Title: Annapolis Vacation Rentals from $181: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6282465&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Annapolis vacation rentals

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/2b36ca64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/eb2748f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/014fa1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/1ff7c325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside Cabin #2 Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-Brand-NEW-Cabin-Just-Minutes-From-Black-River-With-Wifi-And-Satellite-TV.h30326283.Hotel-Information)

Annapolis

9.4/10

Exceptional

(59 reviews)

"great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hans S.

$220 nightly

$220 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Brand-NEW-Cabin-Just-Minutes-From-Black-River-With-Wifi-And-Satellite-TV.h30326283.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/1b3de2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/ce62e185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/4518d8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/b04452aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FS Rental #4 Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-FS-Cabin-4-Close-To-Black-River.h94784205.Hotel-Information)

Annapolis

9.6/10

Exceptional

(7 reviews)

"This was a great place to stay, so close to my job site. Comfortable, clean and well furnished. I would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steven G.

$212 nightly

$212 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-FS-Cabin-4-Close-To-Black-River.h94784205.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90690600/90690569/008b6ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90700000/90690600/90690569/d04a5bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90700000/90690600/90690569/303a74ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90700000/90690600/90690569/869b95ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside Cabin #5 Annapolis, MO

[](https://www.expedia.com/Annapolis-Hotels-Hillside-Cabin-5-Annapolis.h90690569.Hotel-Information)

Annapolis

9.2/10

Wonderful

(5 reviews)

"Great location and very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary C.

$220 nightly

$220 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Hillside-Cabin-5-Annapolis.h90690569.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18790000/18786900/18786823/cc2e8d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18790000/18786900/18786823/1ec539e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18790000/18786900/18786823/09beee68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18790000/18786900/18786823/a93a9f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside Cabin #1 Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-Hillside-Cabin-1-Annapolis.h18786823.Hotel-Information)

Annapolis

9.4/10

Exceptional

(36 reviews)

"The cabin was exactly like the pictures showed. It worked out perfectly for our family with just enough room to spread out, and with a large main area that we could hang out together comfortably. We took advantage of the spacious patio and enjoyed a fire each night. I would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amy A.

$255 nightly

$255 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Hillside-Cabin-1-Annapolis.h18786823.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118010000/118003700/118003697/c0b3b4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118010000/118003700/118003697/35338243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118010000/118003700/118003697/f344caf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118010000/118003700/118003697/5a615815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RIVER and SKY Cabin; Hot Tub

[](https://www.expedia.com/Annapolis-Hotels-RIVER-And-SKY-Cabin-Hot-Tub.h118003697.Hotel-Information)

Fredericktown

9.0/10

Wonderful

(4 reviews)

"Great getaway"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$236 nightly

$250 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-RIVER-And-SKY-Cabin-Hot-Tub.h118003697.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103450000/103444700/103444602/284df1ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103450000/103444700/103444602/07a6be54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103450000/103444700/103444602/1ed24a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103450000/103444700/103444602/d2f71f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Small Town Lodge - Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-Small-Town-Lodge-Black-River.h103444602.Hotel-Information)

Annapolis

9.0/10

Wonderful

(7 reviews)

"Owner communicated well and the place was a nice clean place for us to stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeremy H.

$254 nightly

$254 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Small-Town-Lodge-Black-River.h103444602.Hotel-Information)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/73f2ac7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/05f357ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/95050aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/53a835a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FS Rental #2 Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-Spring-Street-Cabin-2.h82677726.Hotel-Information)

Annapolis

7.2/10

Good

(7 reviews)

"Great experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

West n.

$195 nightly

$195 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Spring-Street-Cabin-2.h82677726.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94690000/94680800/94680755/4539b476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94690000/94680800/94680755/d02b9f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94690000/94680800/94680755/6b149993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94690000/94680800/94680755/793493d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FS Rental #3 Annapolis, MO Black River

[](https://www.expedia.com/Annapolis-Hotels-FS-Cabin-3-Brand-New-5-Mins-To-Black-River.h94680755.Hotel-Information)

Annapolis

8.0/10

Very Good

(12 reviews)

"Enjoyed our stay. Our 2nd time staying here for our canoe trip. Patio area is nice for relaxing outside also. Canoe rental place Jeff's canoe only about 8 min away. And Iron Mule and Thee Abby Kitchen nice place to eat. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denise R.

$212 nightly

$212 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-FS-Cabin-3-Brand-New-5-Mins-To-Black-River.h94680755.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106290000/106286700/106286633/30dafd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106290000/106286700/106286633/24b405bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106290000/106286700/106286633/bf677a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106290000/106286700/106286633/40bb2870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Camper in the Woods w/ Trails & Fishing Pond - showcased by HGTV!

