Fishing Pier

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

Kitchen

Pet friendly

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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.

Annapolis Beach Accommodation

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St, Annapolis, MD

$203 nightly

$232 total

Nov 9 - Nov 10

Total with taxes and fees

8.8/10 Excellent! (872 reviews)

Hotel Options in Annapolis

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

$145 nightly

$166 total

Nov 9 - Nov 10

Total with taxes and fees

8.8/10 Excellent! (1,870 reviews)

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

$98 nightly

$111 total

Nov 9 - Nov 10

Total with taxes and fees

8.6/10 Excellent! (1,008 reviews)

Graduate by Hilton Annapolis

126 West St, Annapolis, MD

$148 nightly

$168 total

Nov 24 - Nov 25

Total with taxes and fees

9.2/10 Wonderful! (1,020 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	$111
Highest Price	$749
Popular accommodation	The Yellow Cottage on Harness Creek, Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Fall fun!, NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v. South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25, 6 Mi to Dtwn: Family-friendly Home in Annapolis!, Secluded Cozy Cottage in Historic Downtown, Annapolis Vacation Home: 2 Mi to Quiet Waters Park, Waterfront Annapolis Home: Fire Pit & Fishing Pier