Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Annapolis vacation rentals

A rustic log cabin with a porch, surrounded by trees and a gravel area with outdoor seating.

1. 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.
The price is CA $145
CA $349 total
includes taxes & fees
Nov 9 - Nov 10
The Narrows Cabins #2962 - The Nook
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.

2. Walk to Dtwn Rockville! Prairie-inspired Retreat

Walk to Dtwn Rockville! Prairie-inspired Retreat
3.0 star property
Rockville
The price is CA $210
CA $538 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Dtwn Rockville! Prairie-inspired Retreat
A spacious living area with a wooden ceiling, a brown leather sofa, a round wooden coffee table, and a blue armchair.

3. The Twilight at The Narrows Cabins

The Twilight at The Narrows Cabins
Marshall
The price is CA $198
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
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.

4. Walk to Dtwn Rockville! Prairie-Inspired Retreat

Walk to Dtwn Rockville! Prairie-Inspired Retreat
Rockville
8.8 out of 10, Excellent, (6 reviews)
"Fantastic place! Fantastic owner! Easy communication, would stay again!"
United States
Ryan P.
The price is CA $154
CA $526 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Dtwn Rockville! Prairie-Inspired Retreat
A wooden cabin interior with a kitchen, dining area, and seating.

5. 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.
The price is CA $194
CA $484 total
includes taxes & fees
Nov 9 - Nov 10
The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!
A wooden cabin with a porch, a bench, and a mailbox.

6. The Narrows Cabins #2966

The Narrows Cabins #2966
Marshall
10.0 out of 10, Exceptional, (2 reviews)
"Great experience for fall break!"
United States
Chelsea H.
The price is CA $159
CA $468 total
includes taxes & fees
Dec 8 - Dec 9
The Narrows Cabins #2966
A wooden cabin with a porch, a picnic table, and a mailbox.

7. 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.
The price is CA $149
CA $347 total
includes taxes & fees
Nov 9 - Nov 10
The Narrows Cabins #2960 - The Nest
A rustic cabin with a wooden exterior, a porch, and a mailbox.

8. The Narrows Cabins # 2968

The Narrows Cabins # 2968
Marshall
10.0 out of 10, Exceptional, (4 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.
The price is CA $176
CA $384 total
includes taxes & fees
Nov 16 - Nov 17
The Narrows Cabins # 2968
A cozy living room with a wooden floor, a sofa, a coffee table, and a dining table with chairs.

9. 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.
The price is CA $191
CA $310 total
includes taxes & fees
Nov 15 - Nov 16
Getaway in the country/Beautiful Parke County/Large hot tub and much more!
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.

10. The Narrows Cabins #2964

The Narrows Cabins #2964
Marshall
10.0 out of 10, Exceptional, (5 reviews)
"Lovely, clean little place super close to the entrance of Turkey Run state park. Beds were very comfy and a/c worked great. It would have been difficult, however, for more than 3 people as we had to use the top bunk for our suitcases. Otherwise, they would have to be on the living room floor and be in the way. Absolutely no floor space exists in the bedroom except to navigate to the bed."
United States
Denise K.
The price is CA $185
CA $470 total
includes taxes & fees
Nov 9 - Nov 10
The Narrows Cabins #2964
A cabin with a fire pit, outdoor seating, and string lights.

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

Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
Marshall
9.4 out of 10, Exceptional, (44 reviews)
"We were thrilled with this homey getaway! "
United States
Deb J.
The price is CA $383
CA $719 total
includes taxes & fees
Nov 9 - Nov 10
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
A bedroom with a bed, a ceiling fan, an air conditioning unit, a window with curtains, and a view of the outdoors.

12. The Moonwalk at The Narrows Cabins

The Moonwalk at The Narrows Cabins
Marshall
The price is CA $253
CA $552 total
includes taxes & fees
Nov 9 - Nov 10
The Moonwalk at The Narrows Cabins
A modern living room with a flat-screen TV, two blue armchairs, a grey sofa, and a coffee table.

13. 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.
The price is CA $336
CA $410 total
includes taxes & fees
Dec 6 - Dec 7
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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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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis vacation rentals we have selected for you start as low as CA $144 per night. Entering your travel dates in the search wizard 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.