Whether they’re colonial cottages or modern condos, vacation rentals in Annapolis are close to the action of this historic yet bustling modern city. With all the comforts of home combined with exciting things to see and do, this scenic area of Maryland will have you returning again and again.
Recommended Vacation Rentals in Annapolis
Find your perfect vacation rental in Annapolis: from $162 per night
Best vacation rentals with a balcony
Vacation rentals with a fireplace
Apartments with a balcony or patio
Best Vacation Home Deals in Annapolis
Save up to 57%
Book a welcoming vacation home from $162 per night by exploring the 1,301 properties being offered in Annapolis. All of the accommodations from our partner websites are directly compared on our website so you can save up to 49%.
Budget-friendly Rentals in Annapolis
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Top-Rated Offers and Accommodations in Annapolis
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Popular Rental Amenities in Annapolis
Many users pay a closer look at the vacation rentals with a pool. A few of the properties have one in this destination. Additionally, more hotel room provide a pool than condo. Most of the hotel room with pools in Annapolis accommodate 11 guests and have an average cost of $531 per night. Among these accommodations, 59 of them are situated within 2 kilometres of water.
Sailing and other excursions
Annapolis is known for its sailing and other water activities on the Chesapeake Bay, and there’s always something to see near the harbor, such as the US Naval Academy Museum. There are many tours in the area, on water and on land, including Colonial Tours of Annapolis, Pirate Adventures on the Chesapeake (great for kids), and Segs in the City.
Information about vacation rentals in Annapolis
🏡 Vacation rentals available | 1,301 rentals |
---|---|
💳 Possible discounts | up to 49% |
🌙 Nightly prices starting at | $162 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 461 homes |
🏊 Vacation rentals with pools | 203 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Annapolis?
We found 1,301 vacation homes in Annapolis available for your next trip.
What are the most popular vacation home amenities in Annapolis?
When looking to book a vacation home in Annapolis, the most requested amenities include Pool, Pets allowed, and Internet.
Are there pet-friendly vacation rentals in Annapolis?
If you're travelling with a dog, over 35% of vacation rentals in Annapolis are pet-friendly.
What's the best month to book a vacation rental in Annapolis?
When booking a vacation rental in Annapolis, remember that the rainiest months are usually January and May, with September often being the sunniest.
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