[](https://www.expedia.com/Farmington-Hotels-Darling-Vintage-Camper-Near-Pleasant-Farmington-With-AC.h106286633.Hotel-Information)

Farmington

9.8/10

Exceptional

(9 reviews)

"Cute, cozy, clean, quiet. Outdoor shower was amazing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zachary J.

$122 nightly

$128 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Farmington-Hotels-Darling-Vintage-Camper-Near-Pleasant-Farmington-With-AC.h106286633.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/4f3893e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/376bcc36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/0a28d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121090000/121081100/121081093/e76e95f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool

[](https://www.expedia.com/Fredericktown-Hotels-Charming-2-Bedroom-Country-Mobile-Home-With-Game-Room.h121081093.Hotel-Information)

Fredericktown

$315 nightly

$334 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Fredericktown-Hotels-Charming-2-Bedroom-Country-Mobile-Home-With-Game-Room.h121081093.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89880000/89870200/89870120/809d1737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/90000000/89880000/89870200/89870120/b6da4f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89880000/89870200/89870120/df1a8909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/90000000/89880000/89870200/89870120/2dc9a70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wyatt Earp

[](https://www.expedia.com/Black-Hotels-The-Wyatt-Earp.h89870120.Hotel-Information)

Black

10/10

Exceptional

(1 review)

"My family wanted to visit Johnson shut-in’s and I found this place to stay at it was perfect for us."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela S.

$262 nightly

$275 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Black-Hotels-The-Wyatt-Earp.h89870120.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/104000000/103280000/103277100/103277006/152bb922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103280000/103277100/103277006/28af9846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/104000000/103280000/103277100/103277006/c8e9db13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103280000/103277100/103277006/10538a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Francis River: The Blue Yurt and Hot Tub

[](https://www.expedia.com/Fredericktown-Hotels-St-Francis-River-The-Blue-Yurt-And-Hot-Tub.h103277006.Hotel-Information)

Fredericktown

8.8/10

Excellent

(20 reviews)

"Loved this rental - great property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie S.

$196 nightly

$212 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Fredericktown-Hotels-St-Francis-River-The-Blue-Yurt-And-Hot-Tub.h103277006.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120950000/120945500/120945449/e751e363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120950000/120945500/120945449/f49c9aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120950000/120945500/120945449/f285a8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/121000000/120950000/120945500/120945449/47209925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique Train Caboose with Loft & Firepit – Sleeps 4 – Fredericktown, MO

[](https://www.expedia.com/Fredericktown-Hotels-New-The-Caboose-Roost.h120945449.Hotel-Information)

Fredericktown

10/10

Exceptional

(2 reviews)

"Tina provides memorable touches and everything in the caboose is very well thought out, creating an enjoyable place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

$193 nightly

$205 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Fredericktown-Hotels-New-The-Caboose-Roost.h120945449.Hotel-Information)

![Family Cabin](https://images.trvl-media.com/lodging/115000000/114280000/114277700/114277672/0053b39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin](https://images.trvl-media.com/lodging/115000000/114280000/114277700/114277672/ec7dbabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/115000000/114280000/114277700/114277672/ce5a77d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin](https://images.trvl-media.com/lodging/115000000/114280000/114277700/114277672/8921c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sam A Baker State Park

[](https://www.expedia.com/Patterson-Hotels-Sam-A-Baker-State-Park.h114277672.Hotel-Information)

Patterson

9.0/10

Wonderful

(6 reviews)

"Pet friendly, great staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlie

$122 nightly

$129 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Patterson-Hotels-Sam-A-Baker-State-Park.h114277672.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103900000/103897900/103897888/w749h683x137y0-1e741e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103900000/103897900/103897888/w564h683x230y0-304e7a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103900000/103897900/103897888/w591h683x217y0-5f7417c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103900000/103897900/103897888/w559h683x233y0-d509c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wanderers End Sanctuary Forest Farm & Village Co-op

[](https://www.expedia.com/Wanderers-End-Sanctuary-Forest-Farm-Village-Co-Op.h103897888.Hotel-Information)

Clubb

$65 nightly

$68 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Wanderers-End-Sanctuary-Forest-Farm-Village-Co-Op.h103897888.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112720000/112715000/112714993/96c2e4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112720000/112715000/112714993/8f5e3f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112720000/112715000/112714993/476dff4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112720000/112715000/112714993/f2bc075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Linkin: a cozy mountain cabin w/ king bed

[](https://www.expedia.com/Ironton-Hotels-The-Linkin-A-Cozy-Mountain-Cabin-W-King-Bed.h112714993.Hotel-Information)

Ironton

10/10

Exceptional

(10 reviews)

"Amazing location. Very remote but if you like that then this is the location for you"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joshua P.

