Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Exterior
Rustic River Cabin Getaway

Rustic River Cabin Getaway

Annapolis
9.8 out of 10, Exceptional, (80)
"This was our 2nd time staying at the cabin. Location is perfect! You can walk to the river and enjoy a swim, rope swing & exploring! Cabin is equipped with everything one needs, AC works great, clean & an amazing porch to sit and enjoy family! "
United States
John C.
Rustic River Cabin Getaway
Property grounds
Make your reservation fast as inquiries are coming in daily.

Make your reservation fast as inquiries are coming in daily.

Redford
9.8 out of 10, Exceptional, (55)
"Great time and a wonderful property"
United States
michael g.
Make your reservation fast as inquiries are coming in daily.
Fridge, microwave, oven, coffee/tea maker
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

Annapolis
9.4 out of 10, Exceptional, (59)
"My husband and I came here with the hopes of escaping and just enjoying a peaceful weekend. The cabin is perfect for what we needed. Cozy and comfy and just what we needed. Yes the couch is broken, LOL. But if a broken couch is going to ruin your vacay maybe this isn’t the place for you. Just saying that just added to the character and provided some laughter. "
United States
Lisa H.
$220 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
Hillside Cabin #2 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Completely Renovated in May 2023

Completely Renovated in May 2023

Annapolis
9.6 out of 10, Exceptional, (5)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
$211 nightly
The price is $211
Nov 11 - Nov 12
Total with taxes and fees
Completely Renovated in May 2023
Fridge, microwave, oven, stovetop
Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River

Annapolis
7.8 out of 10, Good, (27)
"Good, pet friendly, all clean but carpet. Favorite place in Annapolis Mo"
United States
Chrystal B.
$201 nightly
The price is $201
Nov 11 - Nov 12
Total with taxes and fees
Hillside Cabin #3 Annapolis, MO Black River
Outdoor dining
Completely Renovated in May 2023

Completely Renovated in May 2023

Annapolis
8.0 out of 10, Very Good, (12)
"Love the people, town,float trip, and lil cabin#3 was perfect for family and pets"
United States
Jimmy S.
$206 nightly
The price is $206
Nov 11 - Nov 12
Total with taxes and fees
Completely Renovated in May 2023
Fridge, microwave, oven, coffee/tea maker
Just Minutes from Black River – With WIFI

Just Minutes from Black River – With WIFI

Annapolis
7.2 out of 10, Good, (7)
"Plenty of privacy and everything you need. The owner was great at communicating."
United States
Cynthia K.
$195 nightly
The price is $195
Nov 11 - Nov 12
Total with taxes and fees
Just Minutes from Black River – With WIFI
Smart TV, DVD player
Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River

Annapolis
9.4 out of 10, Exceptional, (36)
"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
Nov 11 - Nov 12
Total with taxes and fees
Hillside Cabin #1 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
New Cabin Just Minutes from Black River

New Cabin Just Minutes from Black River

Annapolis
9.0 out of 10, Wonderful, (7)
"I rented this place for my 40th birthday. We went on a float trip near by, so we weren't in the house the majority of the day. But it was great place to come back to and play some games and hang out. There were 9 of us who stayed and we never felt crowded."
United States
Erica B.
$254 nightly
The price is $254
Nov 11 - Nov 12
Total with taxes and fees
New Cabin Just Minutes from Black River
Outdoor dining
Relaxing 3B Log Home-15 min walk to the Black River!

Relaxing 3B Log Home-15 min walk to the Black River!

Annapolis
8.6 out of 10, Excellent, (11)
"We arrive to a good-looking cabin in a beautiful location. The check-in instructions were clear and delivered rapidly. It was easy to get inside. We did enjoy sitting on the porch and watching the wildlife. Unfortunately, the problems started soon after. We discovered old, rotting bacon in the microwave. We tried to use the satellite TV service. It did not work, saying all channels were unavailable. We then decided to try the jetted tub. Started putting water in and realized it was not...
United States
Jason S.
Relaxing 3B Log Home-15 min walk to the Black River!
Fridge, microwave, oven, stovetop
Hillside Cabin #5 Annapolis, MO

