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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Browse Select Annapolis Cottages

Serene Belgrade Hideaway With Fire Pit & Grill!
House (1 Bedroom) | Interior

Serene Belgrade Hideaway With Fire Pit & Grill!

3.0 star property
Serene Belgrade Hideaway With Fire Pit & Grill!
'turtle Rock' - Ironton Cabin w/ Furnished Patio!
House (1 Bedroom) | Interior

'turtle Rock' - Ironton Cabin w/ Furnished Patio!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stroller, pack n play and high chair. This was amazing "
'turtle Rock' - Ironton Cabin w/ Furnished Patio!
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
Outdoor dining

Rustic Ironton Home w/ Deck & Fire Pit on Creek!

3.0 star property
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
Inviting Des Arc Cabin w/ Fire Pit + Deck!
Terrace/patio

Inviting Des Arc Cabin w/ Fire Pit + Deck!

3.0 star property
Inviting Des Arc Cabin w/ Fire Pit + Deck!
Rustic Caledonia Cabin Near State Parks & Boating!
Exterior

Rustic Caledonia Cabin Near State Parks & Boating!

3.0 star property
Rustic Caledonia Cabin Near State Parks & Boating!
Spacious & Secluded Shook Home w/ Private Hot Tub!
Interior

Spacious & Secluded Shook Home w/ Private Hot Tub!

3.0 star property
Spacious & Secluded Shook Home w/ Private Hot Tub!
Cozy Belgrade Cottage w/ Wood-burning Stove!
Cottage (2 Bedrooms) | Private kitchen | Oven, stovetop, dishwasher, cookware/dishes/utensils

Cozy Belgrade Cottage w/ Wood-burning Stove!

3.0 star property
Cozy Belgrade Cottage w/ Wood-burning Stove!
Cozy Ironton Cabin w/ Shared Pool & Private Patio!
Interior

Cozy Ironton Cabin w/ Shared Pool & Private Patio!

3.0 star property
Cozy Ironton Cabin w/ Shared Pool & Private Patio!
Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake
Exterior

Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake

3.0 star property
Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake
Arcadia Valley Bungalows
Exterior

Arcadia Valley Bungalows

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautifully rehabbed old building. The bungalow was a perfect fit for our family. It was equipped with everything we could possibly need and the quirks of an old building make this place charming. It was nicely decorated and clean. The owners were very accommodating and go to great lengths to make sure you are comfortable. The restarunt was fantastic and reasonably priced. Can't wait to come back when the pool is done. Definitely felt like home away from home."
Arcadia Valley Bungalows
Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!
Interior

Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!

3.0 star property
Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!
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.
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Other property types in Annapolis

Johnson's Shut-ins State Park
Hiking

Johnson's Shut-ins State Park

3.0 star property
The price is Rp4.637.360
Rp4.902.848 total
includes taxes & fees
31 Mar - 1 Apr
Johnson's Shut-ins State Park
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

Why book your cottage in Annapolis with Expedia?
Expedia has some wonderful cottages in Annapolis, so get ready for an unforgettable stay on nature’s doorstep. If you have a set budget, click on how much you’d like to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with a pool or a hot tub. We’ll help you find the perfect place whatever your plans or style of travel.
How can I find cheap cottages in Annapolis?
The quickest way to locate cheap cottages in Annapolis is with Expedia’s filter tool. Narrow down your search by amenities, star rating and budget to access awesome bargains in a few clicks.
What is there to do in Annapolis near my cottage?
Once you’ve unpacked your bags, venture out and discover the amazing things Annapolis has on offer. Walnut Hollow Lake is a great attraction to add to your itinerary.