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Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Annapolis vacation rentals

A bedroom with a bed, two bedside tables with lamps, a decorative wall piece, and a window with curtains.

1. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
$334 nightly
The price is $384
Oct 21 - Oct 22
Total with taxes and fees
Walk to Dtwn Rockville! Prairie-inspired Retreat
A cabin with a fire pit, outdoor seating, and string lights.

2. Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12

Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
Marshall
9.4 out of 10, Exceptional, (41 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
$470 nightly
The price is $541
Nov 2 - Nov 3
Total with taxes and fees
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
A wooden cabin interior with a kitchen, dining area, and seating.

3. 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
9.6 out of 10, Exceptional, (4 reviews)
"Great place to stay!"
United States
B Peter K.
$344 nightly
The price is $396
Nov 3 - Nov 4
Total with taxes and fees
The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!
A compact kitchen with a refrigerator, microwave, and wooden cabinets. There is a dining area with a table and chairs, and a small seating area with a sofa and a lamp.

4. The Narrows Cabins #2964

The Narrows Cabins #2964
Marshall
10.0 out of 10, Exceptional, (4 reviews)
"Very impressed with the well stocked items including coffee, Tide pods, ice in the freezer, bug spray and even soft toilet paper. Comfortable and clean."
United States
April D.
$316 nightly
The price is $363
Nov 3 - Nov 4
Total with taxes and fees
The Narrows Cabins #2964
A cozy interior with a wooden ceiling, a round wooden coffee table, a blue armchair, a brown sofa, and a kitchen area with a sink and cabinets.

5. The Twilight at The Narrows Cabins

The Twilight at The Narrows Cabins
Marshall
$273 nightly
The price is $314
Nov 3 - Nov 4
Total with taxes and fees
The Twilight at The Narrows Cabins
A dining area with a wooden table, cushioned chairs, and a bench. There is a window with curtains, a wall clock, and a framed picture.

6. Walk to Dtwn Rockville! Prairie-Inspired Retreat

Walk to Dtwn Rockville! Prairie-Inspired Retreat
Rockville
8.6 out of 10, Excellent, (4 reviews)
"Great house for our short (one night) stay while traveling through. Easy to find and very clean."
United States
Joan P.
$343 nightly
The price is $394
Oct 21 - Oct 22
Total with taxes and fees
Walk to Dtwn Rockville! Prairie-Inspired Retreat
A large two-story house with a porch, surrounded by well-maintained lawns and trees.

7. Granny's Farmhouse Apartment

Granny's Farmhouse Apartment
Marshall
$429 nightly
The price is $493
Oct 21 - Oct 22
Total with taxes and fees
Granny's Farmhouse Apartment
A cozy living room with a wooden floor, a sofa, a coffee table, and a dining table with chairs.

8. 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, (200 reviews)
"Great place off the beaten path. Clean with great amenities. I would definitely stay here again."
United States
Bridget B.
$201 nightly
The price is $231
Oct 19 - Oct 20
Total with taxes and fees
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
A modern living room with a flat-screen TV, two blue armchairs, a grey sofa, and a coffee table.

9. 1960's Ranch House NO CLEANING FEE

1960's Ranch House NO CLEANING FEE
Dana
10.0 out of 10, Exceptional, (16 reviews)
"Great stay and would definitely recommend. Quiet neighborhood with very good local cafe and interesting Ernie Pyle museum. We would stay here again!"
United States
Bernadette J.
$275 nightly
The price is $308
Nov 16 - Nov 17
Total with taxes and fees
1960's Ranch House NO CLEANING FEE
A wooden cabin with a porch, a bench, and a mailbox.

10. The Narrows Cabins #2966

The Narrows Cabins #2966
Marshall
10.0 out of 10, Exceptional, (1 review)
"Great place to stay near Turkey Run for hiking and Sugar Valley Tubing. Great spot!"
United States
Lynn D.
$308 nightly
The price is $354
Nov 3 - Nov 4
Total with taxes and fees
The Narrows Cabins #2966
A rustic log cabin with a porch, surrounded by trees and a gravel area with outdoor seating.

11. The Narrows Cabins #2962 - The Nook

The Narrows Cabins #2962 - The Nook
Marshall
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Cute & so close to Turkey Run. Will be coming back soon."
United States
Hannah C.
$252 nightly
The price is $290
Nov 3 - Nov 4
Total with taxes and fees
The Narrows Cabins #2962 - The Nook
A rustic cabin with a wooden exterior, a porch, and a mailbox.

12. The Narrows Cabins # 2968

The Narrows Cabins # 2968
Marshall
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed a relaxing weekend in this clean, comfortable cabin. It was within walking distance of hiking trails which was convenient. Close to kayaking, restaurants and delicious ice cream!"
United States
julie k.
$243 nightly
The price is $279
Nov 3 - Nov 4
Total with taxes and fees
The Narrows Cabins # 2968
A wooden interior with a kitchen, dining area, and living space.

13. The Moonwalk at The Narrows Cabins

The Moonwalk at The Narrows Cabins
Marshall
$355 nightly
The price is $408
Nov 4 - Nov 5
Total with taxes and fees
The Moonwalk at The Narrows Cabins
A wooden cabin with a porch, a picnic table, and a mailbox.

14. The Narrows Cabins #2960 - The Nest

The Narrows Cabins #2960 - The Nest
Marshall
9.8 out of 10, Exceptional, (7 reviews)
"Very much enjoyed our stay! It was cute, clean and quiet. Being located so close to the turkey run state park was an added bonus. We’d definitely stay again if back in the area."
United States
Lisa P.
$232 nightly
The price is $267
Nov 3 - Nov 4
Total with taxes and fees
The Narrows Cabins #2960 - The Nest
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
"This place is amazing. Country like setting, quiet and comfortable. Very good location for an out doorsy person or family."
Dennis K. 3-night trip
Posted 4 hours ago
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

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 $231 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 - 1 mile from Turkey Run State Park: 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.