Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Annapolis vacation rentals

TV, fireplace

The Rustic Retreat

The Rustic Retreat
Marshall
10.0 out of 10, Exceptional, (4 reviews)
"Great place! "
United States
Scott B.
The price is ￥31,508
￥36,218 total
includes taxes & fees
Mar 12 - Mar 13
The Rustic Retreat
Outdoor dining

The Getaway House with Hot Tub and Pool. Pet Friendly

The Getaway House with Hot Tub and Pool. Pet Friendly
Rosedale
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 ￥24,850
￥46,542 total
includes taxes & fees
Mar 8 - Mar 9
The Getaway House with Hot Tub and Pool. Pet Friendly
TV, fireplace

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, (187 reviews)
"Easy communication, early arrival accomidations and a beautiful night stay. We enjoyed ourselves a lot!"
United States
Alan C.
The price is ￥21,537
￥35,837 total
includes taxes & fees
Mar 9 - Mar 10
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Exterior detail

Infrared Sauna! Under Renovation for an even bigger & better experience!

Infrared Sauna! Under Renovation for an even bigger & better experience!
Marshall
9.4 out of 10, Exceptional, (36 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
The price is ￥29,189
￥65,321 total
includes taxes & fees
Mar 15 - Mar 16
Infrared Sauna! Under Renovation for an even bigger & better experience!
Smart TV

1960's Ranch House NO CLEANING FEE

1960's Ranch House NO CLEANING FEE
Dana
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 ￥29,678
￥36,775 total
includes taxes & fees
Mar 8 - Mar 9
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

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!

10/10 Excellent
"Host was incredible from phone calls to text to walking me through the whole place and explaining how everything works instead of just a binder. Its a beautiful experience and the little towns around have the cutest stores food and taverns. Will most definitely be back! Better book they fill up fast! "
Jessii B. 2-night trip
Posted 2 days ago
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

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

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?

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.: This vacation home rental outside of Annapolis offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.