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Annapolis Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Annapolis holiday rentals

A rustic cabin with a large glass window, wooden deck, and a garden area.

1. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
The price is S$485
includes taxes & fees
22 Sept - 23 Sept
Walk to Dtwn Rockville! Prairie-inspired Retreat
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

Royal Inn Rockville IN by Hotel O

Royal Inn Rockville IN by Hotel O

8/10 Good
"This is an old hotel but had clean bathroom and beds. The beds were comfortable. Air conditioner was noisy but it was so hot that we were grateful for it. The rooms are nice size. They plan to remodel so hopefully will improve. The tub and sink had no stoppers so you can see the hair clogged in the drains. The price is fair for what you get. They desperately need outside lighting. None in parking lot and none on front of building so very dark trying to find the walkway at night. We needed our phone flashlights."
Diana 1-night trip
Posted 3 days ago
Royal Inn Rockville IN by Hotel O

Frequently asked questions

Can I find holiday rentals 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.

What’s there to see and do in Annapolis?

While you're exploring the area, Rockville Lake Park and Lake Waveland are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Turkey Run State Park and Billie Creek Village.

What’s a holiday rental in Annapolis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annapolis. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.