Vacation rentals in Annapolis
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Travel insights for holiday rentals in Annapolis
Use our HotelsCombined data-powered tips to help you find your next holiday rental in Annapolis.
What is the cheapest day to stay in a vacation rental in Annapolis?
The cheapest day to stay in Annapolis is Saturday (S$ 487). On the other hand, travellers can expect to pay the most on Tuesday, when the average nightly price is S$ 1,290.
Cheapest holiday rentals in Annapolis, Maryland
Discover affordable stays in Annapolis that provide a quality experience without breaking the bank. Hotels in Annapolis can be found for as low as S$ 136 per night. There is currently one property in Annapolis that can be booked for this price. Candlewood Suites Annapolis By IHG is one of the hotels that can be booked for the lowest price in Annapolis. Price data was last updated on 8 October 2026
Out of the vacation rentals in Annapolis we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
1 South Womack Drive, Annapolis, MD, United States
4.7 km from city centre
Free Wi-Fi
Parking
S$ 136
Avg. per night
Other accommodation in Annapolis
Find the perfect holiday rental for your stay in Annapolis. There are 407 hotels in Annapolis and price data was last updated on 8 October 2026. The average price for a hotel in Annapolis is .
26 Randall Street, Annapolis, MD, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
S$ 331
Avg. per night
210 Holiday Court, Annapolis, MD, United States
4.8 km from city centre
Free Wi-Fi
Parking
S$ 132
Avg. per night
134 Prince George Street, Annapolis, MD, United States
0.5 km from city centre
Free Wi-Fi
S$ 309
Avg. per night
Where to stay in Annapolis
Explore different neighbourhoods and areas within Annapolis to find the perfect location for your stay. Map data was last updated on 8 October 2026.
Utilize the map to find properties close to the Annapolis area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.
Facts about staying in Annapolis
Find useful tips and insights about staying in Annapolis to help you make the most of your experience. FAQs were last updated on 8 October 2026.
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