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.

Choose the perfect vacation rental
Best Vacation Home Deals Annapolis
Discover a rental that meets your criteria among the 829 fantastic options from 7 partner websites in Annapolis. Using HomeToGo's search feature you can instantly search and compare the offers of each listed rental to discover the best price and save up to 56%.
Top-Rated Offers and Accommodations Annapolis
Recommended Vacation Rentals Annapolis
Find your perfect vacation rental Annapolis: from $199 per night
Budget-friendly Rentals Annapolis
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Annapolis accommodation with high-speed internet.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Annapolis and book a vacation rental with air conditioning.
Cabins with a sauna
Relax and enjoy yourself in one of these Annapolis vacation rentals with saunas.
Popular Rental Amenities Annapolis
Travelers who are specifically searching for a pet-friendly vacation rental will find Annapolis convenient since many properties are pet-friendly there. Hotel rooms are the most pet-friendly type of accommodation in Annapolis. In addition, a night in a pet-friendly vacation rental there is, on average, $746. More than half of the pet-friendly rentals (50) are situated less than 2 kilometres away from the city centre.
The Weather Annapolis
Find the Annapolis climate diagram. July is the warmest month Annapolis with average maximum temperatures of 30°. However, temperatures can go lower than -1° Annapolis in January. September is the driest month.
7-Day Weather Forecast Annapolis
Information about vacation rentals Annapolis
🏡 Vacation rentals available | 829 properties |
---|---|
💳 Discounts available | up to 56% |
🌙 Price per night from | $153 |
⭐ Popular amenities | Internet, Air conditioning and TV |
🐾 Pet friendly accommodation options | 234 properties |
🏊 Vacation rentals with pools | 260 properties |
Frequently Asked Questions
What is the typical price of a vacation home Annapolis?
The starting price for House rental or Apartment rentals Annapolis is $153 per night.
What is the typical availability of House rental Annapolis?
We found 829 vacation homes Annapolis available for your next trip.
What are the most popular vacation home amenities Annapolis?
When looking to book a vacation home Annapolis, the most requested amenities include Internet, Air conditioning, and TV.
How many House rental and Apartment rentals can I find Annapolis?
Annapolis has 829 House rental and Apartment rentals available to book.
Are there pet-friendly vacation rentals Annapolis?
If you're travelling with a dog, over 21% of vacation rentals Annapolis are pet-friendly.
What's the best month to visit Annapolis?
If you're looking for balmy weather, July and August are typically the hottest months Annapolis with temperatures around 30 °C. January and February Annapolis are the coldest, with -1 °C on average.
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