Search Holiday Rentals in Annapolis

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Top Holiday Rentals in Annapolis

Johnson's Shut-ins State Park

3.0 star property
The price is Rp4.636.520
Rp4.901.960 total
includes taxes & fees
1 Apr - 2 Apr
Johnson's Shut-ins State Park
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.
Don't see what you're looking for?
See all available properties in Annapolis
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Annapolis you may be interested in

Shepherd Mountain Inn

2.5 star property
9.2 out of 10, Wonderful, (265)
"Quiet, suitably located for access to many sights and outdoor activities."
The price is Rp1.788.372
Rp1.953.300 total
includes taxes & fees
1 Apr - 2 Apr
Shepherd Mountain Inn

Madison Inn Lodge

2.5 star property
7.4 out of 10, Good, (269)
"The room was nice. Everything was very clean. The bed was really comfy. The staff was helpful and polite.."
The price is Rp1.415.960
Rp1.546.611 total
includes taxes & fees
1 Apr - 2 Apr
Madison Inn Lodge

Fort Davidson Hotel

2.5 star property
9.2 out of 10, Wonderful, (158)
"Took a trip for a getaway to see some family. No complaints."
The price is Rp2.185.788
Rp2.387.477 total
includes taxes & fees
1 Apr - 2 Apr
Fort Davidson Hotel
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?

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 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.