Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Annapolis

Fridge, microwave, oven, stovetop
Completely Renovated in May 2023

Completely Renovated in May 2023

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.
The price is ￥16,940
￥32,652 total
includes taxes & fees
Dec 4 - Dec 5
Completely Renovated in May 2023
Property grounds
Make your reservation fast as inquiries are coming in daily.

Make your reservation fast as inquiries are coming in daily.

Redford
9.8 out of 10, Exceptional, (55)
"We had a great time. Really nice cabin."
United States
Robert K.
Make your reservation fast as inquiries are coming in daily.
Fridge, microwave, oven, stovetop
Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River

Annapolis
7.8 out of 10, Good, (27)
"Really a nice and clean and cozy stay."
United States
Adam G.
The price is ￥16,256
￥31,190 total
includes taxes & fees
Dec 10 - Dec 11
Hillside Cabin #3 Annapolis, MO Black River
Outdoor dining
Completely Renovated in May 2023

Completely Renovated in May 2023

Annapolis
8.0 out of 10, Very Good, (12)
"Loved the space!!! Ran out of toilet paper but luckily had extra paper towels! Ceiling fan had an annoying drumming noise. Great location, close to eats…liquor locker has great burgers!!!"
United States
Adam W.
The price is ￥16,256
￥31,812 total
includes taxes & fees
Dec 4 - Dec 5
Completely Renovated in May 2023
Property grounds
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

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.
The price is ￥18,823
￥34,068 total
includes taxes & fees
Dec 4 - Dec 5
Hillside Cabin #2 Annapolis, MO Black River
Exterior
Rustic River Cabin Getaway

Rustic River Cabin Getaway

Annapolis
9.8 out of 10, Exceptional, (80)
"This was our second stay here and we are trying to make it an annual trip. Cabin is awesome along with location on the river, you can’t beat it. "
United States
Sam E.
Rustic River Cabin Getaway
Fridge, microwave, oven, coffee/tea maker
Just Minutes from Black River – With WIFI

Just Minutes from Black River – With WIFI

Annapolis
7.2 out of 10, Good, (7)
"Great experience "
United States
West n.
Just Minutes from Black River – With WIFI
Outdoor dining
Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River

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.
The price is ￥20,534
￥39,668 total
includes taxes & fees
Dec 4 - Dec 5
Hillside Cabin #1 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
New Cabin Just Minutes from Black River

New Cabin Just Minutes from Black River

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.
The price is ￥20,534
￥39,512 total
includes taxes & fees
Dec 6 - Dec 7
New Cabin Just Minutes from Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO

Annapolis
9.2 out of 10, Wonderful, (5)
"Great location and very clean."
United States
Mary C.
The price is ￥18,823
￥34,068 total
includes taxes & fees
Dec 4 - Dec 5
Hillside Cabin #5 Annapolis, MO
Outdoor dining
Relaxing 3B Log Home-15 min walk to the Black River!

Relaxing 3B Log Home-15 min walk to the Black River!

Annapolis
8.6 out of 10, Excellent, (11)
"We enjoyed the cabin at nights after floating the black river. "
United States
Brian K.
Relaxing 3B Log Home-15 min walk to the Black River!
1 bedroom, bed sheets
RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub

Fredericktown
10.0 out of 10, Exceptional, (2)
"Great getaway"
United States
Anonymous traveler
The price is ￥24,734
￥38,375 total
includes taxes & fees
Dec 4 - Dec 5
RIVER and SKY Cabin; Hot Tub
Exterior
Panther Den Cabin is located 4 miles from Hwy K Campground

Panther Den Cabin is located 4 miles from Hwy K Campground

Annapolis.
9.6 out of 10, Exceptional, (14)
"Nice, clean place to stay with excellent furnished kitchen!"
United States
Sandy M.
Panther Den Cabin is located 4 miles from Hwy K Campground
Outdoor dining
Hunters Welcome! Creekside Missouri Ozarks Cabin

Hunters Welcome! Creekside Missouri Ozarks Cabin

2.0 star property
Annapolis
Hunters Welcome! Creekside Missouri Ozarks Cabin
Cabin
Sam A Baker State Park

Sam A Baker State Park

2.0 star property
Patterson
9.2 out of 10, Wonderful, (5)
"Pet friendly, great staff. "
United States
Charlie
The price is ￥19,445
￥20,607 total
includes taxes & fees
Dec 8 - Dec 9
Sam A Baker State Park
Property grounds
Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

Fredericktown
10.0 out of 10, Exceptional, (77)
"This was my second visit and am planning to return again someday. Very quiet and cozy. "
United States
eric y.
Micro house cabin located near Silver Mines Recreation Area.
Property grounds
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, (16)
"Place is nice & easy to find. "
United States
Mercy
The price is ￥20,301
￥30,412 total
includes taxes & fees
Dec 6 - Dec 7
Charming 2 bedroom cabin on a beautiful private lake.
Fridge, microwave, oven, stovetop
Mountain View at Pickle & Perk

Mountain View at Pickle & Perk

2.5 star property
Ironton
10.0 out of 10, Exceptional, (15)
"Very cute place in beautiful area. Easy check-in, clean home, and comfy bed. The coffee shop below was really good with a beautiful patio. Location was perfect to access Elephant Rocks, Johnson Shut-ins, and Taum Sauk Mountain parks. "
United States
Amber S.
The price is ￥22,261
￥31,442 total
includes taxes & fees
Dec 4 - Dec 5
Mountain View at Pickle & Perk
Interior
16 Acres of beauty and relaxation

16 Acres of beauty and relaxation

Park Hills
9.8 out of 10, Exceptional, (18)
"Quiet place in the woods exactly what I wanted!"
United States
Jeremy R.
16 Acres of beauty and relaxation
Fridge, microwave, oven, stovetop
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, (33)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is ￥17,889
￥21,000 total
includes taxes & fees
Dec 4 - Dec 5
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 9 days ago
Shepherd Mountain Inn

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:

  • View our selection of featured holiday rentals in Annapolis
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Look no further and take a look at our great range of rental properties in Annapolis!

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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?

Just Minutes from Black River – With WIFI: Visitors give good reviews to this Annapolis vacation home rental, which is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, an oven, and a microwave.

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?

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