Annapolis Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Annapolis vacation rentals
The Narrows Cabins - Whispering Wind
The Narrows Cabins - Whispering WindMarshall
8.0 out of 10, Very Good, (1 review)
"This is a super little cabin! The only issue was the outside chairs were very “rustic”… and very uncomfortable to sit more than a few minutes. Not great for sitting around a camp fire. The other cabin had new chairs outside and even more inside that weren’t even used. Wish it would have been noted in the listing to bring camp chairs. Outside of this is was a great place to stay for a get away."
Sally G.
The price is ￥17,126
￥43,516 total
includes taxes & fees
Jul 28 - Jul 29
The price is ￥16,962
￥42,952 total
includes taxes & fees
Aug 19 - Aug 20
The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!
The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!Marshall
8.0 out of 10, Very Good, (1 review)
"Please print the property guide out and put a copy of your checkout rules on the wall or leave it on the table to make it easier for us to know what your expectations are. It was hard for me to get messages and find the link for the property guide while we were out there. I ended up with about five different emails to look through to find which one had the link, then on one link it did not work. I don’t want to use QR CODES and my phone for a policy guide. I’m trying to get AWAY from technology...
Lisa I.
The price is ￥26,748
￥65,460 total
includes taxes & fees
Aug 10 - Aug 11
The Rustic Retreat
The Rustic RetreatMarshall
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was great house was clean and in a good location for us "
Randy W.
The price is ￥39,324
￥45,731 total
includes taxes & fees
Aug 6 - Aug 7
The price is ￥22,019
￥48,392 total
includes taxes & fees
Aug 17 - Aug 18
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12Marshall
9.4 out of 10, Exceptional, (40 reviews)
"We were thrilled with this homey getaway! "
Deb J.
The price is ￥46,484
￥92,845 total
includes taxes & fees
Aug 18 - Aug 19
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Getaway in the country/Beautiful Parke County/Large hot tub and much more!Rosedale
10.0 out of 10, Exceptional, (195 reviews)
The price is ￥22,263
￥37,232 total
includes taxes & fees
Jul 30 - Jul 31
1960's Ranch House NO CLEANING FEE
1960's Ranch House NO CLEANING FEEDana
10.0 out of 10, Exceptional, (16 reviews)
"Great stay and would definitely recommend. Quiet neighborhood with very good local cafe and interesting Ernie Pyle museum. We would stay here again!"
Bernadette J.
The price is ￥37,676
￥47,677 total
includes taxes & fees
Aug 10 - Aug 11
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.
Find vacation rentals that suit your style
Apartments
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Annapolis Hotel Reviews
Royal Inn Rockville IN by Hotel O
10/10 Excellent
Find out more about Annapolis
Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:
- View our selection of featured holiday rentals in Annapolis
- Use the map to find apartments and other holiday homes in the Annapolis neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Annapolis while they last
Look no further and take a look at our great range of rental properties in Annapolis!