$303 nightly

$320 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Ironton-Hotels-The-Linkin-A-Cozy-Mountain-Cabin-W-King-Bed.h112714993.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/83000000/82930000/82926500/82926458/401618db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82930000/82926500/82926458/06c6f860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82930000/82926500/82926458/5ebdd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82930000/82926500/82926458/f1bf9b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Road Cabin C — Million Dollar Ozark View!

[](https://www.expedia.com/Ironton-Hotels-Lake-Road-Cabin-C-Million-Dollar-Ozark-View.h82926458.Hotel-Information)

Ironton

10/10

Exceptional

(24 reviews)

"Yes the cabin and area were awesome, we will come back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

J D.

$170 nightly

$181 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Ironton-Hotels-Lake-Road-Cabin-C-Million-Dollar-Ozark-View.h82926458.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/848ebf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/cfe2fa9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/9bd7ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/167b26e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sutton House 2 blocks from Main Street & Courthouse Square

[](https://www.expedia.com/Ironton-Hotels-The-Sutton-House-2-Blocks-From-Main-Street-Courthouse-Square.h93401117.Hotel-Information)

Ironton

10/10

Exceptional

(47 reviews)

"Adorable house with everyone you need provided! Super clean and the beds were very comfy. Will stay here again on our next trip to the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brandi

$193 nightly

$209 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Ironton-Hotels-The-Sutton-House-2-Blocks-From-Main-Street-Courthouse-Square.h93401117.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/3ba4052b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/bbb5fb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/e6c5e6bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/48aeec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Ironton-Hotels-Pet-Friendly-Downtown-Ironton-Minutes-Away-Elephant-Rocks.h67442249.Hotel-Information)

Ironton

10/10

Exceptional

(34 reviews)

"enjoyed our stay, nice location to downtown and coffee. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron L.

$268 nightly

$281 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Ironton-Hotels-Pet-Friendly-Downtown-Ironton-Minutes-Away-Elephant-Rocks.h67442249.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f0355a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/b46bcf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f9c168b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/a3a6f245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pickleball Cafe & Micro Hotel

[](https://www.expedia.com/Ironton-Hotels-Pickleball-Cafe-The-Courtyard-Suite.h103560569.Hotel-Information)

Ironton

10/10

Exceptional

(21 reviews)

"Very nice place to stay! It was very well equipped. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth T.

$217 nightly

$235 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Ironton-Hotels-Pickleball-Cafe-The-Courtyard-Suite.h103560569.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&regionId=6282465&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6282465)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Missouri%2C+United+States+of+America&regionId=6282465&latLong=37.360329%2C-90.697617&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Missouri%2C+United+States+of+America&regionId=6282465&latLong=37.360329%2C-90.697617&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Missouri%2C+United+States+of+America&regionId=6282465&latLong=37.360329%2C-90.697617&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Missouri%2C+United+States+of+America&regionId=6282465&latLong=37.360329%2C-90.697617&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Missouri%2C+United+States+of+America&regionId=6282465&latLong=37.360329%2C-90.697617&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=APARTMENT)

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## Top Annapolis Hotel Reviews

![Shepherd Mountain Inn](https://images.trvl-media.com/lodging/13000000/12590000/12582100/12582009/57db158c_y.jpg)

### Shepherd Mountain Inn

2/10 Terrible

"Room had bugs and it was dirty"

[](https://expedia.com/Farmington-Hotels-Shepherd-Mountain-Inn.h12582009.Hotel-Information)

![St Francis River: The Blue Yurt and Hot Tub](https://images.trvl-media.com/lodging/104000000/103280000/103277100/103277006/152bb922_y.jpg)

### St Francis River: The Blue Yurt and Hot Tub

10/10 Excellent

"Everything was easy to understand to find the place I wanted. Host is 5 stars"

[](https://expedia.com/Fredericktown-Hotels-St-Francis-River-The-Blue-Yurt-And-Hot-Tub.h103277006.Hotel-Information)

![Madison Inn Lodge](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/db122c9a_y.jpg)

### Madison Inn Lodge

6/10 Okay

"There was no continental breakfast."

[](https://expedia.com/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information)

![Johnson's Shut-ins State Park](https://images.trvl-media.com/lodging/113000000/112020000/112017900/112017805/7a5cb69e_y.jpg)

### Johnson's Shut-ins State Park

10/10 Excellent

"These newer cabins are clean and have everything you need. Highly recommend! "

[](https://expedia.com/Johnsons-Shut-Ins-State-Park.h112017805.Hotel-Information)

![FS Rental #4 Annapolis, MO Black River](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/1b3de2bd_y.jpg)

### FS Rental #4 Annapolis, MO Black River

10/10 Excellent

"This was a great place to stay, so close to my job site. Comfortable, clean and well furnished. I would definitely stay here again!"

