Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Vacation Rentals in Annapolis

Rustic River Cabin Getaway
Exterior

Rustic River Cabin Getaway

9.8 out of 10, Exceptional, (79)
"Right by the black river. Cabin was amazing. It's very secluded. Our host was great! Nice and clean!"
Rustic River Cabin Getaway
Hillside Cabin #2 Annapolis, MO Black River
Property grounds

Hillside Cabin #2 Annapolis, MO Black River

9.4 out of 10, Exceptional, (59)
"Good spot. Fun. Clean. Due for some minor repairs...couch, blinds, stove."
The price is ￥17,573
￥31,921 total
includes taxes & fees
Oct 10 - Oct 11
Hillside Cabin #2 Annapolis, MO Black River
New Cabin Just Minutes from Black River
Smart TV

New Cabin Just Minutes from Black River

8.4 out of 10, Very Good, (5)
"Owner communicated well and the place was a nice clean place for us to stay "
The price is ￥19,170
￥36,920 total
includes taxes & fees
Oct 12 - Oct 13
New Cabin Just Minutes from Black River
Secluded Log Cabin
Outdoor dining

Secluded Log Cabin

9.6 out of 10, Exceptional, (24)
"If you want to be secluded this is the place for you. You are away from it all. Amazing secluded cabin that is close to multiple great state parks! "
Secluded Log Cabin
Make your reservation fast as inquiries are coming in daily.
Property grounds

Make your reservation fast as inquiries are coming in daily.

9.8 out of 10, Exceptional, (55)
"We loved the view from overlook cabin. Cabin was clean and cozy. Follow directions property manager sends you because gps will try to take you on a scavenger hunt but this was my fault. Accessing river a sxs or 4x4 definitely needed due to river being up. Very peaceful setting at river and cabin."
Make your reservation fast as inquiries are coming in daily.
FS Rental #1 - 5mins to Black River
Fridge, microwave, oven, stovetop

FS Rental #1 - 5mins to Black River

7.6 out of 10, Good, (5)
"Nice little place with good sleeping and room to stretch out."
FS Rental #1 - 5mins to Black River
Completely Renovated in May 2023
Fridge, microwave, oven, stovetop

Completely Renovated in May 2023

9.6 out of 10, Exceptional, (5)
"Cute little place, not far from the river"
The price is ￥15,816
￥30,608 total
includes taxes & fees
Oct 2 - Oct 3
Completely Renovated in May 2023
Hillside Cabin #3 Annapolis, MO Black River
Fridge, microwave, oven, stovetop

Hillside Cabin #3 Annapolis, MO Black River

7.8 out of 10, Good, (27)
"Really a nice and clean and cozy stay."
The price is ￥15,177
￥29,229 total
includes taxes & fees
Oct 12 - Oct 13
Hillside Cabin #3 Annapolis, MO Black River
Panther Den Cabin is located 4 miles from Hwy K Campground
Exterior

Panther Den Cabin is located 4 miles from Hwy K Campground

9.6 out of 10, Exceptional, (14)
"Nice, clean place to stay with excellent furnished kitchen!"
Panther Den Cabin is located 4 miles from Hwy K Campground
Relaxing 3B Log Home-15 min walk to the Black River!
Outdoor dining

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

8.6 out of 10, Excellent, (11)
"We enjoyed the cabin at nights after floating the black river. "
Relaxing 3B Log Home-15 min walk to the Black River!
Completely Renovated in May 2023
Outdoor dining

Completely Renovated in May 2023

8.0 out of 10, Very Good, (11)
"Love the people, town,float trip, and lil cabin#3 was perfect for family and pets"
The price is ￥15,177
￥29,821 total
includes taxes & fees
Oct 12 - Oct 13
Completely Renovated in May 2023
Just Minutes from Black River – With WIFI
Interior

Just Minutes from Black River – With WIFI

6.8 out of 10, (6)
"Great experience "
The price is ￥14,378
￥28,282 total
includes taxes & fees
Oct 2 - Oct 3
Just Minutes from Black River – With WIFI
Hillside Cabin #1 Annapolis, MO Black River
Outdoor dining

Hillside Cabin #1 Annapolis, MO Black River

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."
The price is ￥19,170
￥37,068 total
includes taxes & fees
Oct 14 - Oct 15
Hillside Cabin #1 Annapolis, MO Black River
RIVER and SKY Cabin; Hot Tub
1 bedroom, bed sheets

RIVER and SKY Cabin; Hot Tub

10.0 out of 10, Exceptional, (2)
"Great getaway"
The price is ￥23,627
￥36,658 total
includes taxes & fees
Oct 2 - Oct 3
RIVER and SKY Cabin; Hot Tub
Hillside Cabin #5 Annapolis, MO
Fridge, microwave, oven, stovetop

Hillside Cabin #5 Annapolis, MO

9.2 out of 10, Wonderful, (5)
"Booked a last minute canoe trip on the Black River andn this property was ideally located and included everything necessary for an early breakfast before hitting the river."
The price is ￥17,573
￥31,921 total
includes taxes & fees
Oct 13 - Oct 14
Hillside Cabin #5 Annapolis, MO
Charming 2 bedroom cabin on a beautiful private lake.
Property grounds

Charming 2 bedroom cabin on a beautiful private lake.

10.0 out of 10, Exceptional, (10)
The price is ￥19,304
￥28,771 total
includes taxes & fees
Oct 2 - Oct 3
Charming 2 bedroom cabin on a beautiful private lake.
Sam A Baker State Park
Cabin | 5 bedrooms

Sam A Baker State Park

2.0 star property
9.0 out of 10, Wonderful, (4)
"Pet friendly, great staff. "
The price is ￥18,490
￥19,595 total
includes taxes & fees
Oct 10 - Oct 11
Sam A Baker State Park
The Linkin: a cozy mountain cabin w/ king bed
Exterior

The Linkin: a cozy mountain cabin w/ king bed

10.0 out of 10, Exceptional, (7)
"Stayed two nights and me and the fiance couldn't have been happier. Plenty of things to do in a small area, with just as many good places to eat. Everything was spot on at the cabin. A previous night guest did bust the top of the bottom side hot plate but we wanted to eat out as much as we could do it didn't effect our stay. "
The price is ￥24,407
￥43,669 total
includes taxes & fees
Oct 8 - Oct 9
The Linkin: a cozy mountain cabin w/ king bed
Lake Road Cabin B — Million Dollar Ozark View!
Interior

Lake Road Cabin B — Million Dollar Ozark View!

10.0 out of 10, Exceptional, (22)
"Beautiful place."
Lake Road Cabin B — Million Dollar Ozark View!
The King Suite at Pickle & Perk
1 bedroom, iron/ironing board, WiFi, bed sheets

The King Suite at Pickle & Perk

10.0 out of 10, Exceptional, (1)
"Very nice and clean room. The building itself was really cute! The manager was really nice, coffee was really good too! Looking forward to staying again! "
The price is ￥19,836
￥26,344 total
includes taxes & fees
Oct 2 - Oct 3
The King Suite at Pickle & Perk
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
"Thank you!"
Elizabeth 2-night trip
Posted 10 days ago
Shepherd Mountain Inn

Find out more about Annapolis

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
  • Use the map to find apartments and other holiday homes in the Annapolis neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Annapolis while they last

Look no further and take a look at our great range of rental properties in Annapolis!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 like this Annapolis vacation home rental. It 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Some other top choices in Annapolis are Just Minutes from Black River – With WIFI and 7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont .

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.