Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

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Top guest favorite

A rustic treehouse is nestled among lush green trees, providing a sense of privacy and tranquility. A gravel clearing surrounds the cabin, leading to a set of wooden stairs. The building features large windows, allowing for natural light and forest views.

Treehouse in Greenville

5 out of 5 average rating, 292 reviews

Treehouse deep in woods- HOT TUB year around

"The Roost" is rustic but not primitive treehouse 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.

Superhost

The exterior of a charming cabin is surrounded by lush greenery and wildflowers. A red metal roof contrasts with the stone facade, while a wooden bridge leads to the entrance. Tall trees provide shade, creating a serene setting in a spacious yard.

Cabin in Middle Brook

4.61 out of 5 average rating, 93 reviews

Stone Cabin and Snow Hollow Lake

Relax with the whole family at this peaceful cabin on Snow Hollow Lake. Built in 1916, this cabin has access to swimming, fishing, and kayaking just around the corner. Enjoy the spacious backyard, roast marshmallows around the campfire, and BBQ on the screened in back porch. Remodeled in 2022 with modern amenities, this cabin has everything you need for the perfect getaway. Explore: Elephant Rock State Park: 3 miles Johnson’s Shut-Ins State Park: 12 miles Shepard Mountain Bike Park: 7 miles

Guest favorite

A serene bedroom showcases a spacious bed layered with soft linens and decorative pillows. Two bedside lamps provide warm illumination, complemented by artwork depicting mountains on the wall. Natural light filters through a set of large windows, framed by dark curtains, enhancing the calm atmosphere.

Bungalow in Ironton

4.98 out of 5 average rating, 43 reviews

Main Street Retreat, walk to downtown Ironton

Welcome to Mainstreet Retreat, this two bedroom bungalow is nestled a few blocks from the town square of Ironton. There are several shops and restaurants in close proximity, the home features a covered front porch to enjoy mountain views, the bathroom has recently been updated! This home has a patio in the back, with a stainless steel firepit, off street parking, the property is only a short drive away from several of the state parks around the area, Elephant Rocks being about 5 minutes away!

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

4.88 out of 5 average rating, 331 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 favorite

Bungalow in Ironton

4.96 out of 5 average rating, 133 reviews

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Superhost

Floor-to-ceiling windows frame a serene view of the surrounding trees and sky. A warm, electric fireplace offers an inviting glow, while a cozy sleeping area features a quilted bedspread. A television hangs on the wall, and a small table and chairs are positioned nearby.

Treehouse in Annapolis

4.63 out of 5 average rating, 19 reviews

RIVER and SKY Treehouse -Hot tub-Amazing Views-

The River and Sky cabin offers a unique experience with floor to ceiling windows that brings the outdoors in overlooking the St. Francois River. The small cabin has everything you need for a weekend alone, a romantic getaway, or a relaxing time with friends. Sip your morning coffee overlooking the river. Create a rustic outdoor dining experience by cooking with the electric grill under the covered outdoor kitchen. Immerse yourself in the hot tub as eagles fly overhead, or stargaze at night.

Top guest favorite

A bright blue camper is set amidst lush greenery, accompanied by a patio featuring four adirondack chairs in vibrant colors. A covered outdoor kitchen area is visible nearby, alongside a propane grill, emphasizing a functional outdoor space for gatherings.

Camper/RV in Annapolis

4.98 out of 5 average rating, 49 reviews

The Happy Camper - Glamping & Black River floating

A great place to unplug and get away from it all! The Happy Camper includes a covered outdoor kitchen area, a firepit and additional beds in the adjacent cabin. The location is located nearby numerous outdoor gems including the Black River, Taum Sauk, Mountain , Sam Baker State Park, the Ozark Trail and mountain biking areas. The property has a year-round creek flowing through it to enjoy and explore. The adjacent "Cabin on the Creek" is also available to rent if you need more space.

Guest favorite

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, 127 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.

Top guest favorite

The image displays the entrance to the E-5 Riverway B&B. A decorative green wreath is hung on the door, which is painted black. A sign indicating 'NO SMOKING' is positioned below the wreath, visually contrasting with the door's color.

Apartment in Ellington

5 out of 5 average rating, 21 reviews

Riverway Rentals E5

This unique place has a style all its own. Centrally located between Current River, Black River, and Clearwater Lake. This small, yet cozy apartment is the perfect getaway during the summer when you’re ready to enjoy the water or even during the colder months. One bedroom with a queen sized bed and a pull out futon in the living room. The on-site pool is a perfect addition for when you’re wanting to cool down after a hot day! NO SMOKING. NO PETS. Check out one of our other units!

Guest favorite

Tiny home in Patterson

4.88 out of 5 average rating, 17 reviews

Rustic Tiny Home

Get away from it all when you stay under the stars. This sweet little accommodation is rustic on the inside and nestled in the Missouri Southeast close to the historic Sam A. Baker State Park. Two full hook up RV sites are on either side of the tiny home, allowing for camping of family or friends. Your host is close by in a home next door allowing us to quickly meet needs that may surface during your stay. The unit does have a washer/dryer as well. Note: RV rental is separate.

Superhost

A fire pit area is situated on a sandy patch, featuring logs arranged as seating and rocks surrounding the pit. The backdrop showcases a sunset over the distant hills, with trees and open fields framing the serene scene.

Home in Ironton

4.85 out of 5 average rating, 260 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 exterior of a cozy cabin is showcased, surrounded by tall trees. A welcoming wooden door is framed by large windows. Two chairs are positioned on the front porch, inviting relaxation amidst the natural setting.

Cabin in Ellsinore

4.97 out of 5 average rating, 108 reviews

Cozy cabin with hot tub minutes from Current River

Cane Creek Cabin is located in Ellsinore, Missouri; minutes from the beautiful Big Springs National Park, Current River and Black River. If you’re looking for a secluded quiet getaway, look no further!! This cozy 432 sq. ft, studio cabin is the perfect getaway from the hustle and bustle of our fast paced world. Situated on 37 acres with a creek view, it’s the perfect location to unwind after a fun filled day at the river or just to getaway and enjoy the beautiful Ozarks.