Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

9.4 out of 10, Exceptional, (36 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
The price is CA $240
CA $546 total
includes taxes & fees
Mar 1 - Mar 2
Infrared Sauna! Under Renovation for an even bigger & better experience!
10.0 out of 10, Exceptional, (186 reviews)
"We were in town for a hunting trip. Everything about the place was amazing. Definitely exceeded our expectations and we will be back in the future!!! "
United States
Michael S.
The price is CA $187
CA $314 total
includes taxes & fees
Mar 4 - Mar 5
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
9.6 out of 10, Exceptional, (23 reviews)
"Great location half between Terre Haute and Turkey Run. The hot tub was phenomenal!!!"
United States
Toni D.
The price is CA $215
CA $408 total
includes taxes & fees
Mar 4 - Mar 5
The Getaway House with Hot Tub and Pool. Pet Friendly
10.0 out of 10, Exceptional, (4 reviews)
"Great place! "
United States
Scott B.
The price is CA $274
CA $359 total
includes taxes & fees
Mar 4 - Mar 5
The Rustic Retreat only 1 mile from Turkey Run State Park
10.0 out of 10, Exceptional, (14 reviews)
"Quite, clean property felt very safe and the owner was very nice and quick to respond."
United States
Ted
The price is CA $237
CA $300 total
includes taxes & fees
Feb 26 - Feb 27
1960's Ranch House NO CLEANING FEE
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Annapolis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 only 1 mile from Turkey Run State Park: This vacation home rental outside of Annapolis has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Annapolis?

While you're exploring the area, Rockville Lake Park and Lake Waveland 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.