Annapolis Vacation Rentals

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In two weeks
Sep 26 - Sep 28
In two months
Nov 7 - Nov 9
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Dec 5 - Dec 7
In four months
Jan 2 - Jan 4

Vacation Rentals in Annapolis

Rustic River Cabin Getaway
Exterior

Rustic River Cabin Getaway

9.8 out of 10, Exceptional, (79)
"Right by the black river. Cabin was amazing. It's very secluded. Our host was great! Nice and clean!"
Rustic River Cabin Getaway
Hillside Cabin #4 Annapolis, MO Black River
Exterior

Hillside Cabin #4 Annapolis, MO Black River

9.6 out of 10, Exceptional, (38)
"Enjoyed our stay in Annapolis! This cabin had everything we needed with plenty of space. Check in was super easy too! "
$276 nightly
The price is $276
Sep 13 - Sep 14
Total with taxes and fees
Hillside Cabin #4 Annapolis, MO Black River
Make your reservation fast as inquiries are coming in daily.
Property grounds

Make your reservation fast as inquiries are coming in daily.

9.8 out of 10, Exceptional, (54)
"We loved the view from overlook cabin. Cabin was clean and cozy. Follow directions property manager sends you because gps will try to take you on a scavenger hunt but this was my fault. Accessing river a sxs or 4x4 definitely needed due to river being up. Very peaceful setting at river and cabin."
Make your reservation fast as inquiries are coming in daily.
Relaxing 3B Log Home-15 min walk to the Black River!
Outdoor dining

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

8.6 out of 10, Excellent, (10)
"We enjoyed the cabin at nights after floating the black river. "
Relaxing 3B Log Home-15 min walk to the Black River!
Completely Renovated in May 2023
Outdoor dining

Completely Renovated in May 2023

8.0 out of 10, Very Good, (9)
"Love the people, town,float trip, and lil cabin#3 was perfect for family and pets"
$201 nightly
The price is $201
Sep 14 - Sep 15
Total with taxes and fees
Completely Renovated in May 2023
New Cabin Just Minutes from Black River
Smart TV

New Cabin Just Minutes from Black River

8.4 out of 10, Very Good, (5)
"Owner communicated well and the place was a nice clean place for us to stay "
$252 nightly
The price is $252
Sep 14 - Sep 15
Total with taxes and fees
New Cabin Just Minutes from Black River
Just Minutes from Black River – With WIFI
Interior

Just Minutes from Black River – With WIFI

6.8 out of 10, (5)
"Great experience "
$190 nightly
The price is $190
Sep 12 - Sep 13
Total with taxes and fees
Just Minutes from Black River – With WIFI
FS Rental #1 - 5mins to Black River
Fridge, microwave, oven, stovetop

FS Rental #1 - 5mins to Black River

7.6 out of 10, Good, (4)
"We enjoyed our stay here. It was a great place for the 8 of us to stay. We were going over to Sam A Baker to join family camping there. We would stay here again if available. "
$232 nightly
The price is $232
Oct 5 - Oct 6
Total with taxes and fees
FS Rental #1 - 5mins to Black River
Hillside Cabin #3 Annapolis, MO Black River
Fridge, microwave, oven, stovetop

Hillside Cabin #3 Annapolis, MO Black River

7.8 out of 10, Good, (27)
"Really a nice and clean and cozy stay."
$196 nightly
The price is $196
Sep 12 - Sep 13
Total with taxes and fees
Hillside Cabin #3 Annapolis, MO Black River
Panther Den Cabin is located 4 miles from Hwy K Campground
Exterior

Panther Den Cabin is located 4 miles from Hwy K Campground

9.6 out of 10, Exceptional, (14)
"Nice, clean place to stay with excellent furnished kitchen!"
Panther Den Cabin is located 4 miles from Hwy K Campground
Secluded Log Cabin
Outdoor dining

Secluded Log Cabin

9.8 out of 10, Exceptional, (23)
"Beds were comfortable, outdoor area was wonderful, not far from town. Enjoyed our stay very much."
Secluded Log Cabin
Hillside Cabin #5 Annapolis, MO
Fridge, microwave, oven, stovetop

Hillside Cabin #5 Annapolis, MO

9.2 out of 10, Wonderful, (5)
"Booked a last minute canoe trip on the Black River andn this property was ideally located and included everything necessary for an early breakfast before hitting the river."
$214 nightly
The price is $214
Sep 13 - Sep 14
Total with taxes and fees
Hillside Cabin #5 Annapolis, MO
Hillside Cabin #1 Annapolis, MO Black River
Outdoor dining

Hillside Cabin #1 Annapolis, MO Black River

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."
$253 nightly
The price is $253
Sep 13 - Sep 14
Total with taxes and fees
Hillside Cabin #1 Annapolis, MO Black River
Hillside Cabin #2 Annapolis, MO Black River
Property grounds

Hillside Cabin #2 Annapolis, MO Black River

9.4 out of 10, Exceptional, (59)
"Good spot. Fun. Clean. Due for some minor repairs...couch, blinds, stove."
$214 nightly
The price is $214
Sep 12 - Sep 13
Total with taxes and fees
Hillside Cabin #2 Annapolis, MO Black River
RIVER and SKY Cabin; Hot Tub
1 bedroom, bed sheets

RIVER and SKY Cabin; Hot Tub

10.0 out of 10, Exceptional, (2)
"Great getaway"
$236 nightly
The price is $247
Sep 14 - Sep 15
Total with taxes and fees
RIVER and SKY Cabin; Hot Tub
Completely Renovated in May 2023
Fridge, microwave, oven, stovetop

Completely Renovated in May 2023

9.6 out of 10, Exceptional, (5)
"Cute little place, not far from the river"
$205 nightly
The price is $205
Sep 12 - Sep 13
Total with taxes and fees
Completely Renovated in May 2023
Charming 2 bedroom cabin on a beautiful private lake.
Property grounds

Charming 2 bedroom cabin on a beautiful private lake.

10.0 out of 10, Exceptional, (5)
$193 nightly
The price is $193
Sep 17 - Sep 18
Total with taxes and fees
Charming 2 bedroom cabin on a beautiful private lake.
Lake Road Cabin C — Million Dollar Ozark View!
Exterior

Lake Road Cabin C — Million Dollar Ozark View!

9.8 out of 10, Exceptional, (20)
"Beautiful property and perfectly cozy for a weekend away. "
$168 nightly
The price is $179
Sep 14 - Sep 15
Total with taxes and fees
Lake Road Cabin C — Million Dollar Ozark View!
Sam A Baker State Park
Cabin | 5 bedrooms

Sam A Baker State Park

2.0 star property
9.0 out of 10, Wonderful, (2)
"Cozy little cabin"
$125 nightly
The price is $132
Sep 12 - Sep 13
Total with taxes and fees
Sam A Baker State Park
Micro house cabin located near Silver Mines Recreation Area.
Property grounds

Micro house cabin located near Silver Mines Recreation Area.

10.0 out of 10, Exceptional, (68)
"We had a wonderful stay with Shirley, definitely would be back again!"
Micro house cabin located near Silver Mines Recreation Area.
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

Madison Inn Lodge

Madison Inn Lodge

10/10 Excellent
"Clean room. Friendly staff "
Yuriy 1-night trip
Posted 4 days ago
Madison Inn Lodge

Find out more about Annapolis

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 $132 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

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.