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Check prices for these dates

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Holiday Rentals in Annapolis

Cabin
Sam A Baker State Park

Cabin in Patterson

2.0 star property
9.2 out of 10, Wonderful, (5)
"Pet friendly, great staff. "
United States
Charlie
The price is ฿4,014
฿4,254 total
includes taxes & fees
12 Dec - 13 Dec
Sam A Baker State Park
Full-sized fridge, microwave, oven, stovetop
Johnson's Shut-ins State Park

Cabin in Middle Brook

3.0 star property
10.0 out of 10, Exceptional, (1)
"These newer cabins are clean and have everything you need. Highly recommend! "
United States
Shelly
The price is ฿8,991
฿9,506 total
includes taxes & fees
29 Dec - 30 Dec
Johnson's Shut-ins State Park
House (1 Bedroom) | Interior
Serene Belgrade Hideaway With Fire Pit & Grill!

Cottage in Belgrade

3.0 star property
Serene Belgrade Hideaway With Fire Pit & Grill!
House (3 Bedrooms) | Interior
Walk to Dtwn: Ironton Home in Historic District

Cottage in Ironton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and comfortable "
United States
Dustin
Walk to Dtwn: Ironton Home in Historic District
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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Top Annapolis Hotel Reviews

Shepherd Mountain Inn

Shepherd Mountain Inn

10/10 Excellent
"Good breakfast and parking "
Joe 2-night trip
Posted 5 days ago
Shepherd Mountain Inn

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!

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?

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