Holiday Rentals Annapolis from £167: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Annapolis has to offer?

The Rustic Retreat - 1 mile from Turkey Run State Park : This holiday home rental outside of Annapolis offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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Our top choices for Annapolis holiday 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

Marshall

Hannah C.

includes taxes & fees

4 Nov - 5 Nov

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

Rockville

includes taxes & fees

1 Nov - 2 Nov

A wooden cabin interior with a kitchen, dining area, and seating.

3. The Stargazer! A cozy cabin near Turkey Run State Park! Pet friendly!

Marshall

B Peter K.

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a wooden floor, a sofa, a coffee table, and a dining table with chairs.

4. Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Rosedale

Bridget B.

includes taxes & fees

1 Nov - 2 Nov

5. Walk to Dtwn Rockville! Prairie-Inspired Retreat

Rockville

includes taxes & fees

1 Nov - 2 Nov

A spacious living area with a wooden ceiling, a brown leather sofa, a round wooden coffee table, and a blue armchair.

6. The Twilight at The Narrows Cabins

Marshall

includes taxes & fees

4 Nov - 5 Nov

A wooden cabin with a porch, a bench, and a mailbox.

7. The Narrows Cabins #2966

Marshall

Chelsea H.

includes taxes & fees

4 Nov - 5 Nov

A rustic cabin with a wooden exterior, a porch, and a mailbox.

8. The Narrows Cabins # 2968

Marshall

julie k.

includes taxes & fees

1 Dec - 2 Dec

A wooden cabin with a porch, a picnic table, and a mailbox.

9. The Narrows Cabins #2960 - The Nest

Marshall

Lisa P.

includes taxes & fees

1 Nov - 2 Nov

A cabin with a fire pit, outdoor seating, and string lights.

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

Marshall

Deb J.

includes taxes & fees

17 Nov - 18 Nov

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.

11. The Narrows Cabins #2964

Marshall

April D.

includes taxes & fees

4 Nov - 5 Nov

A cabin with a deck, surrounded by trees, and outdoor seating.

12. The Cottage at The Narrows Cabins

Marshall

Abraham W.

includes taxes & fees

8 Nov - 9 Nov

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

Dana

Bernadette J.

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a ceiling fan, an air conditioning unit, a window with curtains, and a view of the outdoors.

14. The Moonwalk at The Narrows Cabins

Marshall

includes taxes & fees

4 Nov - 5 Nov

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Top Annapolis Hotel Reviews

Charming lake cabin located next to Racoon State Park.

8/10 Good

"The host was very prompt and helpful in replying to my questions. The cabin is delightfully "rustic" and is located in a wooded area. We enjoyed the outdoor fire pit, the kayaks, and the hot tub. Getting kayaks to the lake is difficult if you don't have access to the golf cart and trailer. However, we were able to load three kayaks in a van and launch them at the accessible public Hollandsburg Boat Ramp which is very close to the cabin. There are two Dollar General stores close to the cabin if you need food or other supplies. There are wonderful hiking trails at Racoon Lake State Recreation Area (nearby) and at Shades State Park and Turkey Run State Park (each about 30 minutes from the cabin)."

Royal Inn Rockville IN by Hotel O

8/10 Good

"The staff were great, helpful and generous throughout our stay. The hotel is on the older side, so you will need to be okay with a little wear and tear around the edges. The pool is not operational, so that was a bit of a bummer for our son but Billie Creek Village is a 2 minute walk, so that made up for it. Parking is plentiful. We traveled from Montana to attend Bridge Festival. Being able to walk to Billie Creek and catch the free ride to downtown Rockville made our enjoyment of Bridge Festival all that much more since we did not have to deal with traffic and parking throughout the day."

This home is located in beautiful Parke County, a rustic and charming setting.

10/10 Excellent

"The property is even better in person than the photos. Every detail of what a guest needs has been considered. From blankets in the living room, different sized mugs, just wonderful."

The Rustic Retreat - 1 mile from Turkey Run State Park

10/10 Excellent

"Perfect location if you want to be close to Turkey Run Park and Shades State Park. House was clean, nicely decorated, and had what we needed. We enjoyed sitting on the nice front porch. The mattress on the bed was very firm so if you are like me and need a softer bed, then you will want to bring a mattress topper."

Find out more about Annapolis

Everything you need to know about Annapolis holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis holiday rentals we have selected for you start as low as £167 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 holiday 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 holiday.

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 holiday rentals in Annapolis?

Yes, there are holiday rentals close to the most popular sights in Annapolis, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Annapolis has to offer?

The Rustic Retreat - 1 mile from Turkey Run State Park: This holiday home rental outside of Annapolis offers a fireplace, 1 hot tub and a BBQ 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 wider area, you’ll find Turkey Run State Park and Billie Creek Village.

What’s a holiday rental in Annapolis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annapolis. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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