Vacation rentals in Annapolis

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Annapolis

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

Guest favorite

Home in Fredericktown

4.94 out of 5 average rating, 179 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!

Dec 12 – 19

R2,895 ZAR per night
Guest favorite

Treehouse in Greenville

5.0 out of 5 average rating, 137 reviews

NEW treehouse B&B for 2 "The Roost” with hot tub

Cozy new 2022 custom built rustic but not primitive cabin 2 hours south of St Louis MO. Yes it has indoor plumbing and running water. Accommodates two adults only, 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.

Dec 11 – 18

R3,311 ZAR per night
Guest favorite

Farm stay in Fredericktown

4.96 out of 5 average rating, 139 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!

Feb 4 – 11

R2,269 ZAR per night

Popular amenities for Annapolis vacation rentals

Other great vacation rentals in Annapolis

Guest favorite

Bungalow in Ironton

5.0 out of 5 average rating, 14 reviews

Main Street Retreat, walk to downtown Ironton

May 21 – 28

R1,930 ZAR per night
Guest favorite

Home in Ellington

4.97 out of 5 average rating, 36 reviews

Antiques by the Lake

Jan 21 – 28

R1,697 ZAR per night
Guest favorite

Home in Piedmont

4.95 out of 5 average rating, 21 reviews

Clearwater Lake Red Roof Cabin

Dec 3 – 10

R2,957 ZAR per night
Guest favorite

Home in Lesterville

4.93 out of 5 average rating, 60 reviews

The Black River Oasis on the Middle Fork

Dec 11 – 18

R5,781 ZAR per night
Guest favorite

Cabin in Fredericktown

4.97 out of 5 average rating, 64 reviews

Harmony Hills Cabin on The Little St Francis River

Aug 14 – 21

R2,526 ZAR per night
Guest favorite

Home in Piedmont

5.0 out of 5 average rating, 17 reviews

The Yellow House at Bluffview ~ .5 mile from lake

Oct 29 – Nov 5

R2,473 ZAR per night
Guest favorite

Cabin in Ironton

5.0 out of 5 average rating, 100 reviews

The Valley Getaway Cabin:

Nov 30 – Dec 7

R3,641 ZAR per night
Guest favorite

Cabin in Patterson

5.0 out of 5 average rating, 8 reviews

Lakeview Cabin With Hot Tub

Jun 6 – 13

R3,038 ZAR per night
Superhost

Cabin in Lesterville

4.82 out of 5 average rating, 68 reviews

R & S Cabin on the beautiful black river.

Jul 25 – Aug 1

R3,274 ZAR per night
Guest favorite

Home in Ironton

5.0 out of 5 average rating, 24 reviews

The Sutton House

Jul 8 – 15

R2,344 ZAR per night
Guest favorite

Home in Ellington

4.88 out of 5 average rating, 56 reviews

Cheerful residential home with indoor fireplace.

Jul 21 – 28

R2,241 ZAR per night
Guest favorite

Cabin in Fredericktown

5.0 out of 5 average rating, 46 reviews

Cabin with a view

Jun 20 – 27

R2,306 ZAR per night

Destinations to explore

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