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Top Holiday Rentals in Annapolis

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Other types of properties in Annapolis you may be interested in

Madison Inn Lodge
Interior entrance

Madison Inn Lodge

2.5 star property
7.4 out of 10, Good, (260)
"Had an amazing time with my friend and we said ours byes and here I go off to another one "
The price is ฿2,666
฿2,912 total
includes taxes & fees
1 Jan - 2 Jan 2025
Madison Inn Lodge
Shepherd Mountain Inn
Fridge, microwave, coffee/tea maker

Shepherd Mountain Inn

2.5 star property
9.2 out of 10, Wonderful, (261)
"The price was reasonable and very comfortable ."
The price is ฿3,701
฿4,042 total
includes taxes & fees
24 Dec - 25 Dec
Shepherd Mountain Inn
Fort Davidson Hotel
Outdoor pool, pool loungers

Fort Davidson Hotel

2.5 star property
9.2 out of 10, Wonderful, (157)
"Nothing fancy, but clean and there is a lovely staff. The beds were comfortable and a lot of care has gone into keeping this older, roadside motel, in good condition. "
The price is ฿4,352
฿4,754 total
includes taxes & fees
25 Dec - 26 Dec
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?

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