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

Experience the best of Annapolis with our cabin rentals, starting at about $100 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, 192 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, 173 reviews

Treehouse for 2 "The Roost” with hot tub

2022 custom built rustic but not primitive cabin 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, 154 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, 272 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

Yurt in SALEM

4.97 out of 5 average rating, 122 reviews

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.

Guest favorite

Bungalow in Ironton

4.95 out of 5 average rating, 101 reviews

Downtown Ironton Bungalow Coffee Bar, State Parks!

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

4.95 out of 5 average rating, 42 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, 182 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, 111 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, 127 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.

Guest favorite

Cabin in Redford

4.93 out of 5 average rating, 111 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, 123 reviews

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

Come see the babies 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.

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

Guest favorite

Home in Piedmont

5 out of 5 average rating, 22 reviews

The Yellow House at Bluffview ~ .5 mile from lake

Guest favorite

Cabin in Black

4.96 out of 5 average rating, 23 reviews

Rustic cabin in the Ozarks

Guest favorite

Place to stay in Arcadia

4.94 out of 5 average rating, 49 reviews

Elephant Rocks cabin at The Maples

Superhost

Home in Reynolds County

5 out of 5 average rating, 4 reviews

Adams Historical Farmhouse - Lesterville

Guest favorite

Home in Cherryville

5 out of 5 average rating, 35 reviews

The Mushroom House in Forest on 80 Acres

Superhost

Cabin in Lesterville

4.83 out of 5 average rating, 76 reviews

R & S Cabin on the beautiful black river.

Guest favorite

Cabin in Piedmont

5 out of 5 average rating, 32 reviews

BaseCamp Cabin near Clearwater Lake/ Black River

Guest favorite

Home in Ellington

4.89 out of 5 average rating, 65 reviews

Cheerful residential home with indoor fireplace.

Show all

Quick stats about vacation rentals in Annapolis

Total rentals
10 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
370 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 $100 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

Yurt in SALEM

Bungalow in Ironton

Tiny home in Annapolis

Serviced apartment in Van Buren

Cabin in Ironton

Home in Lesterville

Cabin in Redford

Farm stay in Arcadia

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Annapolis vacation rentals

Other great vacation rentals in Annapolis

Home in Piedmont

Cabin in Black

Place to stay in Arcadia

Home in Reynolds County

Home in Cherryville

Cabin in Lesterville

Cabin in Piedmont

Home in Ellington

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

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

Are there pet-friendly vacation rentals in Annapolis?

Destinations to explore