How much does it cost to stay in cabin rentals in Annapolis?

Experience the best of Annapolis with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there pet-friendly vacation rentals in Annapolis?

Four-legged friends are welcome in Annapolis. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

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

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Guest favorite

Place to stay in Fredericktown

4.94 out of 5 average rating, 198 reviews

Outdoor Heart BathTub The Rustic Rose River Access

The Rustic Rose is one of 7 uniquely themed stays on our small private family ran campground. It’s a short 5 minute walk through the property trails to crystal clear river -12Mile Creek just south of Fredericktown, MO. You will have 33 acres to explore, with refreshing swimming holes, shut-ins, bluffs, fishing, wooded trails and more than enough nature to bask in. Deer, rabbits, turtles & many different species of birds too! The unique old Vegas style, whimsical décor makes for a memorable stay!

Guest favorite

Treehouse in Greenville

5 out of 5 average rating, 214 reviews

Secluded couple's treehouse "The Roost" w/hot tub

"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.

Guest favorite

Farm stay in Fredericktown

4.96 out of 5 average rating, 167 reviews

Spring Valley Ranch Rock House

This quaint farmhouse is located just off of MO Hwy 72 on a 62 acre farm nestled against the Castor River. Here you and your companion(s) can experience the quiet and relaxing life on a farm with plenty of adventure awaiting just around the bend. Sit and enjoy a sip of coffee or tea on the front porch while watching the cattle graze the pasture across the road next to a rustic white barn or venture about 3 miles to the largest privately owned lake in Madison County. Oh yes, enjoy your stay!

Guest favorite

Cabin in Lesterville Township

4.87 out of 5 average rating, 291 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

Bungalow in Ironton

4.95 out of 5 average rating, 108 reviews

*Downtown Bungalow*Coffee Bar*Pet*Family Friendly*

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

Guest favorite

Tiny home in Annapolis

4.96 out of 5 average rating, 49 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.

Guest favorite

Serviced apartment in Van Buren

5 out of 5 average rating, 201 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.

Guest favorite

Cabin in Ironton

5 out of 5 average rating, 119 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.

Superhost

Cabin in Redford

4.93 out of 5 average rating, 117 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.

Guest favorite

Farm stay in Arcadia

4.92 out of 5 average rating, 129 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.

Guest favorite

Treehouse in Perryville

4.95 out of 5 average rating, 112 reviews

Rustic reTREEt Treehouse Getaway

This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck, & BBQ grill.

Guest favorite

Treehouse in Perryville

5 out of 5 average rating, 583 reviews

TreeLoft at BaseCamp

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!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Annapolis vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Annapolis

Superhost

Cabin in Lesterville

4.85 out of 5 average rating, 87 reviews

R & S Cabin on the beautiful black river.

Guest favorite

Home in Ironton

4.98 out of 5 average rating, 42 reviews

The Sutton House

Guest favorite

Barn in Caledonia

4.96 out of 5 average rating, 55 reviews

The Loft @ Sunset at the Silos! State Parks+Shops!

Guest favorite

Home in Fredericktown

4.9 out of 5 average rating, 48 reviews

The GooseNest

Guest favorite

Cabin in Iron Township

5 out of 5 average rating, 28 reviews

Lake Avalon Ranch Cabin A

Guest favorite

Vacation home in Ironton

5 out of 5 average rating, 66 reviews

Cozy Mountain House Retreat close to State Parks.

Guest favorite

Cabin in Ironton

5 out of 5 average rating, 23 reviews

The Sawmill Cabin

Guest favorite

Cabin in Piedmont

5 out of 5 average rating, 38 reviews

BaseCamp Cabin near Clearwater Lake/ Black River

Show all

Quick stats about vacation rentals in Annapolis

Total rentals
10 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
390 reviews
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace

Frequently Asked Questions

How much does it cost to stay in cabin rentals in Annapolis?
Experience the best of Annapolis with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Annapolis?
Four-legged friends are welcome in Annapolis. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Annapolis

Top-rated vacation rentals in Annapolis

Place to stay in Fredericktown

Treehouse in Greenville

Farm stay in Fredericktown

Cabin in Lesterville Township

Bungalow in Ironton

Tiny home in Annapolis

Serviced apartment in Van Buren

Cabin in Ironton

Cabin in Redford

Farm stay in Arcadia

Treehouse in Perryville

Treehouse in Perryville

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Annapolis vacation rentals

Other great vacation rentals in Annapolis

Cabin in Lesterville

Home in Ironton

Barn in Caledonia

Home in Fredericktown

Cabin in Iron Township

Vacation home in Ironton

Cabin in Ironton

Cabin in Piedmont

Quick stats about vacation rentals in Annapolis

Total rentals

Nightly prices starting at

Total number of reviews

Pet-friendly rentals

Wifi availability

Popular amenities

Frequently Asked Questions

Destinations to explore