Holiday rentals in Annapolis

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Annapolis holiday rentals

Other great holiday rentals in Annapolis

Cabin in Annapolis
4.89 out of 5 average rating, 36 reviews

FS Rental #3 Annapolis, MO Black River

JenniferRating, 5 stars2 weeks ago
The cabin was perfect for what we needed. We ordered fire wood and Justin had it waiting when we arrived:) My only warning is of the train pull off, with younger kids they got very scared the first time, it gets loud and clanky. But after the intial scare, it was fine and had no problems sleeping through the night. Beds are very comfy.
Top guest favourite
Cabin in Arcadia
4.95 out of 5 average rating, 96 reviews

Quaint Little Porch Cottage

CharityRating, 5 stars1 week ago
Wonderful little cabin!! Beautiful/peaceful area! We’ll definitely be coming back! Linda was an amazing host!!
Guest favourite
Home in Annapolis
4.97 out of 5 average rating, 38 reviews

Black River Cabin

KristieRating, 5 stars11 months ago
Had a lovely stay at Brian’s cabin. The cabin was very clean and was able to comfortably host 12 guests. The beds were very comfortable. I don’t think the pictures really do it justice. The cabin is very close to river access. We enjoyed swimming, bonfire, and watching the stars on the sand bar. The entire property is magnificent for star watching. The backyard has an excellent fire pit as well. Brian provided plenty of firewood. Saw a few deer, turkey, and bald eagle. My brother in law saw a bobcat. Went kayaking twice down the river, suggest black river outfitters at horseshoe ranch. My favorite part was the quiet and soaking up the surrounding forest. Take advantage of not having WiFi- it helped us all reset. I will absolutely return to this property. Made a ton of family memories. Thanks for hosting us!
Top guest favourite
Flat in Ellington
5 out of 5 average rating, 6 reviews

Riverway Rentals E5

YolandaRating, 5 stars2 weeks ago
We cannot say enough great things about this place—but even more so about the people. Taylor and Johnny went above and beyond in every way. My brother is currently traveling the country by e-bike, and when he ran into issues with his trailer and arrived late at night, they didn’t hesitate to help. As his big sister coordinating from afar, I was blown away by how communicative and kind they were—staying up late to make sure he got in safely. Even over a holiday weekend, they stepped in to help him get the trailer repaired and made sure he was taken care of. Truly next-level hospitality. Grateful doesn’t even begin to cover it. —Yolanda & Mike
Top guest favourite
Flat in Ironton
4.97 out of 5 average rating, 36 reviews

Mountain View at Pickle & Perk

RebeccaRating, 5 stars2 weeks ago
Absolutely loved staying at the Pickle & Perk Mountainview suite! It was clean, comfy with fun mountain-themed decor. Make sure to check out Pickle & Perk for really good coffee and sweets, a game of pickleball and the cute shop in the back! Also, Steph & Dave were excellent hosts but all around kind and generous people!!!
Guest favourite
Cabin in Fredericktown
4.98 out of 5 average rating, 92 reviews

Harmony Hills Cabin on The Little St Francis River

JimRating, 5 stars2 months ago
The cabin and surroundings were perfect for our family getaway--beautiful, tranquil, private, clean, and very comfortable! We enjoyed the river access, beautiful sunsets, stars and bird life. The cabin had everything we needed for our stay. There was a lot of thought that went into the decorating and amenities inside the cabin that we appreciated and enjoyed including dvds, games and records. This is an air b&b gem!!
Guest favourite
Cabin in Annapolis
4.9 out of 5 average rating, 29 reviews

Posey's Place - Secluded Log Cabin

DanRating, 5 stars8 months ago
The checkin was easy, house was clean and tidy. Kitchen had everything needed. Perfect location for peace and quiet and close to the river. Would definitely come back and recommend.
Guest favourite
Cabin in Patterson
4.96 out of 5 average rating, 54 reviews

Lakeview Cabin | 1BR,1BA | Hot tub

BrionnaRating, 5 stars1 month ago
It was a beautiful perfect weekend! They were so accommodating and nice. The place was spotless. It was a wonderful weekend trip. We definitely want to come every month and stay there!!

Destinations to explore

  1. Airbnb
  2. United States
  3. Missouri
  4. Iron County
  5. Annapolis