Vacation rentals in Annapolis, United States

Carefully selected & verified rentals in Annapolis, United States
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30Apr2026Select date
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Rooms and Guests2 Guests, 1 Room
Annapolis is famed for the U.S. Naval Academy, the Maryland State House, and the vibrant City Dock, where you can enjoy waterfront dining. Visitors often flock to Sandy Point State Park for beach fun and sunset views. For accommodations, consider the naval academy hotel options nearby, offering easy access to attractions. Our site features hand-picked hotels, including charming B&Bs and coastal getaways, ensuring you find something that fits your style. Remember to book ahead during summer and check local transit for convenient travel options.
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King George Downtown Annapolis Getaway Apartment
Map600 yd from City Centre200 yd from Little Brice House
FromUS$ 375 /nightSelect
7.4
Very good
Spectacular Location Two Bedroom State Circle Apartment Annapolis
Map300 yd from City Centre100 yd from Maryland State House of Delegates
FromUS$ 350 /nightSelect
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
Map2.2 mi from City Centre300 yd from Bay Bridge Market Place Shopping Center
Select
Downtown Annapolis King George 3Rd Floor Hideaway
Map600 yd from City Centre200 yd from Little Brice House
FromUS$ 248 /nightSelect
Bayridge House By Quiet Waters, Thomas Point Parks
Map2.2 mi from City Centre300 yd from Bay Bridge Market Place Shopping Center
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Pet-Friendly Beach Getaway, Relax By The Bay!
Map4.8 mi from City Centre1700 yd from Broadneck Park
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The Pool Loft At Poplar Hill
Map4.5 mi from City Centre1200 yd from Broadneck Park
FromUS$ 205 /nightSelect
1 Block To Downtown Annapolis 3Br Retreat
Map600 yd from City Centre300 yd from Ego Alley
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Downtown Annapolis King George 1St Floor Hideaway
Map600 yd from City Centre200 yd from Little Brice House
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Flexible Price Range for Vacation Homes in Annapolis

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 375
⬇️ The lowest price
US$ 205
đź’¸ Average price for
Apartments
US$ 287

Top vacation homes in Annapolis

Based on guest reviews from the past 12 months

Historic Charm In The Heart of Annapolis:
Spectacular Location Two Bedroom State Circle Apartment
Spacious Family Getaway Close To Parks:
Bayridge House By Quiet Waters, Thomas Point Parks
Pet-Friendly Coastal Escape:
Pet-Friendly Beach Getaway, Relax By The Bay!
Cultural Hub Near The Naval Academy:
Exclusive Access to Private Pool:
The Pool Loft At Poplar Hill
Convenient Location for Student Visits:

FAQs about Annapolis rentals

Get answers to common questions and plan your adventure smoothly

Which vacation rentals are located near popular landmarks in Annapolis?
The 'Cozy Downtown Apartment-Naval Academy Vicinity' is conveniently located near the Naval Academy, only about 1.5 km away, while 'Downtown Annapolis King George 1St Floor Hideaway' is close to downtown attractions, approximately 0.5 km away.

Essential Facts on Annapolis Vacation Rentals

This guide evaluates 8 vacation rentals in Annapolis, providing key details to help travelers choose the best accommodations according to their preferences and budget.

Typical nightly prices range from $150 to $400.

Peak travel seasons are spring and fall with summer being highly competitive.

Expect local taxes/fees around 13% added to nightly rates.

Most rentals are within 2 miles of Downtown Annapolis and the Naval Academy.

Book early during peak seasons to secure prime locations and better rates.

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room