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Holiday rentals in Annapolis, MD

Find deals on 418 holiday rentals in Annapolis, MD

Annapolis, MD, United States
9 Nov — 10 Nov2

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Top rentals in Annapolis

Find the perfect holiday rental for your stay in Annapolis
Price
$190
$698
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
Bright and cheery home. Just a short 2 blocks from the beach. Photo

Bright and cheery home. Just a short 2 blocks from the beach.

Annapolis, MD, United States

Cozy place close to the city dock Photo

Cozy place close to the city dock

Annapolis, MD, United States

10.0
Gaia House Photo

Gaia House

Annapolis, MD, United States

9.5
Tranquility Awaits Photo

Tranquility Awaits

Annapolis, MD, United States

10.0

Available for Maryland Legislative Session 2024 ! Perfect location!

Annapolis, MD, United States

8.8
Entire Private 2 bedrooms house, nice neighborhood Photo

Entire Private 2 bedrooms house, nice neighborhood

Arnold, MD, United States

9.5

Get the best value holiday rental in Annapolis

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

Gaia House

Annapolis, MD, United States

9.5
Downtown Annapolis King George 3rd Floor Hideaway Photo

Downtown Annapolis King George 3rd Floor Hideaway

Annapolis, MD, United States

9.6
Entire Private 2 bedrooms house, nice neighborhood Photo

Entire Private 2 bedrooms house, nice neighborhood

Arnold, MD, United States

9.5
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park Photo

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis, MD, United States

9.0
Searenity Stays Photo

Searenity Stays

Edgewater, MD, United States

9.9
BayRidge house by Quiet Waters, Thomas Point Parks Photo

BayRidge house by Quiet Waters, Thomas Point Parks

Annapolis, MD, United States

9.9

momondo's favourite holiday rentals in Annapolis

Learn more about these user-preferred holiday rentals in Annapolis
Across From Stadium - Walk To Downtown Annapolis. Photo

Across From Stadium - Walk To Downtown Annapolis.

Annapolis, MD, United States

9.4
$668
Anchor's Away In The Heart Of Eastport! Photo

Anchor's Away In The Heart Of Eastport!

Annapolis, MD, United States

9.9
$381

Indulge or be still near Naval Academy/ Annapolis

Annapolis, MD, United States

9.0
$370
Gourmet Kitchen Family & Pet Friendly Residence! Photo

Gourmet Kitchen Family & Pet Friendly Residence!

Edgewater, MD, United States

9.2
$1,181
Captain's Quarters - Eastport! Photo

Captain's Quarters - Eastport!

Annapolis, MD, United States

8.6
$652
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !! Photo

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

Annapolis, MD, United States

9.8
$525
Waterfront home in Annapolis MD with private pier Photo

Waterfront home in Annapolis MD with private pier

Annapolis, MD, United States

$1,282
Charming garden row home, easy 4 block walk to the heart of Annapolis. Photo

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

Annapolis, MD, United States

10.0
$519
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun! Photo

A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!

Annapolis, MD, United States

9.8
$609
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis Photo

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

Annapolis, MD, United States

9.2
$379
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks Photo

Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks

Annapolis, MD, United States

9.6
$1,198
Cozy Cottage by the Beach - WaterviewbrMinutes from Downtown Annapolis Photo

Cozy Cottage by the Beach - WaterviewbrMinutes from Downtown Annapolis

Annapolis, MD, United States

10.0
$563
Great Entertaining Spot for any Occassion! Photo

Great Entertaining Spot for any Occassion!

Edgewater, MD, United States

10.0
$886
Waterfront Annapolis Home Fire Pit and Fishing Pier Photo

Waterfront Annapolis Home Fire Pit and Fishing Pier

Annapolis, MD, United States

9.2
$524
One-level living and 1 mile to Navy Stadium with Backyard Photo

One-level living and 1 mile to Navy Stadium with Backyard

Annapolis, MD, United States

9.6
$781
Amazing views, short walks to great dining! Photo

Amazing views, short walks to great dining!

Annapolis, MD, United States

9.9
$476
Charming 3 BR/2BA home at Arundel on the Bay features a community beach, boat slips, playground. Photo

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

Annapolis, MD, United States

10.0
$1,088
Charming And Romantic, Or Professional Historic Retreatsteps To City Dock! Photo

Charming And Romantic, Or Professional Historic Retreatsteps To City Dock!

Annapolis, MD, United States

10.0
$609
Entire Private 2 bedrooms house, nice neighborhood Photo

Entire Private 2 bedrooms house, nice neighborhood

Arnold, MD, United States

9.5
$260

Adorable 1 bedroom apartment in downtown Annapolis

Annapolis, MD, United States

$534

Useful insights on Annapolis holiday rentals

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

Lowest Holiday Rental Price

$190
The cheapest price for a room in Annapolis found in the last 7 days is $190/night. This rate is available with Gaia House.

When to book a holiday rental in Annapolis

Check out the information below to find the best deal on a holiday rental in Annapolis
Cheapest day of weekTuesdayis the cheapest day of the week to book
Highest day of weekWednesdayis the most expensive day of the week to book
$603
$1,319

Information about staying in Annapolis

Read these important travel tips before booking a vacation rental 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 November. The cost of your apartment or rental property can be around 36% cheaper in November vs. the high season.

How many operators does momondo search for hotels in Annapolis?

As of November 2024, there are 461 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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