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Annapolis, MD cabins
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Charming Cottage 2 Parking Spot Easy Walk Downtown - Annapolis, MD
9.9 294 reviews

Charming Cottage 2 Parking Spot Easy Walk Downtown

cottage, Annapolis
This charming historic house is located in the Annapolis Art District, just off West Street, within walking distance of the Naval Academy, Navy Stadium, shops, bars, restaurants, and the City Docks. It has excellent user, location, and cleanliness ratings.
This 1260 square foot house has two bedrooms, two bathrooms, and can accommodate up to six guests. It offers a fully equipped kitchen, a garden with a BBQ grill, parking for two cars, central AC, high-speed internet, three smart TVs, a Jacuzzi, and a screened front porch.
Weems Creek Cottage, Annapolis  Waterfront - Annapolis, MD
10 257 reviews

Weems Creek Cottage, Annapolis Waterfront

apartment, Annapolis
This waterfront cottage is located in West Annapolis, a short walk from the US Naval Academy's Gate 8 and a 1.5-mile walk to Annapolis City Dock, making it easy to explore the city's historic attractions and vibrant waterfront. This charming cottage enjoys excellent user, location and cleanliness ratings.
The 700 square foot cottage comfortably sleeps four guests and features a fully equipped kitchen, a screened-in porch, and a private dock with stunning views of Weems Creek. Guests can enjoy amenities like a fire pit, picnic area, paddle boards, kayaks, and a 17' Boston Whaler (for experienced boaters at an extra cost).
The Yellow Cottage On Harness Creek - Annapolis, MD
10 180 reviews

The Yellow Cottage On Harness Creek

cottage, Annapolis
The Yellow Cottage is a waterfront home located in the Hillsmere neighborhood of Annapolis, just a short distance from Jonas Green State Park and the Smithsonian Environmental Research Center. This charming rental consistently receives excellent reviews from guests.
The cottage has two bedrooms and one bathroom, spanning 950 square feet and comfortably sleeping up to six guests. The Yellow Cottage offers a full kitchen, air conditioning, a garden, a spa, and parking, plus waterfront access with stunning views of Harness Creek.
Oh Happy Bay - Annapolis, MD
9.6 18 reviews

Oh Happy Bay

cottage, Annapolis
This Eastport vacation rental offers direct access to a private stretch of Bembe Beach, located 4 miles from downtown Annapolis and the U.S. Naval Academy, and is ideal for Commissioning Week with Blue Angels views.
This family-friendly cottage accommodates up to 8 guests with 3 bedrooms and 3 bathrooms, featuring a gourmet kitchen, water-view dining, a screened-in gazebo, a private balcony with water views, and complimentary use of paddleboards and beach toys during summer.

Frequently Asked Questions about cabins in Annapolis, MD

  • What are the most famous places in and around Annapolis, MD?

    Annapolis is known for its historic sites like the Maryland State House, the United States Naval Academy, and the Annapolis City Dock. A short drive away you can find the charming town of St. Michaels, with its beautiful waterfront and historic architecture.
  • What are the best cabins in Annapolis, MD?

  • What part of Annapolis, MD is popular for renting cabins?

    While there aren't traditional cabins in Annapolis city, you can find vacation rentals and cottages in nearby areas like Davidsonville, Edgewater, and Annapolis Neck. These locations offer a peaceful getaway with easy access to Annapolis.
  • What are the best cabins with a pool in Annapolis, MD?

    The best cabin with a pool in Annapolis, MD is "The Perch" - Tiny 1br Cottage - Chesapeake Bay.

  • What are the must-visit natural attractions in Annapolis, MD?

    The Chesapeake Bay is a must-see, offering opportunities for boating, fishing, and kayaking. You can also explore the natural beauty of Quiet Waters Park, a 340-acre park with trails, gardens, and a waterfront area.
  • What are the best cabins with a jacuzzi in Annapolis, MD?

    The best cabin with a jacuzzi in Annapolis, MD is "The Perch" - Tiny 1br Cottage - Chesapeake Bay.

  • Why is renting a cabin in Annapolis, MD a great choice?

    Renting a cabin in the Annapolis area provides a peaceful escape from the city while still being close to all the attractions Annapolis has to offer. You can enjoy the tranquility of nature while being just a short drive away from the historic downtown.
  • What are the best cabins for families and kids in Annapolis, MD?

    The best cabin for families and kids in Annapolis, MD is "The Perch" - Tiny 1br Cottage - Chesapeake Bay.

  • Where can you find healthy dining options in Annapolis, MD?

    Check out restaurants like The Chart House, which offers fresh seafood and healthy options, or try the Annapolis Market House, where you can find a variety of local produce and prepared foods.
  • What are the best pet friendly cabins in Annapolis, MD?

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