[](https://expedia.com/Annapolis-Hotels-FS-Cabin-4-Close-To-Black-River.h94784205.Hotel-Information)

![Rustic River Cabin Getaway](https://images.trvl-media.com/lodging/69000000/68030000/68028800/68028738/214bb74d_y.jpg)

### Rustic River Cabin Getaway

10/10 Excellent

"Wonderful location! This is the third October me and my friends come down to relax, unwind, and reconnect. We look forward to 2026 being pir 4th trip to the cabin! "

[](https://expedia.com/Annapolis-Hotels-Rustic-River-Cabin-Getaway.h68028738.Hotel-Information)

![Make your reservation fast as inquiries are coming in daily. ](https://images.trvl-media.com/lodging/28000000/27130000/27129100/27129002/980aa2e5_y.jpg)

### Make your reservation fast as inquiries are coming in daily. 

8/10 Good

"Excellent property and location was awesome "

[](https://expedia.com/Annapolis-Hotels-Make-Your-Reservation-Fast-As-Inquiries-Are-Coming-In-Daily.h27129002.Hotel-Information)

![FS Rental #1 Annapolis, MO Black River](https://images.trvl-media.com/lodging/94000000/93050000/93045800/93045704/496388c9_y.jpg)

### FS Rental #1 Annapolis, MO Black River

8/10 Good

"It said it was a cabin but it was a trailer. Someone’s swim trunks were hanging from a closet door but over all the place was clean. I tried to communicate with owner through app but did not get a response. The place was fine. "

[](https://expedia.com/Annapolis-Hotels-FS-Cabin-1-5mins-To-Black-River.h93045704.Hotel-Information)

![Hillside Cabin #2 Annapolis, MO Black River](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/2b36ca64_y.jpg)

### Hillside Cabin #2 Annapolis, MO Black River

10/10 Excellent

"great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction."

[](https://expedia.com/Annapolis-Hotels-Brand-NEW-Cabin-Just-Minutes-From-Black-River-With-Wifi-And-Satellite-TV.h30326283.Hotel-Information)

## Find out more about Annapolis

**Everything you need to know about Annapolis vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Annapolis vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $181 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Annapolis rentals**

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Annapolis

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Cabin Rentals in Annapolis ](https://expedia.com/Annapolis-Cabins.d6282465-aaCabins.Travel-Guide-Accommodation)
- [Vacation Homes in Annapolis ](https://expedia.com/Annapolis-Private-Vacation-Homes.d6282465-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Annapolis ](https://expedia.com/Annapolis-Cottages.d6282465-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Annapolis ](https://expedia.com/Annapolis-Apartments.d6282465-aaApartments.Travel-Guide-Accommodation)
- [Lodges in Annapolis ](https://expedia.com/Annapolis-Lodges.d6282465-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Annapolis ](https://expedia.com/Annapolis-RV-Parks.d6282465-aaRVParks.Travel-Guide-Accommodation)
- [Motels in Annapolis ](https://expedia.com/Annapolis-Motels.d6282465-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Annapolis ](https://expedia.com/Annapolis-Agritourism.d6282465-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Annapolis ](https://expedia.com/Annapolis-Apart-Hotels.d6282465-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Annapolis ](https://expedia.com/Annapolis-Bed-And-Breakfast.d6282465-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Annapolis?

### What are some of the best vacation rentals in Annapolis?

### How many vacation rentals are there in Annapolis?

### What can I see and do in Annapolis?

### What are vacation rentals like in Annapolis?

### Expedia's Latest Trends

Hotels

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Flights

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- [Cheap Flights to Springfield](https://expedia.com/Cheap-Flights-To-Springfield.d602962.Travel-Guide-Flights)

Cars

- [Car rentals in Columbia](https://expedia.com/Car-Rentals-In-Columbia.d901.Car-Rental-Guide)
- [Car rentals in Springfield](https://expedia.com/Car-Rentals-In-Springfield.d602962.Car-Rental-Guide)

Activities

- [Things to do in Branson](https://expedia.com/Things-To-Do-In-Branson.d6058734.Travel-Guide-Activities)

Packages

- [Branson Vacation](https://expedia.com/Branson.d6058734.Destination-Travel-Guides)

Vacation Rentals

- [Branson Vacation Rentals](https://expedia.com/Branson-Vacation-Rentals.d6058734.Travel-Guide-VacationRentals)

General

- [Visit Osage Beach](https://expedia.com/Osage-Beach.dx6058781)

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