Annapolis Vacation Rentals from $120: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Annapolis?

Secluded Log Cabin : Visitors give good reviews to this Annapolis vacation home rental, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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Our top choices for Annapolis vacation rentals

2 bedrooms, iron/ironing board, WiFi (free), bed sheets

1. Hillside Cabin #2 Annapolis, MO Black River

Annapolis

Hans S.

$232 nightly

Aug 13 - Aug 14

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

2. FS Rental #4 Annapolis, MO Black River

Annapolis

Corey M.

$231 nightly

Aug 11 - Aug 12

Total with taxes and fees

3. Hillside Cabin #5 Annapolis, MO

Annapolis

Mary C.

$232 nightly

Aug 11 - Aug 12

Total with taxes and fees

4. Hillside Cabin #1 Annapolis, MO Black River

Annapolis

Leslie

$293 nightly

Aug 11 - Aug 12

Total with taxes and fees

5. Small Town Lodge - Annapolis, MO Black River

Annapolis

Jeremy H.

$304 nightly

Aug 11 - Aug 12

Total with taxes and fees

6. FS Rental #1 Annapolis, MO Black River

Annapolis

Sue F.

$266 nightly

Aug 11 - Aug 12

Total with taxes and fees

7. FS Rental #3 Annapolis, MO Black River

Annapolis

Jessica W.

$231 nightly

Aug 11 - Aug 12

Total with taxes and fees

8. Hillside Cabin #3 Annapolis, MO Black River

Annapolis

Adam G.

$219 nightly

Aug 11 - Aug 12

Total with taxes and fees

9. RIVER and SKY Cabin; Hot Tub

Fredericktown

Anonymous traveler

$238 nightly

Aug 11 - Aug 12

Total with taxes and fees

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

Piedmont

Anonymous traveler

$140 nightly

Aug 11 - Aug 12

Total with taxes and fees

11. Sam A Baker State Park

Patterson

Charlie

$135 nightly

Sep 8 - Sep 9

Total with taxes and fees

12. Lake Road Cabin C — Million Dollar Ozark View!

Ironton

Michelle

$169 nightly

Aug 11 - Aug 12

Total with taxes and fees

13. Cozy hobby farm cabin under the stars!

Greenville

Wyatt S.

$114 nightly

Sep 9 - Sep 10

Total with taxes and fees

Ironton

Derek R.

$266 nightly

Aug 25 - Aug 26

Total with taxes and fees

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Top Annapolis Hotel Reviews

Black River Motel and Restaurant

8/10 Good

"Good hotel, but not much to do in town."

Shepherd Mountain Inn

10/10 Excellent

"We love the motel vibe and that's exactly what we got! The owner of the property and the restaurant was at the front desk when we arrived, and he was super friendly and helpful. He even gave us some samples of their beef sticks, which were phenomenal, and we highly recommend you ask about! The room was super clean with plenty of towels and an ice-cold refrigerator. We ate dinner at the restaurant in front of the property, and it was excellent also! The pulled pork and ribeye are delicious! The next morning we ate the free breakfast in the lobby, and it was, again, excellent! Close by lots of sites to visit, a very convenient location. Overall, we were very impressed, and if we are ever back that way, we will stay there again. Highly recommend!"

Fort Davidson Hotel

8/10 Good

"I loved my stay here, except for the bed, which was hard as a titanium hitchball on the back end of an Alaskan snowmobile. I Thought about sleeping on the floor but it looked too soft to get comfortable. It was like sleeping on a pool table that lost its felt. All joking aside, I would stay at this wonderful place again on a heartbeat, but I’m asking for a soft bed. Loved the experience."

Rustic River Cabin Getaway

10/10 Excellent

"The cabin was awesome. Had a girls trip with lifelong friends of over 40 years. We enjoyed the disconnecting and relaxation it offers. There is no cell service so it was nice to chill, play games and catch up and reminiscence of our friendship over the years. The river is a small walk down the road. We enjoyed hanging out there and floating along the beach area. There is a rope swing that even my girlfriend had to climb. The host was responsive to our texts when satellite service was available. One suggestion when using the oven or stove is to turn the vent on as well. When driving through Annapolis, stop and get your ice, any drinks you may need, and any other items you may need. There is a small store and a Dollar General in town. All in all, the laughter that was shared was the best of all. Thank you for having us!"

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 $120 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.

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Things to do in Southeast Missouri

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.

What are some of the best vacation rentals in Annapolis?

Secluded Log Cabin: Visitors give good reviews to this Annapolis vacation home rental, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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.

Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

1. Hillside Cabin #2 Annapolis, MO Black River

2. FS Rental #4 Annapolis, MO Black River

3. Hillside Cabin #5 Annapolis, MO

4. Hillside Cabin #1 Annapolis, MO Black River

5. Small Town Lodge - Annapolis, MO Black River

6. FS Rental #1 Annapolis, MO Black River

7. FS Rental #3 Annapolis, MO Black River

8. Hillside Cabin #3 Annapolis, MO Black River

9. RIVER and SKY Cabin; Hot Tub

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

11. Sam A Baker State Park

12. Lake Road Cabin C — Million Dollar Ozark View!

13. Cozy hobby farm cabin under the stars!

14. Ironton Hub: Near Elephant Rocks & Shut-ins

15. Ironton Hub: Near Elephant Rocks & Shut-Ins

16. AV Bungalows #9B

17. Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

18. Mountain View at Pickle & Perk

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

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

Find vacation rentals that suit your style

Top Annapolis Hotel Reviews

Black River Motel and Restaurant

Find out more about Annapolis

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20. State ParksBungalowCoffeeBarPet Friendly*Porch