Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

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Guest favorite

The serene Black River is depicted, featuring calm turquoise waters next to a sandy bank. A fallen tree branch extends into the water, while pebbles and rocks create a natural shoreline, illustrating a peaceful outdoor environment.

Cabin in Lesterville Township

4.88 out of 5 average rating, 309 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.

Guest favorite

A rustic cabin with a red exterior features a wooden deck adorned with several white rocking chairs. The cabin is surrounded by lush greenery, while a gentle creek flows nearby, reflecting the surrounding trees.

Tiny home in Annapolis

4.96 out of 5 average rating, 53 reviews

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 propane grill, picnic 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.

Top guest favorite

Apartment in Van Buren

5 out of 5 average rating, 205 reviews

The Bonney House BnB

Current River retreat one bedroom open concept apartment w/ kitchenette. It has a gas fireplace & 55" TV. The kitchenette has microwave oven, coffee pot w/ filters & coffee, electric skillet, fridge w/ icemaker and basic dishes. The bathroom has a shower only. Apt has covered patio with outdoor dining & gas grill. You have access to wood firepit w/seating & picnic table. There's also a pavilion w/gas firepit & table w/seating overlooking Current River Bay. No smoking in apt. No pets.

Top guest favorite

The cabin is situated beside a tranquil pond, surrounded by tall trees and lush greenery. A gravel pathway leads from the water to the cabin, enhancing the serene setting. The calm water reflects the trees and building, creating a peaceful and natural environment.

Cabin in Ironton

5 out of 5 average rating, 122 reviews

The Valley Getaway Cabin:

Welcome to the most private getaway retreat in the beautiful Arcadia Valley, MO. Settled on 80 acres of wildlife and walking trails. The cabin is the perfect place to enjoy a long day of fishing and end the day with a relaxing bonfire with friends and family. To go along with the many activities to do while staying at the cabin, there are also many things to enjoy just a few miles away. From visiting elephant rocks for a peaceful walk to visiting the famous Shepard mountain bike trail.

Guest favorite

Home in Lesterville

4.85 out of 5 average rating, 131 reviews

Black River Dobbins House & Pavilion, Lesterville

This one of a kind historic home is located in the heart of Lesterville within walking distance to the local stores and restaurants. Included with stay is a private pavilion located on the crystal clear Black River less than a mile away. If floating of any kind is on your agenda, free shuttle to the house is available from some of the local campgrounds when you use them to navigate the black river. This home is just minutes away from Johnson's Shut Ins State Park and Elephant Rocks.

Superhost

Cabin in Redford

4.93 out of 5 average rating, 121 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

The cabin features a raised deck with wooden railings, providing ample outdoor seating space. An American flag is displayed on the front, and the surrounding grass is well-maintained. Sunlight filters through the trees, creating a pleasant outdoor atmosphere.

Cabin in Annapolis

4.81 out of 5 average rating, 36 reviews

Panther Den Cabin is found 4 mile from K Bridge

The Panther Den is a brand new Cabin that is only 4 miles for Black River and Hwy K Campground. Cabin has two lofts for sleeping that kids will love!! Annapolis, Missouri is in the middle of tons of attractions and places to visit. Johnson's Shut-Ins State Park, Elephant State Park, Taum Sauk State Park and Sam A. Baker State Park are all within 30 minutes. Wappappello and Clearwater Lake are a short drive as well. Fire pit, BBQ grill, and picnic table comes with the Cabin.

Top guest favorite

Three friendly alpacas are positioned in a grassy area, with a shimmering lake visible in the background. Their coats range from light brown to white, offering a gentle contrast against the natural landscape. The scene is framed by trees, hinting at the serene environment.

Farm stay in Arcadia

4.93 out of 5 average rating, 134 reviews

Alpaca Farm Stay (save 10% for non-refundable)

Come see the baby alpacas and stay at the most tranquil and private getaway retreat in Arcadia Valley, Missouri and reconnect with nature. Our alpaca farm is nestled on over 28 acres in the Saint Francois Mountains next to the Mark Twain Natl Forest. The lodge is the perfect place for fishing on our 4-acre lake, relaxing after a long day of hiking, and meeting a small herd of alpaca. Your group will have an opportunity for a one-hour meet-and-greet scheduled at your convenience.

Superhost

A spacious kitchen features dark blue cabinetry, complemented by a long wooden countertop. Large windows provide expansive views of the surrounding nature, while a stone fireplace is positioned in the corner, creating a functional and inviting space for cooking and gathering.

Home in Ironton

4.87 out of 5 average rating, 242 reviews

Mountain Cabin, Wow Views, King Bed, Hiking+

This serene countryside location is all yours to enjoy the beauty of the Missouri Ozarks with stunning views of the mountains. This fully equipped home offers plenty of room, great decks for grilling and relaxing, bon fire pit, and 8 private acres to explore and hike, located right next to Taum Sauk, and just a few miles to trails, Elephant Rock St. Prk, Johnson Shut-Ins, and local rivers and streams to swim and hike as well as ATV trails! Relax, unwind, and take in the view.

Top guest favorite

The TreeLoft is elevated among lush greenery, showcasing a modern wooden exterior. Large windows provide views of the surrounding forest. A wraparound deck offers outdoor seating options, inviting guests to enjoy nature in comfort.

Treehouse in Perryville

5 out of 5 average rating, 632 reviews

TreeLoft at BaseCamp - Hot tub + Cozy Fireplace

Welcome to the TreeLoft experience! This is a custom built luxury treehouse for two. It is our hope that upon your stay you will be reconnected to nature and to the one you came with. We created the TreeLoft with an inspired state of mind, and we are hopeful that same inspiration will be experienced and reflected during your stay. Go to sleep counting stars and wake up with the trees! We can't wait to provide you with the TreeLoft experience! We rise by lifting others!

Guest favorite

An outdoor area is presented, featuring a hammock suspended between two trees and a gravel surface. A stone-bordered bench and a picnic table are visible, surrounded by the natural landscape of trees and greenery, offering a serene setting for relaxation.

Place to stay in Annapolis

5 out of 5 average rating, 28 reviews

Cabin #1 Unique Cabin right by the Black River

Cabin #1: Tucked away in the mountains of Annapolis, less than a 1/4 mile away from K Bridge access. Come stay at our primitive cabin for one of your most memorable glamping experiences on the beautiful Black River. This cabin rental is almost an all-inclusive. The only things you need are food, drinks and towels. Everything else is included. There is no need to worry about firewood, charcoal, propane, cooking utensils, etc.

Top guest favorite

Cottage in Lesterville

4.98 out of 5 average rating, 113 reviews

Cottage in the Ville

The "Cottage in the Ville," a charming, home away from home cottage, comfortably sleeps six and has two bedrooms. Just two hours south of St. Louis, MO, our beautifully decorated cottage, near the crystal clear Black River, is the perfect destination to get away from the hustle and bustle of city life. The “Cottage in the Ville” sits on two beautifully manicured flat acres of land with plenty of room to roam.