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Annapolis vacation rentals

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Best Annapolis vacation rentals

Most recommended vacation rentals in Annapolis

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Cozy Downtown Apartment-Naval Academy Vicinity - Annapolis - Living room
Free Wi-Fi
Gaia House
9.5 Wonderful
$133+
$133+
Parking
Free Wi-Fi
Pet friendly

Good to know

Low season

November

High season

March

Average price (weeknight)

$483

Average price (weekend night)

$517
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 58% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a vacation rental in Annapolis

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Annapolis vacation rental deals

  • Pool and pet friendly are the most popular vacation rental property amenities in Annapolis
  • Vacation rentals in Annapolis are around 67% more expensive than hotels on average. Search here to compare prices for all accommodation types in Annapolis.
  • The best vacation rental properties in Annapolis are Beautiful Condo - Water View Near City Dock (10.0, 27 reviews), Cozy Cottage by the Beach - WaterviewbrMinutes from Downtown Annapolis (10.0, 40), and Pristine Downtown 1-Bedroom Steps from State House (10.0, 20), based on ratings and reviews from real travelers.
  • Book your Annapolis vacation rental more than 90 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Annapolis for 2 days.

FAQs when booking a vacation home in Annapolis

  • How much is a vacation rental for a week in Annapolis?

    The average price for a weekly Annapolis vacation rental found by KAYAK users in the last 2 weeks is $4,489.

  • How much is a vacation rental for a month in Annapolis?

    The average price for a monthly Annapolis vacation rental found by KAYAK users in the last 2 weeks is $19,241.

  • What types of vacation rentals are available in Annapolis?

    There are loads of different property types that you can make your vacation home in Annapolis. You’ll find apartments, boats, condos, cottages, houses, homestays, houseboats, recreational vehicles and villas.

  • Are there any pet-friendly vacation rentals in Annapolis?

    There are a number of dog and pet-friendly Annapolis vacation rentals, with around 15% allowing you to bring your pet along with you.

  • How much is a vacation rental in Annapolis?

    KAYAK users have found vacation rentals in Annapolis for as cheap as $336 in the last 3 days. The average price is $641.

  • How much is a vacation rental in Annapolis for tonight?

    In the last 72 hours, users have found Annapolis vacation rentals for tonight for as low as $355. Search here for similar prices

  • How can I find vacation rentals near me in Annapolis?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Annapolis?

Our map will help you find the perfect place to stay in Annapolis by showing you the exact location of each vacation rental.