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Compare 23 Vacation Homes in Annapolis with updated reviews, rates, and availability.

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!

9.4 out of 10, Exceptional, (3)
"The house was well kept and comfortable. The host was very reaponsive and helpful during my stay. "
The price is SAR 338
SAR 563 total
includes taxes & fees
25 Feb - 26 Feb
Historic Victorian close to amazing hiking - pet friendly!

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

10.0 out of 10, Exceptional, (12)
"Great accommodations for a family, lots of room. No wifi, tho."
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge

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)

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

10.0 out of 10, Exceptional, (4)
"The house was great the yard was great wished we weren’t so rushed and had the time to enjoy the surroundings. The upstairs shower was on the small side, thin walls so depends on who you are sharing the upstairs with they will hear you and front bedroom you can hear the road very well. We had long days so able to sleep through it after the first night. This is a great country house. "
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

Rustic Cabin in Hunters' Paradise!

9.8 out of 10, Exceptional, (27)
"Great place overall! Internet and cell services lacking. "
Rustic Cabin in Hunters' Paradise!

The Sutton House 2 blocks from Main Street & Courthouse Square

10.0 out of 10, Exceptional, (18)
"Great property, well stocked, very informative about the surrounding area. We enjoyed our stay! "
The price is SAR 619
SAR 798 total
includes taxes & fees
17 Mar - 18 Mar
The Sutton House 2 blocks from Main Street & Courthouse Square

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

9.4 out of 10, Exceptional, (10)
The price is SAR 1,125
SAR 1,901 total
includes taxes & fees
24 Feb - 25 Feb
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Just Minutes from Black River – With WIFI

6.0 out of 10, (4)
"So many issues... 1) Does not have a finished ceiling as shown in pics. Metal roof was exposed to the inside, rusted, and had holes. 2) 6' radius water stain in corner of LR carpet. BR carpets were badly stained, as well. 3) Cabinetry old and signs of mice in drawers. Signs of mice in BRs and bath also. 4) Fixed arm faucet installed on double basin sink so water hit divider and had to be twisted to avoid splashing exposing holes where hot/cold water lines were supposed to be. So, cold water...
The price is SAR 365
SAR 717 total
includes taxes & fees
24 Feb - 25 Feb
Just Minutes from Black River – With WIFI

Charming 1860s Renovated Home

8.2 out of 10, Very Good, (13)
"Traveling with a large family is never easy, but this rental made us feel at home. Full kitchen for cooking, dining area to seat everyone, huge tv, great wi-fi, washer and dryer, fun backyard to make s’mores, and beds upstairs to sleep all our kids. We would stay here again!"
The price is SAR 506
SAR 1,009 total
includes taxes & fees
24 Feb - 25 Feb
Charming 1860s Renovated Home

Charming Bungalow. Children and Pet Friendly.

10.0 out of 10, Exceptional, (11)
"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 Bungalow. Children and Pet Friendly.

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!

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

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay at the Ironton Bungalow in Ironton, Missouri. The home was a beautiful, updated older home. It was very clean and had all we needed for our stay. We had an issue with the tv and emailed the homeowner. Tristen immediately contacted us and tried to help us figure out the issue. Come to find out the tv went out. That didn’t affect our overall experience and we will be contacting them again when we come back to visit family! Wonderful home with wonderful homeowners! "
The price is SAR 518
SAR 915 total
includes taxes & fees
24 Feb - 25 Feb
Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins

Newly remodeled offers many amenities with perfect location!

10.0 out of 10, Exceptional, (24)
"The place was very clean and cute great location for visiting Elephant Rock, Johnson Shut in, Millstream gardens, many more things. House was as it shows the owners were very welcoming and informative. I would highly recommend the place it would sleep 6 very easy."
Newly remodeled offers many amenities with perfect location!

Secluded Gate House

10.0 out of 10, Exceptional, (17)
"The property and place was wonderful!!"
Secluded Gate House

Serene Belgrade Hideaway with Fire Pit & Grill!

9.0 out of 10, Wonderful, (2)
"Our stay at the Belgrade getaway was stunning in every way. Lovely surroundings with nearby National Forest hiking and rockhounding venues all around. The house was fully equipped and immaculately clean. The only ding was that we couldn't get the TV to work for more than a few minutes due to losing connectivity with their server. We weren't there to watch TV, though, so that was a very minor issue."
Serene Belgrade Hideaway with Fire Pit & Grill!

Vacation home conveniently located near Clearwater Lake and Black River

The price is SAR 656
SAR 774 total
includes taxes & fees
24 Feb - 25 Feb
Vacation home conveniently located near Clearwater Lake and Black River

Rustic Ironton Home w/ Deck & Fire Pit on Creek!

9.8 out of 10, Exceptional, (56)
"Coming from Texas, we wanted to experience the changing leaves and the nature trails in the area but were pleasantly surprised when we found ourselves staying on a plot of civil war history. Our cabin was delightfully cozy, and the creek was a very nice place to sit near for our morning coffee. The views of the mountains from the front porch as the fog cleared were impeccable and we have already saved this spot in our list of places to visit again. "
Rustic Ironton Home w/ Deck & Fire Pit on Creek!

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

Secluded Log Cabin - Total privacy

9.8 out of 10, Exceptional, (19)
"The property was absolutely gorgeous, right as the leaves are changing on the trees. The inside of the cabin is exactly what was the description listed. We only had a small issue, which was the smell when you first walked in. It is to be expected. I guess with the location and the age of the cabin itself maybe not being used enough? The outside fire pit was great. We all enjoyed it. It was very much needed. We are planning another trip and are looking forward to renting the same place. The...
Secluded Log Cabin - Total privacy
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)
"Pictures on line do not do the cabin justice. It is way nicer in person. View to the river is incredible. We highly recommend renting. I know we will be back. Jeff is a great host who provides any and all information you request. Last minute perfect getaway for Thanksgiving!"
Make your reservation fast as inquiries are coming in daily.

Hillside Cabin #2 Annapolis, MO Black River

9.4 out of 10, Exceptional, (56)
"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
24 Feb - 25 Feb
Hillside Cabin #2 Annapolis, MO Black River

Rustic River Cabin Getaway

9.6 out of 10, Exceptional, (70)
"We loved the cabin, it was clean and well kept. Google maps led us astray, but I called the owner and she got us right there. I loved the location, but wish it wasn’t such a long gravel road to get there. I’ll still go back anyway!"
Rustic River Cabin Getaway
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.