
Holiday rentals in Annapolis
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Top-rated holiday rentals in Annapolis
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Posey's Place - Secluded Log Cabin
**Updated wood flooring has been put in and all carpet removed! Secluded Log Cabin on working farm. Located in rural Iron County just minutes from Black River, St. Francois River, Clearwater Lake, Elephant Rocks, Johnson Shut-Ins, & Shepherd Mt. Bike Park. Located just 11 miles from either K Bridge or Sam A. Baker Park, crystal clear water is waiting for you just minutes away. Take a relaxing float and return to the cabin for smores around the fire pit. Come and sit a spell at Posey's Place!

Hidden Hollow Cabin
Nature and adventure is awaiting you at this 2 bedroom cabin. Nestled in a tranquil setting, this beautiful retreat features 1 king bed and 2 full beds. We offer AC, electric and wood heating, as well as a jetted bathtub. The cabin is near popular sights such as Taum Sauk Mountain, Elephant Rocks, and Johnson Shut-Ins. This venue is perfect for nature lovers. We offer hiking trails, a 9 acre lake, hunting, kayaking, swimming, fishing, and relaxing at this beautiful property. NO FIREWORKS ALLOWED

Cabin on the creek - Glamping & Black River floats
This is a great place to unwind and unplug. Enjoy the sights and sounds of the creek flowing right in front of the cabin. This is a small cabin with 4 beds (2 bunkbeds) and full bathroom. The front porch overlooks the creek. The outdoor area includes a gazebbo, propane grill, table and firepit. Enjoy exploring the creek. The area is close to multiple outdoor gems including the Black River, Taum Sauk Mountain, Sam Baker State Park. There is no kitchen, but there is a mini-fridge and microwave.

Historic Goulding Castle circa 1846
***Please do not send any messages asking about weddings or events*** Amazingly restored Castle built by TR Goulding in the 1800’s. This unique and majestic property sits on 9 acres of Shepherd Mountain and connects to over 600 acres of hiking and biking trails on Shepherd Mountain. Enjoy beautiful views and a forest setting while still being minutes from restaurants and town. The property boasts priceless statuary, a rebuilt grotto, beautiful interior and the most peaceful grounds to enjoy.

Black River Cozy Cabin
This quaint cozy cabin offers a retreat from life's hustle and bustle with breathtaking views and a serene environment. The Black River Cozy Cabin is perfect for family vacations or a romantic get-away. With a secluded lake out the back door and two fire pits for roasting marshmallows and hot dogs, there are plenty of outdoor activities without even leaving the property. Of course, there is always more to explore in the area as well; including the Black River, which is just a short hike away.

The Cozy Cabin
Peaceful , family-friendly cozy cabin. Take a short drive to enjoy river fun, canoe and kayaking. Step outside in the morning onto the wraparound deck with a cup of coffee and listen and enjoy nature. Take a hike on the paths, roast marshmallows, make s’mores and hotdogs by the large fire pit, and many more things out in nature. If you’re looking for a peaceful getaway from the city or a night to rest on your way to wherever. Our cabin is also very unique with 3 full hookup campsites.

Entire private Glamping Yurt next to forest
Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

St Francis River: The Blue Yurt and Hot Tub
Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

By Clearwater Lake/Black River-Golf Range On-Site
One bedroom cabin loaded with amenities! Private location in a 12 acre field with wildlife to watch and also conveniently located a few blocks from Main Street. NO EXTRA FEES ADDED/no household chores! Free parking, plenty for boats and atv’s also No amenities left out-laundry facilities, all cooking supplies, stocked coffee bar, high speed internet, Netflix, plush king bed, rainfall shower head and more. Please note: a silicone heat pad is provided for all irons in the bathroom.

The Cabin ❤️ at Black River View
Come experience total seclusion listening to the rapids of the Black River below 37 acres in the heart of the Ozark Mountains. If you like bonfires at night and having the place to yourself including plenty of side by side trails and a gun range to enjoy, you’ve found your place to get away. Overlooking the Black River and in site of the highest elevation point in Missouri this newly built in 2016 state of the art cabin has everything you need to entertain your family and friends.

Secluded 3 Bedroom | Private Hot Tub, Fire Pit
Relax with the whole family at this peaceful place to stay. Get back to nature in this three bedroom home. Sleeps 7 - 2 Queen Beds and Bunk Bed with Trundle bed. Spacious Kitchen and Livingroom is open floor plan with a Stove, Refrigerator and Dishwasher. Kitchen is fully stocked with dishes, pots and pans. Livingroom has sleeper sofa couch and 2 chairs with plenty of room for games and get togethers. 2 Full Bathrooms, Washer/Dryer, Hot Tub, Picnic Table, Propane Grill.

The Tiegen Rae: cozy mountain cabin w/ huge views
Take it easy at this unique and tranquil getaway. "The Tiegen" is a beautiful A-frame cabin sitting on 20 acres at the top of Anderson Mountain. Imagine drinking your morning coffee sitting in a rocking chair and enjoying the breathtaking view of the Mark Twain National Forest. Or picture lighting an evening fire to enjoy the sounds of the woods with your favorite drink. This cabin will not disappoint and boasts full amenities to go along with your glamping adventure.
Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis

The Sutton House

The Grain Bin in Piedmont-Clearwater Lake-King Bed

Honky Tonk Hideout

Lesterville home with access to Black River

K Bridge Cabin Co Cabin 3

Riverway Rentals E5

Unique Train Caboose Stay | Firepit & Loft

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