A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Annapolis vacation rentals

House (3 Bedrooms) | Interior

1. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is NT$7,132
NT$15,457 total
includes taxes & fees
Aug 25 - Aug 26
Idyllic Pasadena Retreat With Garden + Hot Tub!
Apartment | Living area | Flat-screen TV

2. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.8 out of 10, Good, (14 reviews)
"Great everything "
United States
Eric
The price is NT$2,694
NT$3,801 total
includes taxes & fees
Aug 19 - Aug 20
Entire House 1BD King Bed near Downtown
Basic Apartment, Balcony, City View | Terrace/patio

3. 1-BD Home near Stadiums Free Parking

1-BD Home near Stadiums Free Parking
3.0 star property
Pigtown
7.2 out of 10, Good, (9 reviews)
"Great property. Loved coziness and location. Will book again in the future. Wish I could’ve had a broom available to clean better after myself. "
United States
Tallulah
The price is NT$5,731
NT$6,734 total
includes taxes & fees
Aug 19 - Aug 20
1-BD Home near Stadiums Free Parking
Lounge

4. Entire Unit-5min to M&TBank Camden Yards

Entire Unit-5min to M&TBank Camden Yards
3.0 star property
Hollins Market
4.0 out of 10, (1 review)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
United States
Shanna
The price is NT$8,915
NT$14,296 total
includes taxes & fees
Aug 19 - Aug 20
Entire Unit-5min to M&TBank Camden Yards
House (3 Bedrooms) | Interior

5. Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is NT$8,342
NT$11,064 total
includes taxes & fees
Aug 19 - Aug 20
Waterfront Home on Marley Creek!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Annapolis Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Amazing staff, just a perfect stay!"
KC 4-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

  • View our selection of featured holiday rentals in Annapolis
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  • Enter your travel dates to view the best deals on holiday rentals in Annapolis while they last

Look no further and take a look at our great range of rental properties in Annapolis!

Frequently asked questions

Are there vacation rentals in Annapolis?

Yes, there are vacation rentals in Annapolis near Maryland Hall for Creative Arts, or you can choose a secluded option if you're looking for extra privacy while you relax. Tourists who visit Annapolis speak highly of the college campus and array of shops. While you're in the area, you can also enjoy the top-notch restaurants and marina.

How many vacation rentals will I find in Annapolis?

Expedia has 381 vacation rentals for your stay in Annapolis.

What can I see and do in Annapolis?

Enjoy the outdoors at Maryland Quiet Waters Park and Bay Ridge Beach, or simply take in cultural attractions like Annapolis Maritime Museum and The Colonial Players. While here, Maryland State House and William Paca House are other places worth a visit.

What are vacation rentals like in Annapolis?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Annapolis. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.