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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Annapolis cottages

Porch

Madison Inn Lodge

Madison Inn Lodge
2.5 star property
Fredericktown
7.6 out of 10, Good, (305 reviews)
"Rooms were clean! Beds were comfortable, and the staff were very accommodating."
United States
Ashley
The price is ฿2,919
฿3,189 total
includes taxes & fees
12 Jul - 13 Jul
Madison Inn Lodge
Exterior

Shepherd Mountain Inn

Shepherd Mountain Inn
2.5 star property
Ironton
9.2 out of 10, Wonderful, (320 reviews)
"Breakfast was good and rooms were clean"
United States
Shannon
The price is ฿4,103
฿4,482 total
includes taxes & fees
13 Jul - 14 Jul
Shepherd Mountain Inn
Exterior

Fort Davidson Hotel

Fort Davidson Hotel
2.5 star property
Ironton
9.2 out of 10, Wonderful, (182 reviews)
"Beautiful little hotel "
United States
Ronda
The price is ฿4,170
฿4,555 total
includes taxes & fees
12 Jul - 13 Jul
Fort Davidson Hotel
Exterior

Black River Motel and Restaurant

Black River Motel and Restaurant
2.0 star property
Lesterville
8.6 out of 10, Excellent, (42 reviews)
"Clean rooms, excellent staff, top tier food from the restaurant below. Will definitely be returning."
United States
Coleton
The price is ฿4,303
฿4,550 total
includes taxes & fees
20 Jul - 21 Jul
Black River Motel and Restaurant
Front of property

Arcadia Academy

Arcadia Academy
3.0 star property
Arcadia
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed ourselves we've been to plenty of places but we had a great excellent time people the room the food and it was great we will be back¡!!!"
United States
John
The price is ฿4,329
฿4,696 total
includes taxes & fees
15 Jul - 16 Jul
Arcadia Academy
Exterior

Johnson's Shut-ins State Park

Johnson's Shut-ins State Park
3.0 star property
Middle Brook
10.0 out of 10, Exceptional, (3 reviews)
"Nice property"
United States
Aleksandr
The price is ฿7,971
฿8,427 total
includes taxes & fees
14 Jul - 15 Jul
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.
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Top Annapolis Hotel Reviews

Shepherd Mountain Inn

Shepherd Mountain Inn

10/10 Excellent
"They were very accommodating it was not the room I booked through Expedia and they were able to make it happen for me and my family which meant a lot the free breakfast is home cooked by the staff and it is amazing thank you so much see you next year!!"
Alecia 2-night trip
Posted 2 days ago
Shepherd Mountain Inn

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
865
Accommodation
12 Cottages
Lowest Price
฿3,189
Highest Price
฿8,427

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.