Hillside Cabin #5 Annapolis, MO

Annapolis
9.2 out of 10, Wonderful, (5)
"Cabin was nice but the setting where the cabin was located kinda remote and not easy to find. Street leading to cabin was just a dirt road up a hill and looked like it lead to know where. "
United States
Elizabeth M.
$220 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
Hillside Cabin #5 Annapolis, MO
1 bedroom, bed sheets
RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub

Fredericktown
10.0 out of 10, Exceptional, (2)
"Great getaway"
United States
Anonymous traveler
$236 nightly
The price is $247
Nov 11 - Nov 12
Total with taxes and fees
RIVER and SKY Cabin; Hot Tub
Exterior
Panther Den Cabin is located 4 miles from Hwy K Campground

Panther Den Cabin is located 4 miles from Hwy K Campground

Annapolis.
9.6 out of 10, Exceptional, (14)
"It was seriously so cute! Nice & clean. Plenty of space & sleeping areas for our family of 6. Although, we didnt spend alot time actually in the cabin it was nice to come back to a nice cool place to relax for a bit and shower, after an entire evening in the rain (Friday) & full day of sun floating the black river (Saturday). I would highly recommend the Panthers Den to friends/family & if available next year we will be back!!! "
United States
josh R.
Panther Den Cabin is located 4 miles from Hwy K Campground
Property grounds
Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

Fredericktown
10.0 out of 10, Exceptional, (75)
"We had a wonderful stay with Shirley, definitely would be back again!"
United States
sofia n.
Micro house cabin located near Silver Mines Recreation Area.
Cabin | 5 bedrooms
Sam A Baker State Park

Sam A Baker State Park

2.0 star property
Patterson
9.2 out of 10, Wonderful, (5)
"Pet friendly, great staff. "
United States
Charlie
$125 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees
Sam A Baker State Park
Fridge, microwave, oven, stovetop
L-Wood Acres: Peaceful Cabin in Arcadia Valley

L-Wood Acres: Peaceful Cabin in Arcadia Valley

Ironton
9.8 out of 10, Exceptional, (48)
"This was the perfect location for our first trip as a family of 4! The house was perfect and close to so many things to do."
United States
Erin S.
L-Wood Acres: Peaceful Cabin in Arcadia Valley
Property grounds
Charming 2 bedroom cabin on a beautiful private lake.

Charming 2 bedroom cabin on a beautiful private lake.

Ironton
9.4 out of 10, Exceptional, (16)
"Place is nice & easy to find. "
United States
Mercy
$196 nightly
The price is $196
Nov 13 - Nov 14
Total with taxes and fees
Charming 2 bedroom cabin on a beautiful private lake.
Exterior
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, (42)
"Perfect location for all the nearby state parks. Bedrooms are generous sized areas so individuals could have some down-time in their own area if they wished. We loved it and would stay again. "
United States
Angela H.
$116 nightly
The price is $130
Nov 11 - Nov 12
Total with taxes and fees
The Sutton House 2 blocks from Main Street & Courthouse Square
Interior
Lake Road Cabin B — Million Dollar Ozark View!

Lake Road Cabin B — Million Dollar Ozark View!

Ironton
10.0 out of 10, Exceptional, (23)
"Great log cabin in a quiet setting close to 3 major state parks and a battlefield. The host has a quick response time and everything was clean and kept up."
United States
Mary B.
Lake Road Cabin B — Million Dollar Ozark View!
Interior
16 Acres of beauty and relaxation

16 Acres of beauty and relaxation

Park Hills
9.8 out of 10, Exceptional, (18)
"Quiet place in the woods exactly what I wanted!"
United States
Jeremy R.
16 Acres of beauty and relaxation
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

Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

10/10 Excellent
"The cabin is cozy and while nothing fancy has plenty of amenities like hot water, bathroom, wifi, etc that the nearby campground does not. Shirley made sure to leave us a note about the heater and wood burning stove. The small touches like leaving a candy bar are great too. Love having a campfire in the evening and Shirley provides plenty of wood."
Kimmi B. 2-night trip
Posted 8 days ago
Micro house cabin located near Silver Mines Recreation Area.

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 $130 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

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.