Find Cabins in Annapolis for Rent

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Annapolis Cabin Rentals

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Other property types in Annapolis

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (214)
"Great location near the Naval Academy, Main Street, Paca House, St. John's...loved walking the streets every evening with our dog. Helpful restaurant trips from John, convenient parking spot, everything was just right! Thank you!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (21)
"New, clean, comfortable, thoughtfully furnished, felt very safe, Curate (great coffee shop) downstairs, close in location, attentive property managers."
Downtown Annapolis Condo w/ Free Parking + Coffee
Charming Historic Annapolis Home With Two Off-street Parking Places!
Interior

Charming Historic Annapolis Home With Two Off-street Parking Places!

10.0 out of 10, Exceptional, (182)
"A very pleasant place to hang out with family. The road traffic was a little bothersome. "
Charming Historic Annapolis Home With Two Off-street Parking Places!
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.

Frequently asked questions

What are the best cabins near Annapolis?
Escape to the outdoors without giving up the comforts at one of our 31 cabins in and around Annapolis. Whether you have adventure or relaxation on your to-do list, Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay offers both. Alternatively, get cozy at Waterfront Ridge Retreat Cabin On St Jeromes Creek and enjoy its wonderful natural surroundings.
Are there cheap cabins in Annapolis?
For an inexpensive getaway in nature, you can’t top our cheap cabins in Annapolis. Wake up each morning to the sweet sound of birds singing from one of our cozy retreats priced from to per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Annapolis?
Get set to treat yourself to an escape you’ll never forget at one of our Annapolis luxury cabins. Cabin - Secluded Leesburg Retreat With Private Hot Tub is one place where you can spend a couple of days or more indulging your taste for the finer things in life. It comes with a king-sized bed and a deck. Alternatively, use Pet - Friendly Delta Cabin With Private Hot Tub as a base to explore the area’s natural wonders. Amenities here include a deck and a spa tub.