Search Vacation Homes in Annapolis
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Annapolis
Compare Vacation Homes in Annapolis with updated reviews, rates, and availability.
The Sutton House 2 blocks from Main Street & Courthouse Square
The Sutton House 2 blocks from Main Street & Courthouse Square
10.0 out of 10, Exceptional, (7)
The price is AED 639
AED 827 total
includes taxes & fees
24 Jun - 25 Jun
AV Bungalows #7
AV Bungalows #7
10.0 out of 10, Exceptional, (1)
The price is AED 575
AED 623 total
includes taxes & fees
23 Jun - 24 Jun
Newly remodeled offers many amenities with perfect location!
Newly remodeled offers many amenities with perfect location!
10.0 out of 10, Exceptional, (14)
Save an average of 15% on thousands of hotels when you're signed in
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
10.0 out of 10, Exceptional, (53)
The price is AED 1,502
AED 2,567 total
includes taxes & fees
10 Jul - 11 Jul
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
Rustic Ironton Home w/ Deck & Fire Pit on Creek!
9.8 out of 10, Exceptional, (48)
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
10.0 out of 10, Exceptional, (4)
The price is AED 1,102
AED 1,859 total
includes taxes & fees
23 Jun - 24 Jun
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
10.0 out of 10, Exceptional, (5)
Charming Bungalow. Children and Pet Friendly.
Charming Bungalow. Children and Pet Friendly.
10.0 out of 10, Exceptional, (6)
Spring Street Cabin #2
Spring Street Cabin #2
6.8 out of 10, (3)
The price is AED 436
AED 785 total
includes taxes & fees
23 Jun - 24 Jun
Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins
Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins
10.0 out of 10, Exceptional, (15)
The price is AED 466
AED 896 total
includes taxes & fees
23 Jun - 24 Jun
Enjoy a charming 1860s newly renovated home!!
Enjoy a charming 1860s newly renovated home!!
8.0 out of 10, Very Good, (6)
The price is AED 575
AED 1,075 total
includes taxes & fees
23 Jun - 24 Jun
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks
10.0 out of 10, Exceptional, (2)
Spacious & Secluded Shook Home w/ Private Hot Tub!
Spacious & Secluded Shook Home w/ Private Hot Tub!
10.0 out of 10, Exceptional, (1)
Rustic Cabin in Hunters' Paradise!
Rustic Cabin in Hunters' Paradise!
9.8 out of 10, Exceptional, (23)
7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont
7 min to K Bridge Black River Annapolis MO Close to Clearwater Lake Piedmont
9.8 out of 10, Exceptional, (9)
Secluded Gate House
Secluded Gate House
10.0 out of 10, Exceptional, (12)
Sunshine Shack at Clearwater Lake (sleeps 6)
Sunshine Shack at Clearwater Lake (sleeps 6)
8.8 out of 10, Excellent, (10)
Historic 1856 Eversole Home Decorated with Period Furniture & Quilts
Historic 1856 Eversole Home Decorated with Period Furniture & Quilts
10.0 out of 10, Exceptional, (1)
Clearwater Lake and Black River Vacation Home
Clearwater Lake and Black River Vacation Home
9.6 out of 10, Exceptional, (16)
Serene Belgrade Hideaway with Fire Pit & Grill!
Serene Belgrade Hideaway with Fire Pit & Grill!
9.0 out of 10, Wonderful, (2)
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 property types in Annapolis
Rustic River Cabin Getaway
Rustic River Cabin Getaway
9.6 out of 10, Exceptional, (60)
Hillside Cabin #4 Annapolis, MO Black River
Hillside Cabin #4 Annapolis, MO Black River
9.6 out of 10, Exceptional, (29)
The price is AED 555
AED 1,011 total
includes taxes & fees
11 Jul - 12 Jul
Hillside Cabin #3 Annapolis, MO Black River
Hillside Cabin #3 Annapolis, MO Black River
8.0 out of 10, Very Good, (24)
The price is AED 436
AED 785 total
includes taxes & fees
23 Jun - 24 Jun
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.
Recent reviews of Annapolis hotelsExpedia verified reviews
![Shepherd Mountain Inn](http://images.trvl-media.com/lodging/13000000/12590000/12582100/12582009/57db158c_y.jpg)
Shepherd Mountain Inn
5/5 Excellent
"Large rooms, very clean, and nice breakfast!"
A verified traveler stayed at Shepherd Mountain Inn
Posted 3 days ago