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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, (252)
"Madison Inn is a cute and cozy place. The 2 issues I had was the room I stayed could use a little deep cleaning and the other is when you send house keeping around please have them knock. On our second morning some man who said he was house keeping tried to open our door. If the metal security lock had not been in place he would have walked right in. "
The price is ฿2,600
฿2,840 total
includes taxes & fees
5 Dec - 6 Dec
Madison Inn Lodge
Shepherd Mountain Inn
Fridge, microwave, coffee/tea maker
Shepherd Mountain Inn
2.5 star property
9.2 out of 10, Wonderful, (260)
"This is a nice quiet little motel. Nothing fancy, but clean, close to a good restaurant, and very friendly staff."
The price is ฿3,648
฿3,984 total
includes taxes & fees
12 Nov - 13 Nov
Shepherd Mountain Inn
Black River Motel and Restaurant
Signature Room | Terrace/patio
Black River Motel and Restaurant
2.0 star property
7.6 out of 10, Good, (16)
"We very much enjoyed our stay. After dinner we sat outside by the fire pit and my husband enjoyed Icecream on the house!!"
The price is ฿4,381
฿4,632 total
includes taxes & fees
13 Nov - 14 Nov
Black River Motel and Restaurant
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.