Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (59 reviews)
"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.
The price is ¥19,327
¥35,140 total
includes taxes & fees
Mar 15 - Mar 16
Hillside Cabin #2 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River
Annapolis
9.6 out of 10, Exceptional, (7 reviews)
"This was a great place to stay, so close to my job site. Comfortable, clean and well furnished. I would definitely stay here again!"
United States
Steven G.
The price is ¥17,570
¥33,862 total
includes taxes & fees
Mar 15 - Mar 16
FS Rental #4 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (36 reviews)
"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.
The price is ¥21,084
¥40,731 total
includes taxes & fees
Mar 15 - Mar 16
Hillside Cabin #1 Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River
Annapolis
9.0 out of 10, Wonderful, (7 reviews)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
The price is ¥21,084
¥40,571 total
includes taxes & fees
Mar 15 - Mar 16
Small Town Lodge - Annapolis, MO Black River

Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO
Annapolis
9.2 out of 10, Wonderful, (5 reviews)
"Great location and very clean."
United States
Mary C.
The price is ¥19,327
¥35,140 total
includes taxes & fees
Mar 15 - Mar 16
Hillside Cabin #5 Annapolis, MO

RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub
Fredericktown
9.0 out of 10, Wonderful, (4 reviews)
"Great getaway"
United States
Anonymous traveler
The price is ¥25,397
¥39,942 total
includes taxes & fees
Mar 16 - Mar 17
RIVER and SKY Cabin; Hot Tub

FS Rental #2 Annapolis, MO Black River

FS Rental #2 Annapolis, MO Black River
Annapolis
7.2 out of 10, Good, (7 reviews)
"Great experience "
United States
West n.
The price is ¥15,813
¥31,147 total
includes taxes & fees
Mar 15 - Mar 16
FS Rental #2 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.0 out of 10, Very Good, (12 reviews)
"Enjoyed our stay. Our 2nd time staying here for our canoe trip. Patio area is nice for relaxing outside also. Canoe rental place Jeff's canoe only about 8 min away. And Iron Mule and Thee Abby Kitchen nice place to eat. "
United States
Denise R.
The price is ¥17,570
¥33,862 total
includes taxes & fees
Mar 15 - Mar 16
FS Rental #3 Annapolis, MO Black River

Cozy Camper in the Woods w/ Trails & Fishing Pond - showcased by HGTV!

Cozy Camper in the Woods w/ Trails & Fishing Pond - showcased by HGTV!
Farmington
9.8 out of 10, Exceptional, (9 reviews)
"Cute, cozy, clean, quiet. Outdoor shower was amazing."
United States
Zachary J.
The price is ¥11,501
¥20,523 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Camper in the Woods w/ Trails & Fishing Pond - showcased by HGTV!

Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool

Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
Fredericktown
The price is ¥27,953
¥33,667 total
includes taxes & fees
Mar 15 - Mar 16
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool

The Wyatt Earp

The Wyatt Earp
Black
10.0 out of 10, Exceptional, (1 review)
"My family wanted to visit Johnson shut-in’s and I found this place to stay at it was perfect for us."
United States
Angela S.
The price is ¥27,953
¥44,479 total
includes taxes & fees
Mar 15 - Mar 16
The Wyatt Earp

St Francis River: The Blue Yurt and Hot Tub

St Francis River: The Blue Yurt and Hot Tub
Fredericktown
8.8 out of 10, Excellent, (20 reviews)
"Loved this rental - great property!"
United States
Julie S.
The price is ¥19,982
¥33,904 total
includes taxes & fees
Mar 15 - Mar 16
St Francis River: The Blue Yurt and Hot Tub

Sleep in a Real Train Caboose Unique Missouri Getaway

Sleep in a Real Train Caboose Unique Missouri Getaway
Fredericktown
10.0 out of 10, Exceptional, (2 reviews)
"Tina provides memorable touches and everything in the caboose is very well thought out, creating an enjoyable place to stay."
United States
Melissa
The price is ¥27,673
¥32,890 total
includes taxes & fees
Mar 15 - Mar 16
Sleep in a Real Train Caboose Unique Missouri Getaway

Sam A Baker State Park

Sam A Baker State Park
2.0 star property
Patterson
9.0 out of 10, Wonderful, (6 reviews)
"Pet friendly, great staff. "
United States
Charlie
The price is ¥21,564
¥22,852 total
includes taxes & fees
Mar 15 - Mar 16
Sam A Baker State Park

The Linkin: a cozy mountain cabin w/ king bed

The Linkin: a cozy mountain cabin w/ king bed
Ironton
10.0 out of 10, Exceptional, (10 reviews)
"Amazing location. Very remote but if you like that then this is the location for you"
United States
Joshua P.
The price is ¥29,550
¥51,125 total
includes taxes & fees
Mar 17 - Mar 18
The Linkin: a cozy mountain cabin w/ king bed

Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (24 reviews)
"Yes the cabin and area were awesome, we will come back "
United States
J D.
The price is ¥17,251
¥28,862 total
includes taxes & fees
Mar 18 - Mar 19
Lake Road Cabin C — Million Dollar Ozark View!

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Ironton
10.0 out of 10, Exceptional, (34 reviews)
"enjoyed our stay, nice location to downtown and coffee. "
United States
Aaron L.
The price is ¥21,963
¥42,519 total
includes taxes & fees
Mar 15 - Mar 16
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

The Sutton House 2 blocks from Main Street & Courthouse Square

The Sutton House 2 blocks from Main Street & Courthouse Square
Ironton
10.0 out of 10, Exceptional, (47 reviews)
"Adorable house with everyone you need provided! Super clean and the beds were very comfy. Will stay here again on our next trip to the area. "
United States
Brandi
The price is ¥26,994
¥33,319 total
includes taxes & fees
Mar 18 - Mar 19
The Sutton House 2 blocks from Main Street & Courthouse Square

Wanderers End Sanctuary Forest Farm & Village Co-op

Wanderers End Sanctuary Forest Farm & Village Co-op
Clubb
The price is ¥7,188
¥10,812 total
includes taxes & fees
Mar 15 - Mar 16
Wanderers End Sanctuary Forest Farm & Village Co-op

Johnson's Shut-ins State Park

Johnson's Shut-ins State Park
3.0 star property
Middle Brook
10.0 out of 10, Exceptional, (1 review)
"These newer cabins are clean and have everything you need. Highly recommend! "
United States
Shelly
The price is ¥40,252
¥42,557 total
includes taxes & fees
Mar 15 - Mar 16
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

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Annapolis?

Yes, we give you a choice of vacation rentals close to top local attractions in Annapolis, or you can select a more secluded option if you want a relaxing place to stay. Annapolis is known for its riverfront and parks. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best vacation rentals in Annapolis?

The Sutton House 2 blocks from Main Street & Courthouse Square: You might want to consider this vacation home rental near Annapolis, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Annapolis?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Annapolis stay.

What can I see and do in Annapolis?

K Bridge Recreation Area and Mark Twain National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Taum Sauk Mountain State Park and Walnut Hollow Lake are other places worth a visit.

What are vacation rentals like in Annapolis?

Vacation rentals are private accommodations you can stay in for a short or long stay in Annapolis. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.