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 CA $165
CA $297 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $149
CA $284 total
includes taxes & fees
Feb 8 - Feb 9
FS Rental #4 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 CA $165
CA $297 total
includes taxes & fees
Feb 8 - Feb 9
Hillside Cabin #5 Annapolis, MO

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 CA $181
CA $346 total
includes taxes & fees
Feb 8 - Feb 9
Small Town Lodge - 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 CA $181
CA $347 total
includes taxes & fees
Feb 8 - Feb 9
Hillside Cabin #1 Annapolis, MO Black River

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 traveller
The price is CA $217
CA $340 total
includes taxes & fees
Feb 10 - Feb 11
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 CA $135
CA $264 total
includes taxes & fees
Mar 5 - Mar 6
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 CA $143
CA $278 total
includes taxes & fees
Feb 8 - Feb 9
FS Rental #3 Annapolis, MO Black River

5 electric camper hookups on a beautiful private lake.

5 electric camper hookups on a beautiful private lake.
Ironton
10.0 out of 10, Exceptional, (1 review)
"Great place to enjoy camping"
United States
ChangHee S.
The price is CA $16
CA $44 total
includes taxes & fees
Feb 10 - Feb 11
5 electric camper hookups on a beautiful private lake.

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 CA $239
CA $386 total
includes taxes & fees
Feb 8 - Feb 9
The Wyatt Earp

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 CA $109
CA $180 total
includes taxes & fees
Mar 5 - Mar 6
Cozy Camper in the Woods w/ Trails & Fishing Pond - showcased by HGTV!

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 CA $185
CA $196 total
includes taxes & fees
Feb 12 - Feb 13
Sam A Baker State Park

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 CA $171
CA $283 total
includes taxes & fees
Feb 8 - Feb 9
St Francis River: The Blue Yurt and Hot Tub

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 CA $345
CA $364 total
includes taxes & fees
Feb 13 - Feb 14
Johnson's Shut-ins State Park

Wanderers End Sanctuary Forest Farm & Village Co-op

Wanderers End Sanctuary Forest Farm & Village Co-op
Clubb
The price is CA $62
CA $94 total
includes taxes & fees
Feb 8 - Feb 9
Wanderers End Sanctuary Forest Farm & Village Co-op

Charming 2 bedroom cabin on a beautiful private lake.

Charming 2 bedroom cabin on a beautiful private lake.
Ironton
9.4 out of 10, Exceptional, (18 reviews)
"Place is nice & easy to find. "
United States
Mercy
The price is CA $178
CA $265 total
includes taxes & fees
Feb 8 - Feb 9
Charming 2 bedroom cabin on a beautiful private lake.

*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 CA $173
CA $345 total
includes taxes & fees
Feb 8 - Feb 9
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

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 CA $122
CA $217 total
includes taxes & fees
Feb 13 - Feb 14
Lake Road Cabin C — Million Dollar Ozark View!

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is CA $164
CA $191 total
includes taxes & fees
Feb 9 - Feb 10
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

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 CA $239
CA $428 total
includes taxes & fees
Mar 5 - Mar 6
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Annapolis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.

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.