Cabin holiday rentals in Annapolis

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Top-rated cabin rentals in Annapolis

Guests agree: these cabins are highly rated for location, cleanliness and more.

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Guest favourite
A charming cabin is surrounded by trees, featuring a spacious front deck with steps leading up. The deck is equipped with a patio umbrella and outdoor seating, while vibrant flower beds enhance the entrance. A flag hangs from the side, adding a welcoming touch.
Cabin in Black River Township
4.99 out of 5 average rating, 75 reviews

Well-Designed Wooded Cabin near lake and hiking

Designed for families as a relaxing spot to get away from the hustle & bustle of life, the "Hillside Hideaway" is a 2 bedroom, 1 bath cabin perched on a hill in southeastern Missouri with a gorgeous sunset view from the screen porch. We have a well-stocked kitchen, laundry, fire pit, and plenty of toys and games for the whole family. It is just a couple of miles to a sandy swimming beach at Lake Wappapello, the boat ramp at Chaonia Landing, and many hiking trails in Lake Wappapello State Park.

Guest favourite
The exterior of Posey's Place features a charming log cabin with a red metal roof. A welcoming sign announces the property, surrounded by lush greenery and flowering plants. The cabin is set back from the road, offering a tranquil rural aesthetic.
Cabin in Annapolis
4.92 out of 5 average rating, 38 reviews

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!

Top guest favourite
Cabin in Greenville
4.99 out of 5 average rating, 169 reviews

Couple's Cabin "The Fox Den" secluded w/HOT TUB

"The Fox Den" was designed just for couples...curling up by the fireplace or soaking in a hot tub in a screened-in porch, this unique 70's themed cabin in the woods, away from the stressors and noise of everyday life. Whether you're celebrating or just looking for an excuse to come for seclusion and quiet, the fox den is the ideal place to book for your romantic getaway, located 2 hrs. south of St Louis near Wappapello Lake. Breakfast items provided for guests to cook, including farm fresh eggs

Superhost
A charming log cabin is set amidst lush trees, featuring a green metal roof and a welcoming porch. Stone pathways guide to an outdoor seating area with a picnic table, complemented by a fire pit surrounded by natural stones, creating an inviting outdoor environment.
Cabin in Lesterville Township
4.87 out of 5 average rating, 344 reviews

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.

Top guest favourite
An outdoor fire pit area is surrounded by a grassy lawn, framed by lush greenery. Two red Adirondack chairs are positioned on a natural stone surface, offering a cozy spot to relax. The sky is bright with fluffy clouds, adding a serene ambiance to the scene.
Cabin in Fredericktown
4.98 out of 5 average rating, 102 reviews

Harmony Hills Cabin on The Little St Francis River

Rustic Cabin overlooking the Ozark Mountains. The Little St. Francis River is only a short walk from the scenic porch. Enjoy the serenity of nature or sit by the bonfire and enjoy a peaceful gaze at the stars. Cozy and well stocked, you'll find this place a home away from home. Bring your fishing poles, hiking boots, swim gear, kayak, a book or just kick back and relax. Please note, *** THERE IS NO WIFI or LIVE TV *** it isn't available in the area. We offer DVDs, books and games.

Top guest favourite
A modern cabin exterior is framed by a vibrant landscape. Light-colored siding is contrasted with a dark roof, and the entrance features a welcoming porch supported by wooden beams. Potted flowers add a touch of color, while windows allow natural light to fill the interior.
Cabin in Piedmont
5 out of 5 average rating, 64 reviews

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.

Superhost
An aerial view captures the cabin surrounded by lush greenery and trees, with the St. Francis River visible nearby. The large deck and hot tub are seen, inviting relaxation, while the rustic red roof of the cabin complements the natural setting.
Cabin in Fredericktown
4.89 out of 5 average rating, 307 reviews

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francios River. Soak your cares away in the Hot Tub. The river is great for kayaking and fishing. Enjoy a peaceful nature get away. Bring your fishing poles, a book, kayaks and disconnect from the hustle and bustle of everyday life! We’re close to Silver Mines, Millstream Gardens, Taum Sauk Mountain, Amidon Conservation, Elephant Rocks, only 10 miles to Ironton or Fredericktown for food and drinks!

Guest favourite
The scenic view captures the winding Black River surrounded by lush greenery, with sandy banks visible along the water's edge. The landscape is characterized by rolling hills under a partly cloudy sky, highlighting the natural beauty of the Ozark Mountains.
Cabin in Redford
4.94 out of 5 average rating, 129 reviews

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.

Superhost
Cabin in Ironton
5 out of 5 average rating, 4 reviews

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.

Top guest favourite
A cabin with a red metal roof is framed by lush greenery and a gravel driveway. The stone chimney adds texture to the facade, while potted plants line the entrance, creating an inviting approach.
Cabin in Wappapello
4.94 out of 5 average rating, 174 reviews

Crooked Paddle

Welcome to the Crooked Paddle at Wappapello, MO. This vacation getaway is located just minutes away from Peoples Creek and Sundowner Marina Boat Launches, if you desire fishing or watersports. If hunting is your desired use, this getaway is close to Duck Creek Conservation Area, Otter Slough Conservation Area, and Mingo National Wildlife Refuge Visitor Center. Whether you want a couples retreat, hunting lodge, or family getaway this cabin will meet your needs.

Top guest favourite
A covered porch offers expansive views of rolling hills and a glistening pond. A swing chair is positioned to the side, inviting relaxation, while flower beds with vibrant blooms border the entrance. Sunlight illuminates the landscape, enhancing the natural beauty of the surroundings.
Cabin in Fredericktown
4.97 out of 5 average rating, 315 reviews

Sunset View, King Bed, Bon Fire, Fish, Hike

The romantic tiny home is decorated in rustic charm to match the setting overlooking the historic farm. A magical setting that allows you to experience the serene surroundings with hiking, fishing on 40 acres. It has a stocked fishing pond, nearby hiking trails, and state parks just down the road. This Tiny Farmhouse is ready to be your perfect place of rest or your base camp for your next adventures! Or if you just need a quiet retreat and a great view!

Guest favourite
A spacious kitchen area features black cabinetry and stainless steel appliances. An island with seating dominates the space, with a dining area visible in the background. Wooden beams enhance the rustic charm, while light fixtures provide warm illumination throughout the cabin.
Cabin in Ste. Genevieve
4.83 out of 5 average rating, 70 reviews

The Cabin at Charleville

Relax with the whole family at this historic 1820's log cabin nestled in the Heart of Wine Country in Ste Genevieve County! Stay and enjoy Charleville Tasting Room and Brewery and have food and drinks ready for your arrival or enjoy anytime when we are open Wednesday through Sunday with our 24 tap wall or full service bar and restaurant! This log cabin is just steps away from a good time.

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