Holiday rentals near Ballet Theater of Maryland

We found 1,138 holiday rentals — enter your dates for availability

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August 2025

September 2025

Choose the right holiday rental that's near Ballet Theater of Maryland. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a fireplace and garden. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Ballet Theater of Maryland

Showing deals for:21 Nov - 28 Nov

Exceptional

(21 reviews)

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater, MD

7% off

AU$818 nightly

Includes taxes & fees

Exceptional

(5 reviews)

Chessie Cottage-Chesapeake Bay Great views from easy single floor living!

Stevensville, MD

8% off

AU$921 nightly

Includes taxes & fees

Exceptional

(11 reviews)

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville, MD

17% off

AU$402 nightly

Includes taxes & fees

Kent Island Beach House:Winter, Spring, Summer & Fall there is something for All

Exceptional

(75 reviews)

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Stevensville, MD

8% off

AU$1,435 nightly

Includes taxes & fees

Exceptional

(135 reviews)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman, MD

12% off

AU$454 nightly

Includes taxes & fees

Exceptional

(22 reviews)

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Severna Park, MD

7% off

AU$688 nightly

Includes taxes & fees

Exceptional

(116 reviews)

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall, MD

8% off

AU$378 nightly

Includes taxes & fees

Exceptional

(7 reviews)

Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi

Shady Side, MD

8% off

AU$1,691 nightly

Includes taxes & fees

Exceptional

(9 reviews)

Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier

Annapolis, MD

8% off

AU$834 nightly

Includes taxes & fees

Exceptional

(56 reviews)

Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA

Annapolis, MD

8% off

AU$397 nightly

Includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Ballet Theater of Maryland

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Sleeps 18 · 6 bedrooms · 4 bathrooms

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

Sleeps 16 · 6 bedrooms · 4+ bathrooms

Top rated rentals - Ballet Theater of Maryland

Premier Host

SPECTACULAR!!!

CONGRATULATIONS! You have found the best house on Kent Island and all of VRBO.We just finished an incredible stay here and were blown away from the moment we pulled up the driveway. The house is spotless, beautifully decorated, and fully stocked with everything you could possibly need. The amenities truly went above and beyond. The outdoor spaces are immaculate and luxurious, with a wraparound porch on both levels and a breathtaking pool. Our family especially enjoyed the daily deer sightings on the property.As for the host, John was extremely hospitable. His attention to detail is unmatched. He was accessible, accommodating, and made sure everything was perfect for our stay.We will forever cherish the family memories we made here. If you're lucky enough to see this place available, book it!

Charlene U.

Stayed June 2025

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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
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