Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO
Annapolis
9.2 out of 10, Wonderful, (5 reviews)
"Great location and very clean."
United States
Mary C.
$220 nightly
The price is $220
Jan 31 - Feb 1
Total with taxes and fees
Hillside Cabin #5 Annapolis, MO

Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River
Annapolis
9.4 out of 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
Hans S.
$220 nightly
The price is $220
Jan 31 - Feb 1
Total with taxes and fees
Hillside Cabin #2 Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River
Annapolis
9.0 out of 10, Wonderful, (7 reviews)
"Owner communicated well and the place was a nice clean place for us to stay "
United States
Jeremy H.
$254 nightly
The price is $254
Jan 31 - Feb 1
Total with taxes and fees
Small Town Lodge - Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River
Annapolis
9.6 out of 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
Steven G.
$211 nightly
The price is $211
Jan 31 - Feb 1
Total with taxes and fees
FS Rental #4 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River
Annapolis
9.4 out of 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
Amy A.
$255 nightly
The price is $255
Jan 31 - Feb 1
Total with taxes and fees
Hillside Cabin #1 Annapolis, MO Black River

RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub
Fredericktown
8.8 out of 10, Excellent, (3 reviews)
"Great getaway"
United States
Anonymous traveler
$236 nightly
The price is $247
Feb 1 - Feb 2
Total with taxes and fees
RIVER and SKY Cabin; Hot Tub

FS Rental #3 Annapolis, MO Black River

FS Rental #3 Annapolis, MO Black River
Annapolis
8.0 out of 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
Denise R.
$206 nightly
The price is $206
Jan 31 - Feb 1
Total with taxes and fees
FS Rental #3 Annapolis, MO Black River

5 electric camper hookups on a beautiful private lake.

5 electric camper hookups on a beautiful private lake.
Ironton
10.0 out of 10, Exceptional, (1 review)
"Great place to enjoy camping"
United States
ChangHee S.
$32 nightly
The price is $32
Jan 31 - Feb 1
Total with taxes and fees
5 electric camper hookups on a beautiful private lake.

The Wyatt Earp

The Wyatt Earp
Black
10.0 out of 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
Angela S.
$265 nightly
The price is $279
Feb 2 - Feb 3
Total with taxes and fees
The Wyatt Earp

Wanderers End Sanctuary Forest Farm & Village Co-op

Wanderers End Sanctuary Forest Farm & Village Co-op
Clubb
$65 nightly
The price is $69
Jan 31 - Feb 1
Total with taxes and fees
Wanderers End Sanctuary Forest Farm & Village Co-op

Sam A Baker State Park

Sam A Baker State Park
2.0 star property
Patterson
9.0 out of 10, Wonderful, (6 reviews)
"Pet friendly, great staff. "
United States
Charlie
$135 nightly
The price is $143
Feb 1 - Feb 2
Total with taxes and fees
Sam A Baker State Park

St Francis River: The Blue Yurt and Hot Tub

St Francis River: The Blue Yurt and Hot Tub
Fredericktown
8.8 out of 10, Excellent, (20 reviews)
"Loved this rental - great property!"
United States
Julie S.
$197 nightly
The price is $206
Feb 1 - Feb 2
Total with taxes and fees
St Francis River: The Blue Yurt and Hot Tub

Johnson's Shut-ins State Park

Johnson's Shut-ins State Park
3.0 star property
Middle Brook
10.0 out of 10, Exceptional, (1 review)
"These newer cabins are clean and have everything you need. Highly recommend! "
United States
Shelly
$252 nightly
The price is $266
Jan 31 - Feb 1
Total with taxes and fees
Johnson's Shut-ins State Park

Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (24 reviews)
"Yes the cabin and area were awesome, we will come back "
United States
J D.
$149 nightly
The price is $158
Jan 31 - Feb 1
Total with taxes and fees
Lake Road Cabin C — Million Dollar Ozark View!

The Linkin: a cozy mountain cabin w/ king bed

The Linkin: a cozy mountain cabin w/ king bed
Ironton
10.0 out of 10, Exceptional, (10 reviews)
"Amazing location. Very remote but if you like that then this is the location for you"
United States
Joshua P.
$302 nightly
The price is $319
Feb 3 - Feb 4
Total with taxes and fees
The Linkin: a cozy mountain cabin w/ king bed

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
$140 nightly
The price is $140
Jan 31 - Feb 1
Total with taxes and fees
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

The Sutton House 2 blocks from Main Street & Courthouse Square

The Sutton House 2 blocks from Main Street & Courthouse Square
Ironton
10.0 out of 10, Exceptional, (46 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
Brandi
$157 nightly
The price is $178
Feb 2 - Feb 3
Total with taxes and fees
The Sutton House 2 blocks from Main Street & Courthouse Square

Mountain View at Pickle & Perk

Mountain View at Pickle & Perk
Ironton
10.0 out of 10, Exceptional, (19 reviews)
"Very cute place in beautiful area. Easy check-in, clean home, and comfy bed. The coffee shop below was really good with a beautiful patio. Location was perfect to access Elephant Rocks, Johnson Shut-ins, and Taum Sauk Mountain parks. "
United States
Amber S.
$182 nightly
The price is $191
Jan 31 - Feb 1
Total with taxes and fees
Mountain View at Pickle & Perk

AV Bungalows #4

AV Bungalows #4
Arcadia
10.0 out of 10, Exceptional, (3 reviews)
"Visited 2 state parks and had a great place to rest and relax."
United States
REBECCA G.
$178 nightly
The price is $192
Feb 1 - Feb 2
Total with taxes and fees
AV Bungalows #4

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

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
Ironton
10.0 out of 10, Exceptional, (33 reviews)
"enjoyed our stay, nice location to downtown and coffee. "
United States
Aaron L.
$226 nightly
The price is $237
Feb 1 - Feb 2
Total with taxes and fees
*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch
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.
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Top Annapolis Hotel Reviews

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 $143 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.

Frequently asked questions

Can I find a vacation rental in Annapolis?

Yes, we give you a choice of vacation rentals close to top local attractions in Annapolis, or you can select a more secluded option if you want a relaxing place to stay. Annapolis is known for its riverfront and parks. Make sure you have time to check out the restaurants while you're in the area.

How many vacation rentals are there in Annapolis?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Annapolis stay.

What can I see and do in Annapolis?

K Bridge Recreation Area and Mark Twain National Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Taum Sauk Mountain State Park and Walnut Hollow Lake are other places worth a visit.

What are vacation rentals like in Annapolis?

Vacation rentals are private accommodations you can stay in for a short or long stay in Annapolis. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.