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Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

The Narrows Cabins - Whispering Wind

The Narrows Cabins - Whispering Wind
Marshall
$229 nightly
The price is $263
Aug 18 - Aug 19
Total with taxes and fees
The Narrows Cabins - Whispering Wind

The Narrows Cabins #2962 - The Nook

The Narrows Cabins #2962 - The Nook
Marshall
$252 nightly
The price is $290
Jul 22 - Jul 23
Total with taxes and fees
The Narrows Cabins #2962 - The Nook

Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Rosedale
10.0 out of 10, Exceptional, (195 reviews)
"Such a peaceful place to stay!"
United States
Mariah M.
$197 nightly
The price is $226
Jul 26 - Jul 27
Total with taxes and fees
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12

Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
Marshall
9.4 out of 10, Exceptional, (39 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
$498 nightly
The price is $573
Aug 11 - Aug 12
Total with taxes and fees
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12

The Narrows Cabins # 2968

The Narrows Cabins # 2968
Marshall
$223 nightly
The price is $256
Aug 18 - Aug 19
Total with taxes and fees
The Narrows Cabins # 2968

The Rustic Retreat

The Rustic Retreat
Marshall
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great house was clean and in a good location for us "
United States
Randy W.
$274 nightly
The price is $279
Aug 6 - Aug 7
Total with taxes and fees
The Rustic Retreat

1960's Ranch House NO CLEANING FEE

1960's Ranch House NO CLEANING FEE
Dana
10.0 out of 10, Exceptional, (15 reviews)
"Quite, clean property felt very safe and the owner was very nice and quick to respond."
United States
Ted
$261 nightly
The price is $292
Aug 2 - Aug 3
Total with taxes and fees
1960's Ranch House NO CLEANING FEE

The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!

The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!
Marshall
8.0 out of 10, Very Good, (1 review)
"Please print the property guide out and put a copy of your checkout rules on the wall or leave it on the table to make it easier for us to know what your expectations are. It was hard for me to get messages and find the link for the property guide while we were out there. I ended up with about five different emails to look through to find which one had the link, then on one link it did not work. I don’t want to use QR CODES and my phone for a policy guide. I’m trying to get AWAY from technology...
United States
Lisa I.
$341 nightly
The price is $392
Aug 18 - Aug 19
Total with taxes and fees
The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!

Walk to Dtwn Rockville! Prairie-Inspired Retreat

Walk to Dtwn Rockville! Prairie-Inspired Retreat
Rockville
$340 nightly
The price is $387
Jul 22 - Jul 23
Total with taxes and fees
Walk to Dtwn Rockville! Prairie-Inspired Retreat
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

Find out more about Annapolis

Everything you need to know about Annapolis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $226 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Annapolis?

Yes, we give you a choice of vacation rentals close to popular attractions in Annapolis, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Annapolis has to offer?

The Rustic Retreat: This vacation home rental outside of Annapolis offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Annapolis?

While you're exploring the area, Lake Waveland and Rockville Lake Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Turkey Run State Park and Billie Creek Village.

What’s a vacation rental in Annapolis like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Annapolis. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.