Search Holiday Rentals in Annapolis

Top Holiday Rentals in Annapolis

Rustic River Cabin Getaway
Exterior
Rustic River Cabin Getaway
9.6 out of 10, Exceptional, (61)
"Perfect weekend getaway close to the Black River."
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, (29)
"Nice new cabin, looks exactly like the pictures. We enjoyed our stay and the host was awesome!"
The price is €263
per night
14 Jul - 15 Jul
Hillside Cabin #4 Annapolis, MO Black River
Hillside Cabin #3 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #3 Annapolis, MO Black River
8.0 out of 10, Very good, (24)
"Really a nice and clean and cozy stay."
The price is €206
per night
2 Jul - 3 Jul
Hillside Cabin #3 Annapolis, MO Black River
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FS Cabin #3 Brand New - 5 mins to Black River
Outdoor dining
FS Cabin #3 Brand New - 5 mins to Black River
7.6 out of 10, Good, (4)
"Cabin very clean, comfy beds, great kitchen area with nice pots and dishes, cute little porch. Also Thank you Justin for mailing my straightener that I forgot was in bathroom cabinet! Remembered when we were already about hour on road. Overall, highly recommend this great VRBO!"
The price is €213
per night
2 Jul - 3 Jul
FS Cabin #3 Brand New - 5 mins to Black River
FS Cabin #4 - Close to Black River
Dining
FS Cabin #4 - Close to Black River
8.0 out of 10, Very good, (1)
"We did enjoy staying here. Clean and cozy. Was a little thrown off that it was 20 ft from railroad tracks though."
The price is €213
per night
2 Jul - 3 Jul
FS Cabin #4 - Close to Black River
Hillside Cabin #2 Annapolis, MO Black River
Property grounds
Hillside Cabin #2 Annapolis, MO Black River
9.6 out of 10, Exceptional, (54)
"Great !!!!"
The price is €219
per night
2 Jul - 3 Jul
Hillside Cabin #2 Annapolis, MO Black River
FS Cabin #1 - 5mins to Black River
Fridge, microwave, oven, stovetop
FS Cabin #1 - 5mins to Black River
The price is €247
per night
3 Jul - 4 Jul
FS Cabin #1 - 5mins to Black River
7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont
Property grounds
7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont
9.8 out of 10, Exceptional, (9)
"We stayed here because of an event we were attending. This was the perfect location for us."
7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont
Spring Street Cabin #2
Fridge, microwave, oven, coffee/tea maker
Spring Street Cabin #2
6.8 out of 10, (3)
"I was pretty disappointed with my experience. We booked and paid for this stay up front. The Tuesday before our stay the host told us the unit was being repaired and that it might not be done for our Friday night stay. We were not contacted prior to this. Turns out the property would be completed and we could still come for our stay. I appreciated the communication up until that point. When we arrived the unit seemed ready. However, there was no central air. There was a window unit in the...
The price is €206
per night
2 Jul - 3 Jul
Spring Street Cabin #2
Hillside Cabin #5 Annapolis, MO
Fridge, microwave, oven, stovetop
Hillside Cabin #5 Annapolis, MO
10.0 out of 10, Exceptional, (4)
"Very convenient for nearby activities. Very clean, great kitchen, very nice bedding and towels better than most hotels. Efficient HVAC. Perimeter could be spruced up. Better mowing, rock in driveway, marking of property. Excellent interior, however, for the price"
The price is €212
per night
2 Jul - 3 Jul
Hillside Cabin #5 Annapolis, MO
Relaxing 3B Cabin-15 min walk to the Black River!
Outdoor dining
Relaxing 3B Cabin-15 min walk to the Black River!
9.6 out of 10, Exceptional, (7)
"We had a family trip with 8 adults and 7 kids, ages from 2 to 16. It was a perfect trip. The cabin had everything you would need for cooking indoors or outside. The kids had a great time playing outside and inside with board games and a huge selection of movies. The adults had a great time catching up together, around the fire and around the dinner table. Loved the decor and the cozy places to sit around in every corner of the cabin. The porch in front with coffee was so nice, listening to the...
Relaxing 3B Cabin-15 min walk to the Black River!
Hillside Cabin #1 Annapolis, MO Black River
Exterior
Hillside Cabin #1 Annapolis, MO Black River
9.6 out of 10, Exceptional, (35)
"Everything was great, everyone felt comfortable and safe. Everything we needed was there including shampoo, conditioner, and bath soap. We cooked out and used the fire pit, both were great. Everything was clean. We went floating and that was very close. Anything we needed was very close, we wanted for nothing. Highly recommend staying there."
The price is €268
per night
2 Jul - 3 Jul
Hillside Cabin #1 Annapolis, MO Black River
