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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, (60 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 $187
CA $329 total
includes taxes & fees
Jul 1 - Jul 2
Hillside Cabin #2 Annapolis, MO Black River

Secluded Log Cabin

Secluded Log Cabin
Annapolis
9.8 out of 10, Exceptional, (28 reviews)
"Stay was fine, nice peaceful setting, enjoyed our stay and would come back or recommend to others, thank you"
United States
Glen J.
The price is CA $163
CA $300 total
includes taxes & fees
Jul 6 - Jul 7
Secluded Log Cabin

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 $180
CA $327 total
includes taxes & fees
Jul 2 - Jul 3
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 $187
CA $329 total
includes taxes & fees
Jun 29 - Jun 30
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 traveller
The price is CA $226
CA $356 total
includes taxes & fees
Jun 30 - Jul 1
RIVER and SKY Cabin; Hot Tub

Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River
Annapolis
9.6 out of 10, Exceptional, (38 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 $234
CA $416 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $250
CA $427 total
includes taxes & fees
Jun 30 - Jul 1
Small Town Lodge - Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River
Annapolis
7.8 out of 10, Good, (27 reviews)
"Really a nice and clean and cozy stay."
United States
Adam G.
The price is CA $172
CA $312 total
includes taxes & fees
Jun 29 - Jun 30
Hillside Cabin #3 Annapolis, MO Black River

FS Rental #1 Annapolis, MO Black River

FS Rental #1 Annapolis, MO Black River
Annapolis
7.6 out of 10, Good, (5 reviews)
"We enjoyed our stay here. It was a great place for the 8 of us to stay. We were going over to Sam A Baker to join family camping there. We would stay here again if available. "
United States
Sue F.
The price is CA $211
CA $380 total
includes taxes & fees
Jun 29 - Jun 30
FS Rental #1 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.2 out of 10, Very good, (13 reviews)
"Ac needs an update, or add window units. Beautiful stay and beautiful location. About 7 minutes from the river. Train runs in front at 1am and 4am just a heads up. "
United States
Jessica W.
The price is CA $180
CA $327 total
includes taxes & fees
Jun 29 - Jun 30
FS Rental #3 Annapolis, MO Black River

Cozy hobby farm cabin under the stars!

Cozy hobby farm cabin under the stars!
Greenville
10.0 out of 10, Exceptional, (5 reviews)
"Easy check in, very quiet, very calming and relaxing. Overall great stay and great property manager. "
United States
Wyatt S.
The price is CA $106
CA $171 total
includes taxes & fees
Jul 6 - Jul 7
Cozy hobby farm cabin under the stars!

Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (27 reviews)
"This is a very cozy, comfortable and quiet space. This cabin has everything you need and is close to restaurants and Elephant Rocks State Park. I would recommend to anyone visiting the area! Thank you!"
United States
Michelle
The price is CA $153
CA $254 total
includes taxes & fees
Jul 6 - Jul 7
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, (39 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is CA $170
CA $208 total
includes taxes & fees
Jul 17 - Jul 18
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

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, (25 reviews)
"Loved this rental - great property!"
United States
Julie S.
The price is CA $178
CA $304 total
includes taxes & fees
Jun 29 - Jun 30
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, (3 reviews)
"Nice property"
United States
Aleksandr
The price is CA $339
CA $359 total
includes taxes & fees
Jul 27 - Jul 28
Johnson's Shut-ins State Park

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

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Ironton
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay!"
United States
Derek R.
The price is CA $180
CA $378 total
includes taxes & fees
Jul 1 - Jul 2
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

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, (12 reviews)
"Amazing location. Very remote but if you like that then this is the location for you"
United States
Joshua P.
The price is CA $263
CA $454 total
includes taxes & fees
Jun 30 - Jul 1
The Linkin: a cozy mountain cabin w/ king bed

Mountain View at Pickle & Perk

Mountain View at Pickle & Perk
Ironton
10.0 out of 10, Exceptional, (24 reviews)
"Our stay was excellent. The rooms were cozy and a perfect location to get to Elephant Rock and Johnson Shut-Ins."
United States
Cara J.
The price is CA $203
CA $295 total
includes taxes & fees
Jun 29 - Jun 30
Mountain View at Pickle & Perk

Secluded Private Beautiful Cabin in Mill Spring MO

Secluded Private Beautiful Cabin in Mill Spring MO
Mill Spring
The price is CA $146
CA $183 total
includes taxes & fees
Jul 28 - Jul 29
Secluded Private Beautiful Cabin in Mill Spring MO

AV Bungalows #9B

AV Bungalows #9B
Arcadia
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I really enjoyed our stay! The Bungalow was perfect for us and will definitely be staying again when we come back to Arcadia!!"
United States
Theresa R.
The price is CA $192
CA $237 total
includes taxes & fees
Jun 29 - Jun 30
AV Bungalows #9B
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.

What are some of the best vacation rentals in Annapolis?

Secluded Log Cabin: Visitors give good reviews to this Annapolis vacation home rental, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.