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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
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Jan 9 - Jan 11
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Recommended hotels in Annapolis

Property grounds
Hillside Cabin #2 Annapolis, MO Black River

Cabin in Annapolis

9.4 out of 10, Exceptional, (59)
"great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction."
United States
Hans S.
$219 nightly
The price is $219
Dec 10 - Dec 11
Total with taxes and fees
Hillside Cabin #2 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #5 Annapolis, MO

Cabin in Annapolis

9.2 out of 10, Wonderful, (5)
"Great location and very clean."
United States
Mary C.
$219 nightly
The price is $219
Dec 10 - Dec 11
Total with taxes and fees
Hillside Cabin #5 Annapolis, MO
Exterior
FS Rental #4 Annapolis, MO Black River

Cabin in Annapolis

9.6 out of 10, Exceptional, (7)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
$210 nightly
The price is $210
Dec 10 - Dec 11
Total with taxes and fees
FS Rental #4 Annapolis, MO Black River
Exterior
Hillside Cabin #1 Annapolis, MO Black River

Cabin in Annapolis

9.4 out of 10, Exceptional, (36)
"The cabin was exactly like the pictures showed. It worked out perfectly for our family with just enough room to spread out, and with a large main area that we could hang out together comfortably. We took advantage of the spacious patio and enjoyed a fire each night. I would definitely stay again."
United States
Amy A.
$255 nightly
The price is $255
Dec 10 - Dec 11
Total with taxes and fees
Hillside Cabin #1 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Small Town Lodge - Annapolis, MO Black River

Cabin in Annapolis

9.0 out of 10, Wonderful, (7)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
$254 nightly
The price is $254
Dec 10 - Dec 11
Total with taxes and fees
Small Town Lodge - Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #3 Annapolis, MO Black River

Cabin in Annapolis

7.8 out of 10, Good, (27)
"Really a nice and clean and cozy stay."
United States
Adam G.
$201 nightly
The price is $201
Dec 10 - Dec 11
Total with taxes and fees
Hillside Cabin #3 Annapolis, MO Black River
Outdoor dining
FS Rental #3 Annapolis, MO Black River

Cabin in Annapolis

8.0 out of 10, Very Good, (12)
"It was a very nice place to stay, quiet area, close to floating spots and river. Exactlt what it says it is. "
United States
Samantha B.
$205 nightly
The price is $205
Dec 10 - Dec 11
Total with taxes and fees
FS Rental #3 Annapolis, MO Black River
Outdoor spa tub
RIVER and SKY Cabin; Hot Tub

Cabin in Fredericktown

10.0 out of 10, Exceptional, (2)
"Great getaway"
United States
Anonymous traveler
$236 nightly
The price is $247
Dec 10 - Dec 11
Total with taxes and fees
RIVER and SKY Cabin; Hot Tub
Exterior
Fort Davidson Hotel

Fort Davidson Hotel

2.5 star property
9.2 out of 10, Wonderful, (173)
"Friendly staff, spacious room, nice pool!!"
United States
SHARON
$120 nightly
The price is $131
Dec 10 - Dec 11
Total with taxes and fees
Fort Davidson Hotel
Property entrance
Madison Inn Lodge

Motel in Fredericktown

2.5 star property
7.6 out of 10, Good, (297)
"Room was not exactly smelling nice, but room was clean and comfortable. The lodge was close to expressway and shopping. Staff was very friendly. I would stay there again."
United States
Steve
$78 nightly
The price is $85
Jan 1 - Jan 2, 2026
Total with taxes and fees
Madison Inn Lodge
Front of property
Arcadia Academy

Bed & Breakfast in Arcadia

3.0 star property
9.8 out of 10, Exceptional, (11)
"Love the charm of the room with the hard wood floors, architecture, friendly staff and great food"
United States
Joann
$136 nightly
The price is $148
Dec 10 - Dec 11
Total with taxes and fees
Arcadia Academy
Exterior
Shepherd Mountain Inn

Shepherd Mountain Inn

2.5 star property
9.4 out of 10, Exceptional, (304)
" Nice room, nice bed, convenient location"
United States
Burton
$120 nightly
The price is $131
Dec 10 - Dec 11
Total with taxes and fees
Shepherd Mountain Inn
Property grounds
5 camper hookups on a beautiful private lake.

Camping in Ironton

1.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to enjoy camping"
United States
ChangHee S.
$32 nightly
The price is $32
Dec 10 - Dec 11
Total with taxes and fees
5 camper hookups on a beautiful private lake.
Outdoor dining
St Francis River: The Blue Yurt and Hot Tub

Cabin in Fredericktown

8.8 out of 10, Excellent, (18)
"Loved this rental - great property!"
United States
Julie S.
$195 nightly
The price is $204
Dec 10 - Dec 11
Total with taxes and fees
St Francis River: The Blue Yurt and Hot Tub
Classic Cabin
Sam A Baker State Park

Cabin in Patterson

2.0 star property
9.2 out of 10, Wonderful, (5)
"Pet friendly, great staff. "
United States
Charlie
$125 nightly
The price is $132
Dec 10 - Dec 11
Total with taxes and fees
Sam A Baker State Park
Exterior
Lake Road Cabin C — Million Dollar Ozark View!

Cabin in Ironton

10.0 out of 10, Exceptional, (24)
"Girls weekend enjoyed our time. Just a great little cabin so we could enjoy the parks!"
United States
Jeanine H.
$169 nightly
The price is $180
Dec 11 - Dec 12
Total with taxes and fees
Lake Road Cabin C — Million Dollar Ozark View!
Miscellaneous
Wanderers End Sanctuary Forest Farm & Village Co-op

Camping in Clubb

$65 nightly
The price is $69
Dec 10 - Dec 11
Total with taxes and fees
Wanderers End Sanctuary Forest Farm & Village Co-op
Exterior
Charming 2 bedroom cabin on a beautiful private lake.

Cabin in Ironton

9.4 out of 10, Exceptional, (16)
"Place is nice & easy to find. "
United States
Mercy
$195 nightly
The price is $195
Dec 11 - Dec 12
Total with taxes and fees
Charming 2 bedroom cabin on a beautiful private lake.
1 bedroom, iron/ironing board, WiFi, bed sheets
The King Suite at Pickle & Perk

Aparthotel in Ironton

10.0 out of 10, Exceptional, (2)
"Jrrat people and just beautifully decorated. "
United States
Tamara S.
$178 nightly
The price is $178
Dec 10 - Dec 11
Total with taxes and fees
The King Suite at Pickle & Perk
Fridge, microwave, oven, stovetop
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Cabin in Piedmont

10.0 out of 10, Exceptional, (34)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
$135 nightly
The price is $135
Dec 10 - Dec 11
Total with taxes and fees
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
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
"Good breakfast and parking "
Joe 2-night trip
Posted 2 weeks ago
Shepherd Mountain Inn

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
998
Accommodation
16 Cottages
Lowest Price
$69
Highest Price
$255

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.

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