Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Annapolis vacation rentals

TV, fireplace

Apartment in Rosedale

Getaway in the country/Beautiful Parke County/Large hot tub and much more!
10.0 out of 10, Exceptional, (185 reviews)
"It was clean and just what we needed for rest. We would definitely return if ever back in the area"
United States
Jeff R.
The price is ￥21,593
￥35,930 total
includes taxes & fees
Jan 21 - Jan 22
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
Exterior detail

Vacation Home in Marshall

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
9.4 out of 10, Exceptional, (36 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
The price is ￥21,356
￥54,940 total
includes taxes & fees
Feb 19 - Feb 20
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
Outdoor dining

Vacation Home in Rosedale

The Getaway House with Hot Tub and Pool. Pet Friendly
9.6 out of 10, Exceptional, (23 reviews)
"Great stay, cozy and had everything we needed for us and our dog. "
United States
Nate C.
The price is ￥24,915
￥45,026 total
includes taxes & fees
Jan 21 - Jan 22
The Getaway House with Hot Tub and Pool. Pet Friendly
Terrace/patio

Vacation Home in Marshall

The Rustic Retreat only 1 mile from Turkey Run State Park
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great place! "
United States
Scott B.
The price is ￥22,779
￥29,834 total
includes taxes & fees
Jan 22 - Jan 23
The Rustic Retreat only 1 mile from Turkey Run State Park
Exterior

Apartment in Dana

Secluded in The Woods
9.4 out of 10, Exceptional, (3 reviews)
"Clean and well appointed. Would stay here again. "
United States
John & Cathy G.
The price is ￥25,200
￥31,945 total
includes taxes & fees
Jan 31 - Feb 1
Secluded in The Woods
Smart TV

Vacation Home in Dana

1960's Ranch House NO CLEANING FEE
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 ￥27,323
￥34,144 total
includes taxes & fees
Jan 21 - Jan 22
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
"Great host and great stay!"
Dean L. 2-night trip
Posted 9 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
  • Use the map to find apartments and other holiday homes in the Annapolis neighbourhood you prefer
  • 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

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.