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Compare 26 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, (20)
The price is SAR 510
SAR 662 total
includes taxes & fees
2 Apr - 3 Apr

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, (25)
The price is SAR 491
SAR 885 total
includes taxes & fees
30 Mar - 31 Mar

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, (59)

Historic Victorian close to amazing hiking - pet friendly!
Historic Victorian close to amazing hiking - pet friendly!
9.0 out of 10, Wonderful, (4)

Newly remodeled offers many amenities with perfect location!
Newly remodeled offers many amenities with perfect location!
10.0 out of 10, Exceptional, (25)

Charming 1860s Renovated Home
Charming 1860s Renovated Home
8.0 out of 10, Very Good, (15)
The price is SAR 506
SAR 1,009 total
includes taxes & fees
30 Mar - 31 Mar

Charming Country Bungalow - perfect for families
Charming Country Bungalow - perfect for families
10.0 out of 10, Exceptional, (11)

Rustic Cabin in Hunters' Paradise!
Rustic Cabin in Hunters' Paradise!
9.8 out of 10, Exceptional, (27)
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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Other property types in Annapolis

Make your reservation fast as inquiries are coming in daily.
Make your reservation fast as inquiries are coming in daily.
9.8 out of 10, Exceptional, (52)

Hillside Cabin #4 Annapolis, MO Black River
Hillside Cabin #4 Annapolis, MO Black River
9.6 out of 10, Exceptional, (33)
The price is SAR 567
SAR 1,036 total
includes taxes & fees
30 Mar - 31 Mar

Rustic River Cabin Getaway
Rustic River Cabin Getaway
9.6 out of 10, Exceptional, (70)
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 hotels
Recent reviews of Annapolis hotels

Shepherd Mountain Inn
5/5 Excellent
"Quiet, suitably located for access to many sights and outdoor activities."
A verified traveler from St Louis stayed at Shepherd Mountain Inn
Posted 2 weeks ago