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Check prices for these dates

Compare 26 Vacation Homes in Annapolis with updated reviews, rates, and availability.

The Sutton House 2 blocks from Main Street & Courthouse Square

10.0 out of 10, Exceptional, (23)
"Beautiful stately home in peaceful neighborhood close to Elephant Rock and Johnston Shut Ins. Highly recommended! "
The price is SAR 653
SAR 844 total
includes taxes & fees
12 May - 13 May
The Sutton House 2 blocks from Main Street & Courthouse Square

Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins

10.0 out of 10, Exceptional, (29)
"Stayed in ironton for one night loved the decorations and host was easy to interact with even offered the garage for use to keep the bikes in. Would definitely recommend to anyone looking so a nice quiet getaway!"
The price is SAR 469
SAR 859 total
includes taxes & fees
7 May - 8 May
Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins

Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE

10.0 out of 10, Exceptional, (59)
"Nice farmhouse in the country."
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE

Historic Victorian close to amazing hiking - pet friendly!

8.8 out of 10, Excellent, (6)
"The house was well kept and comfortable. The host was very reaponsive and helpful during my stay. "
Historic Victorian close to amazing hiking - pet friendly!

Newly remodeled offers many amenities with perfect location!

10.0 out of 10, Exceptional, (26)
"Perfect place to relax and close to several sites."
Newly remodeled offers many amenities with perfect location!

Charming 1860s Renovated Home

8.0 out of 10, Very Good, (16)
"Had a great stay"
The price is SAR 506
SAR 1,009 total
includes taxes & fees
5 May - 6 May
Charming 1860s Renovated Home

Charming Country Bungalow - perfect for families

10.0 out of 10, Exceptional, (14)
"We all loved the neat upstairs bedroom! The back yard was big and the kids really enjoyed playing out there. We all thought the beds were comfortable and the house was very clean. Without question, we will stay here again when we return to Ironton. "
Charming Country Bungalow - perfect for families

Rustic Cabin in Hunters' Paradise!

9.8 out of 10, Exceptional, (27)
"We enjoyed our stay and will be back!"
Rustic Cabin in Hunters' Paradise!

Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay and highly recommend it if you are wanting and relaxing and enjoyable stay "
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

Secluded Gate House

10.0 out of 10, Exceptional, (20)
"The property and place was wonderful!!"
Secluded Gate House

Sunshine Shack at Clearwater Lake (sleeps 6)

8.8 out of 10, Excellent, (10)
"Loved staying a week at Sunshine Shack. The screened in deck is perfect to watch the deer at dusk."
Sunshine Shack at Clearwater Lake (sleeps 6)

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

9.4 out of 10, Exceptional, (10)
"Very nice property and very clean. It was such a beautiful home. We loved it!"
The price is SAR 1,125
SAR 1,879 total
includes taxes & fees
9 May - 10 May
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge

10.0 out of 10, Exceptional, (13)
"Always live to stay here when we head down that way for a sxs trip. "
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge

Spacious & Secluded Shook Home w/ Private Hot Tub!

10.0 out of 10, Exceptional, (2)
"We loved our stay at Lost Creek Bluebird. We didn't expect the commute to the marina but loved the seclusion of the house. We had some of our family come in from St. Louis and some came from NE Arkansas and the house was a perfect meeting place where we were all under one roof. We played games, roasted marshmallows, made cupcakes and just enjoyed each others company."
Spacious & Secluded Shook Home w/ Private Hot Tub!

Just Minutes from Black River – With WIFI

6.0 out of 10, (4)
"I was pretty disappointed with my experience. We booked and paid for this stay up front. The Tuesday before our stay the host told us the unit was being repaired and that it might not be done for our Friday night stay. We were not contacted prior to this. Turns out the property would be completed and we could still come for our stay. I appreciated the communication up until that point. When we arrived the unit seemed ready. However, there was no central air. There was a window unit in the...
Just Minutes from Black River – With WIFI

Serene Belgrade Hideaway with Fire Pit & Grill!

9.6 out of 10, Exceptional, (4)
"Quiet and peaceful, excellent host, and we would stay again."
Serene Belgrade Hideaway with Fire Pit & Grill!

Secluded Log Cabin - Total privacy

9.8 out of 10, Exceptional, (19)
"Beds were comfortable, outdoor area was wonderful, not far from town. Enjoyed our stay very much."
Secluded Log Cabin - Total privacy

Clearwater Lake and Black River Vacation Home

9.6 out of 10, Exceptional, (17)
"Nice clean property! Comfortable beds plenty of seating. "
Clearwater Lake and Black River Vacation Home

Cabin near Clearwater Lake

Cabin near Clearwater Lake

Park Model TinyHome with spacious front porch table outdoor furniture and spa.

Park Model TinyHome with spacious front porch table outdoor furniture and spa.
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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Other property types in Annapolis

Make your reservation fast as inquiries are coming in daily.

9.8 out of 10, Exceptional, (52)
"Great time and a wonderful property"
Make your reservation fast as inquiries are coming in daily.

New Cabin Just Minutes from Black River

8.0 out of 10, Very Good, (4)
"Owner communicated well and the place was a nice clean place for us to stay "
The price is SAR 486
SAR 944 total
includes taxes & fees
5 May - 6 May
New Cabin Just Minutes from Black River

Hillside Cabin #2 Annapolis, MO Black River

9.4 out of 10, Exceptional, (58)
"My husband and I came here with the hopes of escaping and just enjoying a peaceful weekend. The cabin is perfect for what we needed. Cozy and comfy and just what we needed. Yes the couch is broken, LOL. But if a broken couch is going to ruin your vacay maybe this isn’t the place for you. Just saying that just added to the character and provided some laughter. "
The price is SAR 446
SAR 809 total
includes taxes & fees
5 May - 6 May
Hillside Cabin #2 Annapolis, MO Black River
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.