Panther Den Cabin is located 4 miles from Hwy K Campground
1 bedroom, free WiFi, bed sheets
Panther Den Cabin is located 4 miles from Hwy K Campground
9.4 out of 10, Exceptional, (10)
"Overall really enjoyed the stay and natural beauty, however not being able to flush toilet paper was definitely a downside"
Panther Den Cabin is located 4 miles from Hwy K Campground
Small Town Lodge - Black River
Smart TV
Small Town Lodge - Black River
4.0 out of 10, (1)
"The bathroom was broken and unusable, we had to skiddaddle first thing in the morning to use the bathroom at the gas station...which was kinda far! OOF. No compensation was made :("
The price is €299
per night
2 Jul - 3 Jul
Small Town Lodge - Black River
Secluded Log Cabin - Total privacy
Outdoor dining
Secluded Log Cabin - Total privacy
9.8 out of 10, Exceptional, (19)
"Family of 5; we all loved it! Kids even unplugged & spent time w/ the grownups! Robin communicated to us about an issue prior to arrival, but it was all fixed and we had no troubles. Loved that the cabin is away from other homes. Beautiful setting. Cows weren't any trouble, didn't have smells either and they were in the pasture. Possibly because it's November. I didn't see mixing bowls or a wire whisk, but everything else was supplied. Wonderful selection of videos & games. Great weekend;...
Secluded Log Cabin - Total privacy
River front property HOT TUB, Kayak, tubing, and fishing
Pool
River front property HOT TUB, Kayak, tubing, and fishing
9.6 out of 10, Exceptional, (71)
"Property was beautiful...We had alot of fun on our girls trip..."
The price is €261
per night
8 Jul - 9 Jul
River front property HOT TUB, Kayak, tubing, and fishing
The Sutton House 2 blocks from Main Street & Courthouse Square
Exterior
The Sutton House 2 blocks from Main Street & Courthouse Square
9.8 out of 10, Exceptional, (9)
"My daughter-in-law and I stayed here on our overnight hiking trip. The house was perfectly clean and well-stocked. We both slept well and had a wonderful time. We especially appreciated not having to do anything before checking out… just locked the door behind us! We both said we’d stay here again!"
The price is €213
per night
15 Jul - 16 Jul
The Sutton House 2 blocks from Main Street & Courthouse Square
Lake Road Log Cabin A — Million Dollar Ozark view!
Fridge, microwave, oven, stovetop
Lake Road Log Cabin A — Million Dollar Ozark view!
10.0 out of 10, Exceptional, (16)
" Great"
Lake Road Log Cabin A — Million Dollar Ozark view!
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
Property grounds
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
9.8 out of 10, Exceptional, (48)
"Having the creek running near the house was awesome for us. Beds were very comfortable and we felt like we were at home. "
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Outdoor pool
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
10.0 out of 10, Exceptional, (54)
"We traveled here for a week long stay. We had 6 adults and one child. The property was just as listed and everyone enjoyed the pool and hot tub. We made most our meals and the kitchen was stocked appropriately. Linda was an excellent host and responded very quickly to our questions/concerns."
The price is €668
per night
10 Jul - 11 Jul
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
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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.

Other types of properties in Annapolis you may be interested in

Hillside Cabin #3 Annapolis, MO Black River
Fridge, microwave, oven, stovetop
Hillside Cabin #3 Annapolis, MO Black River
8.0 out of 10, Very good, (24)
"Really a nice and clean and cozy stay."
The price is €206
per night
2 Jul - 3 Jul
Hillside Cabin #3 Annapolis, MO Black River
Rustic River Cabin Getaway
Exterior
Rustic River Cabin Getaway
9.6 out of 10, Exceptional, (61)
"Perfect weekend getaway close to the Black River."
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, (29)
"Nice new cabin, looks exactly like the pictures. We enjoyed our stay and the host was awesome!"
The price is €263
per night
14 Jul - 15 Jul
Hillside Cabin #4 Annapolis, MO Black River
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.

Frequently asked questions

Can I find a holiday rental in Annapolis?

Yes, there are holiday rentals close to the most popular sights in Annapolis, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Annapolis?

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

What can I see and do in Annapolis?

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

What are holiday rentals like in Annapolis?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Annapolis. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.