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Holiday rentals in Annapolis, MD

Find deals on 430 holiday rentals in Annapolis, MD

Annapolis, MD, United States
6 May — 7 May2
Wed 1/5
Sun 5/5

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Top rentals in Annapolis

Find the perfect holiday rental for your stay in Annapolis
Price
$192
$1281
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Annapolis

These hotels and hostels usually make for a cheap way to stay in Annapolis

Stylish Condo In Great Area, Designed For Royalty

Annapolis, MD, United States

Gaia House

Gaia House

Annapolis, MD, United States

9.6

Suburbana Garden - Guest Room

Riva, MD, United States

Private 2 BR Apt -- Less than 1 mi to Downtown & USNA gate

Annapolis, MD, United States

Cozy place close to the city dock

Cozy place close to the city dock

Annapolis, MD, United States

10.0

New Loft w/South River view from treehouse deck!

Riva, MD, United States

10.0

Get the best value holiday rental in Annapolis

These Annapolis holiday rentals have the best prices for their ratings
Gaia House

Gaia House

Annapolis, MD, United States

9.6
Downtown Annapolis King George 3rd Floor Hideaway

Downtown Annapolis King George 3rd Floor Hideaway

Annapolis, MD, United States

9.5
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District

Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District

Annapolis, MD, United States

9.8
Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Annapolis, MD, United States

10.0
Cozy Downtown Apartment-Naval Academy Vicinity

Cozy Downtown Apartment-Naval Academy Vicinity

Annapolis, MD, United States

9.8
The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek

Annapolis, MD, United States

10.0

momondo's favourite holiday rentals in Annapolis

Learn more about these user-preferred holiday rentals in Annapolis
Cozy Cottage by the Beach - WaterviewbrMinutes from Downtown Annapolis

Cozy Cottage by the Beach - WaterviewbrMinutes from Downtown Annapolis

Annapolis, MD, United States

10.0
$565
Charming 3 BR/2BA home at Arundel on the Bay features a community beach, boat slips, playground.

Charming 3 BR/2BA home at Arundel on the Bay features a community beach, boat slips, playground.

Annapolis, MD, United States

10.0
$1,201
Gaia House

Gaia House

Annapolis, MD, United States

9.6
$228

Boutique Condo Near Everything, Downtown & Water

Annapolis, MD, United States

$323

Beautiful family-friendly 4-Bdr home in Murray Hill

Annapolis, MD, United States

$880
The Little House

The Little House

Annapolis, MD, United States

7.6
$447
Private Pet-friendly Coastal Suite with water views just minutes to Annapolis

Private Pet-friendly Coastal Suite with water views just minutes to Annapolis

Annapolis, MD, United States

$533
Less Than A Block From Main Street - Heart Of Historic District!

Less Than A Block From Main Street - Heart Of Historic District!

Annapolis, MD, United States

9.3
$675

Private 2 BR Apt -- Less than 1 mi to Downtown & USNA gate

Annapolis, MD, United States

$259
Annapolis Retreat

Annapolis Retreat

Annapolis, MD, United States

$837
Look How Close! Annapolis gem near City Dock, USNA, Walk to Main & Market!

Look How Close! Annapolis gem near City Dock, USNA, Walk to Main & Market!

Annapolis, MD, United States

$384
The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek

Annapolis, MD, United States

10.0
$481

Kindred Moss Cottage: Cozy Cottage: Newly Remodeled and Family Friendly!

Annapolis, MD, United States

$643

Beautiful Waterfront Townhome In Historic Annapolis

Annapolis, MD, United States

9.6
$1,192

New Loft w/South River view from treehouse deck!

Riva, MD, United States

10.0
$280

Walk To The Stadium! Gorgeous, Newly Built 5 Bedroom Home.

Annapolis, MD, United States

$1,501
Charming garden row home, easy 4 block walk to the heart of Annapolis.

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Annapolis, MD, United States

10.0
$709
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA

Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA

Annapolis, MD, United States

9.6
$444

Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis

Annapolis, MD, United States

9.2
$398
Waterfront Annapolis Home Fire Pit and Fishing Pier

Waterfront Annapolis Home Fire Pit and Fishing Pier

Annapolis, MD, United States

9.2
$559

Useful insights on Annapolis holiday rentals

Get a quick overview on price and accommodation trends for your visit in Annapolis

Lowest Holiday Rental Price

$193
The cheapest price for a room in Annapolis found in the last 7 days is $193/night. This rate is available with Suburbana Garden - Guest Room.

When to book a holiday rental in Annapolis

Check out the information below to find the best deal on a holiday rental in Annapolis
Low seasonOctobercheapest month to stay
High seasonNovembermost expensive time to stay
31%expected price decrease
25%expected price increase

Price

$402 - $772

Cheapest day of weekSaturdayis the cheapest day of the week to book
Highest day of weekThursdayis the most expensive day of the week to book
$323
$963

Information about staying in Annapolis

Read these important travel tips before booking a vacation rental in Annapolis

How long do people typically book holiday apartments for in Annapolis?

About 2 nights is the most common choice for those booking holiday apartment rentals in Annapolis.

When is the best time to book a holiday rental in Annapolis?

The cheapest month to rent a holiday apartment in Annapolis is usually October. The cost of your apartment or rental property can be around 31% cheaper in October vs. the high season.

How many operators does momondo search for hotels in Annapolis?

As of April 2024, there are 473 operators available to choose from for hotels in Annapolis.

When did momondo last update prices for hotels in Annapolis?

Prices for hotels in Annapolis are updated daily.

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